one objective of the invention is to provide novel pyrazolopyrimidinethione derivatives , salts and solvates thereof . pyrazolopyrimidinethione derivatives provided in the invention have the structure of formula i : wherein : r 1 , r 2 , and r 3 are same or different , and independently are alkyl having 1 - 6 carbon atoms , alkyl having 1 - 6 carbon atoms in which at least one hydrogen atom is substituted by alkoxy having 1 - 6 carbon atoms or cycloalkyloxy having 3 - 6 carbon atoms , alkenyl having 2 - 6 carbon atoms , or aryl having 6 - 10 carbon atoms ; r 4 is alkyl having 1 - 6 carbon atoms , alkenyl having 2 - 6 carbon atoms , alkoxy having 1 - 6 carbon atoms , cycloalkyloxy having 3 - 6 carbon atoms , aryl having 6 - 10 carbon atoms , or alkyloyl having 1 - 6 carbon atoms ; r 5 is hydrogen , alkyl having 1 - 6 carbon atoms , alkenyl having 2 - 6 carbon atoms , alkoxy having 1 - 6 carbon atoms , cycloalkyloxy having 3 - 6 carbon atoms , aryl having 6 - 10 carbon atoms , or alkyloyl having 1 - 6 carbon atoms ; r 6 is hydrogen , alkyl having 1 - 6 carbon atoms , alkenyl having 3 - 6 carbon atoms , cycloalkyl having 3 - 8 carbon atoms , or alkyloyl having 1 - 6 carbon atoms . the preferred compounds of the invention have the structure of formula ii , wherein : r 1 , r 2 , r 3 , r 4 , and r 5 are same or different , and are alkyl having 1 - 6 carbon atoms , such as methyl , ethyl , propyl , butyl and the like . 5 -[ 2 - methoxy - 5 -( cis - 3 , 5 - dimethylpiperazin - 1 - sulfonyl ) phenyl ]- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione ; 5 -[ 2 - ethoxy - 5 -( cis - 3 , 5 - dimethylpiperazin - 1 - sulfonyl ) phenyl ]- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione ; 5 -[ 2 - propoxy - 5 -( cis - 3 , 5 - dimethylpiperazin - 1 - sulfonyl ) phenyl ]- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione ; 5 -[ 2 - methoxy - 5 -( cis - 3 , 5 - dimethylpiperazin - 1 - sulfonyl ) phenyl ]- 1 - ethyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione ; 5 -[ 2 - ethoxy - 5 -( cis - 3 , 5 - dimethylpiperazin - 1 - sulfonyl ) phenyl ]- 1 - ethyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione ; or 5 -[ 2 - propoxy - 5 -( cis - 3 , 5 - dimethylpiperazine - 1 - sulfonyl ) phenyl ]- 1 - ethyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione and so on . compounds of the invention contain basic center , which can form salts with acid . the pharmaceutically acceptable salts are preferably nontoxic acid addition salts , for example , methanesulphonate , trifluoromethanesulphonate , formed by a reaction with lower - alkyl - substituted sulfonic acid such as methane sulfonic acid , trifluoromethanesulfonic acid and etc . ; p - toluenesulfonate , benzene sulfonate , formed by a reaction with aryl sulfonic acid such as benzene sulfonic acid or p - toluene sulfonic acid ; the corresponding salts formed with an organic carboxylic acid , such as acetic acid , fumaric acid , tartaric acid , oxalic acid , maleic acid , malic acid , succinic acid , or citric acid or the like ; glutamate or aspartate formed with an amino acid , such as glutamic acid or aspartic acid . compounds of the invention can form the corresponding salts through a reaction with an inorganic acid , such as hydrohalic acid ( e . g ., hydrofluoric acid , hydrobromic acid , hydroiodic acid , and hydrochloric acid ), nitric acid , sulfuric acid or phosphoric acid or the like . compound of formula i also provides the pharmaceutically acceptable metal salts , particularly alkali metal salts , such as sodium salts or potassium salts . pyrazolopyrimidinethione derivatives of the invention or the solvates of their salts are within the protection scope of the invention . the solvents therefor preferably are water , ethanol , or methanol . the second objective of the invention is to provide a first method for preparing the pyrazolopyrimidinethione derivatives of the invention . the first preparation method provided in the invention is to react the compound of formula iii with the compound of formula iv in a solvent to obtain the compound of formula i wherein : r 1 , r 2 , and r 3 are same or different , and are alkyl having 1 - 6 carbon atoms , alkyl having 1 - 6 carbon atoms in which at least one hydrogen atom is substituted by alkoxy having 1 - 6 carbon atoms or cycloalkyloxy having 3 - 6 carbon atoms , alkenyl having 2 - 6 carbon atoms , or aryl having 6 - 10 carbon atoms ; r 4 is alkyl having 1 - 6 carbon atoms , alkenyl having 2 - 6 carbon atoms , alkoxy having 1 - 6 carbon atoms , cycloalkyloxy having 3 - 6 carbon atoms , aryl having 6 - 10 carbon atoms , or alkyloyl having 1 - 6 carbon atoms ; r 5 is hydrogen , alkyl having 1 - 6 carbon atoms , alkenyl having 2 - 6 carbon atoms , aryl having 6 - 10 carbon atoms , or alkyloyl having 1 - 6 carbon atoms ; r 6 is hydrogen , alkyl having 1 - 6 carbon atoms , alkenyl having 3 - 6 carbon atoms , cycloalkyl having 3 - 8 carbon atoms , or alkyloyl having 1 - 6 carbon atoms ; and y is cl , f , br , or i . the reaction is generally conducted at room temperature , and may optionally use a solvent , such as organic solvents including chloroform , dichloromethane , tetrahydrofuran , dioxane , 1 , 2 - dimethoxyethane , ethanol , xylene , toluene , dimethyl sulfoxide , triethylamine and so on . the salts of the pyrazolopyrimidinethione derivatives of the invention can be obtained by reacting the pyrazolopyrimidinethione derivatives with the pharmaceutically acceptable acids . the invention further provides another method for preparing the compound of formula i which comprise reacting the compound of formula v with the compound of formula iv in a solvent to give the compound of formula vi , and then producing the product by sulfuration of the compound of formula vi . wherein : r 1 , r 2 , r 3 , r 4 , r 5 , and r 6 in the compounds of formula iv , v , and vi are defined as those defined in the compound of formula i , and y is cl , f , br , and i . when compound vi is subjected to sulfuration , the employable sulfurating reagents are phosphorus pentasulfide or 2 , 4 - bis ( p - methoxyphenyl )- 1 , 3 - dithia - 2 , 4 - diphosphetane - 2 , 4 - disulfide ( lawesson reagent ), and derivatives thereof and the like . the sulfuration of compound vi is conducted in an appropriate solvent such as organic solvents including chloroform , dichloromethane , tetrahydrofuran , dioxane , 1 , 2 - dimethoxyethane , ethanol , xylene , toluene , dimethyl sulfoxide , triethylamine . the reaction temperature is at a temperature in the range of − 20 ° to 200 ° c . the starting materials , compound iii and v , as used , are synthesized according to the following route , referring to the method disclosed in ep463752 : wherein the definitions for r 1 , r 2 , and r 3 are the same as those for the compound of formula i , and y is cl . compound iv may be commercially available or synthetically obtained by conventional methods . the third objective of the invention is to provide a pharmaceutical which utilizes the invented pyrazolopyrimidinethione derivatives , salts and solvates thereof as the active ingredient for preventing or treating impotence and sex frigidity . the inventors of the invention confirmed by the experiments that the compounds of the invention can shorten the latent period of the penile erection in rats with testis removed and lengthen the penile swelling period . the compounds of the invention increases the times of back climbing on female mice by male mice . the compounds of the invention have the advantages of small cardiovascular side effects , and will not cause a decrease of the blood pressure and an increase of the heart rate . each compound of the invention , as well as salts and solvates thereof , all acts as the active ingredient of the pharmaceutical for preventing and / or treating impotence and frigidity ( female ). one or more pharmaceutically acceptable carriers can be further contained in the above pharmaceutical . said carriers include conventional diluter , excipient , filling agent , adhesive , wetting agent , disintegrating agent , surfactant , adsorption carrier , lubricant etc . known in the field of medicine . if necessary , flavoring agent , sweetener and