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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-Phenylthio-nicotinsaeure 13293-68-0 C12H9NO2S
4-Phenylthio-nicotinsaeure
—— 4-Pyrimidinecarboxamide, 2-[[(2-methylphenyl)methyl]thio]-5-[(4-methylphenyl)thio]-N-2-thiazolyl- 1018051-86-9 C23H20N4OS3
4-Pyrimidinecarboxamide, 2-[[(2-methylphenyl)methyl]thio]-5-[(4-methylphenyl)thio]-N-2-thiazolyl-
—— 3-Methyl-3-phenyl-mercapto-azetidin 24083-66-7 C10H13NS
3-Methyl-3-phenyl-mercapto-azetidin
—— 2-amino-6-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-(1H-pyrazol-4-yl)pyridine-3,5-dicarbonitrile 1187542-89-7 C20H12ClN7S2
2-amino-6-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-(1H-pyrazol-4-yl)pyridine-3,5-dicarbonitrile
—— tert-butyl ((2-methyl-3-oxo-2-azabicyclo[2.2.2]octan-1-yl)(4-(propylthio)phenyl)methyl)carbamate 1239322-32-7 C23H34N2O3S
tert-butyl ((2-methyl-3-oxo-2-azabicyclo[2.2.2]octan-1-yl)(4-(propylthio)phenyl)methyl)carbamate
—— (R)-2-methyl-N-((R)-(2-methyl-3-oxo-2-azabicyclo[2.2.2]octan-1-yl)(4-(propylthio)phenyl)methyl)propane-2-sulfinamide 1239322-38-3 C22H34N2O2S2
(R)-2-methyl-N-((R)-(2-methyl-3-oxo-2-azabicyclo[2.2.2]octan-1-yl)(4-(propylthio)phenyl)methyl)propane-2-sulfinamide
—— (R)-2-methyl-N-((S)-(2-methyl-3-oxo-2-azabicyclo[2.2.2]octan-1-yl)(4-(propylthio)phenyl)methyl)propane-2-sulfinamide 1239322-39-4 C22H34N2O2S2
(R)-2-methyl-N-((S)-(2-methyl-3-oxo-2-azabicyclo[2.2.2]octan-1-yl)(4-(propylthio)phenyl)methyl)propane-2-sulfinamide
—— 5-bromo-6,7-dichloro-2,3-dihydro-benzo[b]thiophen-3-ol 845908-58-9 C8H5BrCl2OS
5-bromo-6,7-dichloro-2,3-dihydro-benzo[b]thiophen-3-ol
—— Methyl 1-[(1-methoxy-2-methylpropan-2-yl)sulfonylmethyl]cyclohexane-1-carboxylate 865469-14-3 C14H26O5S
Methyl 1-[(1-methoxy-2-methylpropan-2-yl)sulfonylmethyl]cyclohexane-1-carboxylate
—— Methyl 1-[(1-hydroxy-2-methylpropan-2-yl)sulfonylmethyl]cyclohexane-1-carboxylate 865469-13-2 C13H24O5S
Methyl 1-[(1-hydroxy-2-methylpropan-2-yl)sulfonylmethyl]cyclohexane-1-carboxylate
—— (4-amino-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester 61445-74-7 C7H9N3O2S
(4-amino-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester
—— N~4~,N~6~-Dimethyl-2-(methylsulfanyl)pyrimidine-4,6-diamine 84890-64-2 C7H12N4S
N~4~,N~6~-Dimethyl-2-(methylsulfanyl)pyrimidine-4,6-diamine
—— 4-{[(Methylamino)(phenyl)methyl]sulfanyl}phenol 89136-86-7 C14H15NOS
4-{[(Methylamino)(phenyl)methyl]sulfanyl}phenol
—— 2,4-Bis(methylthio)thiazole 5053-25-8 C5H7NS3
2,4-Bis(methylthio)thiazole
—— Methyl 3-{[4-(2-nitroprop-1-en-1-yl)phenyl]sulfanyl}propanoate 88357-27-1 C13H15NO4S
Methyl 3-{[4-(2-nitroprop-1-en-1-yl)phenyl]sulfanyl}propanoate
—— 1-(2-Nitroprop-1-en-1-yl)-4-[(propan-2-yl)sulfanyl]benzene 88357-14-6 C12H15NO2S
1-(2-Nitroprop-1-en-1-yl)-4-[(propan-2-yl)sulfanyl]benzene
