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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-(furan-2-ylmethyl)-N-[[(2R)-oxolan-2-yl]methyl]-3-phenylsulfanylpropanamide —— C19H23NO3S
N-(furan-2-ylmethyl)-N-[[(2R)-oxolan-2-yl]methyl]-3-phenylsulfanylpropanamide
—— (2Z)-2-(2-hydroxy-3,5-diiodobenzylidene)-1-benzothiophen-3(2H)-one —— C15H8I2O2S
(2Z)-2-(2-hydroxy-3,5-diiodobenzylidene)-1-benzothiophen-3(2H)-one
—— (2S)-3,4-dihydro-2H-thiopyrano[3,2-b]pyridine-2-carbonitrile —— C9H8N2S
(2S)-3,4-dihydro-2H-thiopyrano[3,2-b]pyridine-2-carbonitrile
—— 1-(5-amino-3-methylsulfanyl-1H-pyrrol-2-yl)ethanone —— C7H10N2OS
1-(5-amino-3-methylsulfanyl-1H-pyrrol-2-yl)ethanone
—— (2R)-3,4-dihydro-2H-thiopyrano[3,2-b]pyridine-2-carbonitrile —— C9H8N2S
(2R)-3,4-dihydro-2H-thiopyrano[3,2-b]pyridine-2-carbonitrile
—— (2S)-3,4-dihydro-2H-thiopyrano[3,2-c]pyridine-2-carbonitrile —— C9H8N2S
(2S)-3,4-dihydro-2H-thiopyrano[3,2-c]pyridine-2-carbonitrile
—— 9-tert-butyl-3-(2-ethylphenyl)sulfanyl-2-hydroxy-1-oxaspiro[5.5]undec-2-en-4-one —— C22H30O3S
9-tert-butyl-3-(2-ethylphenyl)sulfanyl-2-hydroxy-1-oxaspiro[5.5]undec-2-en-4-one
—— (2S)-2-ethoxy-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]butanamide —— C16H21N3O2S
(2S)-2-ethoxy-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]butanamide
—— (2R)-2-ethoxy-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]butanamide —— C16H21N3O2S
(2R)-2-ethoxy-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]butanamide
—— 4,6-dibromo-2-(4-nitrophenyl)sulfanyl-1H-benzimidazole —— C13H7Br2N3O2S
4,6-dibromo-2-(4-nitrophenyl)sulfanyl-1H-benzimidazole
—— 6-(3,4-Difluoro-phenylsulfanyl)-5-methoxy-2-methyl-benzoselenazole-4,7-dione —— C15H9F2NO3SSe
6-(3,4-Difluoro-phenylsulfanyl)-5-methoxy-2-methyl-benzoselenazole-4,7-dione
—— 3-(Cyanomethylsulfanyl)-5-phenyl-isothiazole-4-carbonitrile —— C12H7N3S2
3-(Cyanomethylsulfanyl)-5-phenyl-isothiazole-4-carbonitrile
—— 5-Phenyl-3-propylsulfanyl-isothiazole-4-carbonitrile —— C13H12N2S2
5-Phenyl-3-propylsulfanyl-isothiazole-4-carbonitrile
—— 5,6-Dichlorbenzo<b>thiophen-3(2H)-on 53894-41-0 C8H4Cl2OS
5,6-Dichlorbenzo<b>thiophen-3(2H)-on
—— (3S)-1-[6-(3-methoxyphenyl)sulfanylpyridazin-3-yl]piperidine-3-carboxylic acid —— C17H19N3O3S
(3S)-1-[6-(3-methoxyphenyl)sulfanylpyridazin-3-yl]piperidine-3-carboxylic acid
—— 2-(3-chlorophenyl)sulfanyl-5-(2,3-dihydroindol-1-ylsulfonyl)-N-(3-methoxypropyl)benzamide —— C25H25ClN2O4S2
2-(3-chlorophenyl)sulfanyl-5-(2,3-dihydroindol-1-ylsulfonyl)-N-(3-methoxypropyl)benzamide
—— 1-(4-chlorophenylsulfanyl)-4-nitro-2-(trifluoromethyl)benzene 21726-38-5 C13H7ClF3NO2S
1-(4-chlorophenylsulfanyl)-4-nitro-2-(trifluoromethyl)benzene
—— 5-Bromothieno[3,2-b]thiophen-3-one —— C6H3BrOS2
5-Bromothieno[3,2-b]thiophen-3-one
—— 3-methylsulfonyl-6,7-dihydro-5H-thiopyrano[3,2-c][1,2]thiazole —— C7H9NO2S3
3-methylsulfonyl-6,7-dihydro-5H-thiopyrano[3,2-c][1,2]thiazole
—— 2-[4,5-Di(thiophen-3-yl)-1,3-dithiol-2-ylidene]-1,3-benzodithiole —— C18H10S6
2-[4,5-Di(thiophen-3-yl)-1,3-dithiol-2-ylidene]-1,3-benzodithiole
—— (2S)-4-morpholin-4-yl-1-phenylsulfanylbutan-2-amine —— C14H22N2OS
(2S)-4-morpholin-4-yl-1-phenylsulfanylbutan-2-amine
—— Ethyl 9-(2-aminophenyl)sulfanyl-2,3-dimethyl-1,7-dioxo-2-azaspiro[4.4]non-3-ene-4-carboxylate —— C19H22N2O4S
Ethyl 9-(2-aminophenyl)sulfanyl-2,3-dimethyl-1,7-dioxo-2-azaspiro[4.4]non-3-ene-4-carboxylate
—— 2-(5-chloropyrimidin-2-yl)sulfanyl-N-(propan-2-ylideneamino)acetamide —— C9H11ClN4OS
2-(5-chloropyrimidin-2-yl)sulfanyl-N-(propan-2-ylideneamino)acetamide
—— tert-butyl N-[1-(5-butylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]carbamate —— C16H29N3O3S
tert-butyl N-[1-(5-butylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]carbamate
—— 1-(1-Adamantyl)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C26H29N3O2S
1-(1-Adamantyl)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-Mercaptoethanol ol —— C2H6O2S
2-Mercaptoethanol ol
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(3-methyl-4-oxoquinazolin-2-yl)sulfanylacetamide —— C23H18ClN3O2S2
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(3-methyl-4-oxoquinazolin-2-yl)sulfanylacetamide
—— butyl(propan-2-yl)carbamodithioic acid —— C8H17NS2
butyl(propan-2-yl)carbamodithioic acid
—— 3-amino-2-[2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]but-2-enenitrile —— C10H11N5O2S
3-amino-2-[2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]but-2-enenitrile
—— 2-[(3-Methyl-4-nitro-1H-pyrazol-5-YL)sulfanyl]-N-[(pyridin-3-YL)methyl]acetamide —— C12H13N5O3S
2-[(3-Methyl-4-nitro-1H-pyrazol-5-YL)sulfanyl]-N-[(pyridin-3-YL)methyl]acetamide
—— N-methyl-3-phenyl-3-pyridin-2-ylsulfanylpropan-1-amine —— C15H18N2S
N-methyl-3-phenyl-3-pyridin-2-ylsulfanylpropan-1-amine
—— Methyl 1-cyclopentyl-2-methyl-4-[(4-methylsulfanylphenyl)methylidene]-5-oxopyrrole-3-carboxylate —— C20H23NO3S
Methyl 1-cyclopentyl-2-methyl-4-[(4-methylsulfanylphenyl)methylidene]-5-oxopyrrole-3-carboxylate
—— (2S)-1,2-bis(methylsulfanyl)-1,1-bis(propylsulfanyl)propane —— C11H24S4
(2S)-1,2-bis(methylsulfanyl)-1,1-bis(propylsulfanyl)propane
—— (2R)-1,2-bis(methylsulfanyl)-1,1-bis(propylsulfanyl)propane —— C11H24S4
(2R)-1,2-bis(methylsulfanyl)-1,1-bis(propylsulfanyl)propane
—— 2-[(4-Phenyl-1,3-thiazol-2-yl)sulfanyl]-1-pyrrolidin-1-ylethanone —— C15H16N2OS2
2-[(4-Phenyl-1,3-thiazol-2-yl)sulfanyl]-1-pyrrolidin-1-ylethanone
—— N-benzyl-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-ethylacetamide —— C19H21N3OS
N-benzyl-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-ethylacetamide
—— 4-[(5-anilino-1,3-dimethylpyrazol-4-yl)-(4-methylsulfanylphenyl)methyl]-2,5-dimethyl-N-phenylpyrazol-3-amine —— C30H32N6S
4-[(5-anilino-1,3-dimethylpyrazol-4-yl)-(4-methylsulfanylphenyl)methyl]-2,5-dimethyl-N-phenylpyrazol-3-amine
—— methyl 2-[[(2R)-2-methyl-3H-furan-2-yl]sulfanyl]acetate —— C8H12O3S
methyl 2-[[(2R)-2-methyl-3H-furan-2-yl]sulfanyl]acetate
—— 2-(4,6-Dimethylpyrimidin-2-yl)sulfanylethyl-dimethylazanium —— C10H18N3S+
2-(4,6-Dimethylpyrimidin-2-yl)sulfanylethyl-dimethylazanium
—— prop-2-enyl 2-(cyclohex-3-en-1-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C25H26N2O3S2
prop-2-enyl 2-(cyclohex-3-en-1-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl 2-[[(2S)-2-methyl-3H-furan-2-yl]sulfanyl]acetate —— C8H12O3S
methyl 2-[[(2S)-2-methyl-3H-furan-2-yl]sulfanyl]acetate
—— propan-2-yl 7-methyl-5-(4-methylsulfanylphenyl)-2-[(3-methylthiophen-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H24N2O3S3
propan-2-yl 7-methyl-5-(4-methylsulfanylphenyl)-2-[(3-methylthiophen-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(pyridin-3-ylmethylideneamino)acetamide —— C20H20ClN7OS
2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(pyridin-3-ylmethylideneamino)acetamide
—— 6-[(5-methylsulfanyl-4-prop-2-enyl-1,2,4-triazol-3-yl)methyl]-1H-pyrimidine-2,4-dione —— C11H13N5O2S
6-[(5-methylsulfanyl-4-prop-2-enyl-1,2,4-triazol-3-yl)methyl]-1H-pyrimidine-2,4-dione
—— 2-{[6-Amino-3,5-dicyano-4-(propan-2-yl)pyridin-2-yl]sulfanyl}acetamide —— C12H13N5OS
2-{[6-Amino-3,5-dicyano-4-(propan-2-yl)pyridin-2-yl]sulfanyl}acetamide
—— N-[(4-ethyl-5-propylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide —— C19H30N4OS
N-[(4-ethyl-5-propylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide
—— (2S)-2-[[6-(3-aminophenyl)sulfanyl-9-propan-2-ylpurin-2-yl]amino]-3-methylbutan-1-ol —— C19H26N6OS
(2S)-2-[[6-(3-aminophenyl)sulfanyl-9-propan-2-ylpurin-2-yl]amino]-3-methylbutan-1-ol
—— 1-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-phenylthiourea —— C20H15ClN4O2S2
1-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-phenylthiourea
—— N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-2-chloro-5-nitrobenzenesulfonamide —— C19H12ClN3O5S3
N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-2-chloro-5-nitrobenzenesulfonamide
—— 4-amino-2-[(2,4,5-trimethylphenyl)methylsulfanyl]-1H-pyrimidin-6-one —— C14H17N3OS
4-amino-2-[(2,4,5-trimethylphenyl)methylsulfanyl]-1H-pyrimidin-6-one