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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
—— (2S)-2-undecyl-3,1-benzoxathiin-4-one —— C19H28O2S
(2S)-2-undecyl-3,1-benzoxathiin-4-one
—— (2R)-2-undecyl-3,1-benzoxathiin-4-one —— C19H28O2S
(2R)-2-undecyl-3,1-benzoxathiin-4-one
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-1-(4-cyclohexylphenyl)ethylideneamino]acetamide —— C24H29BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-1-(4-cyclohexylphenyl)ethylideneamino]acetamide
—— 3-methyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]butanamide —— C13H18N2OS
3-methyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]butanamide
—— (2S)-2-chloro-1-[[(2R)-2-chlorooctyl]disulfanyl]octane —— C16H32Cl2S2
(2S)-2-chloro-1-[[(2R)-2-chlorooctyl]disulfanyl]octane
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(3-fluorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H12ClFN2O3S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(3-fluorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (1S)-1,3-bis(2-chloroethylsulfonyl)propan-1-ol —— C7H14Cl2O5S2
(1S)-1,3-bis(2-chloroethylsulfonyl)propan-1-ol
—— (1S,2S,4R,6S,8S,9R)-tetracyclo[4.3.1.02,9.04,8]decane-6-carbothioamide —— C11H15NS
(1S,2S,4R,6S,8S,9R)-tetracyclo[4.3.1.02,9.04,8]decane-6-carbothioamide
—— (1S,2S,4S,6R,8S,9R)-tetracyclo[4.3.1.02,9.04,8]decane-6-carbothioamide —— C11H15NS
(1S,2S,4S,6R,8S,9R)-tetracyclo[4.3.1.02,9.04,8]decane-6-carbothioamide
—— (NE)-N-(2-octylsulfonylcyclooctylidene)hydroxylamine —— C16H31NO3S
(NE)-N-(2-octylsulfonylcyclooctylidene)hydroxylamine
—— (1S,2S,4R,6R,8S,9R)-tetracyclo[4.3.1.02,9.04,8]decane-6-carbothioamide —— C11H15NS
(1S,2S,4R,6R,8S,9R)-tetracyclo[4.3.1.02,9.04,8]decane-6-carbothioamide
—— (3R)-3-(4-aminophenyl)sulfanyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrolidine-2,5-dione —— C14H13N3O3S
(3R)-3-(4-aminophenyl)sulfanyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrolidine-2,5-dione
—— (5Z)-3-[(4-fluorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H17FN2O4S2
(5Z)-3-[(4-fluorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— (E)-4-(1,3-benzothiazol-2-yl)-5-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]pent-4-enoic acid —— C21H17N5O4S2
(E)-4-(1,3-benzothiazol-2-yl)-5-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]pent-4-enoic acid
—— (2Z)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one —— C22H12ClN3O3S2
(2Z)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one
—— (5E)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-(furan-2-ylmethyl)-2-phenylimino-1,3-thiazolidin-4-one —— C25H17ClN2O2S3
(5E)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-(furan-2-ylmethyl)-2-phenylimino-1,3-thiazolidin-4-one
—— methyl (4E)-2-methyl-1-[(4-methylphenyl)methyl]-4-[(4-methylsulfanylphenyl)methylidene]-5-oxopyrrole-3-carboxylate —— C23H23NO3S
methyl (4E)-2-methyl-1-[(4-methylphenyl)methyl]-4-[(4-methylsulfanylphenyl)methylidene]-5-oxopyrrole-3-carboxylate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(2E)-4-phenylbutan-2-ylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C22H22N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(2E)-4-phenylbutan-2-ylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-methylthiophen-2-yl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C18H16N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-methylthiophen-2-yl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— (2E)-2-cyano-N-cyclohexyl-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enamide —— C21H22N2O2S
(2E)-2-cyano-N-cyclohexyl-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enamide
—— phenyl (2Z,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H24N2O4S2
phenyl (2Z,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— [(E)-[(4R,5R)-2,4,5-trimethyl-1,3-dithiolan-2-yl]methylideneamino] N-methylcarbamate —— C9H16N2O2S2
[(E)-[(4R,5R)-2,4,5-trimethyl-1,3-dithiolan-2-yl]methylideneamino] N-methylcarbamate
—— phenyl (2Z,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H24N2O4S2
phenyl (2Z,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— phenyl (2Z,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H21ClN2O4S2
phenyl (2Z,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-[2-[(2Z)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C22H23N9O7S2
1-[2-[(2Z)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline —— C21H21N7O7S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C26H29N7O6S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— phenyl (2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H21ClN2O4S2
phenyl (2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-[2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C23H24N8O7S2
1-[2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C26H29N7O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C25H28N8O6S2
N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— 1-[2-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C22H23N9O7S2
1-[2-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— [4-[[(Z)-(5-cyano-4-methyl-2,6-dioxopyridin-3-ylidene)methyl]amino]phenyl] thiocyanate —— C15H10N4O2S
[4-[[(Z)-(5-cyano-4-methyl-2,6-dioxopyridin-3-ylidene)methyl]amino]phenyl] thiocyanate
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline —— C22H24N8O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline
—— N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C25H28N8O6S2
N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline —— C22H24N8O6S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-piperidin-1-ylsulfonylaniline —— C22H23N7O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-piperidin-1-ylsulfonylaniline
—— (5E)-3-benzyl-5-[(5-nitro-2-phenylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H16N2O3S3
(5E)-3-benzyl-5-[(5-nitro-2-phenylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline —— C21H21N7O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline
—— 1-[2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C23H24N8O7S2
1-[2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline —— C21H21N7O7S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline —— C21H21N7O6S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline
—— 1-pyrrolidin-1-yl-2-[[(1S,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H24N4OS
1-pyrrolidin-1-yl-2-[[(1S,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
—— 1-pyrrolidin-1-yl-2-[[(1R,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H24N4OS
1-pyrrolidin-1-yl-2-[[(1R,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
—— (5Z)-3-cyclohexyl-2-cyclohexylimino-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidin-4-one —— C27H32N2O2S2
(5Z)-3-cyclohexyl-2-cyclohexylimino-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidin-4-one
—— N,N-dimethyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide —— C24H20N6O6S2
N,N-dimethyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide
—— N-cyclohexyl-N-methyl-2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide —— C24H27N7O6S2
N-cyclohexyl-N-methyl-2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide
—— (3R)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile —— C11H10N4S
(3R)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile
—— (3S)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile —— C11H10N4S
(3S)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile
—— N-cyclohexyl-N-methyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide —— C29H28N6O6S2
N-cyclohexyl-N-methyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide