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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
—— (1R)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine —— C11H23NOS
(1R)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine
—— 1-methylsulfonyl-N-[(2R)-1-phenylsulfanylbutan-2-yl]piperidin-4-amine —— C16H26N2O2S2
1-methylsulfonyl-N-[(2R)-1-phenylsulfanylbutan-2-yl]piperidin-4-amine
—— (1S)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine —— C11H23NOS
(1S)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine
—— (4R,6S)-6-methyl-N-[[(2R)-1-methylsulfonylpyrrolidin-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C14H22N2O2S3
(4R,6S)-6-methyl-N-[[(2R)-1-methylsulfonylpyrrolidin-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— 3-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C11H9N2O3S-
3-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— 1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one —— C17H26N2OS2
1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one
—— 1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H23FN2OS2
1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 2-[(12R)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide —— C19H20N6O2S2
2-[(12R)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide
—— 1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one —— C17H26N2OS2
1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one
—— 1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H23FN2OS2
1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 2-[(12S)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide —— C19H20N6O2S2
2-[(12S)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide
—— 2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C18H26N5O2S+
2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— N-cyclohexyl-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H28N5O2S+
N-cyclohexyl-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H30N5O2S+
N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[[5-[(4-Fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]morpholin-4-ium —— C15H20FN4OS+
4-[[5-[(4-Fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]morpholin-4-ium
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H30N5O2S+
N-[(1R,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-Methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C10H18N5O2S+
2-[[4-Methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[(6R)-2-fluoro-8-methoxy-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium —— C20H23FNO2S+
4-[(6R)-2-fluoro-8-methoxy-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium
—— N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H21FN2O2S
N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide —— C19H24N2O2S
N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide
—— [2-[4-chloro-2-[(1R)-1-hydroxyethyl]phenyl]sulfanylphenyl]-(4-methylpiperazin-4-ium-1-yl)methanone —— C20H24ClN2O2S+
[2-[4-chloro-2-[(1R)-1-hydroxyethyl]phenyl]sulfanylphenyl]-(4-methylpiperazin-4-ium-1-yl)methanone
—— ethyl (6R)-2-acetylimino-7-(hydroxyamino)-6-phenylsulfanyl-5,6-dihydro-4H-1-benzothiophene-3-carboxylate —— C19H20N2O4S2
ethyl (6R)-2-acetylimino-7-(hydroxyamino)-6-phenylsulfanyl-5,6-dihydro-4H-1-benzothiophene-3-carboxylate
—— N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide —— C19H24N2O2S
N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide
—— N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H21FN2O2S
N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide —— C21H27ClN4OS
N-[2-(4-chlorophenyl)ethyl]-2-[4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide
—— (3S)-8-tert-butyl-6-oxo-N-[(2R)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C22H29N3O2S
(3S)-8-tert-butyl-6-oxo-N-[(2R)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-[2-(4-chlorophenyl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H22ClN3O2S
(3S)-N-[2-(4-chlorophenyl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-8-tert-butyl-6-oxo-N-[(2S)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C22H29N3O2S
(3S)-8-tert-butyl-6-oxo-N-[(2S)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-N-benzyl-7-ethyl-8-methyl-6-oxo-N-propan-2-yl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C21H27N3O2S
(3R)-N-benzyl-7-ethyl-8-methyl-6-oxo-N-propan-2-yl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-3-(4-cyclopropylsulfonylpiperazine-1-carbonyl)-7-ethyl-8-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C18H26N4O4S2
(3R)-3-(4-cyclopropylsulfonylpiperazine-1-carbonyl)-7-ethyl-8-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3S)-8-tert-butyl-3-[4-(pyridin-4-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C22H29N5O2S
(3S)-8-tert-butyl-3-[4-(pyridin-4-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3R)-8-tert-butyl-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H27N5O2S
(3R)-8-tert-butyl-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-8-tert-butyl-3-[4-(pyridin-4-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C22H29N5O2S
(3R)-8-tert-butyl-3-[4-(pyridin-4-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3S)-3-(4-cyclopropylsulfonylpiperazine-1-carbonyl)-7-ethyl-8-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C18H26N4O4S2
(3S)-3-(4-cyclopropylsulfonylpiperazine-1-carbonyl)-7-ethyl-8-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— N-[2-(4-chlorophenyl)ethyl]-2-[4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide —— C21H27ClN4OS
N-[2-(4-chlorophenyl)ethyl]-2-[4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide
—— (3R)-7-methyl-3-[4-[(2S)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C18H24N4O4S
(3R)-7-methyl-3-[4-[(2S)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3S)-8-tert-butyl-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H27N5O2S
(3S)-8-tert-butyl-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-8-tert-butyl-6-oxo-N-[(2S)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C22H29N3O2S
(3R)-8-tert-butyl-6-oxo-N-[(2S)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-ethyl-8-methyl-6-oxo-N-[3-(6-oxopyridazin-1-yl)propyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C18H23N5O3S
(3S)-7-ethyl-8-methyl-6-oxo-N-[3-(6-oxopyridazin-1-yl)propyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[4-[(3R,5R)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide —— C21H27ClN4OS
N-[2-(4-chlorophenyl)ethyl]-2-[4-[(3R,5R)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide
—— (3S)-8-tert-butyl-N-[(2,6-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H21F2N3O2S
(3S)-8-tert-butyl-N-[(2,6-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-ethyl-8-methyl-6-oxo-N-[3-(6-oxopyridazin-1-yl)propyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C18H23N5O3S
(3R)-7-ethyl-8-methyl-6-oxo-N-[3-(6-oxopyridazin-1-yl)propyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-methyl-3-[4-[(2R)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C18H24N4O4S
(3S)-7-methyl-3-[4-[(2R)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3R)-8-tert-butyl-6-oxo-N-[(2R)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C22H29N3O2S
(3R)-8-tert-butyl-6-oxo-N-[(2R)-4-phenylbutan-2-yl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-methyl-3-[4-[(2R)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C18H24N4O4S
(3R)-7-methyl-3-[4-[(2R)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (2R)-2-(4-methylphenyl)sulfanylpropanoate —— C10H11O2S-
(2R)-2-(4-methylphenyl)sulfanylpropanoate
—— (3R)-N-[2-(4-chlorophenyl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H22ClN3O2S
(3R)-N-[2-(4-chlorophenyl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-8-tert-butyl-N-[(2,6-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H21F2N3O2S
(3R)-8-tert-butyl-N-[(2,6-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-methyl-3-[4-(pyridin-3-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C19H23N5O2S
(3S)-7-methyl-3-[4-(pyridin-3-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3S)-8-tert-butyl-N-[(4-chlorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H22ClN3O2S
(3S)-8-tert-butyl-N-[(4-chlorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide