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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
—— 4-Ethyl-5-methyl-2,6-bis(methylsulfanyl)pyrimidine 665008-54-8 C9H14N2S2
4-Ethyl-5-methyl-2,6-bis(methylsulfanyl)pyrimidine
—— 2,3-Diethyl-2,3-dihydrothieno[3,4-b][1,4]dithiine 524709-13-5 C10H14S3
2,3-Diethyl-2,3-dihydrothieno[3,4-b][1,4]dithiine
—— S-Methyl cyclopentanesulfonothioate 30547-09-2 C6H12O2S2
S-Methyl cyclopentanesulfonothioate
—— N-Butan-2-yl-N-cyclopentylthiourea 72529-54-5 C10H20N2S
N-Butan-2-yl-N-cyclopentylthiourea
—— 2,3-Dimethylpyrazino<2,3-b><1,4>thiazin 55360-59-3 C8H11N3S
2,3-Dimethylpyrazino<2,3-b><1,4>thiazin
—— (4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-(furan-2-yl)methanol 1226782-03-1 C14H10BrNO3S
(4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-(furan-2-yl)methanol
—— (4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-tri(propan-2-yl)silane 1226782-02-0 C18H26BrNOSSi
(4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-tri(propan-2-yl)silane
—— 4-(4-chlorophenylthio)-5-phenylselenopheno[2,3-b]thiophene 1218795-61-9 C18H11ClS2Se
4-(4-chlorophenylthio)-5-phenylselenopheno[2,3-b]thiophene
—— 2-Methylmercapto-7-oxo-6-phenyl-7H-<1.3.4>thiadiazolo<2.3-c>-as-triazin 93692-05-8 C11H8N4OS2
2-Methylmercapto-7-oxo-6-phenyl-7H-<1.3.4>thiadiazolo<2.3-c>-as-triazin
—— (1R,2S)-2-(Methylsulfanyl)cyclopropan-1-amine 65561-69-5 C4H9NS
(1R,2S)-2-(Methylsulfanyl)cyclopropan-1-amine
—— (1R,2R)-2-(Methylsulfanyl)cyclopropan-1-amine 65561-70-8 C4H9NS
(1R,2R)-2-(Methylsulfanyl)cyclopropan-1-amine
—— N,N'-Dimethyl-N,N'-bis-(thioacetyl)-propan-1,3-diamin 63820-31-5 C9H18N2S2
N,N'-Dimethyl-N,N'-bis-(thioacetyl)-propan-1,3-diamin
—— Acetic acid 2-(methyl-thioacetyl-amino)-ethyl ester 69394-46-3 C7H13NO2S
Acetic acid 2-(methyl-thioacetyl-amino)-ethyl ester
—— Pentanethioamide, 3-hydroxy-N,N-dimethyl- 200562-74-9 C7H15NOS
Pentanethioamide, 3-hydroxy-N,N-dimethyl-
—— S-{3-[Ethanethioyl(methyl)amino]propyl} ethanethioate 82125-90-4 C8H15NOS2
S-{3-[Ethanethioyl(methyl)amino]propyl} ethanethioate
—— S-[1-(2,2-Dimethylpropanethioyl)azetidin-3-yl] ethanethioate 886590-72-3 C10H17NOS2
S-[1-(2,2-Dimethylpropanethioyl)azetidin-3-yl] ethanethioate
—— 1H-Thiazolo[4,5-E][1,3,4]thiadiazine 958879-95-3 C4H3N3S2
1H-Thiazolo[4,5-E][1,3,4]thiadiazine
—— 3-(3-(cyclohexylmethylthio)phenyl)prop-2-yn-1-amine 1215075-04-9 C16H21NS