etc . may be added . the pharmaceutical of the invention may be formulated into various forms of tablet , powder , granule , capsule , oral liquid and injectable preparation . said pharmaceutical in various dosage forms can be prepared according to the conventional methods in the field of medicine . ( in formula ii , wherein r 1 is n - propyl , r 2 is ethyl , r 3 is ethyl , and r 4 and r 5 are methyl ) ( compound ( 1 )) 10 g of 1 - ethyl - 3 - n - propyl - 4 - aminopyrazole - 5 - formamide was dissolved in 250 ml of dry dichloromethane and 10 ml of triethylamine was added in a 500 - ml three - necked round - bottomed flask under the protection of n 2 , and cooled to below 5 ° c . in an ice - bath . to this solution , 11 . 3 g of o - ethoxybenzoyl chloride was added dropwise and the addition rate was controlled , allowing the internal temperature not to reach a temperature of higher than 5 ° c . after the addition , the reactants were stirred for another 3 h to allow the reaction to happen . the reaction mixture was placed at room temperature overnight . upon the completion of the reaction , the reaction mixture washed with water , aqueous sodium carbonate , and then water . following this , the reaction mixture was dried and concentrated . the reaction mixture was re - crystallized with n - propyl alcohol to give 13 . 0 g of the title compound . yield : 74 . 0 %. melting point ( m . p .) of the product is 136 - 138 ° c . ; ms ( fab ) 345 ( m + 1 ). 1 . 0 g of sodium was added to 75 ml of absolute ethanol . after sodium was completely decomposed , 8 . 0 g of the product of step ( 1 ) was added and refluxed for 4 - 5 h . upon the completion of the reaction , the solvent was removed by concentration . after cooling , concentrated hydrochloric acid was added to make the solid separated . the solid was filtered , washed with water , and dried in air . the solid was re - crystallized with methanol to give 6 . 5 g of the title compound . yield : 85 . 7 %. melting point of the product : m . p . 114 - 15 ° c . ; ms ( fab ) 327 ( m + 1 ); 1 hnmr ( dmso - d 6 ) ( ppm ): δ0 . 94 ( t , 3h ), δ1 . 34 ( t , 3h ), δ1 . 40 ( t , 3h ), δ1 . 75 ( m , 2h ), δ2 . 79 ( t , 2h ), δ4 . 14 ( q , 2h ), δ4 . 53 ( q , 2h ), δ7 . 06 ( t , 1h ), δ7 . 15 ( d , 1h ), δ7 . 46 ( m , 1h ), δ7 . 68 ( m , 1h ). in a 100 - ml three - necked round - bottomed flask , 3 . 5 g of the product from step ( 2 ) was dissolved in 30 ml of toluene . to the solution , 1 . 0 g of phosphorus pentasulfide were added , and then refluxed for 2 hours . upon the completion of the reaction , toluene was removed under reduced pressure . the reaction mixture was cooled to room temperature , and dissolved by adding chloroform . the solution was dissolved and washed with 2n naoh and then washed with water . the organic layer was dried over na 2 so 4 , concentrated , and re - crystallized with methanol . it gave 3 . 1 g of yellow solid . yield : 84 . 4 %. 1 hnmr ( dmso - d 6 ) ( ppm ): δ0 . 94 ( t , 3h ), δ1 . 39 ( t , 3h ), δ1 . 40 ( t , 3h ), δ1 . 77 ( q , 2h ), δ2 . 84 ( t , 2h ), δ4 . 19 ( q , 2h ), δ4 . 95 ( q , 2h ), δ7 . 11 ( t , 1h ), δ7 . 20 ( d , 1h ), δ7 . 53 ( t , 1h ), δ7 . 83 ( d , 1h ), δ13 . 31 ( s , 1h ); 5 ml of chlorosulfonic acid was added in a 100 - ml three - necked round - bottomed flask with electromagnetic stirring . after cooling to 10 ° c . in an ice - bath , 3 . 0 g of the product of step ( 3 ) was added in batches . after the completion of the addition , the reactant was reacted for 7 hours at room temperature , and then 5 . 0 ml of thionyl chloride was added . as the reaction mixtures were dropped into the crushed ice , a yellow solid was immediately produced . the yellow solid was extracted with chloroform , washed with water , dried over mgso 4 , and concentrated , to give 3 . 3 g of the title compound . yield : 84 . 5 %. 1 . 2 g of cis - 2 , 6 - dimethylpiperazine was dissolved in 5 ml of chloroform , to which 3 . 0 g of the product of step ( 4 ) was added with cooling in an ice - bath . upon the completion of the reaction , it was washed with aqueous na 2 co 3 , then with water , dried over na 2 so 4 , and re - crystallized with ethyl acetate , to give 3 . 