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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
—— (1S,4R,5R)-1,2,3,4-tetrachloro-5-(isothiocyanatomethyl)bicyclo[2.2.1]hept-2-ene —— C9H7Cl4NS
(1S,4R,5R)-1,2,3,4-tetrachloro-5-(isothiocyanatomethyl)bicyclo[2.2.1]hept-2-ene
—— [4-(4-Acetamidophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl-diethylazanium —— C21H27N4OS2+
[4-(4-Acetamidophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl-diethylazanium
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-3-phenylpropyl]benzamide —— C25H25N3OS
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-3-phenylpropyl]benzamide
—— N-[4-[2-(diethylaminomethyl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-yl]sulfanylphenyl]acetamide —— C21H26N4OS2
N-[4-[2-(diethylaminomethyl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-yl]sulfanylphenyl]acetamide
—— N-[(3R)-1-benzylpyrrolidin-1-ium-3-yl]-2-(2-cyanophenyl)sulfanylbenzamide —— C25H24N3OS+
N-[(3R)-1-benzylpyrrolidin-1-ium-3-yl]-2-(2-cyanophenyl)sulfanylbenzamide
—— 4-(3,4-Dimethylphenyl)sulfanyl-3-nitrobenzenesulfonamide —— C14H14N2O4S2
4-(3,4-Dimethylphenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-3-phenylpropyl]benzamide —— C25H25N3OS
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-3-phenylpropyl]benzamide
—— N-[4-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]phenyl]acetamide —— C19H19N3OS2
N-[4-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]phenyl]acetamide
—— N-[4-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]phenyl]acetamide —— C19H19N3OS2
N-[4-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]phenyl]acetamide
—— (1S,4R,5S)-1,2,3,4-tetrachloro-5-(isothiocyanatomethyl)bicyclo[2.2.1]hept-2-ene —— C9H7Cl4NS
(1S,4R,5S)-1,2,3,4-tetrachloro-5-(isothiocyanatomethyl)bicyclo[2.2.1]hept-2-ene
—— 1-(2,5-Dichlorophenyl)sulfanyl-4-methylsulfonyl-2-nitrobenzene —— C13H9Cl2NO4S2
1-(2,5-Dichlorophenyl)sulfanyl-4-methylsulfonyl-2-nitrobenzene
—— 4-[[5,6-Dimethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C17H21N4OS3+
4-[[5,6-Dimethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-phenylsulfanylpyridine-3-carboxylate —— C21H21N3O3S
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-phenylsulfanylpyridine-3-carboxylate
—— 5,6-Dimethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine —— C12H11N3S3
5,6-Dimethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine
—— 6-(2,4-Dinitrophenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine —— C14H10N2O6S
6-(2,4-Dinitrophenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine
—— 3,4-Dimethyl-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,2,4-triazole —— C11H12N4O4S2
3,4-Dimethyl-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,2,4-triazole
—— 4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5-(4-methylphenyl)thieno[2,3-d]pyrimidine —— C17H15N5S2
4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5-(4-methylphenyl)thieno[2,3-d]pyrimidine
—— 3,4-Dimethyl-5-(2-nitrophenyl)sulfanyl-1,2,4-triazole —— C10H10N4O2S
3,4-Dimethyl-5-(2-nitrophenyl)sulfanyl-1,2,4-triazole
—— [(2S)-1-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-3-phenylpropan-2-yl]-dimethylazanium —— C25H26N3OS+
[(2S)-1-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-3-phenylpropan-2-yl]-dimethylazanium
—— 4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-5-phenylthieno[2,3-d]pyrimidine —— C17H15N5S2
4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-5-phenylthieno[2,3-d]pyrimidine
—— 4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]thieno[2,3-d]pyrimidine —— C10H9N5S2
4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]thieno[2,3-d]pyrimidine
—— 1-(4-Chloro-2-nitrophenyl)sulfanyl-5-methyl-[1,2,4]triazolo[4,3-a]quinoline —— C17H11ClN4O2S
1-(4-Chloro-2-nitrophenyl)sulfanyl-5-methyl-[1,2,4]triazolo[4,3-a]quinoline
—— 10-Methyl-12-thieno[2,3-d]pyrimidin-4-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C16H12N4S3
10-Methyl-12-thieno[2,3-d]pyrimidin-4-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 4-[2-Nitro-4-(trifluoromethyl)phenyl]sulfanylthieno[2,3-d]pyrimidine —— C13H6F3N3O2S2
4-[2-Nitro-4-(trifluoromethyl)phenyl]sulfanylthieno[2,3-d]pyrimidine
—— 1-[4-(4-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C17H17FN2O4S2
1-[4-(4-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— 2-[3-(2-Methylpropyl)-4-oxoquinazolin-2-yl]sulfanyl-5-nitrobenzonitrile —— C19H16N4O3S
2-[3-(2-Methylpropyl)-4-oxoquinazolin-2-yl]sulfanyl-5-nitrobenzonitrile
—— 4-[[4-(4-Fluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C19H21FN3OS2+
4-[[4-(4-Fluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 5-(4-Methylphenyl)-4-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)thieno[2,3-d]pyrimidine —— C19H13N5S2
5-(4-Methylphenyl)-4-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)thieno[2,3-d]pyrimidine
—— 3-(4-methoxyphenyl)-5-(2-nitrophenyl)sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazole —— C20H20N4O4S
3-(4-methoxyphenyl)-5-(2-nitrophenyl)sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazole
—— 6,7-Dimethoxy-2-phenyl-4-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)quinazoline —— C22H17N5O2S
6,7-Dimethoxy-2-phenyl-4-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)quinazoline
—— 2-(2-Nitrophenyl)sulfanyl-3-prop-2-enylquinazolin-4-one —— C17H13N3O3S
2-(2-Nitrophenyl)sulfanyl-3-prop-2-enylquinazolin-4-one
—— 12-(4-Methylsulfonyl-2-nitrophenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C16H13N3O4S3
12-(4-Methylsulfonyl-2-nitrophenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— (3R,4S)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C8H13N3O3S3
(3R,4S)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— 4-(2-Chloro-4-nitrophenyl)sulfanylthieno[2,3-d]pyrimidine —— C12H6ClN3O2S2
4-(2-Chloro-4-nitrophenyl)sulfanylthieno[2,3-d]pyrimidine
—— N,N-diethyl-6-(4-fluorophenyl)sulfanylpyridine-3-sulfonamide —— C15H17FN2O2S2
N,N-diethyl-6-(4-fluorophenyl)sulfanylpyridine-3-sulfonamide
—— (3S,4S)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C8H13N3O3S3
(3S,4S)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— 3-Prop-2-enyl-2-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)quinazolin-4-one —— C20H16N4OS2
3-Prop-2-enyl-2-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)quinazolin-4-one
—— 1-[4-(4-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonyl-4-methylpiperazin-4-ium —— C17H19FN3O4S2+
1-[4-(4-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonyl-4-methylpiperazin-4-ium
—— 2-(2,4-Dinitrophenyl)sulfanyl-3-prop-2-enylquinazolin-4-one —— C17H12N4O5S
2-(2,4-Dinitrophenyl)sulfanyl-3-prop-2-enylquinazolin-4-one
—— 3-(2-Methoxyethyl)-2-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylquinazolin-4-one —— C20H20N4O2S2
3-(2-Methoxyethyl)-2-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylquinazolin-4-one
—— 4-[6-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)pyridin-3-yl]sulfonylmorpholine —— C18H20N2O5S2
4-[6-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)pyridin-3-yl]sulfonylmorpholine
—— ethyl (2R)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-2-phenylacetate —— C21H27N3O2S
ethyl (2R)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-2-phenylacetate
—— 1,2,4,5-Tetramethyl-3-(4-methylsulfonyl-2-nitrophenyl)sulfanylbenzene —— C17H19NO4S2
1,2,4,5-Tetramethyl-3-(4-methylsulfonyl-2-nitrophenyl)sulfanylbenzene
—— 4-[6-(2,3,5,6-Tetramethylphenyl)sulfanylpyridin-3-yl]sulfonylmorpholine —— C19H24N2O3S2
4-[6-(2,3,5,6-Tetramethylphenyl)sulfanylpyridin-3-yl]sulfonylmorpholine
—— (2S)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(propan-2-ylamino)propan-2-ol —— C10H20N4OS2
(2S)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(propan-2-ylamino)propan-2-ol
—— (2R)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(propan-2-ylamino)propan-2-ol —— C10H20N4OS2
(2R)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(propan-2-ylamino)propan-2-ol
—— (2R)-2-(cyclopropylamino)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-methylbutanenitrile —— C12H19N5S2
(2R)-2-(cyclopropylamino)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-methylbutanenitrile
—— (2S)-2-amino-5-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-methylpentanenitrile —— C10H17N5S2
(2S)-2-amino-5-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-methylpentanenitrile
—— (2R)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethoxybutanoic acid —— C10H17N3O3S2
(2R)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethoxybutanoic acid
—— (2S)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethoxybutanoic acid —— C10H17N3O3S2
(2S)-4-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethoxybutanoic acid