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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
—— 1-Bromohexadecane;methanethione;1-prop-1-en-2-ylsulfanylhexadecane —— C36H73BrS2
1-Bromohexadecane;methanethione;1-prop-1-en-2-ylsulfanylhexadecane
—— 2-[4-(4-chlorophenyl)sulfanyl-7-fluoro-5,8-bis(methylsulfonyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl]propanoic acid —— C22H21ClFNO6S3
2-[4-(4-chlorophenyl)sulfanyl-7-fluoro-5,8-bis(methylsulfonyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl]propanoic acid
—— 3-Amino-1,1,1-trifluoropropane-2-thione —— C3H4F3NS
3-Amino-1,1,1-trifluoropropane-2-thione
—— (E)-3-(1H-imidazol-5-yl)-1-[2-[[6-(methoxymethyl)-2-methylsulfanylpyrimidin-4-yl]oxymethyl]morpholin-4-yl]prop-2-en-1-one —— C18H23N5O4S
(E)-3-(1H-imidazol-5-yl)-1-[2-[[6-(methoxymethyl)-2-methylsulfanylpyrimidin-4-yl]oxymethyl]morpholin-4-yl]prop-2-en-1-one
—— (2E)-4-({4-[(4-nitrophenyl)thio]phenyl}amino)-4-oxobut-2-enoic acid —— C16H12N2O5S
(2E)-4-({4-[(4-nitrophenyl)thio]phenyl}amino)-4-oxobut-2-enoic acid
—— (E)-4-[4-(4-nitrophenyl)sulfanylanilino]-4-oxobut-2-enoate —— C16H11N2O5S-
(E)-4-[4-(4-nitrophenyl)sulfanylanilino]-4-oxobut-2-enoate
—— S-thiophen-2-yl 3,3-dimethylbutanethioate —— C10H14OS2
S-thiophen-2-yl 3,3-dimethylbutanethioate
—— 2-(chloromethylsulfanyl)-2-methylpropane —— C5H10ClS+
2-(chloromethylsulfanyl)-2-methylpropane
—— (2E)-2-(1H-benzimidazol-2-yl)-3-[5-(phenylsulfanyl)furan-2-yl]prop-2-enenitrile —— C20H13N3OS
(2E)-2-(1H-benzimidazol-2-yl)-3-[5-(phenylsulfanyl)furan-2-yl]prop-2-enenitrile
—— (E)-4-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylanilino]-4-oxobut-2-enoic acid —— C16H15N3O3S
(E)-4-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylanilino]-4-oxobut-2-enoic acid
—— N-[1-(2-methylphenyl)-3-(4-methylphenylthio)-2-propenylidene]aniline 1140914-01-7 C23H21NS
N-[1-(2-methylphenyl)-3-(4-methylphenylthio)-2-propenylidene]aniline
—— 10-Ethyl-2,2-dimethyldodecane-1,3-dithiol —— C16H33S2+
10-Ethyl-2,2-dimethyldodecane-1,3-dithiol
—— 7-bromo-3,4-dihydro-2H-thiopyrano[2,3-b]pyridine —— C8H8BrNS
7-bromo-3,4-dihydro-2H-thiopyrano[2,3-b]pyridine
—— Octadecane-1,5-dithiol —— C18H38S2
Octadecane-1,5-dithiol
—— [4-bromo-5-(3-fluorophenyl)sulfanylthiophen-2-yl]methyl N-tert-butyl-N-methylcarbamate —— C17H19BrFNO2S2
[4-bromo-5-(3-fluorophenyl)sulfanylthiophen-2-yl]methyl N-tert-butyl-N-methylcarbamate
—— (E)-2-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-3-(2-trifluoromethylsulfanyl-phenylamino)-acrylonitrile —— C19H11F4N3S2
(E)-2-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-3-(2-trifluoromethylsulfanyl-phenylamino)-acrylonitrile
—— 3-Methylideneheptane-2,6-dione;3-[(2-phenyl-1,3-dithian-2-yl)methyl]hexan-2-one —— C25H36O3S2
3-Methylideneheptane-2,6-dione;3-[(2-phenyl-1,3-dithian-2-yl)methyl]hexan-2-one
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-piperidin-1-ylethyl)-7H-purin-3-ium-6-amine —— C19H22BrN6O2S+
8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-piperidin-1-ylethyl)-7H-purin-3-ium-6-amine
—— 2-[[2-[2-(4-chlorophenyl)ethyl]-4-[(4-fluorophenyl)sulfanylmethyl]-1,3-dioxolan-2-yl]methyl]-1H-imidazole —— C22H22ClFN2O2S
2-[[2-[2-(4-chlorophenyl)ethyl]-4-[(4-fluorophenyl)sulfanylmethyl]-1,3-dioxolan-2-yl]methyl]-1H-imidazole
—— Ethane;4-methylsulfanyl-1-oxidopyridin-1-ium —— C8H13NOS
Ethane;4-methylsulfanyl-1-oxidopyridin-1-ium
—— N-(2-methylsulfonylethoxy)ethanamine —— C5H13NO3S
N-(2-methylsulfonylethoxy)ethanamine
—— 9-Methyl-3-{(Z)-[4-oxo-3-(tetrahydro-2-furanylmethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-4-one —— C24H21N3O3S3
9-Methyl-3-{(Z)-[4-oxo-3-(tetrahydro-2-furanylmethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-4-one
—— 1,2,3-Tris(pentadecylsulfanyl)benzene —— C51H96S3
1,2,3-Tris(pentadecylsulfanyl)benzene
—— 2-[[4-[(Z)-(4-bromophenyl)methylideneamino]-5-propyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C14H15BrN4O2S
2-[[4-[(Z)-(4-bromophenyl)methylideneamino]-5-propyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-3-nitrobenzamide —— C19H12N4O4S2
N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-3-nitrobenzamide
—— 4-thionitroso-3,4-dihydro-2H-pyran —— C5H7NOS
4-thionitroso-3,4-dihydro-2H-pyran
—— N-[1-(4-chlorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-fluoroaniline 1140915-64-5 C21H14ClF2NS
N-[1-(4-chlorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-fluoroaniline
—— 3-[(4-ethyl-3-methylphenyl)-(1H-1,2,4-triazol-5-ylsulfanyl)methyl]-5-(2-methylpyridin-4-yl)-1,2,4-oxadiazole —— C20H20N6OS
3-[(4-ethyl-3-methylphenyl)-(1H-1,2,4-triazol-5-ylsulfanyl)methyl]-5-(2-methylpyridin-4-yl)-1,2,4-oxadiazole
—— 1-(Fluoromethylsulfanyl)-4-methylidenecyclohexane —— C8H13FS
1-(Fluoromethylsulfanyl)-4-methylidenecyclohexane
—— 6-Methyl-3-sulfanylidene-3a,4,5,6,7,7a-hexahydroindene-1,2-dione —— C10H12O2S
6-Methyl-3-sulfanylidene-3a,4,5,6,7,7a-hexahydroindene-1,2-dione
—— Heptane-2,7-dithiol —— C7H16S2
Heptane-2,7-dithiol
—— [2-[2-Bis[2-(1,3-dioxolan-2-yl)phenoxy]phosphanyloxy-5-(2-methylbutan-2-yl)phenyl]sulfonyl-4-(2-methylbutan-2-yl)phenyl] bis[2-(1,3-dioxolan-2-yl)phenyl] phosphite;[2-[2-bis(2-methylphenoxy)phosphanyloxy-5-(2-methylbutan-2-yl)phenyl]sulfanyl-4-(2-methylbutan-2-yl)phenyl] bis(2-methylphenyl) phosphite —— C108H120O22P4S2
[2-[2-Bis[2-(1,3-dioxolan-2-yl)phenoxy]phosphanyloxy-5-(2-methylbutan-2-yl)phenyl]sulfonyl-4-(2-methylbutan-2-yl)phenyl] bis[2-(1,3-dioxolan-2-yl)phenyl] phosphite;[2-[2-bis(2-methylphenoxy)phosphanyloxy-5-(2-methylbutan-2-yl)phenyl]sulfanyl-4-(2-methylbutan-2-yl)phenyl] bis(2-methylphenyl) phosphite
—— 1-(Pentan-2-yldisulfanyl)hexane —— C11H24S2
1-(Pentan-2-yldisulfanyl)hexane
—— 2-[(R)-(2-chlorophenyl)sulfanyl-(3-fluorophenyl)methyl]morpholine —— C17H17ClFNOS
2-[(R)-(2-chlorophenyl)sulfanyl-(3-fluorophenyl)methyl]morpholine
—— 1-Fluoro-2-methylsulfanylethene —— C3H5FS
1-Fluoro-2-methylsulfanylethene
—— 2-But-3-enyl-4-(2,5-dimethyl-4-phosphanyloxyphenyl)sulfanyl-5-methylphenol —— C19H23O2PS
2-But-3-enyl-4-(2,5-dimethyl-4-phosphanyloxyphenyl)sulfanyl-5-methylphenol
—— (NZ)-N-[1-(4-bromophenyl)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylethylidene]hydroxylamine —— C14H14BrN3OS
(NZ)-N-[1-(4-bromophenyl)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylethylidene]hydroxylamine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(furan-2-yl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C15H15N11O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(furan-2-yl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— N-(3,4,4-trimethylcycloheptyl)ethanethioamide —— C12H23NS
N-(3,4,4-trimethylcycloheptyl)ethanethioamide
—— 1-Ethyl-2-(methyldisulfanyl)cyclopentane —— C8H16S2
1-Ethyl-2-(methyldisulfanyl)cyclopentane
—— 2-Chloro-2-methylsulfonylacetamide —— C3H6ClNO3S
2-Chloro-2-methylsulfonylacetamide
—— tert-butyl N-benzyl-N-[2-[3-(3-hydroxyphenyl)sulfanylphenyl]ethyl]carbamate —— C26H29NO3S
tert-butyl N-benzyl-N-[2-[3-(3-hydroxyphenyl)sulfanylphenyl]ethyl]carbamate
—— Ethane;2-phenyl-5-phenylimino-4-phenylsulfanylpyrazolidin-3-one —— C27H35N3OS
Ethane;2-phenyl-5-phenylimino-4-phenylsulfanylpyrazolidin-3-one
—— 2,2,3,3,4,4-hexamethyl-5-methylsulfonylpentan-1-amine —— C12H27NO2S
2,2,3,3,4,4-hexamethyl-5-methylsulfonylpentan-1-amine
—— N-(2-methoxyethylcarbamothioyl)tricyclo[3.3.1.03,7]non-6-ene-2-carboxamide —— C14H20N2O2S
N-(2-methoxyethylcarbamothioyl)tricyclo[3.3.1.03,7]non-6-ene-2-carboxamide
—— (5Z)-3-(1,3-benzodioxol-5-yl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H16N2O5S3
(5Z)-3-(1,3-benzodioxol-5-yl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2E)-2-[[(5-methyl-1,2-oxazol-3-yl)amino]methylidene]-1-benzothiophen-3-one —— C13H10N2O2S
(2E)-2-[[(5-methyl-1,2-oxazol-3-yl)amino]methylidene]-1-benzothiophen-3-one
—— 4-[2-[6-amino-8-(2-bromo-4,5-dihydroxyphenyl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carbaldehyde —— C19H22BrN6O3S+
4-[2-[6-amino-8-(2-bromo-4,5-dihydroxyphenyl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carbaldehyde
—— 1-Methyl-3-(1-methylsulfanylethyl)cyclopentan-1-amine —— C9H19NS
1-Methyl-3-(1-methylsulfanylethyl)cyclopentan-1-amine
—— N-[5-[[5-(2,2-dimethylpropyl)-1,3-oxazol-2-yl]methylsulfanyl]-1,3-thiazol-2-yl]-3,3-dimethylbutan-2-imine —— C18H27N3OS2
N-[5-[[5-(2,2-dimethylpropyl)-1,3-oxazol-2-yl]methylsulfanyl]-1,3-thiazol-2-yl]-3,3-dimethylbutan-2-imine