2 g of a yellow solid . yield : 81 . 2 %. the melting point of the product : m . p . 202 - 203 ° c . ; ms ( fab ) 519 . 2 ( m + 1 ); 1 hnmr ( dmso - d 6 ) ( ppm ): δ0 . 92 - 0 . 96 ( m , 9h ), δ1 . 34 - 1 . 40 ( m , 6h ), δ1 . 72 - 1 . 78 ( m , 4h ), δ2 . 75 - 2 . 86 ( m , 4h ), δ3 . 47 ( d , 2h ), δ4 . 23 ( q , 2h ), δ4 . 96 ( q , 2h ), δ7 . 39 ( d , 1h ), δ7 . 89 ( q , 1h ), δ7 . 94 ( d , 1h ). ( in formula ii , wherein r 1 is n - propyl , r 2 is methyl , r 3 is ethyl , and r 4 and r 5 are methyl ) ( compound ( 2 )) the title compound was synthesized by taking 1 - methyl - 3 - n - propyl - 4 - amino - pyrazolyl - 5 - formamide as the starting material , according to the step 1 in example 1 . yield : 75 . 1 %. the melting point of the product : m . p . 155 . 5 - 56 . 5 ° c . ; ms ( fab ), 331 ( m + 1 ). the title compound was synthesized by taking 4 -( 2 - ethoxybenzoylamido )- 1 - methyl - 3 - n - propylpyrazol - 5 - formamide as the starting material , according to the step 2 in example 1 . yield : 82 . 6 %. elemental analysis : c 17 h 2 on 4 o 2 calculated : c , 65 . 38 %; h , 6 . 41 %; n , 17 . 95 %; found : c , 65 . 47 %; h , 6 . 28 %; n , 17 . 74 %; the title compound was synthesized by taking 5 -( 2 - ethoxyphenyl )- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - one as the starting material , according to the step 3 in example 1 . yield : 78 . 7 % 1 hnmr ( dmso - d 6 ) ( ppm ): δ0 . 94 ( t , 3h ), δ1 . 39 ( t , 3h ), δ1 . 77 ( q , 2h ), δ 2 . 83 ( t , 2h ), δ4 . 19 ( q , 2h ), δ4 . 44 ( s , 3h ), δ7 . 11 ( t , 1h ), δ7 . 19 ( d , 1h ), δ7 . 53 ( t , 1h ), δ 7 . 83 ( d , 1h ), δ13 . 29 ( s , 1h ); the title compound was synthesized by taking 5 -( 2 - ethoxyphenyl )- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione as the starting material , according to the step 4 in example 1 . yield : 74 . 9 %. 1 . 5 g of cis - 2 , 6 - dimethylpiperazine was dissolved in 10 ml of chloroform in a 100 - ml three - necked round - bottom flask , to which 3 . 0 g of the product of step ( 4 ) was added with cooling in an ice - bath . after the addition , the reactants were continued stirring for another 1 hour . upon the completion of the reaction , the reaction mixture washed with aqueous sodium carbonate and water , dried , concentrated , and re - crystallized with ethyl acetate , to give 2 . 8 g of a pale yellow solid . yield : 79 . 0 %. 1 hnmr ( dmso - d 6 ) ( ppm ): δ0 . 92 - 0 . 96 ( m , 9h ), δ1 . 36 ( t , 3h ), δ1 . 71 - 1 . 79 ( m , 4h ), δ2 . 74 - 2 . 78 ( m , 2h ), δ2 . 82 ( t , 2h ), δ3 . 47 ( m , 2h ), δ4 . 24 ( q , 2h ), δ4 . 45 ( s , 3h ), δ7 . 38 ( d , 1h ), δ7 . 84 ( dd , 1h ), δ7 . 94 ( d , 1h ); the product is c 23 h 32 n 6 o 3 s 2 by elemental analysis . ( in formula ii , wherein r 1 is n - propyl , r 2 is methyl , r 3 is methyl , and r 4 and r 5 is methyl ) ( compound ( 3 )) the title compound was synthesized by taking 1 - methyl - 3 - n - propyl - 4 - aminopyrazol - 5 - formamide and o - methoxybenzoyl chloride as the starting materials , according to the step ( 1 ) in example 1 . yield : 74 . 9 %. 1 hnmr ( dmso - d 6 )( ppm ): δ0 . 93 ( t , j = 7 . 3 hz , 3h ), δ1 . 73 ( q , j = 7 . 3 hz , 2h ), δ2 . 77 ( t , j = 7 . 5 hz , 2h ), δ3 . 84 ( s , 3h ), δ4 . 15 ( s , 3h ), δ7 . 07 ( t , j = 7 . 5 hz , 1h ), δ7 . 16 ( d , j = 8 . 3 hz , 1h ), δ7 . 50 ( t , j = 7 . 6 hz , 1h ), δ7 . 61 ( d , j = 7 . 5 hz , 1h ), δ11 . 95 ( br , 1h ); the title compound is synthesized by taking the product of step ( 1 ) as the starting material , according to the step 2 in example 1 . yield : 83 . 8 %. the melting point of the product : m . p . 140 - 141 ° c . ; ms ( fab ) 299 ( m + 1 ). the title compound is synthesized by taking 5 -( 2 - methoxyphenyl )- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - one as the starting material , according to the step 3 in example 1 . the melting point of the product : m . p . 160 - 61 ° c . ; ms ( fab ) 315 ( m + 1 ) 1 hnmr ( dmso - d 6 ) ( ppm ) δ0 . 93 ( t , 3h ), δ1 . 74 ( m , 2h ), δ2 . 8 ( t , 2h ), δ3 . 