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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
—— (2R)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)-4-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C20H15N5OS3
(2R)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)-4-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— (2R)-4-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C16H11F3N6OS2
(2R)-4-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— [(E)-2-methyl-4-phenylsulfanylbut-2-enyl] methanesulfonate —— C12H16O3S2
[(E)-2-methyl-4-phenylsulfanylbut-2-enyl] methanesulfonate
—— methyl (E)-3-phenylsulfanylnon-2-enoate —— C16H22O2S
methyl (E)-3-phenylsulfanylnon-2-enoate
—— (2S)-4-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C20H16N6O2S2
(2S)-4-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (2S)-4-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C16H11F3N6OS2
(2S)-4-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (2S)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)-4-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C20H15N5OS3
(2S)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)-4-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— (2E)-2-hydroxyimino-3-(4-methylphenyl)sulfanylpropanoic acid —— C10H11NO3S
(2E)-2-hydroxyimino-3-(4-methylphenyl)sulfanylpropanoic acid
—— (Tetrahydrofuran-2-ylmethyl)dithiocarbamic acid phenyl ester 370065-41-1 C12H15NOS2
(Tetrahydrofuran-2-ylmethyl)dithiocarbamic acid phenyl ester
—— Propan-2-yl 2-chloro-2-ethylsulfanylcarbonyloxyacetate —— C8H13ClO4S
Propan-2-yl 2-chloro-2-ethylsulfanylcarbonyloxyacetate
—— 5-mercapto-2-(phenylthio)-pentanoic acid 378242-57-0 C11H14O2S2
5-mercapto-2-(phenylthio)-pentanoic acid
—— (4-Aminobutylsulfinimidoyl)formic acid —— C5H12N2O2S
(4-Aminobutylsulfinimidoyl)formic acid
—— 1-(2-Methyl-cyclopent-1-enylmethyl)-3-(2-hydroxy-ethyl)-thiourea —— C10H18N2OS
1-(2-Methyl-cyclopent-1-enylmethyl)-3-(2-hydroxy-ethyl)-thiourea
—— Acylglycineboronic acid, 13 —— C8H11BN2O3S
Acylglycineboronic acid, 13
—— (2S)-4-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C20H14N4O2S3
(2S)-4-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (3R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-1,1-dioxothiolane-3-carboxamide —— C11H17N3O3S3
(3R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-1,1-dioxothiolane-3-carboxamide
—— (2R)-4-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C20H14N4O2S3
(2R)-4-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (3S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-1,1-dioxothiolane-3-carboxamide —— C11H17N3O3S3
(3S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-1,1-dioxothiolane-3-carboxamide
—— 3-[5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-pyridin-4-ylethyl]pyridin-2-yl]sulfanylbenzenesulfonamide —— C26H21F4N3O4S2
3-[5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-pyridin-4-ylethyl]pyridin-2-yl]sulfanylbenzenesulfonamide
—— N-[1-benzyl-3-[[3-[2-(diethylamino)ethylsulfanyl]anilino]methyl]cyclopent-2-en-1-yl]-3,3,3-trichloropropanamide —— C28H36Cl3N3OS
N-[1-benzyl-3-[[3-[2-(diethylamino)ethylsulfanyl]anilino]methyl]cyclopent-2-en-1-yl]-3,3,3-trichloropropanamide
—— 4-(2-tert-butyl-4,5-dichlorophenyl)-3-(2-nitro-4-pentan-3-ylphenyl)sulfanyl-1H-1,2,4-triazol-5-one —— C23H26Cl2N4O3S
4-(2-tert-butyl-4,5-dichlorophenyl)-3-(2-nitro-4-pentan-3-ylphenyl)sulfanyl-1H-1,2,4-triazol-5-one
—— 2-[3-methyl-5-[2-[[(1R)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-4-yl]acetamide —— C18H25N5O2S
2-[3-methyl-5-[2-[[(1R)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-4-yl]acetamide
—— (Z)-7-[(1S,2R,3S,5R)-6,6-dimethyl-2-[(5-thiophen-2-ylsulfanylthiophene-2-carbonyl)amino]-3-bicyclo[3.1.1]heptanyl]hept-5-enoic acid —— C25H31NO3S3
(Z)-7-[(1S,2R,3S,5R)-6,6-dimethyl-2-[(5-thiophen-2-ylsulfanylthiophene-2-carbonyl)amino]-3-bicyclo[3.1.1]heptanyl]hept-5-enoic acid
—— 4-(4-Chlorophenyl)-2-[[5-[(4-chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methylsulfanylmethyl]-1,3-thiazole —— C21H18Cl2N4S3
4-(4-Chlorophenyl)-2-[[5-[(4-chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methylsulfanylmethyl]-1,3-thiazole
—— 1-[3-(Methylthio)-2-pyridylmethylcarbamoylmethyl]-3-[2,2-difluoro-2-(2-pyridyl)ethylamino]-6-chloropyrazine-2(1H)-one —— C20H19ClF2N6O2S
1-[3-(Methylthio)-2-pyridylmethylcarbamoylmethyl]-3-[2,2-difluoro-2-(2-pyridyl)ethylamino]-6-chloropyrazine-2(1H)-one
—— (2R)-2-but-3-enoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide —— C15H16ClN3O2S2
(2R)-2-but-3-enoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide
—— (3S)-1-(2,2-dimethylpropanoyl)-N-[4-(4-methoxyphenyl)sulfanylphenyl]piperidine-3-carboxamide —— C24H30N2O3S
(3S)-1-(2,2-dimethylpropanoyl)-N-[4-(4-methoxyphenyl)sulfanylphenyl]piperidine-3-carboxamide
—— (2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-[2-(trifluoromethyl)phenoxy]propanamide —— C18H13ClF3N3O2S2
(2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-[2-(trifluoromethyl)phenoxy]propanamide
—— N-[6-(4-fluorophenyl)hexyl]-2-[[2-[(6-methylpyridin-3-yl)methyl]-6-oxo-1H-pyrimidin-5-yl]sulfanyl]acetamide —— C25H29FN4O2S
N-[6-(4-fluorophenyl)hexyl]-2-[[2-[(6-methylpyridin-3-yl)methyl]-6-oxo-1H-pyrimidin-5-yl]sulfanyl]acetamide
—— (3R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-1-[(2S)-2-methylbutanoyl]piperidine-3-carboxamide —— C19H23ClN4O2S2
(3R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-1-[(2S)-2-methylbutanoyl]piperidine-3-carboxamide
—— (1R,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3-fluorophenyl)cyclopropane-1-carboxamide —— C18H13ClFN3OS2
(1R,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3-fluorophenyl)cyclopropane-1-carboxamide
—— (2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-ethylsulfanyl-3-methylbutanamide —— C15H18ClN3OS3
(2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-ethylsulfanyl-3-methylbutanamide
—— (1S,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H14ClN3OS3
(1S,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (2R)-2-butoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide —— C15H18ClN3O2S2
(2R)-2-butoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide
—— 2-[3-methyl-5-[2-[[(1S)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-4-yl]acetamide —— C18H25N5O2S
2-[3-methyl-5-[2-[[(1S)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-4-yl]acetamide
—— (2S)-2-butoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide —— C15H18ClN3O2S2
(2S)-2-butoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide
—— (1R,2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H14ClN3OS3
(1R,2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3-methylbutoxy)propanamide —— C16H20ClN3O2S2
(2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3-methylbutoxy)propanamide
—— (2S)-2-but-3-enoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide —— C15H16ClN3O2S2
(2S)-2-but-3-enoxy-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide
—— (2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3,5-dimethylpyrazol-1-yl)propanamide —— C16H16ClN5OS2
(2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3,5-dimethylpyrazol-1-yl)propanamide
—— (2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-ethylsulfanyl-3-methylbutanamide —— C15H18ClN3OS3
(2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-ethylsulfanyl-3-methylbutanamide
—— (3R)-1-(cyclopropanecarbonyl)-N-[4-(4-methoxyphenyl)sulfanylphenyl]piperidine-3-carboxamide —— C23H26N2O3S
(3R)-1-(cyclopropanecarbonyl)-N-[4-(4-methoxyphenyl)sulfanylphenyl]piperidine-3-carboxamide
—— 5-methyl-7-(2-methylpropyl)-2-(1-naphtalenylmethyl)-3-(2-pyridinylthio)thieno[2,3-d]pyridazin-4(5H)-one —— C27H25N3OS2
5-methyl-7-(2-methylpropyl)-2-(1-naphtalenylmethyl)-3-(2-pyridinylthio)thieno[2,3-d]pyridazin-4(5H)-one
—— (2R)-2-(3,5-dimethylpyrazol-1-yl)-N-[4-(4-methoxyphenyl)sulfanylphenyl]propanamide —— C21H23N3O2S
(2R)-2-(3,5-dimethylpyrazol-1-yl)-N-[4-(4-methoxyphenyl)sulfanylphenyl]propanamide
—— (1S,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3-fluorophenyl)cyclopropane-1-carboxamide —— C18H13ClFN3OS2
(1S,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(3-fluorophenyl)cyclopropane-1-carboxamide
—— (2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-[2-(trifluoromethyl)phenoxy]propanamide —— C18H13ClF3N3O2S2
(2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-[2-(trifluoromethyl)phenoxy]propanamide
—— (1R,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H14ClN3OS3
(1R,2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-cyclopentyloxy-2-phenylacetamide —— C21H20ClN3O2S2
(2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-cyclopentyloxy-2-phenylacetamide
—— (3R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-1-[(2R)-2-methylbutanoyl]piperidine-3-carboxamide —— C19H23ClN4O2S2
(3R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-1-[(2R)-2-methylbutanoyl]piperidine-3-carboxamide
—— (1S,2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H14ClN3OS3
(1S,2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide