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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-amino-6-(5-methoxy-1H-benzoimidazol-2-ylsulfanyl)-4-thiophen-2-yl-4H-chromene-3-carboxylic acid ethyl ester 1257314-60-5 C24H21N3O4S2
2-amino-6-(5-methoxy-1H-benzoimidazol-2-ylsulfanyl)-4-thiophen-2-yl-4H-chromene-3-carboxylic acid ethyl ester
—— 2-amino-6-[(6-methoxy-1H-benzimidazol-2-yl)sulfanyl]-4-thiophen-2-yl-4H-chromene-3-carbonitrile 1257314-62-7 C22H16N4O2S2
2-amino-6-[(6-methoxy-1H-benzimidazol-2-yl)sulfanyl]-4-thiophen-2-yl-4H-chromene-3-carbonitrile
—— N-[5-(4-trifluoromethyl-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide 1095155-02-4 C16H10F3N3OS2
N-[5-(4-trifluoromethyl-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide
—— N-[5-(4-bromo-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide 1095155-04-6 C15H10BrN3OS2
N-[5-(4-bromo-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide
—— 4-[(2,4-diamino-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)sulfanyl]-N-(pyridin-3-ylmethyl)benzamide 1258401-03-4 C20H19N7OS
4-[(2,4-diamino-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)sulfanyl]-N-(pyridin-3-ylmethyl)benzamide
—— 3-[(4-Methylphenyl)sulfanylmethyl]pyridine;hydrochloride 88594-64-3 C13H14ClNS
3-[(4-Methylphenyl)sulfanylmethyl]pyridine;hydrochloride
—— 9-[4-[1-[2-[2-[2-[2-[2-[2-[2-[4-[4-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]butyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]butyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine 1243536-46-0 C50H60Br2N16O10S2
9-[4-[1-[2-[2-[2-[2-[2-[2-[2-[4-[4-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]butyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]butyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine
—— 9-[3-[1-[2-[2-[2-[2-[2-[2-[2-[4-[3-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]propyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]propyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine 1243536-45-9 C48H56Br2N16O10S2
9-[3-[1-[2-[2-[2-[2-[2-[2-[2-[4-[3-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]propyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]propyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine
—— (5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one 1258303-45-5 C31H52O3SSi
(5S)-3-{(R)-2-[(tert-butyldimethylsilyl)oxy]tetradec-13-en-1-yl}-5-methyl-3-(phenylthio)dihydrofuran-2(3H)-one
—— (Z)-5-(3-Nitro-4-(p-tolylthio)benzylidene)thiazolidine-2,4-dione 3 1489294-32-7 C17H12N2O4S2
(Z)-5-(3-Nitro-4-(p-tolylthio)benzylidene)thiazolidine-2,4-dione 3
—— N-Carbamothioyl-N-[(methylamino)methyl]formamide 688299-61-8 C4H9N3OS
N-Carbamothioyl-N-[(methylamino)methyl]formamide
—— 2-amino-5-(methylmercapto)pyrimidine 7367-94-4 C5H7N3S
2-amino-5-(methylmercapto)pyrimidine
—— {[4-(5-bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophen-2-yl]-imino-methyl}-carbamic acid tert-butyl ester 631910-38-8 C16H17BrClN3O4S3
{[4-(5-bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophen-2-yl]-imino-methyl}-carbamic acid tert-butyl ester
—— tert-butyl imino{[(mesitylthio)acetyl]amino}methylcarbamate 1356959-30-2 C17H25N3O3S
tert-butyl imino{[(mesitylthio)acetyl]amino}methylcarbamate
—— [Nd(S2CNEt2)3] 22557-98-8 C15H30N3NdS6
[Nd(S2CNEt2)3]
—— 1.3-Bis-ethylmercapto-butan 90952-37-7 C8H18S2
1.3-Bis-ethylmercapto-butan
—— 3-Pyridinecarboxamide, N-[4-[5-[(acetylamino)methyl]-2-furanyl]-2-thiazolyl]-2-(phenylthio)- 1147294-75-4 C22H18N4O3S2
3-Pyridinecarboxamide, N-[4-[5-[(acetylamino)methyl]-2-furanyl]-2-thiazolyl]-2-(phenylthio)-
—— 3-Phenylthio-2-chlorbut-2-en-4-olid 62674-17-3 C10H7ClO2S
3-Phenylthio-2-chlorbut-2-en-4-olid
—— 2-(Isobutylsulfonyl)ethanamine 1092280-20-0 C6H15NO2S
2-(Isobutylsulfonyl)ethanamine
—— 4-(dimethylamino)-2-methylsulfanyl-1,4-diazabuta-1,3-diene 1112998-77-2 C5H11N3S
4-(dimethylamino)-2-methylsulfanyl-1,4-diazabuta-1,3-diene
—— 2-(5-cyano-6-methyl-2-phenylpyrimidin-4-yl)sulfanyl-N-(furan-2-ylmethyl)acetamide 915185-90-9 C19H16N4O2S
2-(5-cyano-6-methyl-2-phenylpyrimidin-4-yl)sulfanyl-N-(furan-2-ylmethyl)acetamide
—— Methyl(methylsulfanyl)sulfanium 90827-83-1 C2H7S2
Methyl(methylsulfanyl)sulfanium
—— N-{4-amino-6-[(4-chlorophenyl)sulfanyl]-2-phenylpyrimidin-5-yl}benzamide 898520-02-0 C23H17ClN4OS
N-{4-amino-6-[(4-chlorophenyl)sulfanyl]-2-phenylpyrimidin-5-yl}benzamide
—— 2-[(4-Methyl-5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide 834899-94-4 C5H7N3OS3
2-[(4-Methyl-5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-Acetyl-7-methyl-1-benzothiophen-3(2H)-one 562085-66-9 C11H10O2S
2-Acetyl-7-methyl-1-benzothiophen-3(2H)-one
—— Cyclopentanecarbodithioic acid 35329-07-8 C6H10S2
Cyclopentanecarbodithioic acid
—— 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