87 ( s , 3h ), δ4 . 44 ( s , 3h ), δ7 . 10 ( t , 1h ), δ7 . 20 ( d , 1h ), δ7 . 54 ( t , 1h ), δ7 . 68 ( d , 1h ), δ13 . 38 ( s , 1h ). the title compound is synthesized by taking the product of step ( 3 ) as the starting material , according to the step 4 in example 1 . yield : 83 . 8 %. 2 . 0 g of cis - 2 , 6 - dimethylpiperazine was dissolved in 5 ml of chloroform , to which 3 . 0 g of product of step 4 was added with cooling in an ice - bath . upon the completion of the reaction , the reaction mixtures were washed with aqueous na 2 co 3 , dried over na 2 so 4 , and re - crystallized with ethanol , to give 2 . 8 g of a yellow solid . yield : 78 . 5 %. 1 hnmr ( dmso - d 6 ) ( ppm ), δ0 . 91 - 0 . 96 ( m , 9h ), δ1 . 72 - 1 . 83 ( m , 4h ), δ2 . 79 - 2 . 89 ( m , 4h ), δ3 . 53 ( d , 2h ), δ3 . 94 ( s , 3h ), δ4 . 44 ( s , 3h ), δ7 . 39 - 7 . 42 ( m , 1h ), δ7 . 87 - 7 . 89 ( m , 2h ); ( in formula ii , wherein r 1 is n - propyl , r 2 is methyl , r 3 is propyl , and r 4 and r 5 is methyl ,) the title compound is synthesized by taking 1 - methyl - 3 - n - propyl - 4 - animopyrazol - 5 - formamide and o - propoxybenzoyl chloride as the starting materials , according to the step 1 in example 1 . yield : 71 . 4 %. the melting point of the product : m . p . 150 - 51 ° c . ; ms ( fab ) 345 ( m + 1 ) the title compound is synthesized by taking 4 -( 2 - propoxybenzoylamido )- 1 - methyl - 3 - n - propylpyrazol - 5 - formamide as the starting material , according to the step 2 in example 1 . yield : 86 . 0 %. the melting point of the product : m . p . 115 - 16 ° c . ; ms ( fab ) 327 ( m + 1 ). the title compound is synthesized by taking 5 -( 2 - n - propoxyphenyl )- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - one as the starting material , according to the step 3 in example 1 . the melting point of the product : m . p . 111 - 112 ° c . ; ms ( fab ) 343 ( m + 1 ); 1 hnmr ( dmso - d 6 ) ( ppm ), δ0 . 94 ( t , 3h ), δ0 . 999 ( t , 3h ), δ1 . 77 ( m , 4h ), δ2 . 83 ( t , 2h ), δ4 . 09 ( t , 2h ), δ4 . 44 ( s , 3h ), δ7 . 11 ( t , 1h ), δ7 . 20 ( d , 1h ), δ7 . 53 ( t , 1h ), δ7 . 81 ( t , 1h ), δ13 . 26 ( s , 1h ). the title compound is synthesized by taking 5 -( 2 - n - propoxyphenyl )- 1 - methyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - thione as the starting material , according to the step 4 in example 1 . 2 . 0 g of cis - 2 , 6 - dimethylpiperazine was dissolved in 5 ml of chloroform , to which 3 . 5 g of product of step 4 was added with cooling in an ice - bath . upon the completion of the reaction , the reaction mixtures were washed with aqueous na 2 co 3 , dried over na 2 so 4 , and re - crystallized with ethanol , to give 3 . 2 g of a yellow solid . yield : 76 . 8 %. 1 hnmr ( dmso - d 6 )( ppm ): δ0 . 89 - 0 . 99 ( m , 12h ), δ1 . 71 - 1 . 83 ( m , 6h ), δ2 . 80 - 2 . 84 ( m , 4h ), δ3 . 51 ( d , 2h ), δ4 . 15 ( t , 2h ), δ4 . 45 ( s , 3h ), δ7 . 39 ( d , 1h ), δ7 . 85 ( dd , 1h ), δ7 . 95 ( d , 1h ); ( in formula ii , wherein r 1 is n - propyl , r 2 is ethyl , r 3 is ethyl , and r 4 and r 5 are methyl ) ( compound ( 1 )) the title compound is synthesized by taking the product ( 5 -( 2 - ethoxyphenyl )- 1 - ethyl - 3 - n - propyl - 1 , 6 - dihydro - 7h - pyrazolo [ 4 , 3 - d ] pyrimidin - 7 - one ) produced in step 2 of example 1 as the starting material , according to the step 4 in example 1 . yield : 80 . 2 %. the title compound is synthesized by taking the product of step 1 as the starting material , according to the step 5 in example 1 . yield : 82 . 3 %. 4 . 5 g of the product of step 2 dissolved in 30 ml of toluene and 1 . 5 g of 2 , 4 - bis ( p - methoxyphenyl )- 1 , 3 - dithia - 2 , 4 - diphosphetane - 2 , 4 - disulfide ( lawesson reagent ) were added into a 100 - ml three - necked round - bottomed flask , and refluxed for 3 hours . the reaction was monitored by thin layer chromatography ( developer : chloroform / methanol 100 : 1 ). upon the completion of the reaction , the toluene was removed under reduced pressure . the reaction mixture was cooled to room temperature , dissolved by the addition of chloroform , dissolved and washed with 2n naoh , washed 2 times with water . the organic layer was dried over na 2 so 4 , concentrated , and recrystallized with ethanol , to give a yellow solid . yield : 87 . 