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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
—— 2-[(4-cyclopropyl-5-{[3-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl]methyl}-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(prop-2-en-1-yl)acetamide —— C16H20F2N6OS
2-[(4-cyclopropyl-5-{[3-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl]methyl}-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(prop-2-en-1-yl)acetamide
—— 1-(4-Methylsulfanylphenyl)-2-piperazin-1-ylethanol —— C13H20N2OS
1-(4-Methylsulfanylphenyl)-2-piperazin-1-ylethanol
—— 5-nitro-N-[(4-phenylsulfanylphenyl)methylideneamino]-1-benzothiophene-2-carboxamide —— C22H15N3O3S2
5-nitro-N-[(4-phenylsulfanylphenyl)methylideneamino]-1-benzothiophene-2-carboxamide
—— 3-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1-sulfonate —— C11H11N2O3S4-
3-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1-sulfonate
—— S-(2-acetylsulfanyl-6-methylpyrimidin-4-yl) ethanethioate —— C9H10N2O2S2
S-(2-acetylsulfanyl-6-methylpyrimidin-4-yl) ethanethioate
—— 3,3-Dimethylbut-1-yne-1-thiol —— C6H10S
3,3-Dimethylbut-1-yne-1-thiol
—— 5-methyl-3-nonylsulfanyl-1H-1,2,4-triazole —— C12H23N3S
5-methyl-3-nonylsulfanyl-1H-1,2,4-triazole
—— 2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(1,1-dioxothiolan-3-yl)acetamide —— C19H20N4O3S3
2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(1,1-dioxothiolan-3-yl)acetamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(oxolan-2-ylmethyl)acetamide —— C17H22N4O2S2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(oxolan-2-ylmethyl)acetamide
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1H-indazole-3-carboxylate —— C22H17N3O3S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1H-indazole-3-carboxylate
—— 4-amino-2-(imidazo[2,1-b][1,3]thiazol-6-ylmethylsulfanyl)-1H-pyrimidin-6-one —— C10H9N5OS2
4-amino-2-(imidazo[2,1-b][1,3]thiazol-6-ylmethylsulfanyl)-1H-pyrimidin-6-one
—— 5-(2-Nitrophenyl)-3-([2-nitro-4-(trifluoromethyl)phenyl]sulfanyl)-1H-1,2,4-triazole —— C15H8F3N5O4S
5-(2-Nitrophenyl)-3-([2-nitro-4-(trifluoromethyl)phenyl]sulfanyl)-1H-1,2,4-triazole
—— 3-(3-Chloro-4-methoxyphenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H14Cl2N2O4S3
3-(3-Chloro-4-methoxyphenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— ethyl N-[2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H12ClN3O3S3
ethyl N-[2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate
—— (2E)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-(pentylidenehydrazinylidene)-1,3-thiazolidin-4-one —— C16H19F2N3OS2
(2E)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-(pentylidenehydrazinylidene)-1,3-thiazolidin-4-one
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1,1-dioxothiolan-3-yl)-N-(2-methylpropyl)acetamide —— C18H22BrN3O4S2
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1,1-dioxothiolan-3-yl)-N-(2-methylpropyl)acetamide
—— 2-[6-(4-Methylphenyl)-2-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C24H25N2OS+
2-[6-(4-Methylphenyl)-2-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— N-[(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide —— C18H28N4OS
N-[(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide
—— 3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H14ClN3O2S
3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— N-octyl-4-octylsulfanylaniline —— C22H39NS
N-octyl-4-octylsulfanylaniline
—— N-[[1-[(3-methylphenyl)methyl]pyrrol-2-yl]methyl]-2-phenylsulfanyl-N-propan-2-ylacetamide —— C24H28N2OS
N-[[1-[(3-methylphenyl)methyl]pyrrol-2-yl]methyl]-2-phenylsulfanyl-N-propan-2-ylacetamide
—— Ethyl 2-[(5-{[(adamantan-1-YL)formamido]methyl}-4-ethyl-4H-1,2,4-triazol-3-YL)sulfanyl]acetate —— C20H30N4O3S
Ethyl 2-[(5-{[(adamantan-1-YL)formamido]methyl}-4-ethyl-4H-1,2,4-triazol-3-YL)sulfanyl]acetate
—— Methyl 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11FN2O3S
Methyl 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 1-[(4-Amino-5-anilino-1,2,4-triazol-3-yl)sulfanyl]propan-2-one —— C11H13N5OS
1-[(4-Amino-5-anilino-1,2,4-triazol-3-yl)sulfanyl]propan-2-one
—— benzenecarbaldehyde N-[6-chloro-2-(methylsulfanyl)-4-pyrimidinyl]hydrazone 339017-98-0 C12H11ClN4S
benzenecarbaldehyde N-[6-chloro-2-(methylsulfanyl)-4-pyrimidinyl]hydrazone
—— Tert-butyl (1-{5-[(4-fluorobenzyl)sulfanyl]-1,3,4-oxadiazol-2-yl}-2-methylbutyl)carbamate —— C19H26FN3O3S
Tert-butyl (1-{5-[(4-fluorobenzyl)sulfanyl]-1,3,4-oxadiazol-2-yl}-2-methylbutyl)carbamate
—— 1-[2,5-Dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-[[5-[2-[2,5-dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C28H36N4O4S3
1-[2,5-Dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-[[5-[2-[2,5-dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[4-(methoxyiminomethyl)-2-nitrophenyl]sulfanylaniline —— C14H13N3O3S
2-[4-(methoxyiminomethyl)-2-nitrophenyl]sulfanylaniline
—— 3,4-dimethyl-5-({[2-(4-methylphenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4H-1,2,4-triazole —— C15H16N4S2
3,4-dimethyl-5-({[2-(4-methylphenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4H-1,2,4-triazole
—— 5-Phenylsulfanylthiadiazole —— C8H6N2S2
5-Phenylsulfanylthiadiazole
—— 3-[5-[4-(Difluoromethylsulfanyl)phenyl]furan-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C23H14F2N2OS2
3-[5-[4-(Difluoromethylsulfanyl)phenyl]furan-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— 12-Methoxysulfonothioyldodecan-1-amine —— C13H29NO2S2
12-Methoxysulfonothioyldodecan-1-amine
—— Ethyl 2-{[3-(4-ethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetate —— C23H21N3O3S3
Ethyl 2-{[3-(4-ethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetate
—— 6-methylsulfanyl-3,8-diphenyl-1H-[1,3]thiazolo[3,4-b][1,2,4]triazin-5-ium-2-one —— C18H14N3OS2+
6-methylsulfanyl-3,8-diphenyl-1H-[1,3]thiazolo[3,4-b][1,2,4]triazin-5-ium-2-one
—— 3-(ethylsulfanyl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-4-amine 118158-92-2 C8H10N4S2
3-(ethylsulfanyl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-4-amine
—— bis(7-methyl-5-oxo-5H-1,3,4-thiadiazolo<3,2-a>pyrimidyl-2)sulfide —— C12H8N6O2S3
bis(7-methyl-5-oxo-5H-1,3,4-thiadiazolo<3,2-a>pyrimidyl-2)sulfide
—— 2-{[4-(2-Thienyl)-2-pyrimidinyl]sulfanyl}acetonitrile —— C10H7N3S2
2-{[4-(2-Thienyl)-2-pyrimidinyl]sulfanyl}acetonitrile
—— (2-Benzylsulfanyl-5-chlorophenyl)-cyclopropylmethanamine —— C17H18ClNS
(2-Benzylsulfanyl-5-chlorophenyl)-cyclopropylmethanamine
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H20FN3OS3
N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(4-chlorophenyl)sulfanyl-N-(1-methoxypropan-2-yl)propanamide —— C13H18ClNO2S
3-(4-chlorophenyl)sulfanyl-N-(1-methoxypropan-2-yl)propanamide
—— 5-[[4-Bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(2-methoxyethyl)-2-(4-methoxyphenyl)imino-1,3-thiazolidin-4-one —— C24H20BrClN2O4S2
5-[[4-Bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(2-methoxyethyl)-2-(4-methoxyphenyl)imino-1,3-thiazolidin-4-one
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(furan-2-yl)ethanone —— C8H7N3O2S2
2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(furan-2-yl)ethanone
—— 2-cyano-N-(furan-2-ylmethyl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enamide —— C19H14N2O3S
2-cyano-N-(furan-2-ylmethyl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enamide
—— {5-[1-Methyl-pent-4-en-(Z)-ylidene-hydrazinocarbonylmethylsulfanyl]-[1,3,4]thiadiazol-2-ylsulfanyl}-acetic acid [1-methyl-pent-4-en-(E)-ylidene]-hydrazide —— C18H26N6O2S3
{5-[1-Methyl-pent-4-en-(Z)-ylidene-hydrazinocarbonylmethylsulfanyl]-[1,3,4]thiadiazol-2-ylsulfanyl}-acetic acid [1-methyl-pent-4-en-(E)-ylidene]-hydrazide
—— 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylcyclohexyl)acetamide —— C17H20ClN3OS3
2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylcyclohexyl)acetamide
—— sodium;1-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-phenylmethanimidothioate —— C12H10N3NaOS2
sodium;1-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-phenylmethanimidothioate
—— N-ethyl-3-[[5-(5-methyl-1,2-oxazol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H14N4O3S
N-ethyl-3-[[5-(5-methyl-1,2-oxazol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 3-chloro-N-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C20H13Cl2N3O3S
3-chloro-N-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— 4-[[4-(4-Chlorophenyl)sulfanylphenyl]methylidene]-5-methyl-2-phenylpyrazol-3-one —— C23H17ClN2OS
4-[[4-(4-Chlorophenyl)sulfanylphenyl]methylidene]-5-methyl-2-phenylpyrazol-3-one
—— N-[(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C14H14N4OS
N-[(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide