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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylthio)pyrrolo[2,3-d]pyrimidine hydrochloride 1221521-93-2 C15H17N5S*ClH
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylthio)pyrrolo[2,3-d]pyrimidine hydrochloride
—— 2,16,42-Tris(methylsulfanyl)-4,6,12,14,33,35-hexaoxa-21,29,39-trithiaheptacyclo[15.15.3.39,25.13,31.17,11.115,19.123,27]dotetraconta-1,3(36),7,9,11(42),15,17,19(41),23,25,27(37),31-dodecaene 1233204-94-8 C36H36O6S6
2,16,42-Tris(methylsulfanyl)-4,6,12,14,33,35-hexaoxa-21,29,39-trithiaheptacyclo[15.15.3.39,25.13,31.17,11.115,19.123,27]dotetraconta-1,3(36),7,9,11(42),15,17,19(41),23,25,27(37),31-dodecaene
—— 8,26,36-Tris(methylsulfanyl)-4,6,28,30-tetraoxa-13,21,34-trithiahexacyclo[15.15.3.13,31.17,11.115,19.123,27]nonatriaconta-1,3(36),7(39),8,10,15(38),16,18,23,25,27(37),31-dodecaene-9,25-diol 1233205-06-5 C35H36O6S6
8,26,36-Tris(methylsulfanyl)-4,6,28,30-tetraoxa-13,21,34-trithiahexacyclo[15.15.3.13,31.17,11.115,19.123,27]nonatriaconta-1,3(36),7(39),8,10,15(38),16,18,23,25,27(37),31-dodecaene-9,25-diol
—— 1-chloro-4-{[(1Z)-1,3,4,4-tetrachloro-2-nitrobuta-1,3-dienyl]thio}benzene 907617-87-2 C10H4Cl5NO2S
1-chloro-4-{[(1Z)-1,3,4,4-tetrachloro-2-nitrobuta-1,3-dienyl]thio}benzene
—— 2-[(4-nitro-1H-pyrazol-3-yl)thio]-1,3-benzothiazole 1217862-34-4 C10H6N4O2S2
2-[(4-nitro-1H-pyrazol-3-yl)thio]-1,3-benzothiazole
—— N-(2,4-difluorophenyl)-N'-[1-(4-methylbenzoyl)-2,3-dihydro-1H-indol-6-yl]urea 1115963-07-9 C23H21ClN4O2S2
N-(2,4-difluorophenyl)-N'-[1-(4-methylbenzoyl)-2,3-dihydro-1H-indol-6-yl]urea
—— [(6R,9R,10S)-9-[(2S)-6-(2-ethyl-1,3-dithiolan-2-yl)-5-hydroxy-4-methyl-3-oxoheptan-2-yl]-6,10-dimethyl-1,4,8-trioxaspiro[4.5]decan-7-yl] 2,2-dimethylpropanoate 1228184-05-1 C27H46O7S2
[(6R,9R,10S)-9-[(2S)-6-(2-ethyl-1,3-dithiolan-2-yl)-5-hydroxy-4-methyl-3-oxoheptan-2-yl]-6,10-dimethyl-1,4,8-trioxaspiro[4.5]decan-7-yl] 2,2-dimethylpropanoate
—— 4-methyl-6-(4-nitro-phenylsulfanyl)-pyrimidin-2-ylamine 873407-26-2 C11H10N4O2S
4-methyl-6-(4-nitro-phenylsulfanyl)-pyrimidin-2-ylamine
—— 2-(5-Ethylsulfanyl-4-methyl-4H-[1,2,4]triazol-3-YL)-ethylamine hydrochloride 1185293-14-4 C7H15ClN4S
2-(5-Ethylsulfanyl-4-methyl-4H-[1,2,4]triazol-3-YL)-ethylamine hydrochloride
—— 4-Ethyl-3-methylsulfanyl-5-pyrrolidin-2-YL-4H-[1,2,4]triazole hydrochloride 1185293-10-0 C9H17ClN4S
4-Ethyl-3-methylsulfanyl-5-pyrrolidin-2-YL-4H-[1,2,4]triazole hydrochloride
—— 2,4,5-Trifluorothioanisole 54378-74-4 C7H5F3S
2,4,5-Trifluorothioanisole
—— 4-Cyclopropyl-2-(methylthio)pyrimidine 1174007-84-1 C8H10N2S
4-Cyclopropyl-2-(methylthio)pyrimidine
—— 6-Aminohexyl Methanethiosulfonate Hydrobromide 1216618-83-5 C7H18BrNO2S2
6-Aminohexyl Methanethiosulfonate Hydrobromide
—— 4-Chloro-N-ethyl-2-(phenylthio)-5-thiazolemethanamine 1211509-57-7 C12H13ClN2S2
4-Chloro-N-ethyl-2-(phenylthio)-5-thiazolemethanamine
—— 2-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-5-phenylmethoxypyran-4-one 1403457-28-2 C18H16N2O3S
2-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-5-phenylmethoxypyran-4-one
—— 2-(4,6-diphenethoxypyrimidin-2-ylthio)butanoic acid 1231733-66-6 C24H26N2O4S
2-(4,6-diphenethoxypyrimidin-2-ylthio)butanoic acid
—— 5-hydroxy-2-(((4-methylpyrimidin-2-yl)thio)methyl)-4H-pyran-4-one 1403457-22-6 C11H10N2O3S
5-hydroxy-2-(((4-methylpyrimidin-2-yl)thio)methyl)-4H-pyran-4-one
—— 3-Chlor-5-(2-acetimidothio)-1,2,4-thiadiazol 36950-05-7 C4H4ClN3OS2
3-Chlor-5-(2-acetimidothio)-1,2,4-thiadiazol
—— ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)-2-phenylacetate 1231733-91-7 C30H30N2O4S
ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)-2-phenylacetate
—— ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)octanoate 1231733-90-6 C30H38N2O4S
ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)octanoate
—— 2-(4,6-diphenethoxypyrimidin-2-ylthio)-2-phenylacetic acid 1231733-68-8 C28H26N2O4S
2-(4,6-diphenethoxypyrimidin-2-ylthio)-2-phenylacetic acid
—— ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)butanoate 1231733-89-3 C26H30N2O4S
ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)butanoate
—— 1,3-bis(4-(4-aminophenylthio)-3-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)phenyl)urea 1229698-65-0 C45H42N12OS2
1,3-bis(4-(4-aminophenylthio)-3-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)phenyl)urea
—— N-vinyl-2-(methylsulfanyl)-3-(1-ethoxyethoxy)pyrrole 1240484-68-7 C11H17NO2S
N-vinyl-2-(methylsulfanyl)-3-(1-ethoxyethoxy)pyrrole
—— 1-Fluoro-3,5-bis(phenylmethoxy)-2-phenylsulfanylbenzene 1187052-66-9 C26H21FO2S
1-Fluoro-3,5-bis(phenylmethoxy)-2-phenylsulfanylbenzene
—— 5-Fluoro-1,3-bis(phenylmethoxy)-2-phenylsulfanylbenzene 1309042-48-5 C26H21FO2S
5-Fluoro-1,3-bis(phenylmethoxy)-2-phenylsulfanylbenzene
—— 2-phenylsulfanylmethyl-hex-2-enoic acid methyl ester 1236074-67-1 C14H18O2S
2-phenylsulfanylmethyl-hex-2-enoic acid methyl ester
—— 2-(3-methylbenzylthio)-6-benzylpyrimidin-4-amine 1202564-71-3 C19H19N3S
2-(3-methylbenzylthio)-6-benzylpyrimidin-4-amine
—— 6-Benzyl-2-(o-tolylmethylsulfanyl)pyrimidin-4-amine 1202564-70-2 C19H19N3S
6-Benzyl-2-(o-tolylmethylsulfanyl)pyrimidin-4-amine
—— sulforaphane 1072807-21-6 C6H11NOSSe
sulforaphane
—— N-methyl-2-phenylsulfanyl-N-[(1R,2S)-2-pyrrolidin-1-ylcyclohexyl]acetamide 99239-30-2 C19H28N2OS
N-methyl-2-phenylsulfanyl-N-[(1R,2S)-2-pyrrolidin-1-ylcyclohexyl]acetamide
—— 6-benzyl-5-bromo-2-(2-methylbenzylthio)pyrimidin-4(3H)-one 1228105-45-0 C19H17BrN2OS
6-benzyl-5-bromo-2-(2-methylbenzylthio)pyrimidin-4(3H)-one
—— 5-(aminosulfonyl)-2-[(3,4-difluorophenyl)thio]-N-(4-methoxybenzyl)nicotinamide 1232772-78-9 C20H17F2N3O4S2
5-(aminosulfonyl)-2-[(3,4-difluorophenyl)thio]-N-(4-methoxybenzyl)nicotinamide
—— 6-benzyl-2-(2-methylbenzylthio)-5-iodopyrimidin-4(3H)-one 1202564-63-3 C19H17IN2OS
6-benzyl-2-(2-methylbenzylthio)-5-iodopyrimidin-4(3H)-one
—— 6-Benzyl-2-(3-phenylpropylsulfanyl)pyrimidin-4-amine 1202564-84-8 C20H21N3S
6-Benzyl-2-(3-phenylpropylsulfanyl)pyrimidin-4-amine
—— 3-[3-(4-Methylsulfanylphenyl)-2-phenyl-3,4-dihydropyrazol-5-yl]aniline 1231944-26-5 C22H21N3S
3-[3-(4-Methylsulfanylphenyl)-2-phenyl-3,4-dihydropyrazol-5-yl]aniline
—— 6-Benzyl-2-(benzylsulfanyl)pyrimidin-4-amine 1202564-82-6 C18H17N3S
6-Benzyl-2-(benzylsulfanyl)pyrimidin-4-amine
—— 4-Benzyl-2-benzylsulfanyl-6-chloro-pyrimidine 1202564-74-6 C18H15ClN2S
4-Benzyl-2-benzylsulfanyl-6-chloro-pyrimidine
—— 4-Benzyl-6-chloro-2-(o-tolylmethylsulfanyl)pyrimidine 1202564-77-9 C19H17ClN2S
4-Benzyl-6-chloro-2-(o-tolylmethylsulfanyl)pyrimidine
—— 6-Benzyl-2-phenethylsulfanyl-pyrimidin-4-amine 1202564-83-7 C19H19N3S
6-Benzyl-2-phenethylsulfanyl-pyrimidin-4-amine
—— 2-phenyl-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole 1236055-17-6 C15H19N3OS
2-phenyl-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole
—— 2-(2-chlorophenyl)-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole 1236055-19-8 C15H18ClN3OS
2-(2-chlorophenyl)-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole
—— 4-(2-(5-(2-chlorophenyl)-1,3,4-oxadiazol-2-ylthio)ethyl)morpholine 1236055-20-1 C14H16ClN3O2S
4-(2-(5-(2-chlorophenyl)-1,3,4-oxadiazol-2-ylthio)ethyl)morpholine
—— [6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-methylpropanoate 1403457-31-7 C15H16N2O4S
[6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-methylpropanoate
—— [6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2,2-dimethylpropanoate 1403457-30-6 C16H18N2O4S
[6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2,2-dimethylpropanoate
—— [6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] acetate 1403457-32-8 C13H12N2O4S
[6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] acetate
—— (3)-(5-(methylthio)-1H-tetrazol-1-yl)-acrylic acid ethyl ester 1204773-49-8 C7H10N4O2S
(3)-(5-(methylthio)-1H-tetrazol-1-yl)-acrylic acid ethyl ester
—— ethyl 5-(2,3-dichlorophenylsulfanyl)-4-nitrothiophene-2-carboxylate 1247820-21-8 C13H9Cl2NO4S2
ethyl 5-(2,3-dichlorophenylsulfanyl)-4-nitrothiophene-2-carboxylate
—— 1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol 1247819-83-5 C12H9Cl2NO3S2
1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol
—— 7-(2-methoxy-phenylsulfanyl)-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indole 1246244-84-7 C18H20N2OS
7-(2-methoxy-phenylsulfanyl)-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indole