3-(3-(cyclohexylmethylthio)phenyl)prop-2-yn-1-amine
—— 2-((5-Methyl-1,3,4-thiadiazol-2-yl)thio)propan-1-amine 869942-46-1 C6H11N3S2
2-((5-Methyl-1,3,4-thiadiazol-2-yl)thio)propan-1-amine
—— 2-Pyrimidinamine, 4-[(1-methylpropyl)thio]-6-(trifluoromethyl)- 1598240-00-6 C9H12F3N3S
2-Pyrimidinamine, 4-[(1-methylpropyl)thio]-6-(trifluoromethyl)-
—— 1-Oxa-4-thia-7-aza-spiro[4.4]nonane hydrochloride 958451-82-6 C6H12ClNOS
1-Oxa-4-thia-7-aza-spiro[4.4]nonane hydrochloride
—— 4-(2-Fluoro-ethylsulfanyl)-benzeneboronic acid 958451-96-2 C8H10BFO2S
4-(2-Fluoro-ethylsulfanyl)-benzeneboronic acid
—— 1,4-Dithia-7-azaspiro[4.4]nonane hydrochloride 958451-81-5 C6H12ClNS2
1,4-Dithia-7-azaspiro[4.4]nonane hydrochloride
—— 4-(4-Fluoro-butylsulfanyl)-benzeneboronic acid 958451-97-3 C10H14BFO2S
4-(4-Fluoro-butylsulfanyl)-benzeneboronic acid
—— 1-Oxa-5-thiaspiro[5.5]undecan-9-one 947534-48-7 C9H14O2S
1-Oxa-5-thiaspiro[5.5]undecan-9-one
—— 3-(3-Fluoro-propylsulfanyl)-benzeneboronic acid 958453-77-5 C9H12BFO2S
3-(3-Fluoro-propylsulfanyl)-benzeneboronic acid
—— 4-(3-Fluoropropylsulfanyl)benzeneboronic acid 958453-83-3 C9H12BFO2S
4-(3-Fluoropropylsulfanyl)benzeneboronic acid
—— 1-Bromo-4-[(3,4,4-trifluorobut-3-en-1-yl)sulfanyl]benzene 958452-01-2 C10H8BrF3S
1-Bromo-4-[(3,4,4-trifluorobut-3-en-1-yl)sulfanyl]benzene
—— tert-Butyl 3-[(3-bromophenyl)sulfanyl]azetidine-1-carboxylate 959245-73-9 C14H18BrNO2S
tert-Butyl 3-[(3-bromophenyl)sulfanyl]azetidine-1-carboxylate
—— 2-(3-Fluoro-propylsulfanyl)-benzeneboronic acid 958453-70-8 C9H12BFO2S
2-(3-Fluoro-propylsulfanyl)-benzeneboronic acid
—— (2-Phenyl-1-phenylsulfanylcyclopropyl)-trimethylsilylmethanone 1219743-28-8 C19H22OSSi
(2-Phenyl-1-phenylsulfanylcyclopropyl)-trimethylsilylmethanone
—— 4-{[Amino(imino)methyl]amino}butyl imidothiocarbamate dihydrobromide 100911-93-1 C6H16BrN5S
4-{[Amino(imino)methyl]amino}butyl imidothiocarbamate dihydrobromide
—— 2-(2,3-dihydro-1-benzothiophen-2-yl)-4,5-dihydro-1H-imidazole;hydrochloride 89196-96-3 C11H13ClN2S
2-(2,3-dihydro-1-benzothiophen-2-yl)-4,5-dihydro-1H-imidazole;hydrochloride
—— VUF8430 100130-32-3 2BrH*C4H11N5S
VUF8430
—— (S)-2-((S,Z)-7-(tert-butyldimethylsilyloxy)non-5-en-2ynyl)-5-(methylthio)-3,4-dihydro-2H-pyrrole 1207721-63-8 C20H35NOSSi
(S)-2-((S,Z)-7-(tert-butyldimethylsilyloxy)non-5-en-2ynyl)-5-(methylthio)-3,4-dihydro-2H-pyrrole
—— Acetamide, 2-[[5-cyclopropyl-4-(2-propen-1-yl)-4H-1,2,4-triazol-3-yl]thio]-N-[(4-methylphenyl)methyl]- 1071329-06-0 C18H22N4OS
Acetamide, 2-[[5-cyclopropyl-4-(2-propen-1-yl)-4H-1,2,4-triazol-3-yl]thio]-N-[(4-methylphenyl)methyl]-
—— 5H-Thiazolo[3,2-a]pyrimidin-5-one, 7-[[[5-cyclopropyl-4-(2-propen-1-yl)-4H-1,2,4-triazol-3-yl]thio]methyl]-3-methyl- 1071310-17-2 C16H17N5OS2
5H-Thiazolo[3,2-a]pyrimidin-5-one, 7-[[[5-cyclopropyl-4-(2-propen-1-yl)-4H-1,2,4-triazol-3-yl]thio]methyl]-3-methyl-
—— (2Z)-N,N-dimethyl-2,3-bis(phenylsulfanyl)-2-penten-1-amine 1221441-13-9 C19H23NS2
(2Z)-N,N-dimethyl-2,3-bis(phenylsulfanyl)-2-penten-1-amine
—— 6-(2'-chlorophenylsulfanyl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1222009-69-9 C13H10BClO2S
6-(2'-chlorophenylsulfanyl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— Benzonitrile, 5-bromo-2-[(6,7,8,9-tetrahydro-5H-1,2,4-triazolo[4,3-a]azepin-3-yl)thio]- 1712880-33-5 C14H13BrN4S
Benzonitrile, 5-bromo-2-[(6,7,8,9-tetrahydro-5H-1,2,4-triazolo[4,3-a]azepin-3-yl)thio]-
—— 4-(1-Methylethoxy)-1-(methylsulfonyl)-2-butanamine 1248956-69-5 C8H19NO3S
4-(1-Methylethoxy)-1-(methylsulfonyl)-2-butanamine
—— 4-Chloro-2-(phenylthio)benzenemethanol 13421-08-4 C13H11ClOS
4-Chloro-2-(phenylthio)benzenemethanol
—— 1H-Tetrazole, 5-[[(2,6-difluorophenyl)methyl]thio]-1-(2,2-dimethoxyethyl)- 1778510-77-2 C12H14F2N4O2S
1H-Tetrazole, 5-[[(2,6-difluorophenyl)methyl]thio]-1-(2,2-dimethoxyethyl)-
—— 2-Ethyl-5,6-bis(phenylsulfanyl)-1,3-benzoxazole-4,7-dione 1190758-65-6 C21H15NO3S2
2-Ethyl-5,6-bis(phenylsulfanyl)-1,3-benzoxazole-4,7-dione
—— 5,6-Bis[(3,4-diethylphenyl)sulfanyl]-2-ethyl-1,3-benzoxazole-4,7-dione 1190758-69-0 C29H31NO3S2
5,6-Bis[(3,4-diethylphenyl)sulfanyl]-2-ethyl-1,3-benzoxazole-4,7-dione
—— 5,6-Bis[(3,4-dibromophenyl)sulfanyl]-2-ethyl-1,3-benzoxazole-4,7-dione 1190758-66-7 C21H11Br4NO3S2
5,6-Bis[(3,4-dibromophenyl)sulfanyl]-2-ethyl-1,3-benzoxazole-4,7-dione
—— {[2-(Ethenylsulfonyl)ethyl]sulfanyl}benzene 17700-38-8 C10H12O2S2
{[2-(Ethenylsulfonyl)ethyl]sulfanyl}benzene
—— (2-Bromophenyl)(2,2-difluoroethyl)sulfane 1026796-99-5 C8H7BrF2S
(2-Bromophenyl)(2,2-difluoroethyl)sulfane
—— 2-[(5-Aminothiophen-2-yl)sulfanyl]-1-cyclopropylethanone 1192798-38-1 C9H11NOS2
2-[(5-Aminothiophen-2-yl)sulfanyl]-1-cyclopropylethanone
—— Acetamide, 2-[[5-[(2-methoxyethyl)amino]-1,3,4-thiadiazol-2-yl]thio]-N-(2-methylcyclohexyl)- 1008075-44-2 C14H24N4O2S2
Acetamide, 2-[[5-[(2-methoxyethyl)amino]-1,3,4-thiadiazol-2-yl]thio]-N-(2-methylcyclohexyl)-