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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
—— 3-[5-[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]propanoic acid —— C19H21N3O3S
3-[5-[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]propanoic acid
—— Ethyl 6-chloro-2-methyl-4-(2-morpholin-4-ium-4-ylacetyl)thieno[2,3-b][1,4]benzothiazine-3-carboxylate —— C20H22ClN2O4S2+
Ethyl 6-chloro-2-methyl-4-(2-morpholin-4-ium-4-ylacetyl)thieno[2,3-b][1,4]benzothiazine-3-carboxylate
—— 3-[5-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]propanoic acid —— C19H21N3O3S
3-[5-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]propanoic acid
—— 1,3-dimethyl-5-((4-methylbenzyl)thio)-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C20H18N4O2S2
1,3-dimethyl-5-((4-methylbenzyl)thio)-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— (2S)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-pyrazol-1-ylbutanamide —— C13H17N5OS
(2S)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-pyrazol-1-ylbutanamide
—— 5-[(2S)-butan-2-yl]sulfanyl-1,3-dimethyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H18N4O2S2
5-[(2S)-butan-2-yl]sulfanyl-1,3-dimethyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-ethyl-5-((3-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C17H17FN4O2S
7-ethyl-5-((3-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-((2,5-dimethylbenzyl)thio)-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C21H20N4O3S
5-((2,5-dimethylbenzyl)thio)-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-(cyclopentylthio)-1,3-dimethyl-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C17H18N4O2S2
5-(cyclopentylthio)-1,3-dimethyl-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 7-cyclopropyl-5-((4-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C18H17FN4O2S
7-cyclopropyl-5-((4-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 7-cyclopropyl-5-((2-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C18H17FN4O2S
7-cyclopropyl-5-((2-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-[(2R)-butan-2-yl]sulfanyl-7-cyclopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C15H20N4O2S
5-[(2R)-butan-2-yl]sulfanyl-7-cyclopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— methyl (2R)-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate —— C14H18N4O4S
methyl (2R)-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate
—— methyl (2R)-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate —— C14H18N4O4S
methyl (2R)-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate
—— 5-(ethylthio)-1,3-dimethyl-7-phenylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C16H16N4O2S
5-(ethylthio)-1,3-dimethyl-7-phenylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-((4-fluorobenzyl)thio)-1,3-dimethyl-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C19H15FN4O2S2
5-((4-fluorobenzyl)thio)-1,3-dimethyl-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-[(2R)-butan-2-yl]sulfanyl-1,3-dimethyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H18N4O2S2
5-[(2R)-butan-2-yl]sulfanyl-1,3-dimethyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Cyclopropyl-5-[(3-fluorophenyl)methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H17FN4O2S
7-Cyclopropyl-5-[(3-fluorophenyl)methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— N-[[(2R)-oxolan-2-yl]methyl]-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide —— C16H21N5O4S
N-[[(2R)-oxolan-2-yl]methyl]-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide
—— N-cyclopentyl-2-((2,6,8-trimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetamide —— C16H21N5O3S
N-cyclopentyl-2-((2,6,8-trimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetamide
—— methyl (2R)-2-(7-cyclopropyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate —— C15H18N4O4S
methyl (2R)-2-(7-cyclopropyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate
—— 5-[(4-Fluorophenyl)methylsulfanyl]-1,3-dimethyl-7-propylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19FN4O2S
5-[(4-Fluorophenyl)methylsulfanyl]-1,3-dimethyl-7-propylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(4-Chlorophenyl)methylsulfanyl]-1,3-dimethyl-7-propan-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19ClN4O2S
