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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-[(1-methylpiperidin-1-ium-4-ylidene)amino]-3-phenylsulfanylpropanamide —— C15H22N3OS+
N-[(1-methylpiperidin-1-ium-4-ylidene)amino]-3-phenylsulfanylpropanamide
—— (1'S,5'R,6'R)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azoniabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C16H15N4O2S+
(1'S,5'R,6'R)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azoniabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— 2-[(3R)-1-methyl-2-oxopyrido[2,3-b][1,4]thiazin-3-yl]-N-[2-(4-methylpiperazin-1-yl)ethyl]acetamide —— C17H25N5O2S
2-[(3R)-1-methyl-2-oxopyrido[2,3-b][1,4]thiazin-3-yl]-N-[2-(4-methylpiperazin-1-yl)ethyl]acetamide
—— 2-[(3S)-1-methyl-2-oxopyrido[2,3-b][1,4]thiazin-3-yl]-N-[2-(4-methylpiperazin-1-yl)ethyl]acetamide —— C17H25N5O2S
2-[(3S)-1-methyl-2-oxopyrido[2,3-b][1,4]thiazin-3-yl]-N-[2-(4-methylpiperazin-1-yl)ethyl]acetamide
—— 2-[6-[(2R)-2-ethylpiperidin-1-yl]pyrimidin-4-yl]sulfanyl-1-morpholin-4-ylethanone —— C17H26N4O2S
2-[6-[(2R)-2-ethylpiperidin-1-yl]pyrimidin-4-yl]sulfanyl-1-morpholin-4-ylethanone
—— 2-[6-[(2S)-2-ethylpiperidin-1-yl]pyrimidin-4-yl]sulfanyl-1-morpholin-4-ylethanone —— C17H26N4O2S
2-[6-[(2S)-2-ethylpiperidin-1-yl]pyrimidin-4-yl]sulfanyl-1-morpholin-4-ylethanone
—— N-{4-[(2-chloro-4-pyrimidinyl)sulfanyl]phenyl}acetamide —— C12H10ClN3OS
N-{4-[(2-chloro-4-pyrimidinyl)sulfanyl]phenyl}acetamide
—— 2-[[(4S,4aS,8aS)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethanamine —— C23H27NS2
2-[[(4S,4aS,8aS)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethanamine
—— 2-[[(4S,4aS,8aR)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethylazanium —— C23H28NS2+
2-[[(4S,4aS,8aR)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethylazanium
—— 2-[[(4S,4aS,8aR)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethanamine —— C23H27NS2
2-[[(4S,4aS,8aR)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethanamine
—— 2-[[(4S,4aS,8aS)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethylazanium —— C23H28NS2+
2-[[(4S,4aS,8aS)-2,4-diphenyl-4,4a,5,6,7,8-hexahydrothiochromen-8a-yl]sulfanyl]ethylazanium
—— methyl (4S)-2-methyl-4-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate —— C18H21NO3S2
methyl (4S)-2-methyl-4-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate
—— 3-(4-bromophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one —— C17H23BrN2O3S2
3-(4-bromophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one
—— 3-(4-bromophenyl)sulfanyl-N-[3-[(2S,6S)-2,6-dimethylmorpholin-4-yl]propyl]propanamide —— C18H27BrN2O2S
3-(4-bromophenyl)sulfanyl-N-[3-[(2S,6S)-2,6-dimethylmorpholin-4-yl]propyl]propanamide
—— methyl (5E)-2-methyl-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-3H-pyrrole-3-carboxylate —— C15H15NO3S
methyl (5E)-2-methyl-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-3H-pyrrole-3-carboxylate
—— (2S)-N-ethyl-N-(2-methylprop-2-enyl)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H24N4OS2
(2S)-N-ethyl-N-(2-methylprop-2-enyl)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 3-propan-2-yl-5-[(1S)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole —— C10H13N3OS2
3-propan-2-yl-5-[(1S)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole
—— 5-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C12H11N3OS3
5-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— (2S)-N-benzyl-N-methyl-2-(1,3-thiazol-2-ylsulfanyl)propanamide —— C14H16N2OS2
(2S)-N-benzyl-N-methyl-2-(1,3-thiazol-2-ylsulfanyl)propanamide
—— (2S)-3-methyl-1-morpholin-4-yl-2-(1,3-thiazol-2-ylsulfanyl)butan-1-one —— C12H18N2O2S2
(2S)-3-methyl-1-morpholin-4-yl-2-(1,3-thiazol-2-ylsulfanyl)butan-1-one
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one —— C12H19N3OS2
(2R)-1-(4-ethylpiperazin-1-yl)-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one
—— (2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one —— C19H16ClN3O2S2
(2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one
—— (2R)-3-methyl-1-morpholin-4-yl-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]butan-1-one —— C15H24N4O2S2
(2R)-3-methyl-1-morpholin-4-yl-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]butan-1-one
—— N-[(2R)-6-methylheptan-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H28N4OS2
N-[(2R)-6-methylheptan-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[[5-[(2S)-butan-2-yl]sulfanyl-4-butyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide —— C22H36N4OS
N-[[5-[(2S)-butan-2-yl]sulfanyl-4-butyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide
—— N-[[5-[(2S)-butan-2-yl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide —— C20H32N4OS
N-[[5-[(2S)-butan-2-yl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide
—— N-[[5-[(2R)-butan-2-yl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide —— C20H32N4OS
N-[[5-[(2R)-butan-2-yl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide
—— (1S)-1-(3-bromophenyl)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C14H16BrN3OS2
(1S)-1-(3-bromophenyl)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— N-[[5-[(2R)-butan-2-yl]sulfanyl-4-butyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide —— C22H36N4OS
N-[[5-[(2R)-butan-2-yl]sulfanyl-4-butyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide
—— N-[(2S)-heptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide —— C13H23N5OS
N-[(2S)-heptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide
—— 5-[3-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C15H17N5OS3
5-[3-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 3-propan-2-yl-5-[(1S)-1-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1,2,4-oxadiazole —— C13H19N5OS2
3-propan-2-yl-5-[(1S)-1-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1,2,4-oxadiazole
—— 5-[(3R)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]piperidin-3-yl]-3-methyl-1,2,4-oxadiazole —— C18H25N3OS
5-[(3R)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]piperidin-3-yl]-3-methyl-1,2,4-oxadiazole
—— (2R)-N-ethyl-N-(2-methylprop-2-enyl)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide —— C13H21N5OS
(2R)-N-ethyl-N-(2-methylprop-2-enyl)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide
—— (2S)-3-methyl-1-morpholin-4-yl-2-(1-prop-2-enyltetrazol-5-yl)sulfanylbutan-1-one —— C13H21N5O2S
(2S)-3-methyl-1-morpholin-4-yl-2-(1-prop-2-enyltetrazol-5-yl)sulfanylbutan-1-one
—— 5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1-prop-2-enyltetrazole —— C9H14N4OS
5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1-prop-2-enyltetrazole
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one —— C13H22N6OS
(2S)-1-(4-ethylpiperazin-1-yl)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one
—— 2-[[(2R)-oxolan-2-yl]methylsulfanyl]-5-pyrrolidin-1-yl-1,3,4-thiadiazole —— C11H17N3OS2
2-[[(2R)-oxolan-2-yl]methylsulfanyl]-5-pyrrolidin-1-yl-1,3,4-thiadiazole
—— 2-(2-benzylsulfanyl-4-oxo-1H-pyrimidin-6-yl)-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C18H21N3O3S
2-(2-benzylsulfanyl-4-oxo-1H-pyrimidin-6-yl)-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-(2-benzylsulfanyl-4-oxo-1H-pyrimidin-6-yl)-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H21N3O3S
2-(2-benzylsulfanyl-4-oxo-1H-pyrimidin-6-yl)-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[5-[(2S)-butan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]-3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carboxamide —— C17H17ClN4O2S2
N-[5-[(2S)-butan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]-3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carboxamide
—— (7R)-5,5,7-trimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one —— C9H10OS5
(7R)-5,5,7-trimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one
—— (7S)-5,5,7-trimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one —— C9H10OS5
(7S)-5,5,7-trimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one
—— 4-amino-N'-[[4-(difluoromethylsulfanyl)phenyl]methoxy]-1-methyl-2-oxo-1-azaspiro[4.4]non-3-ene-3-carboximidamide —— C18H22F2N4O2S
4-amino-N'-[[4-(difluoromethylsulfanyl)phenyl]methoxy]-1-methyl-2-oxo-1-azaspiro[4.4]non-3-ene-3-carboximidamide
—— (3R)-1-methyl-3-(2-oxo-2-pyrrolidin-1-ylethyl)pyrido[2,3-b][1,4]thiazin-2-one —— C14H17N3O2S
(3R)-1-methyl-3-(2-oxo-2-pyrrolidin-1-ylethyl)pyrido[2,3-b][1,4]thiazin-2-one
—— (3S)-1-methyl-3-(2-oxo-2-pyrrolidin-1-ylethyl)pyrido[2,3-b][1,4]thiazin-2-one —— C14H17N3O2S
(3S)-1-methyl-3-(2-oxo-2-pyrrolidin-1-ylethyl)pyrido[2,3-b][1,4]thiazin-2-one
—— (2R)-N-[(4-methylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide —— C17H20N4OS
(2R)-N-[(4-methylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide
—— (2S)-2-(cyclopropylmethoxy)-N-[3-(4-fluorophenyl)sulfanylpropyl]propanamide —— C16H22FNO2S
(2S)-2-(cyclopropylmethoxy)-N-[3-(4-fluorophenyl)sulfanylpropyl]propanamide
—— (2S)-N-[[4-(difluoromethylsulfanyl)phenyl]methyl]-N-methyloxolane-2-carboxamide —— C14H17F2NO2S
(2S)-N-[[4-(difluoromethylsulfanyl)phenyl]methyl]-N-methyloxolane-2-carboxamide
—— ethyl (Z)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-3-(dimethylamino)prop-2-enoate —— C13H14ClF3N2O2S
ethyl (Z)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-3-(dimethylamino)prop-2-enoate