—— 4,4'-Sulfanediylbis[2-(butan-2-yl)phenol] 7566-48-5 C20H26O2S
4,4'-Sulfanediylbis[2-(butan-2-yl)phenol]
—— 1-(Heptylsulfanyl)-4-(2-nitroprop-1-EN-1-YL)benzene 88357-19-1 C16H23NO2S
1-(Heptylsulfanyl)-4-(2-nitroprop-1-EN-1-YL)benzene
—— 2-{[4-(2-Nitroprop-1-en-1-yl)phenyl]sulfanyl}ethan-1-ol 88357-22-6 C11H13NO3S
2-{[4-(2-Nitroprop-1-en-1-yl)phenyl]sulfanyl}ethan-1-ol
—— Methyl 2-cyano-3-[(pyridin-2-yl)sulfanyl]prop-2-enoate 88716-70-5 C10H8N2O2S
Methyl 2-cyano-3-[(pyridin-2-yl)sulfanyl]prop-2-enoate
—— 2,6-Dimethoxy-N-methyl-5-(methylsulfanyl)pyrimidin-4-amine 89587-72-4 C8H13N3O2S
2,6-Dimethoxy-N-methyl-5-(methylsulfanyl)pyrimidin-4-amine
—— methyl N-[N'-[2-(butanoylamino)-4-phenylsulfanylphenyl]-N-propanoylcarbamimidoyl]carbamate 58306-26-6 C22H26N4O4S
methyl N-[N'-[2-(butanoylamino)-4-phenylsulfanylphenyl]-N-propanoylcarbamimidoyl]carbamate
—— methyl N-[N'-[2-(butanoylamino)-4-(4-methylphenyl)sulfanylphenyl]-N-methoxycarbonylcarbamimidoyl]carbamate 58578-78-2 C22H26N4O5S
methyl N-[N'-[2-(butanoylamino)-4-(4-methylphenyl)sulfanylphenyl]-N-methoxycarbonylcarbamimidoyl]carbamate
—— (Z)-2,3-Bis-phenylsulfanyl-but-2-enedioic acid 93300-07-3 C16H12O4S2
(Z)-2,3-Bis-phenylsulfanyl-but-2-enedioic acid
—— 1-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidine 59761-07-8 C11H13N3O2S
1-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidine
—— Ethyl 2-[[4-[(4-chlorophenyl)thio]phenyl]thio]acetate 65251-11-8 C16H15ClO2S2
Ethyl 2-[[4-[(4-chlorophenyl)thio]phenyl]thio]acetate
—— 2-oxo-5-phenylthiomethyl-cyclopentaneheptanoic acid methyl ester 62344-34-7 C20H28O3S
2-oxo-5-phenylthiomethyl-cyclopentaneheptanoic acid methyl ester
—— methyl N-[N-[4-(3-methoxyphenyl)sulfanyl-2-(propanoylamino)phenyl]-C-methylsulfanylcarbonimidoyl]carbamate 59011-11-9 C20H23N3O4S2
methyl N-[N-[4-(3-methoxyphenyl)sulfanyl-2-(propanoylamino)phenyl]-C-methylsulfanylcarbonimidoyl]carbamate
—— methyl N-[N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]-N-propanoylcarbamimidoyl]carbamate 73851-11-3 C23H28N4O4S
methyl N-[N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]-N-propanoylcarbamimidoyl]carbamate
—— 8-(2,2-diethoxyethylmercapto)-10-phenylmercapto-5,9-decadienoic acid nitrile 61546-47-2 C22H31NO2S2
8-(2,2-diethoxyethylmercapto)-10-phenylmercapto-5,9-decadienoic acid nitrile
—— 4-[(2S)-1-[4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidin-1-yl]-1-oxopropan-2-yl]oxy-4-oxobutanoic acid 1404618-46-7 C26H29BrN6O7S
4-[(2S)-1-[4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidin-1-yl]-1-oxopropan-2-yl]oxy-4-oxobutanoic acid
—— (5-bromo-6-methyl-2-methylthio-4-oxopyrimidin-3(4H)-yl)acetohydrazide 1402043-68-8 C8H11BrN4O2S
(5-bromo-6-methyl-2-methylthio-4-oxopyrimidin-3(4H)-yl)acetohydrazide
—— 2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol 1393349-15-9 C12H8O2S6
2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol
—— 2-(Trichloromethyl)-4-[2-(trifluoromethyl)phenyl]sulfanyl-quinazoline 1336930-60-9 C16H8Cl3F3N2S
2-(Trichloromethyl)-4-[2-(trifluoromethyl)phenyl]sulfanyl-quinazoline
—— 4-(2-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336933-33-5 C15H8Cl4N2S
4-(2-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— 4-Phenylsulfanyl-2-(trichloromethyl)quinazoline 1336930-50-7 C15H9Cl3N2S
4-Phenylsulfanyl-2-(trichloromethyl)quinazoline
—— 4-(p-Tolylsulfanyl)-2-(trichloromethyl)quinazoline 1336930-68-7 C16H11Cl3N2S
4-(p-Tolylsulfanyl)-2-(trichloromethyl)quinazoline
—— 2,5-Dichloro-3,6-bis[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione 1413935-90-6 C20H14Cl2O2S2
2,5-Dichloro-3,6-bis[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione
—— 2-(Trichloromethyl)-4-[3-(trifluoromethyl)phenyl]sulfanyl-quinazoline 1336930-62-1 C16H8Cl3F3N2S
2-(Trichloromethyl)-4-[3-(trifluoromethyl)phenyl]sulfanyl-quinazoline
—— 2-Hydroxy-3,5,6-tris[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione 1413935-89-3 C27H22O3S3
2-Hydroxy-3,5,6-tris[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione
—— 2-(Trichloromethyl)-4-[4-(trifluoromethyl)phenyl]sulfanyl-quinazoline 1336930-63-2 C16H8Cl3F3N2S
2-(Trichloromethyl)-4-[4-(trifluoromethyl)phenyl]sulfanyl-quinazoline
—— 4-(3-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-52-9 C15H8Cl4N2S
4-(3-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— (8R,9R,10R,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369913-97-2 C11H12N2O4S
(8R,9R,10R,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— N-[(2,5-dimethoxyphenyl)methyl]-2-fluoro-N-(2-phenylsulfanylphenyl)acetamide 1400637-51-5 C23H22FNO3S
N-[(2,5-dimethoxyphenyl)methyl]-2-fluoro-N-(2-phenylsulfanylphenyl)acetamide
—— 4-(m-Tolylsulfanyl)-2-(trichloromethyl)quinazoline 1336930-67-6 C16H11Cl3N2S
4-(m-Tolylsulfanyl)-2-(trichloromethyl)quinazoline
—— (8R,9R,10R,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369914-00-0 C11H12N2O4S
(8R,9R,10R,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— 2-Hydroxy-3,5,6-tris(phenylsulfanyl)cyclohexa-2,5-diene-1,4-dione 1413935-83-7 C24H16O3S3
2-Hydroxy-3,5,6-tris(phenylsulfanyl)cyclohexa-2,5-diene-1,4-dione
—— 4-(3-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-57-4 C15H8Cl3FN2S
4-(3-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— N-(6-chloropyridin-3-yl)-3-fluoro-4-(4-fluorophenyl)sulfanylbenzamide 378241-28-2 C18H11ClF2N2OS
N-(6-chloropyridin-3-yl)-3-fluoro-4-(4-fluorophenyl)sulfanylbenzamide
—— 4-(2-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-56-3 C15H8Cl3FN2S
4-(2-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline