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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-[(2S)-butan-2-yl]sulfanylpyridin-4-yl]methanamine —— C10H16N2S
[2-[(2S)-butan-2-yl]sulfanylpyridin-4-yl]methanamine
—— [(1R,2R)-2-pyrimidin-2-ylsulfanylcycloheptyl]methanamine —— C12H19N3S
[(1R,2R)-2-pyrimidin-2-ylsulfanylcycloheptyl]methanamine
—— [(1R,2R,4R)-4-ethyl-2-(1-methyltetrazol-5-yl)sulfanylcyclohexyl]methanamine —— C11H21N5S
[(1R,2R,4R)-4-ethyl-2-(1-methyltetrazol-5-yl)sulfanylcyclohexyl]methanamine
—— [(1R,2S)-2-propylsulfanylcyclopentyl]methanamine —— C9H19NS
[(1R,2S)-2-propylsulfanylcyclopentyl]methanamine
—— [(1R,2S)-2-(3,4-difluorophenyl)sulfanylcycloheptyl]methanamine —— C14H19F2NS
[(1R,2S)-2-(3,4-difluorophenyl)sulfanylcycloheptyl]methanamine
—— (2R)-3-(3,4-difluorophenyl)sulfanyl-2-methylpropan-1-amine —— C10H13F2NS
(2R)-3-(3,4-difluorophenyl)sulfanyl-2-methylpropan-1-amine
—— [(1S,2S)-2-propylsulfanylcycloheptyl]methanamine —— C11H23NS
[(1S,2S)-2-propylsulfanylcycloheptyl]methanamine
—— [(1R,2R,4S)-4-ethyl-2-(4-methylphenyl)sulfanylcyclohexyl]methanamine —— C16H25NS
[(1R,2R,4S)-4-ethyl-2-(4-methylphenyl)sulfanylcyclohexyl]methanamine
—— [(1R,2R,4S)-2-(2-bromophenyl)sulfanyl-4-methylcyclohexyl]methanamine —— C14H20BrNS
[(1R,2R,4S)-2-(2-bromophenyl)sulfanyl-4-methylcyclohexyl]methanamine
—— [(1R,2R)-2-(2-bromophenyl)sulfanylcycloheptyl]methanamine —— C14H20BrNS
[(1R,2R)-2-(2-bromophenyl)sulfanylcycloheptyl]methanamine
—— [(1R,2R,4S)-2-(2,4-difluorophenyl)sulfanyl-4-methylcyclohexyl]methanamine —— C14H19F2NS
[(1R,2R,4S)-2-(2,4-difluorophenyl)sulfanyl-4-methylcyclohexyl]methanamine
—— [(1S,2R)-2-(2,4-difluorophenyl)sulfanylcyclohexyl]methanamine —— C13H17F2NS
[(1S,2R)-2-(2,4-difluorophenyl)sulfanylcyclohexyl]methanamine
—— (2R)-3-ethylsulfanyl-2-methylpropan-1-amine —— C6H15NS
(2R)-3-ethylsulfanyl-2-methylpropan-1-amine
—— [(E)-4-amino-3-cyano-2-oxopent-3-enyl] 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C16H13ClN4O4S
[(E)-4-amino-3-cyano-2-oxopent-3-enyl] 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-4-phenylbutan-2-ylideneamino]triazole-4-carboxamide —— C19H21N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-4-phenylbutan-2-ylideneamino]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(5-chlorothiophen-2-yl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C15H14ClN11O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(5-chlorothiophen-2-yl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— 1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-propan-2-ylthiourea —— C12H17N3S2
1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-propan-2-ylthiourea
—— ethyl (2S)-2-[1,4-dimethyl-5-[(3-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C19H24N2O3S
ethyl (2S)-2-[1,4-dimethyl-5-[(3-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-(3,3,5-trimethylcyclohexylidene)amino]thiourea —— C17H23F2N3S2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-(3,3,5-trimethylcyclohexylidene)amino]thiourea
—— ethyl (2R)-2-[1,4-dimethyl-5-[(3-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C19H24N2O3S
ethyl (2R)-2-[1,4-dimethyl-5-[(3-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— 2-[[5-methyl-4-[(1S)-1-pyridin-3-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C12H14N4O2S
2-[[5-methyl-4-[(1S)-1-pyridin-3-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-methyl-4-[(1R)-1-pyridin-3-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C12H14N4O2S
2-[[5-methyl-4-[(1R)-1-pyridin-3-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (6E)-5-imino-2-(4-methylphenyl)-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C24H18N4O2S2
(6E)-5-imino-2-(4-methylphenyl)-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(furan-2-yl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C18H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(furan-2-yl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]acetamide —— C19H18N4O2S3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]acetamide
—— (E)-N-(2-tert-butylsulfanylethyl)-3-phenylsulfanylprop-2-enamide —— C15H21NOS2
(E)-N-(2-tert-butylsulfanylethyl)-3-phenylsulfanylprop-2-enamide
—— (E)-N-[3-(2-ethylhexoxy)propyl]-3-phenylsulfanylprop-2-enamide —— C20H31NO2S
(E)-N-[3-(2-ethylhexoxy)propyl]-3-phenylsulfanylprop-2-enamide
—— N'-[(1Z)-1-(4-chlorophenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C20H19ClN4OS3
N'-[(1Z)-1-(4-chlorophenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 3-{[(4-chlorophenyl)methyl]sulfanyl}-5-[(E)-2-(dimethylamino)ethenyl]-1,2-thiazole-4-carbonitrile —— C15H14ClN3S2
3-{[(4-chlorophenyl)methyl]sulfanyl}-5-[(E)-2-(dimethylamino)ethenyl]-1,2-thiazole-4-carbonitrile
—— methyl N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]carbamate —— C14H14N2O3S
methyl N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]carbamate
—— methyl (6S,7R)-3-methyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C13H14N4O2S
methyl (6S,7R)-3-methyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C21H21N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— (3R)-3-(2,5-difluorophenyl)sulfanyl-N'-hydroxypentanimidamide —— C11H14F2N2OS
(3R)-3-(2,5-difluorophenyl)sulfanyl-N'-hydroxypentanimidamide
—— 2-(2,5-difluorophenyl)sulfanyl-N'-hydroxypyridine-3-carboximidamide —— C12H9F2N3OS
2-(2,5-difluorophenyl)sulfanyl-N'-hydroxypyridine-3-carboximidamide
—— methyl (6R,7S)-3-methyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C13H14N4O2S
methyl (6R,7S)-3-methyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— (7E)-3-[chloro(difluoro)methyl]-6-(2,4-difluorophenyl)-7-[(5-methylthiophen-2-yl)methylidene]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H9ClF4N4S2
(7E)-3-[chloro(difluoro)methyl]-6-(2,4-difluorophenyl)-7-[(5-methylthiophen-2-yl)methylidene]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— methyl (6S,7R)-6-(4-fluorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C13H13FN4O2S
methyl (6S,7R)-6-(4-fluorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— (1S,2R)-2-(2,5-difluorophenyl)sulfanylcyclopentane-1-carbonitrile —— C12H11F2NS
(1S,2R)-2-(2,5-difluorophenyl)sulfanylcyclopentane-1-carbonitrile
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]acetamide —— C21H20N4OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]acetamide
—— ethyl (Z)-2-cyano-3-[[5-(cyanomethylsulfanyl)-1,3,4-thiadiazol-2-yl]amino]prop-2-enoate —— C10H9N5O2S2
ethyl (Z)-2-cyano-3-[[5-(cyanomethylsulfanyl)-1,3,4-thiadiazol-2-yl]amino]prop-2-enoate
—— (1R)-1-[4-(2,5-difluorophenyl)sulfanylphenyl]-N-methylethanamine —— C15H15F2NS
(1R)-1-[4-(2,5-difluorophenyl)sulfanylphenyl]-N-methylethanamine
—— (7E)-7-[(2-bromophenyl)methylidene]-3-(difluoromethyl)-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C13H9BrF2N4S
(7E)-7-[(2-bromophenyl)methylidene]-3-(difluoromethyl)-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (6S,7R)-3-methyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylic acid —— C12H12N4O2S
(6S,7R)-3-methyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylic acid
—— 3-(4-chlorophenyl)sulfanyl-N-[(Z)-1-thiophen-2-ylethylideneamino]propanamide —— C15H15ClN2OS2
3-(4-chlorophenyl)sulfanyl-N-[(Z)-1-thiophen-2-ylethylideneamino]propanamide
—— (NZ)-N-[1-[(4Z)-4-hydroxyimino-6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-1-yl]ethylidene]hydroxylamine —— C13H18N2O2S2
(NZ)-N-[1-[(4Z)-4-hydroxyimino-6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-1-yl]ethylidene]hydroxylamine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N-[(Z)-1-thiophen-2-ylethylideneamino]triazole-4-carboxamide —— C18H16N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N-[(Z)-1-thiophen-2-ylethylideneamino]triazole-4-carboxamide
—— [(E)-3-chloroallyl]thiourea —— C4H7ClN2S
[(E)-3-chloroallyl]thiourea
—— (7E)-3-(difluoromethyl)-6-methyl-7-(thiophen-2-ylmethylidene)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C11H8F2N4S2
(7E)-3-(difluoromethyl)-6-methyl-7-(thiophen-2-ylmethylidene)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (11S)-3-(2-methylpropyl)-11-phenyl-7,10-dithia-1,2,4,5-tetrazatricyclo[6.3.0.02,6]undeca-3,5,8-triene —— C15H16N4S2
(11S)-3-(2-methylpropyl)-11-phenyl-7,10-dithia-1,2,4,5-tetrazatricyclo[6.3.0.02,6]undeca-3,5,8-triene
—— (2E)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile —— C24H18N4OS3
(2E)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile