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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
—— N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-1,3-benzothiazol-2-amine —— C19H12N4OS3
N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-1,3-benzothiazol-2-amine
—— 2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C24H24N4O2S3
2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— N-[(2S)-butan-2-yl]-2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C18H20N4O2S3
N-[(2S)-butan-2-yl]-2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— N-[(2S)-butan-2-yl]-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C17H17ClN4O2S3
N-[(2S)-butan-2-yl]-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— (3R)-N-(2-methylphenyl)-1-[6-(4-methylphenyl)sulfanylpyridazin-3-yl]piperidine-3-carboxamide —— C24H26N4OS
(3R)-N-(2-methylphenyl)-1-[6-(4-methylphenyl)sulfanylpyridazin-3-yl]piperidine-3-carboxamide
—— N-[(2R)-butan-2-yl]-2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide —— C17H18N4O2S3
N-[(2R)-butan-2-yl]-2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide
—— N-[(2R)-butan-2-yl]-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C17H17ClN4O2S3
N-[(2R)-butan-2-yl]-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— (Z)-N-[(2,4-dichlorophenyl)methoxy]-1-[1-methyl-5-phenylsulfanyl-3-(trifluoromethyl)pyrazol-4-yl]methanimine —— C19H14Cl2F3N3OS
(Z)-N-[(2,4-dichlorophenyl)methoxy]-1-[1-methyl-5-phenylsulfanyl-3-(trifluoromethyl)pyrazol-4-yl]methanimine
—— (Z)-N-(3-propylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-thiophen-2-ylmethanimine —— C11H12N6S2
(Z)-N-(3-propylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-thiophen-2-ylmethanimine
—— (3R,7S)-1-methyl-2,4,6,8-tetrathiatricyclo[3.3.1.13,7]decane —— C7H10S4
(3R,7S)-1-methyl-2,4,6,8-tetrathiatricyclo[3.3.1.13,7]decane
—— (6R)-2-(diethylamino)-4-oxo-6,7-dihydro-[1,3]thiazolo[3,2-a][1,3,5]triazine-6-carbonitrile —— C10H13N5OS
(6R)-2-(diethylamino)-4-oxo-6,7-dihydro-[1,3]thiazolo[3,2-a][1,3,5]triazine-6-carbonitrile
—— (1S,5R)-1,3,5-trimethyl-2,4,6,8-tetrathiatricyclo[3.3.1.13,7]decane —— C9H14S4
(1S,5R)-1,3,5-trimethyl-2,4,6,8-tetrathiatricyclo[3.3.1.13,7]decane
—— (2S)-1-(4-methylphenyl)sulfanyl-3-(propan-2-ylamino)propan-2-ol —— C13H21NOS
(2S)-1-(4-methylphenyl)sulfanyl-3-(propan-2-ylamino)propan-2-ol
—— (2R)-1-(4-methylphenyl)sulfanyl-3-(propan-2-ylamino)propan-2-ol —— C13H21NOS
(2R)-1-(4-methylphenyl)sulfanyl-3-(propan-2-ylamino)propan-2-ol
—— (2S)-2-(3-hydroxypyridin-2-yl)sulfanylpropanoic acid —— C8H9NO3S
(2S)-2-(3-hydroxypyridin-2-yl)sulfanylpropanoic acid
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]triazole-4-carboxamide —— C21H20N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]triazole-4-carboxamide
—— methyl (3R)-2,3-dihydro-1-benzothiophene-3-carboxylate —— C10H10O2S
methyl (3R)-2,3-dihydro-1-benzothiophene-3-carboxylate
—— (2R,3R)-3-aminobutane-2-thiol —— C4H11NS
(2R,3R)-3-aminobutane-2-thiol
—— ethyl (2Z)-2-[(3-hydroxyphenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H22N2O4S2
ethyl (2Z)-2-[(3-hydroxyphenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-[(Z)-2-methyl-3-phenylprop-2-enylidene]amino]acetamide —— C18H20N4OS
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-[(Z)-2-methyl-3-phenylprop-2-enylidene]amino]acetamide
—— (2S,3R)-3-aminobutane-2-thiol —— C4H11NS
(2S,3R)-3-aminobutane-2-thiol
—— (2R)-hexane-2-thiol —— C6H14S
(2R)-hexane-2-thiol
—— (2S)-hexane-2-thiol —— C6H14S
(2S)-hexane-2-thiol
—— (5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-1-(4-methylphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione —— C22H15ClN2O4S
(5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-1-(4-methylphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-hydroxybenzamide —— C19H14N4O3S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-hydroxybenzamide
—— (1R,6R)-N,N-dimethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]octan-1-amine —— C9H17NO2S
(1R,6R)-N,N-dimethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]octan-1-amine
—— (2R,3S)-2-(1,1-dioxothietan-3-yl)-N,N-dimethyl-1,1-dioxothietan-3-amine —— C8H15NO4S2
(2R,3S)-2-(1,1-dioxothietan-3-yl)-N,N-dimethyl-1,1-dioxothietan-3-amine
—— (1R,6S)-N,N-dimethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]octan-1-amine —— C9H17NO2S
(1R,6S)-N,N-dimethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]octan-1-amine
—— (2R,3R)-2-(1,1-dioxothietan-3-yl)-N,N-dimethyl-1,1-dioxothietan-3-amine —— C8H15NO4S2
(2R,3R)-2-(1,1-dioxothietan-3-yl)-N,N-dimethyl-1,1-dioxothietan-3-amine
—— N'-[(Z)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-hydroxybenzohydrazide —— C18H12BrClN2O3S
N'-[(Z)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-hydroxybenzohydrazide
—— (3S,5S)-2-[[(3S,5S)-2,3,4,4,5,6,6-heptamethylheptan-2-yl]disulfanyl]-2,3,4,4,5,6,6-heptamethylheptane —— C28H58S2
(3S,5S)-2-[[(3S,5S)-2,3,4,4,5,6,6-heptamethylheptan-2-yl]disulfanyl]-2,3,4,4,5,6,6-heptamethylheptane
—— (3S,5S)-2-[[(3S,5R)-2,3,4,4,5,6,6-heptamethylheptan-2-yl]disulfanyl]-2,3,4,4,5,6,6-heptamethylheptane —— C28H58S2
(3S,5S)-2-[[(3S,5R)-2,3,4,4,5,6,6-heptamethylheptan-2-yl]disulfanyl]-2,3,4,4,5,6,6-heptamethylheptane
—— [(2R)-2-ethylhexyl]-[(2S)-2-ethylhexyl]carbamodithioic acid —— C17H35NS2
[(2R)-2-ethylhexyl]-[(2S)-2-ethylhexyl]carbamodithioic acid
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(2-cyclohexylsulfanylethyl)butanamide —— C18H26ClNOS2
(2R)-2-(4-chlorophenyl)sulfanyl-N-(2-cyclohexylsulfanylethyl)butanamide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(thiophen-2-yl)ethylidene]acetohydrazide —— C18H18N4OS4
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(thiophen-2-yl)ethylidene]acetohydrazide
—— 2-Thioxo-2,3-dihydro-1,3-diazocine-4,8(1H,7H)-dione —— C6H6N2O2S
2-Thioxo-2,3-dihydro-1,3-diazocine-4,8(1H,7H)-dione
—— (E)-2-(phenylthio)nicotinaldehyde O-2,4-dichlorobenzyl oxime —— C19H14Cl2N2OS
(E)-2-(phenylthio)nicotinaldehyde O-2,4-dichlorobenzyl oxime
—— N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C21H31N5O2S2
N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(4-methylcyclohexyl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H28N4O2S2
N-(4-methylcyclohexyl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (E)-2-(phenylthio)nicotinaldehyde O-3,4-dichlorobenzyl oxime —— C19H14Cl2N2OS
(E)-2-(phenylthio)nicotinaldehyde O-3,4-dichlorobenzyl oxime
—— 7-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C18H16N4O2S2
7-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-(4-methylcyclohexyl)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H28N4O2S2
N-(4-methylcyclohexyl)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H30N4OS2
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H22N4O2S
N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H22N4OS3
N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H30N4OS2
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(3-methoxypropyl)-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H22N4O2S3
(2S)-N-(3-methoxypropyl)-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H22N4OS3
N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]propanamide —— C17H24N4O2S
(2R)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]propanamide
—— (2R)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(3-methoxypropyl)propanamide —— C16H22N4O3S
(2R)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(3-methoxypropyl)propanamide