5 %. 0 . 25 g of citrate monohydrate was dissolved in 5 ml of methanol . to this solution , 0 . 5 g of compound ( 2 ) obtained in example 2 was added with rapid stirring . then , the solution was stirred for 1 h . the reaction mixture was cooled , crystallized , filtered , and washed , to give 0 . 6 g of a yellow solid . its melting point is m . p . 200 - 202 ° c . other salts of the compounds of the prevent invention can be made using the similar methods . test of the pyrazolopyrimidinethione derivatives of the invention on penile erection in rats with testes removed methods : forty healthy adult male wistar rats were used in the study , with the body weight ranging from 230 g to 250 g . the rats were anesthetized with sodium pentobarbital , and their testes were squeezed into the scrotum . after sterilization , the scrotum was dissected with an operation knife . the testes and epididymis were taken out respectively and then ligated . the wound were sutured and 100 , 000 unit of penicillin was administrated to each rat for three consecutive days . after breeding for one week , the rats were used for the tests . the animals may be used repeatedly and the interval between any two of the tests was one week . the rats were orally administered with the following compounds : compound ( 1 ), compound ( 2 ), compound ( 3 ), and compound ( 4 ), each at the doses of 40 mg / kg and 20 mg / kg , respectively . sildenafil at the dose of 50 mg / kg was used as the positive control . the control group is ( 1 % sodium carboxymethyl cellulose ). in 35 min after the administration , the penis of the rats was stimulated with sen - 3201 stimulator ( nihon kohden , japan ), with the following parameters : the stimulating voltage of 10v , the time interval ( t1 ) of 250 msec , the deferment time ( t2 ) of 10 msec , the duration ( t3 ) of 500 μsec , and the stimulation rank ( n ) of 25 . at the same time , the latent period ( sec ) of the penile erection and the penile swelling time ( min ) were recorded with a three - channel stop - watch . the result was shown in table 1 . the result indicated that compounds ( 1 ), ( 2 ), ( 3 ), and ( 4 ) have evidently shortened the latent period of the penile erection ( p & lt ; 0 . 001 ) and lengthened the penile swelling time in the rats with testis removed . among the compounds , compounds ( 1 ) and ( 2 ) exhibit more dramatic effects ( p & lt ; 0 . 001 ). there was a clear dose - effect relationship . the penile swelling time in the rats administered with compounds ( 1 ) and ( 2 ) is more evident than that of those administrated with the positive control pharmaceutical sildenafil . methods : forty healthy adult male wistar rats were used in the study , with the body weight ranging from 240 g to 270 g . the rats were orally administered with compound ( 2 ) at the dose of 40 mg / kg , 20 mg / kg , and 10 mg / kg , respectively . the positive control sildenafil was administrated at the dose of 50 mg / kg . and the control group was administrated with 1 % sodium carboxymethyl cellulose . at 1 h , 3 h , 6 h , and 24 h after the administration , the penises of the rats were stimulated by sen - 3201 stimulator ( nihon kohden , japan ), with the following parameters : the stimulating voltage of 10v , the time interval ( t1 ) of 250 msec , the deferment time ( t2 ) of 10 msec , the duration ( t3 ) of 500 μsec , and the stimulation rank ( n ) of 25 . the latent period of penile erection ( sec ) and the penile swelling time ( min ) were recorded with three - channel stop watches at the same time . the result was shown in table 2 . the result indicated that compound ( 2 ) with the doses of 40 mg / kg and 20 mg / kg can make the penile swelling of the rats with testis removed last for up to 24 hours . there was a clear dose - effect relationship . the effect was apparently better than that of sildenafil used as the positive control . for the rats administrated with sildenafil , the penile swelling time was about 1 hour , and the penile swelling time was shorter than that of the control group at 3 hr after the administration . methods : forty healthy km male mice with the body weight ranging from 28 - 32 g and forty healthy km female mice with body weight ranging from 24 - 28 g were used . each male mouse was anesthetized with sodium pentobarbital , and the testes were squeezed into the scrotum . after sterilization , the scrotum was dissected with an operating knife . the testes and epididymis were respectively taken out , and then ligated . the wound were sutured and each of the mice was administrated with 100 , 000 units of penicillin for three consecutive days . after being bred for one week , the mice were used for the tests . the animals may be employed repeatedly and the interval between any two tests was 72 hours . to the mice , the following compounds were orally administered : compound ( 1 ), compound ( 2 ), compound ( 3 ), and compound ( 4 ), each at the dose of 80 mg / kg and 40 mg / kg , respectively . the positive control agent was sildenafil , at the dose of 80 mg / kg . the control group was given with 1 % of sodium carboxymethyl cellulose . at 30 min after the administration , the male mice who had taken the above agents were put into the cages of female mice , with the male - to - female rate of 1 : 1 . there were three males and three females in each cage . the times of back climbing on the female mice performed by the male mice , and the percentage of occurrence were observed within 2 hours after the administration . the results were shown in table 3 . the results indicated that the times of back climbing on female mice by male mice were 11 , 20 , and 16 respectively within 2 hours after the male mice were orally administrated compound ( 2 ) at the dose of 40 mg / kg and 80 mg / kg , and the control pharmaceutical sildenafil 80 mg / kg . the incidences of the back climbing were 60 %, 80 %, and 70 %. this exhibited a significant difference ( p & lt ; 0 . 01 ), in comparison with the control group with one back climbing and the incidence being 10 %. the result of compound ( 2 ) was the same as that of the positive control pharmaceutical sildenafil . the effect of the pyrazolopyrimidinethione derivatives of the present invention on the blood pressure , the heart rate , and the respiration of the anesthetized dogs methods : eight healthy male dogs with the body weight ranging from 12 - 15 kg were used . the dogs were anesthetized with 30 mg / kg of sodium pentobarbital . the femoral artery was dissected and inserted with a blood pressure transducer to record the blood pressure . the limbs were pierced with electrodes for recording the electrocardiogram . the respiration belt was wrapped around their chest and the respiration rate was recorded . the apparatus used was rm - 6000 polygraph system ( nihon kohden , japan ). the changes in the arterial blood pressure , the heart rate , and the respiration were observed after the test compound was introduced into the stomach of the anesthetized dogs via 14 # catheter . the result showed that the arterial blood pressure ( systolic pressure and diastolic pressure ), the heart rate , and the respiration ( respiratory frequency and respiratory depth ) of the test dogs did not experience an evident change in 3 hours after the oral administration of compound ( 1 ), compound ( 2 ), compound ( 3 ), and compound ( 4 ) at the dose of 40 mg / kg . this suggested that pyrazolopyrimidinethione derivates of the invention have no significant effect on the blood pressure , the heart rate and the respiratory of a dog . however , the positive control pharmaceutical sildenafil ( 40 mg / kg ) has an apparent effect of decreasing the blood pressure , mainly decreasing the diastolic pressure of the animal . effect of compound ( 2 ) of the pyrazolopyrimidinethione derivates of the invention on the blood pressure and the heart rate of the anesthetized rats forty male wistar rats with the body weight ranging from 220 - 240 g were used in the study . pharmaceuticals : compound ( 2 ) and sildenafil , which were ground and then suspended with 1 % of sodium carboxymethyl cellulose . apparatus : rm - 6000 eight - graph system ( nihon kohden , japan ). the doses for administration and the division of the groups : solvent control group ( abbreviated as the control group ), 20 mg / kg of compound ( 2 ), 40 mg / kg of compound ( 2 ), 80 mg / kg of compound ( 2 ), and 50 mg / kg of sildenafil . the administration route is through dodecadactylon . methods : the male wistar rats were taken out and anesthetized with 35 mg / kg of sodium pentobarbital by injecting into the abdominal cavity , on the basis of their body weight . the rats were fixed on the operation table and were performed with the dissection operation of right carotid artery . the catheter with an external diameter of 1 mm was inserted into the right carotid artery . the blood pressure was measured and the electrodes positioned on the skin of the four limbs were used to record the electrocardiogram limb lead ii . the catheter with an external diameter of 2 mm was inserted into the dodecadactylon via incision of the epigastric region , for the administration of the pharmaceuticals . rm - 6000 eight - graph system ( nihon kohden , japan ) was employed to record . observation time : the value before administration , the values at 15 , 30 , 60 , 120 and 180 min after the administration . 1 . the effect of compound ( 2 ) on the heart rate of the anesthetized rats was shown in table 4 . the results indicated that compound ( 2 ) administrated through dodecadactylon did not exhibit an evident effect on the heart rate of the anesthetized rats , at the doses of 20 mg / kg , 40 mg / kg , and 80 mg / kg , respectively . sildenafil with a dose of 50 mg / kg has the effect of increasing the heart rate of the rats at 15 and 30 minutes after the administration . 2 . the effect of compound ( 2 ) on the blood pressure of the anesthetized rats was shown in tables 5 and 6 . the results indicated that compound ( 2 ) administrated through dodecadactylon did not exhibit an evident effect on the systolic pressure and diastolic pressure of the rats at the doses of 20 mg / kg , 40 mg / kg , and 80 mg / kg . the blood pressure began to decrease at 15 min after the administration of sildenafil at the dose of 50 mg / kg , and the blood pressure for the majority of the animals did not restore to the level before administration , with the blood pressure reduction of some individual animals lasting up to 4 or 5 hours . experimental methods : the toxicity test was conducted by oral and intragastric administration of the pyrazolopyrimidinethione derivatives of the invention using the bliss method . the 50 % lethal dose ld 50 that the pharmaceuticals kill the rats was : compound ( 1 ), ld 50 & gt ; 3000 mg / kg , 95 % confidence limit & gt ; 2500 - 3000 g / kg ; compound ( 2 ), ld 50 & gt ; 3000 mg / kg , 95 % confidence limit & gt ; 300 g / kg mg / kg ; compound ( 3 ), ld 50 2500 mg / kg , 95 % confidence limit 2500 - 3000 mg / kg ; compound ( 4 ), ld 50 & gt ; 3000 mg / kg , 95 % confidence limit & gt ; 3000 mg / kg . for sildenafil , the ld 50 was 635 mg / kg with the 95 % confidence limit of 50 - 672 mg / kg , as reported in chinese journal of clinical pharmacology and therapeutics ( 1999 , 4 ( 3 ): 237 - 240 ). the results showed that ld 50 for compound ( 2 ) was greater than 3000 mg / kg , indicating that the pyrazolopyrimidinethione derivatives of the invention has very low toxicity , which is apparently lower than that of the control pharmaceutical sildenafil . the compounds of the invention are potent inhibitors of cyclic guanosine 3 ′, 5 ′- monophosphate phosphodiesterases ( cgmp pdes ). the pharmaceuticals , which utilize the invented compounds for preventing and / or treating impotence and frigidity , have the advantages of high selectivity for phosphodiesterase v , long - term efficacy , and small cardiovascular side effects . the pharmaceuticals will not decrease the blood pressure and increase the heart rate . thereby the pharmaceuticals will possess a good future in markets .