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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
—— (2Z)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-(5-methoxy-1H-benzimidazol-2-yl)prop-2-enenitrile —— C22H15N5O2S
(2Z)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-(5-methoxy-1H-benzimidazol-2-yl)prop-2-enenitrile
—— 5-(2-Cyclohexylethyl)-2-phenylsulfanylpyridine —— C19H23NS
5-(2-Cyclohexylethyl)-2-phenylsulfanylpyridine
—— (1R,2R)-N-cyclobutyl-2-[2,3-dichloro-4-(2-propan-2-ylphenyl)sulfanylphenyl]cyclopropane-1-carboxamide —— C23H25Cl2NOS
(1R,2R)-N-cyclobutyl-2-[2,3-dichloro-4-(2-propan-2-ylphenyl)sulfanylphenyl]cyclopropane-1-carboxamide
—— 2-(4-methylsulfanylphenyl)-3,4,5,6-tetrahydro-2H-azepine —— C13H17NS
2-(4-methylsulfanylphenyl)-3,4,5,6-tetrahydro-2H-azepine
—— 2-[4-[5-(5-chloropyridin-2-yl)sulfanyl-1-methylimidazol-4-yl]cyclohexa-1,5-dien-1-yl]-N-propan-2-ylcyclopropane-1-carboxamide —— C22H25ClN4OS
2-[4-[5-(5-chloropyridin-2-yl)sulfanyl-1-methylimidazol-4-yl]cyclohexa-1,5-dien-1-yl]-N-propan-2-ylcyclopropane-1-carboxamide
—— 6-[(E)-2-{2-[(4-chlorophenyl)sulfanyl]phenyl}ethenyl]-5-nitropyrimidine-2,4(1H,3H)-dione —— C18H12ClN3O4S
6-[(E)-2-{2-[(4-chlorophenyl)sulfanyl]phenyl}ethenyl]-5-nitropyrimidine-2,4(1H,3H)-dione
—— 3-(Hydroxyamino)-3-sulfanylidenepropanoic acid —— C3H5NO3S
3-(Hydroxyamino)-3-sulfanylidenepropanoic acid
—— (Z)-2-(6-methyl-1H-benzimidazol-2-yl)-3-(4-phenylsulfanylphenyl)prop-2-enenitrile —— C23H17N3S
(Z)-2-(6-methyl-1H-benzimidazol-2-yl)-3-(4-phenylsulfanylphenyl)prop-2-enenitrile
—— (Z)-2-(6-methyl-1H-benzimidazol-2-yl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enenitrile —— C21H15N3OS
(Z)-2-(6-methyl-1H-benzimidazol-2-yl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enenitrile
—— 2-[(E)-2-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}ethenyl]-5-nitropyrimidine-4,6-diol —— C16H10ClN3O5S
2-[(E)-2-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}ethenyl]-5-nitropyrimidine-4,6-diol
—— 2-pyridin-2-ylsulfanyl-N-(2-pyridin-2-ylsulfanylethyl)ethanamine —— C14H17N3S2
2-pyridin-2-ylsulfanyl-N-(2-pyridin-2-ylsulfanylethyl)ethanamine
—— (2Z)-2-(1H-benzimidazol-2-yl)-3-{4-[(4-methylphenyl)sulfanyl]phenyl}prop-2-enenitrile —— C23H17N3S
(2Z)-2-(1H-benzimidazol-2-yl)-3-{4-[(4-methylphenyl)sulfanyl]phenyl}prop-2-enenitrile
—— (2Z)-2-(1H-benzimidazol-2-yl)-3-{4-[(4-methylphenyl)sulfanyl]-3-nitrophenyl}prop-2-enenitrile —— C23H16N4O2S
(2Z)-2-(1H-benzimidazol-2-yl)-3-{4-[(4-methylphenyl)sulfanyl]-3-nitrophenyl}prop-2-enenitrile
—— 1,2,3-Tris(icosylsulfanyl)benzene —— C66H126S3
1,2,3-Tris(icosylsulfanyl)benzene
—— 10-Bromo-3-(methylsulfanyl)[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C11H7BrN4OS
10-Bromo-3-(methylsulfanyl)[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 1-Aminooctadecane-1-thiol —— C18H39NS
1-Aminooctadecane-1-thiol
—— 3-chloro-N-(3,5-dichloro-4-naphthalen-2-ylsulfanylphenyl)imidazo[2,1-b][1,3]thiazole-5-sulfonamide —— C21H12Cl3N3O2S3
3-chloro-N-(3,5-dichloro-4-naphthalen-2-ylsulfanylphenyl)imidazo[2,1-b][1,3]thiazole-5-sulfonamide
—— 10-Chloro-3-(methylsulfanyl)[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C11H7ClN4OS
10-Chloro-3-(methylsulfanyl)[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 1-N-butyl-4-N-[(3R,4S,5S,6R)-5-methoxy-4-[(3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl]bicyclo[2.2.2]octane-1,4-dicarboxamide;[(3R,4S,5S,6R)-5-methoxy-4-[(3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] N-[2-(3-aminophenyl)sulfanylacetyl]carbamate —— C55H82N4O11S
1-N-butyl-4-N-[(3R,4S,5S,6R)-5-methoxy-4-[(3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl]bicyclo[2.2.2]octane-1,4-dicarboxamide;[(3R,4S,5S,6R)-5-methoxy-4-[(3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] N-[2-(3-aminophenyl)sulfanylacetyl]carbamate
—— Tert-butyl 3-imino-3-(7-phenylsulfanyl-7-bicyclo[4.2.0]octa-1,3,5-trienyl)propanoate —— C21H23NO2S
Tert-butyl 3-imino-3-(7-phenylsulfanyl-7-bicyclo[4.2.0]octa-1,3,5-trienyl)propanoate
—— [(2S)-2-(5-bromothiophen-2-yl)-1,1-dioxothian-2-yl] 4-trimethylsilylbutanoate —— C16H25BrO4S2Si
[(2S)-2-(5-bromothiophen-2-yl)-1,1-dioxothian-2-yl] 4-trimethylsilylbutanoate
—— 3-[(3,4-difluorophenyl)methyl]-N-[(2-methoxypyridin-4-yl)methyl]-1-methyl-2,4-dioxo-6H-pyrimido[5,4-b][1,4]thiazine-6-carboxamide —— C22H19F2N5O4S
3-[(3,4-difluorophenyl)methyl]-N-[(2-methoxypyridin-4-yl)methyl]-1-methyl-2,4-dioxo-6H-pyrimido[5,4-b][1,4]thiazine-6-carboxamide
—— 3-(Benzylsulfanyl)[1,2,4]triazino[5,6-D][3,1]benzoxazepine —— C17H12N4OS
3-(Benzylsulfanyl)[1,2,4]triazino[5,6-D][3,1]benzoxazepine
—— N-[2-[[(1E)-1-(3-oxo-1-benzothiophen-2-ylidene)ethyl]amino]ethyl]acetamide —— C14H16N2O2S
N-[2-[[(1E)-1-(3-oxo-1-benzothiophen-2-ylidene)ethyl]amino]ethyl]acetamide
—— [(Z)-(2-aminophenoxy)methylideneamino] N-[4-(5-methylpyrimidin-2-yl)sulfanylphenyl]methanimidate —— C19H17N5O2S
[(Z)-(2-aminophenoxy)methylideneamino] N-[4-(5-methylpyrimidin-2-yl)sulfanylphenyl]methanimidate
—— (2Z)-2-(1H-benzimidazol-2-yl)-3-{4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}prop-2-enenitrile —— C22H13ClN4O2S
(2Z)-2-(1H-benzimidazol-2-yl)-3-{4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}prop-2-enenitrile
—— 1-Cyclobutyl-4-(6-phenylsulfanylpyridin-2-yl)-1,4-diazepane —— C20H25N3S
1-Cyclobutyl-4-(6-phenylsulfanylpyridin-2-yl)-1,4-diazepane
—— 3-(Butylthio)[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C14H14N4OS
3-(Butylthio)[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 2-(1H-benzimidazol-2-yl)-3-{5-[(4-chlorophenyl)thio]-2-furyl}acrylonitrile —— C20H12ClN3OS
2-(1H-benzimidazol-2-yl)-3-{5-[(4-chlorophenyl)thio]-2-furyl}acrylonitrile
—— 1-(phenylsulfanyl(113C)methyl)pyrrole-2,5-diol —— C11H11NO2S
1-(phenylsulfanyl(113C)methyl)pyrrole-2,5-diol
—— 5-(5-Tert-butyl-1,3-benzodithiol-2-yl)-3-heptyl-4-hydroxy-1,3-oxazole-2-thione —— C21H29NO2S3
5-(5-Tert-butyl-1,3-benzodithiol-2-yl)-3-heptyl-4-hydroxy-1,3-oxazole-2-thione
—— (6E)-2-(1-adamantyl)-5-imino-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C26H24N4O2S2
(6E)-2-(1-adamantyl)-5-imino-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 4-Methyl-1-methylsulfanylpenta-1,3-diene —— C7H12S
4-Methyl-1-methylsulfanylpenta-1,3-diene
—— 1-Dodecylsulfanyl-29-heptacosyl-29-tetradecylsulfanyl-57-tridecylsulfanylheptapentacontane —— C123H248S3
1-Dodecylsulfanyl-29-heptacosyl-29-tetradecylsulfanyl-57-tridecylsulfanylheptapentacontane
—— 2,4,4,4-Tetrafluoro-1-(2,4,4,4-tetrafluorobut-1-enylsulfanyl)but-1-ene —— C8H6F8S
2,4,4,4-Tetrafluoro-1-(2,4,4,4-tetrafluorobut-1-enylsulfanyl)but-1-ene
—— 3-Methyl-6-methylsulfanylhex-2-ene —— C8H16S
3-Methyl-6-methylsulfanylhex-2-ene
—— 4-[5-[(4,6-difluoro-1H-benzimidazol-2-yl)sulfanyl]furan-2-yl]-1,4,4a,6,7,8-hexahydropyrazolo[3,4-b]quinolin-5-one —— C21H15F2N5O2S
4-[5-[(4,6-difluoro-1H-benzimidazol-2-yl)sulfanyl]furan-2-yl]-1,4,4a,6,7,8-hexahydropyrazolo[3,4-b]quinolin-5-one
—— (2E)-3-(5-{4-[(difluoromethyl)sulfanyl]phenyl}furan-2-yl)-1-(thiophen-2-yl)prop-2-en-1-one —— C18H12F2O2S2
(2E)-3-(5-{4-[(difluoromethyl)sulfanyl]phenyl}furan-2-yl)-1-(thiophen-2-yl)prop-2-en-1-one
—— [4-[3-[Butyl(2-phenylethylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate —— C29H34N2O3S
[4-[3-[Butyl(2-phenylethylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate
—— (E)-3-(5-(4-((difluoromethyl)thio)phenyl)furan-2-yl)-1-(furan-2-yl)prop-2-en-1-one —— C18H12F2O3S
(E)-3-(5-(4-((difluoromethyl)thio)phenyl)furan-2-yl)-1-(furan-2-yl)prop-2-en-1-one
—— 6-Hydroxy-4-methylhept-4-enethioamide —— C8H15NOS
6-Hydroxy-4-methylhept-4-enethioamide
—— (2E)-2-[(pyridin-3-ylamino)methylidene]-1-benzothiophen-3-one —— C14H10N2OS
(2E)-2-[(pyridin-3-ylamino)methylidene]-1-benzothiophen-3-one
—— 3-[3-(3-Benzylsulfanyl-4-methylphenyl)-1,2,4-triazol-3-yl]pyridine —— C21H18N4S
3-[3-(3-Benzylsulfanyl-4-methylphenyl)-1,2,4-triazol-3-yl]pyridine
—— 4-Methylsulfanyl-1-methylsulfinylhexane —— C8H18OS2
4-Methylsulfanyl-1-methylsulfinylhexane
—— (+/-)-Ethyl [9-[(4-chlorophenyl)thio]-6-fluoro-8-(methylsulfonyl)-3-oxo-2,3-dihydro-1h-pyrrolo[1,2-a]indol-1-yl]acetate —— C22H19ClFNO5S2
(+/-)-Ethyl [9-[(4-chlorophenyl)thio]-6-fluoro-8-(methylsulfonyl)-3-oxo-2,3-dihydro-1h-pyrrolo[1,2-a]indol-1-yl]acetate
—— 3-[(2-Chlorophenyl)methylsulfanyl]-[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C17H11ClN4OS
3-[(2-Chlorophenyl)methylsulfanyl]-[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 4-methyl-5-(2-methylsulfanylpyrimidin-4-yl)-10aH-pyrido[3,2-b]indolizin-9-one —— C17H14N4OS
4-methyl-5-(2-methylsulfanylpyrimidin-4-yl)-10aH-pyrido[3,2-b]indolizin-9-one
—— 1-Ethylsulfanyl-1,1-difluoropentane —— C7H14F2S
1-Ethylsulfanyl-1,1-difluoropentane
—— (Z)-2-(1H-benzimidazol-2-yl)-3-[5-(4-chlorophenyl)sulfanylthiophen-2-yl]prop-2-enenitrile —— C20H12ClN3S2
(Z)-2-(1H-benzimidazol-2-yl)-3-[5-(4-chlorophenyl)sulfanylthiophen-2-yl]prop-2-enenitrile
—— (3-Ethylcyclopentyl)methanethiol —— C8H16S
(3-Ethylcyclopentyl)methanethiol