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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)-1-(tert-butylamino)-1-oxopropan-2-yl] (1'S,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C19H31NO3S2
[(2S)-1-(tert-butylamino)-1-oxopropan-2-yl] (1'S,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— (6Z)-2-butyl-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C20H17ClN4O2S2
(6Z)-2-butyl-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (1R,4S)-4,7,7-trimethyl-2,3-dioxo-N-(2-phenylsulfanylphenyl)bicyclo[2.2.1]heptane-1-carboxamide —— C23H23NO3S
(1R,4S)-4,7,7-trimethyl-2,3-dioxo-N-(2-phenylsulfanylphenyl)bicyclo[2.2.1]heptane-1-carboxamide
—— 3-(2-Chlorobenzyl)-5-({5-[(4-chlorophenyl)sulfanyl]thien-2-yl}methylene)-1,3-thiazolidine-2,4-dione —— C21H13Cl2NO2S3
3-(2-Chlorobenzyl)-5-({5-[(4-chlorophenyl)sulfanyl]thien-2-yl}methylene)-1,3-thiazolidine-2,4-dione
—— (1'R,5'R)-N-(furan-2-ylmethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C17H23NO2S2
(1'R,5'R)-N-(furan-2-ylmethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— (1'S,5'S)-N-(furan-2-ylmethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C17H23NO2S2
(1'S,5'S)-N-(furan-2-ylmethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— prop-2-enyl (2E,5S)-2-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C29H23ClN2O4S2
prop-2-enyl (2E,5S)-2-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5Z)-3-(2-chloro-6-fluorobenzyl)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-1,3-thiazolidine-2,4-dione —— C21H12Cl2FNO2S3
(5Z)-3-(2-chloro-6-fluorobenzyl)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-1,3-thiazolidine-2,4-dione
—— methyl (2E,5R)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H21ClN2O4S2
methyl (2E,5R)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl (2E,5S)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H21ClN2O4S2
methyl (2E,5S)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-[(3R)-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea —— C22H26N4O4S5
1-[(3R)-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-2-chloro-3-phenylprop-2-enylidene]amino]acetamide —— C20H17ClN4OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-2-chloro-3-phenylprop-2-enylidene]amino]acetamide
—— 1-[(3R)-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3R)-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea —— C22H26N4O4S5
1-[(3R)-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3R)-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea
—— 1-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea —— C24H30N4O4S5
1-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea
—— 1-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea —— C24H30N4O4S5
1-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea
—— 1-[(3S)-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea —— C22H26N4O4S5
1-[(3S)-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea
—— 1-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea —— C24H30N4O4S5
1-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-3-[4-[4-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]carbamothioylamino]phenyl]sulfanylphenyl]thiourea
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[(Z)-3-(furan-2-yl)prop-2-enylidene]amino]acetamide —— C18H15ClN4O2S3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[(Z)-3-(furan-2-yl)prop-2-enylidene]amino]acetamide
—— 2-[(2-bromophenyl)methylsulfanyl]-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione —— C12H8BrN3O2S2
2-[(2-bromophenyl)methylsulfanyl]-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione
—— N-cyclohexyl-2-[(4-methoxy-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]propanamide —— C14H21N3O3S
N-cyclohexyl-2-[(4-methoxy-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]propanamide
—— 2-[[5,6-Bis(furan-3-yl)-1,2,4-triazin-3-yl]sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone —— C17H10ClN3O3S2
2-[[5,6-Bis(furan-3-yl)-1,2,4-triazin-3-yl]sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone
—— 2-{[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanyl}-N-(1-methoxypropan-2-yl)acetamide —— C15H21N3O3S
2-{[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanyl}-N-(1-methoxypropan-2-yl)acetamide
—— 2-[(4-methylphenyl)methylsulfanyl]-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione —— C13H11N3O2S2
2-[(4-methylphenyl)methylsulfanyl]-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione
—— 7-amino-2-ethyl-9H-[1,2,4]triazolo[5,1-b][1,3]benzothiazin-9-ol —— C11H12N4OS
7-amino-2-ethyl-9H-[1,2,4]triazolo[5,1-b][1,3]benzothiazin-9-ol
—— 3-[(5-Amino-1,2,4-thiadiazol-3-yl)sulfanyl]propanenitrile —— C5H6N4S2
3-[(5-Amino-1,2,4-thiadiazol-3-yl)sulfanyl]propanenitrile
—— 2-{[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N-cyclopentylacetamide —— C13H19N7O2S
2-{[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N-cyclopentylacetamide
—— 2-[(R)-hexadecylsulfinyl]ethanol —— C18H38O2S
2-[(R)-hexadecylsulfinyl]ethanol
—— 2-{[5-benzyl-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(tricyclo[3.3.1.1~3,7~]dec-1-yl)acetamide —— C24H30N4OS
2-{[5-benzyl-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(tricyclo[3.3.1.1~3,7~]dec-1-yl)acetamide
—— 2-[(S)-hexadecylsulfinyl]ethanol —— C18H38O2S
2-[(S)-hexadecylsulfinyl]ethanol
—— 2-[(4-amino-5-cyanopyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)acetamide —— C15H15N5OS
2-[(4-amino-5-cyanopyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)acetamide
—— 2-[(5,6-Dipyridin-2-yl-1,2,4-triazin-3-yl)sulfanyl]-1-thiophen-2-ylethanone —— C19H13N5OS2
2-[(5,6-Dipyridin-2-yl-1,2,4-triazin-3-yl)sulfanyl]-1-thiophen-2-ylethanone
—— ethyl [(1H-1,2,3-triazol-5-ylsulfanyl)acetyl]carbamate —— C7H10N4O3S
ethyl [(1H-1,2,3-triazol-5-ylsulfanyl)acetyl]carbamate
—— N-benzyl-2-[(6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)thio]propanamide —— C14H16N4O2S
N-benzyl-2-[(6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)thio]propanamide
—— N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-2-pyridin-2-ylacetamide —— C18H19N5OS
N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-2-pyridin-2-ylacetamide
—— 3-[[2-(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyridine —— C14H19N5S
3-[[2-(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyridine
—— (4-Methoxycyclohexyl)-[2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone —— C21H35N5O2S
(4-Methoxycyclohexyl)-[2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone
—— N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-4-methylcyclohexan-1-amine —— C18H26N4S
N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-4-methylcyclohexan-1-amine
—— 3-(4-Ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine —— C17H30N4S
3-(4-Ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine
—— N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]cyclohexanamine —— C17H24N4S
N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]cyclohexanamine
—— 1-Cyclohexyl-3-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]urea —— C13H23N5OS
1-Cyclohexyl-3-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]urea
—— 1-Cyclohexyl-3-[(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]urea —— C13H23N5OS
1-Cyclohexyl-3-[(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]urea
—— 3-(5-Ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine —— C13H24N4O2S2
3-(5-Ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine
—— (1'S,5'S)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide —— C24H31N3OS2
(1'S,5'S)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide
—— (1'R,5'R)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide —— C24H31N3OS2
(1'R,5'R)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide
—— N-[[5-(4-fluorophenyl)furan-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropan-1-amine —— C16H18FN5OS
N-[[5-(4-fluorophenyl)furan-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropan-1-amine
—— ethyl (1S,5S,6S)-5-hydroxy-1-(trifluoromethyl)spiro[2-oxa-7-thiabicyclo[3.2.1]octane-4,1'-cyclohexane]-6-carboxylate —— C15H21F3O4S
ethyl (1S,5S,6S)-5-hydroxy-1-(trifluoromethyl)spiro[2-oxa-7-thiabicyclo[3.2.1]octane-4,1'-cyclohexane]-6-carboxylate
—— [4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-pyrimidin-2-ylsulfanyl]-acetic acid —— C12H14N4O2S
[4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-pyrimidin-2-ylsulfanyl]-acetic acid
—— (NZ)-N-[2-chloro-3,3-bis[(4-chlorophenyl)sulfanyl]prop-2-enylidene]hydroxylamine —— C15H10Cl3NOS2
(NZ)-N-[2-chloro-3,3-bis[(4-chlorophenyl)sulfanyl]prop-2-enylidene]hydroxylamine
—— (E)-4-[4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-1-oxo-2-butenyl]morpholine —— C12H15ClN4O2S
(E)-4-[4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-1-oxo-2-butenyl]morpholine
—— (E)-N-allyl-N-methyl-4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-2-butenamide —— C12H15ClN4OS
(E)-N-allyl-N-methyl-4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-2-butenamide