5-[(4-Chlorophenyl)methylsulfanyl]-1,3-dimethyl-7-propan-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-(furan-2-yl)-1,3-dimethyl-5-((3-methylbenzyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C20H18N4O3S
7-(furan-2-yl)-1,3-dimethyl-5-((3-methylbenzyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— methyl (2S)-2-(7-cyclopropyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate —— C15H18N4O4S
methyl (2S)-2-(7-cyclopropyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate
—— 5-[(2-Fluorophenyl)methylsulfanyl]-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H15FN4O2S
5-[(2-Fluorophenyl)methylsulfanyl]-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C17H23N5O4S
2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H23N5O4S
2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 3-[[2-[(4-Amino-5-butyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-5-butyl-1,2,4-triazol-4-amine —— C20H30N8S2
3-[[2-[(4-Amino-5-butyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-5-butyl-1,2,4-triazol-4-amine
—— (2R)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-pyrazol-1-ylbutanamide —— C13H17N5OS
(2R)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-pyrazol-1-ylbutanamide
—— (3R)-1-methyl-3-[(10R)-9-oxa-2-thiatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-ylmethyl]piperidin-1-ium —— C20H24NOS+
(3R)-1-methyl-3-[(10R)-9-oxa-2-thiatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-ylmethyl]piperidin-1-ium
—— 2-[[5-[(3-Chloro-4-methylanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H16ClN4O2S-
2-[[5-[(3-Chloro-4-methylanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 4-[(6S)-8-chloro-2-fluoro-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium —— C19H20ClFNOS+
4-[(6S)-8-chloro-2-fluoro-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium
—— (3R,4S)-6-amino-2-imino-4-(4-methylsulfanylphenyl)-3,4-dihydrothiopyran-3,5-dicarbonitrile —— C14H12N4S2
(3R,4S)-6-amino-2-imino-4-(4-methylsulfanylphenyl)-3,4-dihydrothiopyran-3,5-dicarbonitrile
—— 2-[[5-[(3-Chloro-4-methylanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H14ClN4O2S-
2-[[5-[(3-Chloro-4-methylanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 6-methyl-2-[(1R)-1-[2-[(2-methylphenyl)methyl]-1,2,4-triazol-3-yl]ethyl]sulfanyl-1H-pyrimidin-4-one —— C17H19N5OS
6-methyl-2-[(1R)-1-[2-[(2-methylphenyl)methyl]-1,2,4-triazol-3-yl]ethyl]sulfanyl-1H-pyrimidin-4-one
—— 6-methyl-2-[(1S)-1-[2-[(2-methylphenyl)methyl]-1,2,4-triazol-3-yl]ethyl]sulfanyl-1H-pyrimidin-4-one —— C17H19N5OS
6-methyl-2-[(1S)-1-[2-[(2-methylphenyl)methyl]-1,2,4-triazol-3-yl]ethyl]sulfanyl-1H-pyrimidin-4-one
—— methyl (1R,6R)-3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-oxo-6-phenylcyclohex-2-ene-1-carboxylate —— C20H17ClO4S
methyl (1R,6R)-3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-oxo-6-phenylcyclohex-2-ene-1-carboxylate
—— (5S)-5-(4-chlorophenyl)sulfanyl-1,3-thiazolidine-2,4-dione —— C9H6ClNO2S2
(5S)-5-(4-chlorophenyl)sulfanyl-1,3-thiazolidine-2,4-dione
—— (2R)-N-[(Z)-butan-2-ylideneamino]-2-phenylsulfanylpropanamide —— C13H18N2OS
(2R)-N-[(Z)-butan-2-ylideneamino]-2-phenylsulfanylpropanamide
—— N-(1-adamantyl)-3,3-dimethylbutanethioamide —— C16H27NS
N-(1-adamantyl)-3,3-dimethylbutanethioamide
—— (3R)-N,N-diethyl-5-phenyl-3-phenylsulfanyl-3H-azepin-2-amine —— C22H24N2S
(3R)-N,N-diethyl-5-phenyl-3-phenylsulfanyl-3H-azepin-2-amine
—— ethyl (2S)-2-pyrazin-2-ylsulfanylpropanoate —— C9H12N2O2S
ethyl (2S)-2-pyrazin-2-ylsulfanylpropanoate
—— (2S)-2-pyrazin-2-ylsulfanylpropanoic acid —— C7H8N2O2S
(2S)-2-pyrazin-2-ylsulfanylpropanoic acid
—— (2R)-2-pyrazin-2-ylsulfanylpropanoate —— C7H7N2O2S-
(2R)-2-pyrazin-2-ylsulfanylpropanoate
—— (2R)-2-pyrazin-2-ylsulfanylpropanoic acid —— C7H8N2O2S
(2R)-2-pyrazin-2-ylsulfanylpropanoic acid
—— ethyl (2S)-2-[[4-[(4-fluorophenyl)methyl]-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C15H15F4N3O2S
ethyl (2S)-2-[[4-[(4-fluorophenyl)methyl]-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— (2S)-1-[5-methyl-3-(phenylsulfanylmethyl)-1,2,4-triazol-1-yl]butan-2-ol —— C14H19N3OS
(2S)-1-[5-methyl-3-(phenylsulfanylmethyl)-1,2,4-triazol-1-yl]butan-2-ol
—— (2R)-1-[5-methyl-3-(phenylsulfanylmethyl)-1,2,4-triazol-1-yl]butan-2-ol —— C14H19N3OS
(2R)-1-[5-methyl-3-(phenylsulfanylmethyl)-1,2,4-triazol-1-yl]butan-2-ol
—— (3S)-3-amino-3-(4-methylsulfanylphenyl)propan-1-ol —— C10H15NOS
(3S)-3-amino-3-(4-methylsulfanylphenyl)propan-1-ol