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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
—— N'-[(E)-{3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl}methylidene]furan-2-carbohydrazide —— C19H11N5O6S2
N'-[(E)-{3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl}methylidene]furan-2-carbohydrazide
—— 2-(1-methylpyrrol-2-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C15H17N3OS
2-(1-methylpyrrol-2-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— (E)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-yl]-1-(5-methylfuran-2-yl)methanimine —— C18H19BrN4OS
(E)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-yl]-1-(5-methylfuran-2-yl)methanimine
—— (E)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-yl]-1-(5-methylfuran-2-yl)methanimine —— C16H15BrN4OS
(E)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-yl]-1-(5-methylfuran-2-yl)methanimine
—— N'-(4-(Methylthio)benzylidene)-4,5,6,7-tetrahydro-1H-indazole-3-carbohydrazide —— C16H18N4OS
N'-(4-(Methylthio)benzylidene)-4,5,6,7-tetrahydro-1H-indazole-3-carbohydrazide
—— 2-(1-Methylimidazol-2-yl)sulfanyl-5-(sulfinoamino)pyridine —— C9H10N4O2S2
2-(1-Methylimidazol-2-yl)sulfanyl-5-(sulfinoamino)pyridine
—— 2-[1-(2-Chloro-phenylamino)-eth-(E)-ylidene]-benzo[b]thiophen-3-one 126318-49-8 C16H12ClNOS
2-[1-(2-Chloro-phenylamino)-eth-(E)-ylidene]-benzo[b]thiophen-3-one
—— (1'S,5'S)-N-(2-thiophen-2-ylethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C18H25NOS3
(1'S,5'S)-N-(2-thiophen-2-ylethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— (1'R,5'R)-N-(2-thiophen-2-ylethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C18H25NOS3
(1'R,5'R)-N-(2-thiophen-2-ylethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— 2-((6-(Furan-2-yl)pyridazin-3-yl)thio)acetamide —— C10H9N3O2S
2-((6-(Furan-2-yl)pyridazin-3-yl)thio)acetamide
—— 1-Mercapto-buta-1,3-diene —— C4H6S
1-Mercapto-buta-1,3-diene
—— 2-[1-(3-methylanilino)ethylidene]-1-benzothiophen-3-one —— C17H15NOS
2-[1-(3-methylanilino)ethylidene]-1-benzothiophen-3-one
—— 4-Amino-3-[(4-nitrophenyl)diazenyl]-5-oxo-6-[[4-[4-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]naphthalene-2,7-disulfonic acid —— C34H24N8O10S3
4-Amino-3-[(4-nitrophenyl)diazenyl]-5-oxo-6-[[4-[4-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]naphthalene-2,7-disulfonic acid
—— 2-(3-Chlorophenyl)-4-[[4-[4-[[1-(3-chlorophenyl)-3-methyl-5-oxopyrazol-4-ylidene]methylamino]phenyl]sulfanylanilino]methylidene]-5-methylpyrazol-3-one —— C34H26Cl2N6O2S
2-(3-Chlorophenyl)-4-[[4-[4-[[1-(3-chlorophenyl)-3-methyl-5-oxopyrazol-4-ylidene]methylamino]phenyl]sulfanylanilino]methylidene]-5-methylpyrazol-3-one
—— [3-(4-chlorophenyl)sulfanyl-1H-pyrazin-2-ylidene]-nitrosomethanamine —— C11H9ClN4OS
[3-(4-chlorophenyl)sulfanyl-1H-pyrazin-2-ylidene]-nitrosomethanamine
—— 6-[2-[(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methylamino]phenyl]-3-pentylsulfanyl-2H-1,2,4-triazin-5-one —— C25H26N6O2S
6-[2-[(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methylamino]phenyl]-3-pentylsulfanyl-2H-1,2,4-triazin-5-one
—— 6-[[[2,6-bis(phenylsulfanyl)pyridin-3-yl]amino]methylidene]-2,4-dibromocyclohexa-2,4-dien-1-one —— C24H16Br2N2OS2
6-[[[2,6-bis(phenylsulfanyl)pyridin-3-yl]amino]methylidene]-2,4-dibromocyclohexa-2,4-dien-1-one
—— 4-bromo-6-[[2-[4-[methyl-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]amino]-6-phenylsulfanyl-1,3,5-triazin-2-yl]hydrazinyl]methylidene]cyclohexa-2,4-dien-1-one —— C21H19BrN8O2S
4-bromo-6-[[2-[4-[methyl-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]amino]-6-phenylsulfanyl-1,3,5-triazin-2-yl]hydrazinyl]methylidene]cyclohexa-2,4-dien-1-one
—— 4-fluoro-N-{2-[6-methyl-3-(propylsulfanyl)-1,2,4-triazin-5-yl]ethenyl}aniline —— C15H17FN4S
4-fluoro-N-{2-[6-methyl-3-(propylsulfanyl)-1,2,4-triazin-5-yl]ethenyl}aniline
—— 2-(1-methylimidazolidin-2-ylidene)-1-benzothiophen-3-one —— C12H12N2OS
2-(1-methylimidazolidin-2-ylidene)-1-benzothiophen-3-one
—— (2Z)-5-amino-2-(2-oxo-2-pyrrolidin-1-ylethylidene)-6-(pyrrol-2-ylidenemethyl)-3H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C16H16N6O2S
(2Z)-5-amino-2-(2-oxo-2-pyrrolidin-1-ylethylidene)-6-(pyrrol-2-ylidenemethyl)-3H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— N-[2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)ethenyl]-4-methylaniline —— C20H20N4S
N-[2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)ethenyl]-4-methylaniline
—— 4-chloro-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one —— C18H16ClN3OS
4-chloro-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one
—— 6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-4-nitrocyclohexa-2,4-dien-1-one —— C18H16N4O3S
6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-4-nitrocyclohexa-2,4-dien-1-one
—— 2-[(pyridin-2-ylamino)methylidene]-1-benzothiophen-3-one —— C14H10N2OS
2-[(pyridin-2-ylamino)methylidene]-1-benzothiophen-3-one
—— 6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one —— C18H17N3OS
6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one
—— 2-[1-(2-chloroanilino)ethylidene]-1-benzothiophen-3-one —— C16H12ClNOS
2-[1-(2-chloroanilino)ethylidene]-1-benzothiophen-3-one
—— 2-[1-(3-chloroanilino)ethylidene]-1-benzothiophen-3-one —— C16H12ClNOS
2-[1-(3-chloroanilino)ethylidene]-1-benzothiophen-3-one
—— 2-[1-(4-bromoanilino)ethylidene]-1-benzothiophen-3-one —— C16H12BrNOS
2-[1-(4-bromoanilino)ethylidene]-1-benzothiophen-3-one
—— 2,5-dibromo-N-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]benzenesulfonamide —— C23H21Br2ClN2O2S2
2,5-dibromo-N-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]benzenesulfonamide
—— 1-(1-Benzofuran-2-ylmethyl)-3-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-(furan-2-ylmethyl)urea —— C32H30ClN3O3S
1-(1-Benzofuran-2-ylmethyl)-3-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-(furan-2-ylmethyl)urea
—— 3-[1-[[2-(4-Chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-[(4-ethoxy-3-methoxyphenyl)methyl]-1-(furan-2-ylmethyl)urea —— C33H36ClN3O4S
3-[1-[[2-(4-Chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-[(4-ethoxy-3-methoxyphenyl)methyl]-1-(furan-2-ylmethyl)urea
—— 2-(2,4,6-trimethylphenyl)ethyl N-[2-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]ethyl]carbamate —— C18H26N4O2S2
2-(2,4,6-trimethylphenyl)ethyl N-[2-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]ethyl]carbamate
—— [(1'R,2'S,5'S)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate —— C12H18O4S3
[(1'R,2'S,5'S)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate
—— (1S,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1S,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— (1R,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1R,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— (1R,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1R,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— (1S,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1S,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— [(1'R,2'S,5'R)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate —— C12H18O4S3
[(1'R,2'S,5'R)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate
—— 2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2R)-oxolan-2-yl]methyl]benzamide —— C22H25BrN2O5S2
2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2R)-oxolan-2-yl]methyl]benzamide
—— 2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2S)-oxolan-2-yl]methyl]benzamide —— C22H25BrN2O5S2
2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2S)-oxolan-2-yl]methyl]benzamide
—— (2S,3S,6R)-N,N,2-trimethyl-6-pyrimidin-2-ylsulfanyloxan-3-amine —— C12H19N3OS
(2S,3S,6R)-N,N,2-trimethyl-6-pyrimidin-2-ylsulfanyloxan-3-amine
—— O-[(1R,2R,4R)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate —— C12H18O2S2
O-[(1R,2R,4R)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate
—— O-[(1R,2R,4S)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate —— C12H18O2S2
O-[(1R,2R,4S)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate
—— (1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol —— C19H23NO2S3
(1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol
—— (1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol —— C19H23NO2S3
(1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol
—— O-[(1S,7S)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate —— C13H18OS2
O-[(1S,7S)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate
—— 3-hydroxy-2-[(1R)-1-phenylsulfanylethyl]cyclohex-2-en-1-one —— C14H16O2S
3-hydroxy-2-[(1R)-1-phenylsulfanylethyl]cyclohex-2-en-1-one
—— O-[(1R,7R)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate —— C13H18OS2
O-[(1R,7R)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate
—— 3-hydroxy-2-[(1S)-2-methyl-1-phenylsulfanylpropyl]cyclopent-2-en-1-one —— C15H18O2S
3-hydroxy-2-[(1S)-2-methyl-1-phenylsulfanylpropyl]cyclopent-2-en-1-one