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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
—— (Tetrahydrofuran-2-ylmethyl)dithiocarbamic acid 2,4-difluoro-phenyl ester 370065-44-4 C12H13F2NOS2
(Tetrahydrofuran-2-ylmethyl)dithiocarbamic acid 2,4-difluoro-phenyl ester
—— 3-benzylsulfanyl-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C14H13N3S2
3-benzylsulfanyl-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— (+)-Exo-6-(3-butylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C13H21N3S2
(+)-Exo-6-(3-butylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— methyl (E)-4,4-dimethyl-3-phenylsulfanylpent-2-enoate —— C14H18O2S
methyl (E)-4,4-dimethyl-3-phenylsulfanylpent-2-enoate
—— 2-[(2,2,5,5-tetramethyl-1H-imidazol-4-yl)sulfanyl]ethanol —— C9H18N2OS
2-[(2,2,5,5-tetramethyl-1H-imidazol-4-yl)sulfanyl]ethanol
—— 3-[(5-chlorothiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C7H7ClN4S2
3-[(5-chlorothiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 1-(2-hydroxyethyl)-3-[(1R,2R)-2-methylcyclohexyl]thiourea —— C10H20N2OS
1-(2-hydroxyethyl)-3-[(1R,2R)-2-methylcyclohexyl]thiourea
—— 1-Tert-butylsulfinyl-2-methylpropane —— C8H18OS
1-Tert-butylsulfinyl-2-methylpropane
—— (4R)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide —— C18H22ClNO3S
(4R)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide
—— (4S)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide —— C18H22ClNO3S
(4S)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide
—— (3S)-8-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-oxa-8-azaspiro[4.5]decan-3-ol —— C16H22N4O3S
(3S)-8-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-oxa-8-azaspiro[4.5]decan-3-ol
—— (2S)-N-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]oxane-2-carboxamide —— C13H22N4O2S
(2S)-N-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]oxane-2-carboxamide
—— (2R)-N-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]oxane-2-carboxamide —— C13H22N4O2S
(2R)-N-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]oxane-2-carboxamide
—— 2-[(2S)-4-propan-2-ylmorpholin-2-yl]-N-(2-pyridin-2-ylsulfanylethyl)acetamide —— C16H25N3O2S
2-[(2S)-4-propan-2-ylmorpholin-2-yl]-N-(2-pyridin-2-ylsulfanylethyl)acetamide
—— 4-[(3S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperidin-3-yl]pyrimidine —— C17H20N6OS
4-[(3S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperidin-3-yl]pyrimidine
—— 2-[(2R)-4-propan-2-ylmorpholin-2-yl]-N-(2-pyridin-2-ylsulfanylethyl)acetamide —— C16H25N3O2S
2-[(2R)-4-propan-2-ylmorpholin-2-yl]-N-(2-pyridin-2-ylsulfanylethyl)acetamide
—— 3-chloro-N-[3,5-dichloro-4-[[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide —— C21H9Cl3F6N2O2S3
3-chloro-N-[3,5-dichloro-4-[[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide
—— 4-[(3R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperidin-3-yl]pyrimidine —— C17H20N6OS
4-[(3R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperidin-3-yl]pyrimidine
—— dichloromanganese;3-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]propan-1-ol —— C24H41Cl2MnN5OS
dichloromanganese;3-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]propan-1-ol
—— 2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[[3-(2,2,2-trifluoroethylsulfanyl)pyridin-2-yl]methyl]acetamide —— C21H18ClF5N6O3S
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[[3-(2,2,2-trifluoroethylsulfanyl)pyridin-2-yl]methyl]acetamide
—— (4R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide —— C16H23N3O3S2
(4R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide
—— (4S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide —— C16H23N3O3S2
(4S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-1-oxaspiro[4.5]decane-4-carboxamide
—— (Z)-3-(dimethylamino)-2-ethylsulfonylprop-2-enenitrile —— C7H12N2O2S
(Z)-3-(dimethylamino)-2-ethylsulfonylprop-2-enenitrile
—— ethyl (2R)-2-(4-cyclopropylsulfanylphenyl)-2-hydroxyacetate —— C13H16O3S
ethyl (2R)-2-(4-cyclopropylsulfanylphenyl)-2-hydroxyacetate
—— ethyl (2S)-2-(4-cyclopropylsulfanylphenyl)-2-hydroxyacetate —— C13H16O3S
ethyl (2S)-2-(4-cyclopropylsulfanylphenyl)-2-hydroxyacetate
—— (2S)-N-(2-pyridin-2-ylsulfanylethyl)oxane-2-carboxamide —— C13H18N2O2S
(2S)-N-(2-pyridin-2-ylsulfanylethyl)oxane-2-carboxamide
—— tetrahydro-N-hydroxy-4-[[4-[[4-[(trifluoromethyl)-thio]phenyl]-thio]-1-piperidinyl]sulfonyl]-2H-pyran-4-carboxamide 1026233-25-9 C18H23F3N2O5S3
tetrahydro-N-hydroxy-4-[[4-[[4-[(trifluoromethyl)-thio]phenyl]-thio]-1-piperidinyl]sulfonyl]-2H-pyran-4-carboxamide
—— N-(cyanomethyl)-N-[1-[4-[3-fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]ethoxy]acetamide —— C24H27FN2O4S
N-(cyanomethyl)-N-[1-[4-[3-fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]ethoxy]acetamide
—— 1-[5-[[5-(5-Bromofuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]-2,3-diethylguanidine —— C16H18BrN7O2S
1-[5-[[5-(5-Bromofuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]-2,3-diethylguanidine
—— N-[(6-amino-2-methylpyridin-3-yl)methyl]-2-[6-methylsulfanyl-2-oxo-3-(2-phenylethylamino)pyrazin-1-yl]acetamide —— C22H26N6O2S
N-[(6-amino-2-methylpyridin-3-yl)methyl]-2-[6-methylsulfanyl-2-oxo-3-(2-phenylethylamino)pyrazin-1-yl]acetamide
—— 2-butylsulfanyl-5-[[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyrimidine —— C16H24N6S
2-butylsulfanyl-5-[[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyrimidine
—— 2-butylsulfanyl-5-[[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyrimidine —— C16H24N6S
2-butylsulfanyl-5-[[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyrimidine
—— 2-[(2-oxo-1H-pyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one —— C24H29N3O2S
2-[(2-oxo-1H-pyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide —— C14H15ClN2OS2
(2S)-2-(2-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide —— C14H15ClN2OS2
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide —— C14H15ClN2OS2
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide
—— 6,9,12,15,18,21-Hexaoxa-1-thiacyclopentacosa-3,23-diyne 1,1-Dioxide —— C18H28O8S
6,9,12,15,18,21-Hexaoxa-1-thiacyclopentacosa-3,23-diyne 1,1-Dioxide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methyl-1,3-thiazol-5-yl)methyl]acetamide —— C15H17N5O2S2
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methyl-1,3-thiazol-5-yl)methyl]acetamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide —— C14H15ClN2OS2
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(2-methyl-1,3-thiazol-5-yl)methyl]propanamide
—— 6,7-dichloro-2-trifluoromethyl-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline 281208-76-2 C12H5Cl2F3N4S2
6,7-dichloro-2-trifluoromethyl-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— 1-(2-Methylphenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea —— C20H17N3O3S
1-(2-Methylphenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea
—— 6,7-dichloro-2-isopropyl-3-(4-amino-1,3,5-triazin-2-ylsulfanyl)quinoxaline 281208-77-3 C14H12Cl2N6S
6,7-dichloro-2-isopropyl-3-(4-amino-1,3,5-triazin-2-ylsulfanyl)quinoxaline
—— N-[[(5S)-3-[4-(2-chloroethylsulfanyl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide —— C14H16ClFN2O2S2
N-[[(5S)-3-[4-(2-chloroethylsulfanyl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide
—— (5Z)-5-[[5-(2,3-dihydro-1H-tetrazol-5-ylsulfanyl)thiophen-2-yl]methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C10H9N5OS4
(5Z)-5-[[5-(2,3-dihydro-1H-tetrazol-5-ylsulfanyl)thiophen-2-yl]methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(3-chlorothiophen-2-yl)sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C13H11ClN4S2
3-(3-chlorothiophen-2-yl)sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 7-Methyl-4-(4-methylphenyl)sulfanylthieno[3,2-d]pyrimidine-6-carboxylic acid —— C15H12N2O2S2
7-Methyl-4-(4-methylphenyl)sulfanylthieno[3,2-d]pyrimidine-6-carboxylic acid
—— 4-methyl-3-[5-[[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]furan-2-yl]sulfanyl-1,2,4-triazole —— C15H19N7OS
4-methyl-3-[5-[[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]furan-2-yl]sulfanyl-1,2,4-triazole
—— N-tert-butyl-1-[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methanimine oxide —— C16H19NO2S2
N-tert-butyl-1-[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methanimine oxide
—— 1-[4-(4-Methylphenyl)sulfanyl-6-oxidothieno[2,3-c]pyridin-6-ium-2-yl]ethanone —— C16H13NO2S2
1-[4-(4-Methylphenyl)sulfanyl-6-oxidothieno[2,3-c]pyridin-6-ium-2-yl]ethanone
—— 3-Chloro-4-(4-chloro-2-nitrophenyl)sulfanylaniline —— C12H8Cl2N2O2S
3-Chloro-4-(4-chloro-2-nitrophenyl)sulfanylaniline