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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-(3-chlorophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide —— C24H31ClN2O5S2
2-(3-chlorophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide
—— 2-(2-methoxyphenyl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole —— C21H22N4O6S2
2-(2-methoxyphenyl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole
—— 5-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-N-propan-2-yl-1,3,4-thiadiazol-2-amine —— C16H19N5S3
5-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-N-propan-2-yl-1,3,4-thiadiazol-2-amine
—— 2-(4-bromophenyl)sulfanyl-N-cyclopropyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide —— C23H27BrN2O3S2
2-(4-bromophenyl)sulfanyl-N-cyclopropyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide
—— 2-(2-methoxyphenyl)-5-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole —— C21H22N4O6S2
2-(2-methoxyphenyl)-5-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole
—— 2-(2-methoxyphenyl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole —— C20H18N4O2S2
2-(2-methoxyphenyl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole
—— 2-(3-chlorophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide —— C24H31ClN2O5S2
2-(3-chlorophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide
—— 2-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-5-phenyl-1,3,4-oxadiazole —— C20H20N4O5S2
2-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-5-phenyl-1,3,4-oxadiazole
—— (3S)-3-(3,5-dimethylpyrazol-1-yl)-N-[2-(4-methylsulfanylphenyl)ethyl]butanamide —— C18H25N3OS
(3S)-3-(3,5-dimethylpyrazol-1-yl)-N-[2-(4-methylsulfanylphenyl)ethyl]butanamide
—— 7-(4-chlorophenyl)-5-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C22H24ClN5O4S
7-(4-chlorophenyl)-5-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone —— C22H22N4O3S
1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone
—— 3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate —— C21H20N8O3S
3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(6-oxopyrido[2,3-b][1,4]benzothiazepin-5-yl)acetamide —— C26H29N3O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-(6-oxopyrido[2,3-b][1,4]benzothiazepin-5-yl)acetamide
—— (2R,3R,4R,5R)-2,4-diacetyl-5-hydroxy-5-methyl-3-(4-methylsulfanylphenyl)cyclohexan-1-one —— C18H22O4S
(2R,3R,4R,5R)-2,4-diacetyl-5-hydroxy-5-methyl-3-(4-methylsulfanylphenyl)cyclohexan-1-one
—— (2S)-2-(4-fluorophenoxy)-N-(2-phenylsulfanylphenyl)butanamide —— C22H20FNO2S
(2S)-2-(4-fluorophenoxy)-N-(2-phenylsulfanylphenyl)butanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]butanamide —— C20H24ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]butanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[3-(4-methylpiperidin-1-yl)propyl]butanamide —— C19H29ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[3-(4-methylpiperidin-1-yl)propyl]butanamide
—— N-[(1R)-1-(4-methylphenyl)ethyl]-3-phenylsulfanylpropanamide —— C18H21NOS
N-[(1R)-1-(4-methylphenyl)ethyl]-3-phenylsulfanylpropanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(pyridin-2-ylmethyl)butanamide —— C16H17ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-(pyridin-2-ylmethyl)butanamide
—— (2R)-N-[3-(azepan-1-yl)propyl]-2-(4-chlorophenyl)sulfanylbutanamide —— C19H29ClN2OS
(2R)-N-[3-(azepan-1-yl)propyl]-2-(4-chlorophenyl)sulfanylbutanamide
—— (2S)-N-tert-butyl-2-(4-chlorophenyl)sulfanylbutanamide —— C14H20ClNOS
(2S)-N-tert-butyl-2-(4-chlorophenyl)sulfanylbutanamide
—— (2S)-N,N-dibenzyl-2-(4-chlorophenyl)sulfanylbutanamide —— C24H24ClNOS
(2S)-N,N-dibenzyl-2-(4-chlorophenyl)sulfanylbutanamide
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-phenylsulfanylacetamide —— C19H23NOS
N-[(1R)-3-methyl-1-phenylbutyl]-2-phenylsulfanylacetamide
—— (2S)-N-[(1R)-1-(2,4-dimethylphenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C20H25NOS
(2S)-N-[(1R)-1-(2,4-dimethylphenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— (2S)-N-butyl-2-(4-chlorophenyl)sulfanylbutanamide —— C14H20ClNOS
(2S)-N-butyl-2-(4-chlorophenyl)sulfanylbutanamide
—— (2R)-N-[(1S)-1-(2,4-dimethylphenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C20H25NOS
(2R)-N-[(1S)-1-(2,4-dimethylphenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— N-[(Z)-(5-bromofuran-2-yl)methylideneamino]-2-(2-methyl-1,3-dithiolan-2-yl)acetamide —— C11H13BrN2O2S2
N-[(Z)-(5-bromofuran-2-yl)methylideneamino]-2-(2-methyl-1,3-dithiolan-2-yl)acetamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-(3-ethoxypropyl)butanamide —— C15H22ClNO2S
(2S)-2-(4-chlorophenyl)sulfanyl-N-(3-ethoxypropyl)butanamide
—— N-[(Z)-benzylideneamino]-2-(2-methyl-1,3-dithiolan-2-yl)acetamide —— C13H16N2OS2
N-[(Z)-benzylideneamino]-2-(2-methyl-1,3-dithiolan-2-yl)acetamide
—— 1-[(E)-2-tert-butylsulfanylethenyl]sulfinylbutane —— C10H20OS2
1-[(E)-2-tert-butylsulfanylethenyl]sulfinylbutane
—— (E)-3-amino-2-[2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C20H19N5O2S
(E)-3-amino-2-[2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]propanamide —— C20H24ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]propanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[3-(3-methylphenyl)propyl]butanamide —— C20H24ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[3-(3-methylphenyl)propyl]butanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]propanamide —— C20H24ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]propanamide
—— 2-[(E)-2-(4-bromophenyl)ethenyl]-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C21H18BrN5S2
2-[(E)-2-(4-bromophenyl)ethenyl]-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— (2S)-N-benzyl-2-(4-chlorophenyl)sulfanyl-N-methylbutanamide —— C18H20ClNOS
(2S)-N-benzyl-2-(4-chlorophenyl)sulfanyl-N-methylbutanamide
—— 2-[[5-cyclohexyl-4-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C21H31N5O2S
2-[[5-cyclohexyl-4-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— N-[(1R)-1-(2,4-dimethylphenyl)ethyl]-3-phenylsulfanylpropanamide —— C19H23NOS
N-[(1R)-1-(2,4-dimethylphenyl)ethyl]-3-phenylsulfanylpropanamide
—— N-cyclopentyl-N-methyl-3-phenylsulfanylpropanamide —— C15H21NOS
N-cyclopentyl-N-methyl-3-phenylsulfanylpropanamide
—— 5,6-dimethyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]thieno[2,3-d]pyrimidin-4-amine —— C19H17N7O2S2
5,6-dimethyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]thieno[2,3-d]pyrimidin-4-amine
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]butanamide —— C19H21ClFNOS2
(2S)-2-(4-chlorophenyl)sulfanyl-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]butanamide
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]methylideneamino]thiourea —— C18H22F2N4OS2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]methylideneamino]thiourea
—— 3,5-dichloro-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine —— C13H11Cl2N3S
3,5-dichloro-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine
—— 2-[(Z)-1-chloro-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-5-thiophen-2-yl-3H-thieno[2,3-d]pyrimidin-4-one —— C25H16ClN3O3S3
2-[(Z)-1-chloro-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-5-thiophen-2-yl-3H-thieno[2,3-d]pyrimidin-4-one
—— (E)-3-amino-2-[2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C15H13F2N5OS3
(E)-3-amino-2-[2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 2-(2,5-dimethoxyphenyl)-N-(2-phenylsulfanylphenyl)acetamide —— C22H21NO3S
2-(2,5-dimethoxyphenyl)-N-(2-phenylsulfanylphenyl)acetamide
—— 2-[(Z)-1-chloro-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-6-methyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one —— C28H20ClN3O3S2
2-[(Z)-1-chloro-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-6-methyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one
—— [(E)-4-amino-3-cyano-2-oxopent-3-enyl] 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C21H19N5O4S
[(E)-4-amino-3-cyano-2-oxopent-3-enyl] 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitroaniline —— C18H13N5O3S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitroaniline
—— (E)-3-amino-2-[2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C16H17N5O2S
(E)-3-amino-2-[2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile