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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-(3-bromophenyl)-4-methylsulfanyl-1,2,5-thiadiazole —— C9H7BrN2S2
3-(3-bromophenyl)-4-methylsulfanyl-1,2,5-thiadiazole
—— 5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-2-[[methyl-[(4-methylsulfanylphenyl)methyl]amino]methyl]-1H-1,2,4-triazole-3-thione —— C19H22N4OS2
5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-2-[[methyl-[(4-methylsulfanylphenyl)methyl]amino]methyl]-1H-1,2,4-triazole-3-thione
—— (2S)-2-phenyl-2-[4-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]piperazin-1-yl]acetonitrile —— C20H19F3N4OS
(2S)-2-phenyl-2-[4-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]piperazin-1-yl]acetonitrile
—— 4-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-3-(naphthalen-1-ylmethyl)-1H-1,2,4-triazole-5-thione —— C23H18N8O2S2
4-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-3-(naphthalen-1-ylmethyl)-1H-1,2,4-triazole-5-thione
—— (2S)-2-phenyl-2-[4-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile —— C22H21N5O2S
(2S)-2-phenyl-2-[4-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-fluorophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H15FN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-fluorophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[2-[4-[(S)-cyano(phenyl)methyl]piperazin-1-yl]-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C22H23N5OS
2-[2-[4-[(S)-cyano(phenyl)methyl]piperazin-1-yl]-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— (2R)-2-phenyl-2-[4-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile —— C22H21N5O2S
(2R)-2-phenyl-2-[4-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile
—— (2R)-2-phenyl-2-[4-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]piperazin-1-yl]acetonitrile —— C20H19F3N4OS
(2R)-2-phenyl-2-[4-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]piperazin-1-yl]acetonitrile
—— 3-Methoxy-N'-[(E)-[5-(quinolin-8-ylsulfanyl)furan-2-YL]methylidene]benzohydrazide —— C22H17N3O3S
3-Methoxy-N'-[(E)-[5-(quinolin-8-ylsulfanyl)furan-2-YL]methylidene]benzohydrazide
—— 3-methoxy-N'-{(E)-[5-(pyridin-2-ylsulfanyl)furan-2-yl]methylidene}benzohydrazide —— C18H15N3O3S
3-methoxy-N'-{(E)-[5-(pyridin-2-ylsulfanyl)furan-2-yl]methylidene}benzohydrazide
—— 2-methyl-3-({(E)-[5-(quinolin-8-ylsulfanyl)furan-2-yl]methylidene}amino)quinazolin-4(3H)-one —— C23H16N4O2S
2-methyl-3-({(E)-[5-(quinolin-8-ylsulfanyl)furan-2-yl]methylidene}amino)quinazolin-4(3H)-one
—— 2-hydroxy-N'-[(E)-{4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-3-nitrophenyl}methylidene]benzohydrazide —— C18H15N5O4S
2-hydroxy-N'-[(E)-{4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-3-nitrophenyl}methylidene]benzohydrazide
—— (3S)-N-butyl-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine —— C16H24FNO2S2
(3S)-N-butyl-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine
—— (3R)-N-butyl-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine —— C16H24FNO2S2
(3R)-N-butyl-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine
—— 1-(2,6-Dimethylmorpholin-4-yl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C17H20N2O2S2
1-(2,6-Dimethylmorpholin-4-yl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-(propylcarbamoyl)acetamide —— C17H27N5O2S
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-(propylcarbamoyl)acetamide
—— N-(1-cyano-1,2-dimethyl-propyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]thio]acetamide —— C12H16F3N5OS
N-(1-cyano-1,2-dimethyl-propyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]thio]acetamide
—— {(S)-2-Methyl-1-[5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethylsulfanyl)-[1,3,4]oxadiazol-2-yl]-butyl}-carbamic acid tert-butyl ester —— C18H27N5O5S
{(S)-2-Methyl-1-[5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethylsulfanyl)-[1,3,4]oxadiazol-2-yl]-butyl}-carbamic acid tert-butyl ester
—— 1-(2,6-Dimethylmorpholin-4-yl)-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone —— C17H19FN2O2S2
1-(2,6-Dimethylmorpholin-4-yl)-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone
—— (E)-3-amino-2-[2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C15H15N5OS2
(E)-3-amino-2-[2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C20H19N5O3S
1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— 2-benzylsulfanyl-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole;chloride —— C13H16ClN3OS
2-benzylsulfanyl-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole;chloride
—— N-carbamoyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C8H10F3N5O2S
N-carbamoyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 4-{2-[(4-Fluorophenyl)sulfanyl]ethyl}pyridine hydrochloride —— C13H13ClFNS
4-{2-[(4-Fluorophenyl)sulfanyl]ethyl}pyridine hydrochloride
—— 6-Amino-5-cyano-2-(3-cyano-4,6-dimethyl-pyridin-2-ylsulfanylmethyl)-4-phenyl-4H-pyran-3-carboxylic acid ethyl ester —— C27H29N5O4S
6-Amino-5-cyano-2-(3-cyano-4,6-dimethyl-pyridin-2-ylsulfanylmethyl)-4-phenyl-4H-pyran-3-carboxylic acid ethyl ester
—— (6E)-2-ethyl-6-[[5-(2-furanylmethylthio)-2-furanyl]methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C17H14N4O3S2
(6E)-2-ethyl-6-[[5-(2-furanylmethylthio)-2-furanyl]methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-(Acetylamino)-2,2,2-trichloroethyl sec-butyl(isobutyl)dithiocarbamate —— C13H23Cl3N2OS2
1-(Acetylamino)-2,2,2-trichloroethyl sec-butyl(isobutyl)dithiocarbamate
—— 6-Amino-3-{[(4-cyano-3,6-dimethyl-2-pyridinyl)sulfanyl]methyl}-4-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C22H18N6OS
6-Amino-3-{[(4-cyano-3,6-dimethyl-2-pyridinyl)sulfanyl]methyl}-4-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— 2,3-Bis[amino-(2-aminophenyl)sulfanylmethyl]butanedinitrile —— C18H20N6S2
2,3-Bis[amino-(2-aminophenyl)sulfanylmethyl]butanedinitrile
—— ({5-[(4-Fluoroanilino)methyl]-1,3,4-oxadiazol-2-yl}sulfanyl)acetonitrile —— C11H9FN4OS
({5-[(4-Fluoroanilino)methyl]-1,3,4-oxadiazol-2-yl}sulfanyl)acetonitrile
—— 5-(4-Fluorophenyl)-2,3-dihydro-[1,3]thiazolo[2,3-b][1,3]thiazol-4-ium;bromide —— C11H9BrFNS2
5-(4-Fluorophenyl)-2,3-dihydro-[1,3]thiazolo[2,3-b][1,3]thiazol-4-ium;bromide
—— tetrathiocyanatomercurate(II) —— C4HgN4S4
tetrathiocyanatomercurate(II)
—— (2R)-2-(4-methoxyphenyl)-2-[4-(2-phenylsulfanylpyridine-3-carbonyl)piperazin-1-yl]acetonitrile —— C25H24N4O2S
(2R)-2-(4-methoxyphenyl)-2-[4-(2-phenylsulfanylpyridine-3-carbonyl)piperazin-1-yl]acetonitrile
—— 5-butylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole —— C10H18N4OS
5-butylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole
—— 5-butylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole —— C10H18N4OS
5-butylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole
—— (2S)-N-[(4-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H21ClN4O2S
(2S)-N-[(4-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 4-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine —— C18H21N5O2S3
4-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine
—— 4-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine —— C18H21N5O2S3
4-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide —— C12H22N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C17H24N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C17H24N4O2S
(2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— 4-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine —— C19H23N5O2S3
4-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine
—— 4-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine —— C18H20N4O3S3
4-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine
—— (2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide —— C12H22N4O2S
(2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide
—— 4-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine —— C19H23N5O2S3
4-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(2-methylphenyl)-1,3-thiazol-2-amine
—— (2R)-N-[(4-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H21ClN4O2S
(2R)-N-[(4-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-(Prop-2-ene-1-sulfinyl)-propene-1-thiol —— C6H10OS2
3-(Prop-2-ene-1-sulfinyl)-propene-1-thiol
—— N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-2,5-dichlorobenzenesulfonamide —— C19H12Cl2N2O3S3
N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-2,5-dichlorobenzenesulfonamide
—— N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-4-ethylbenzenesulfonamide —— C21H18N2O3S3
N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-4-ethylbenzenesulfonamide