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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-[(Z)-[4-[[5-(2,4-dichlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C24H16Cl2N6O2S2
2-[(Z)-[4-[[5-(2,4-dichlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— 1-(4-ethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C22H25N3S
1-(4-ethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 5-Methylsulfanylhepta-1,3,5-triene —— C8H12S
5-Methylsulfanylhepta-1,3,5-triene
—— 1-Hexadecylsulfanyl-19-methylsulfanyltetratriacontane —— C51H104S2
1-Hexadecylsulfanyl-19-methylsulfanyltetratriacontane
—— 4-Cyclohexyl-2-methyl-2-oxo-1-oxa-2lambda6-thiacyclobut-2-en-4-ol —— C9H16O3S
4-Cyclohexyl-2-methyl-2-oxo-1-oxa-2lambda6-thiacyclobut-2-en-4-ol
—— Butylsulfonyl-[2-oxoheptyl-di(propan-2-yl)-lambda4-sulfanyl]oxidanium —— C17H37O4S2+
Butylsulfonyl-[2-oxoheptyl-di(propan-2-yl)-lambda4-sulfanyl]oxidanium
—— 5-Tert-butylsulfonylpentane-1-sulfinic acid —— C9H20O4S2
5-Tert-butylsulfonylpentane-1-sulfinic acid
—— Ethane;2,3,4-trimethyl-4-(3-methylphenyl)sulfanylpentan-2-ol —— C17H30OS
Ethane;2,3,4-trimethyl-4-(3-methylphenyl)sulfanylpentan-2-ol
—— 5-(3-Phenylsulfanylpyridin-2-yl)pentane-1,4-diamine —— C16H21N3S
5-(3-Phenylsulfanylpyridin-2-yl)pentane-1,4-diamine
—— butyl 2-[3-amino-6-(4-propan-2-ylsulfanylphenyl)-1H-pyrazin-2-ylidene]acetate —— C19H25N3O2S
butyl 2-[3-amino-6-(4-propan-2-ylsulfanylphenyl)-1H-pyrazin-2-ylidene]acetate
—— ethyl 2-[[(E)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C25H21ClN2O4S2
ethyl 2-[[(E)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— Sulfanyl cycloheptanecarboxylate —— C8H14O2S
Sulfanyl cycloheptanecarboxylate
—— (4Z)-1-(3,4-dimethylphenyl)-4-[4-(methylsulfanyl)benzylidene]pyrazolidine-3,5-dione —— C19H18N2O2S
(4Z)-1-(3,4-dimethylphenyl)-4-[4-(methylsulfanyl)benzylidene]pyrazolidine-3,5-dione
—— Methyl 8-oxo-1,4-dithiaspiro[4.5]decane-7-carboxylate —— C10H14O3S2
Methyl 8-oxo-1,4-dithiaspiro[4.5]decane-7-carboxylate
—— N-[(Z)-benzylideneamino]-2-[[5-[1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21BrN6OS
N-[(Z)-benzylideneamino]-2-[[5-[1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[2-(4-acetamido-2,5-dihydroxyphenyl)sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;N-[2,5-dihydroxy-4-[[4-[2-(4-hydroxybutylamino)-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide;N-[2,5-dihydroxy-4-[[4-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide;N-[2,5-dihydroxy-4-[[4-[2-(3-hydroxypropylamino)-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide —— C105H158N12O19S8
2-[2-(4-acetamido-2,5-dihydroxyphenyl)sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;N-[2,5-dihydroxy-4-[[4-[2-(4-hydroxybutylamino)-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide;N-[2,5-dihydroxy-4-[[4-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide;N-[2,5-dihydroxy-4-[[4-[2-(3-hydroxypropylamino)-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide
—— (3Z)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N-methylpropan-1-amine —— C19H21NS
(3Z)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N-methylpropan-1-amine
—— 3,4,5,6-Tetrahydroxy-3,4,5,6-tetrahydro-1-benzothionine-2,7-dione —— C12H12O6S
3,4,5,6-Tetrahydroxy-3,4,5,6-tetrahydro-1-benzothionine-2,7-dione
—— [2-[4-(3-Methoxyprop-1-enyl)-5-prop-1-enyl-1,3-dithiol-2-ylidene]-1,3-benzodithiol-5-yl]methyl-methylphosphane —— C19H21OPS4
[2-[4-(3-Methoxyprop-1-enyl)-5-prop-1-enyl-1,3-dithiol-2-ylidene]-1,3-benzodithiol-5-yl]methyl-methylphosphane
—— 2,2,3,3-Tetramethylbutane-1,4-diol;3-trimethylsilylpropane-1-thiol;trihydrate —— C14H40O5SSi
2,2,3,3-Tetramethylbutane-1,4-diol;3-trimethylsilylpropane-1-thiol;trihydrate
—— 4-bromo-7-[(7-bromo-5-phenyl-1H-inden-4-yl)sulfanyl]-6-phenyl-1H-indene —— C30H20Br2S
4-bromo-7-[(7-bromo-5-phenyl-1H-inden-4-yl)sulfanyl]-6-phenyl-1H-indene
—— 2-(2-hydroxyethylsulfonyl)ethyl N-tert-butylcarbamate —— C9H19NO5S
2-(2-hydroxyethylsulfonyl)ethyl N-tert-butylcarbamate
—— N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]pyridine-4-carboxamide —— C18H11N5O4S2
N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]pyridine-4-carboxamide
—— 2-[4-(4-chlorophenyl)sulfanyl-5-(1-methylpyrrol-2-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl]propanoic acid —— C25H23ClN2O2S
2-[4-(4-chlorophenyl)sulfanyl-5-(1-methylpyrrol-2-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl]propanoic acid
—— (5E)-3-(2-chlorobenzyl)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-1,3-thiazolidine-2,4-dione —— C21H13Cl2NO2S3
(5E)-3-(2-chlorobenzyl)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-1,3-thiazolidine-2,4-dione
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1-[(E)-4,4,4-trifluoro-3-oxobut-1-enyl]piperidine-4-carboxylate —— C24H23F3N2O4S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1-[(E)-4,4,4-trifluoro-3-oxobut-1-enyl]piperidine-4-carboxylate
—— 4-Ethyl-2,4-dimethyl-2-sulfanyloxyhexane —— C10H22OS
4-Ethyl-2,4-dimethyl-2-sulfanyloxyhexane
—— N-[1-(4-bromophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-methylaniline 1140915-31-6 C22H17BrFNS
N-[1-(4-bromophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-methylaniline
—— 5-Bromo-4-chloro-1-ethylsulfanyl-4,5,5-trifluoropent-2-ene —— C7H9BrClF3S
5-Bromo-4-chloro-1-ethylsulfanyl-4,5,5-trifluoropent-2-ene
—— (4R,5S,6S,10S,12R,14S)-4,10,12,14-tetramethyl-5-propyloctadecane-6-thiol —— C25H52S
(4R,5S,6S,10S,12R,14S)-4,10,12,14-tetramethyl-5-propyloctadecane-6-thiol
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-pyridin-4-ylmethylideneamino]triazole-4-carboxamide —— C19H17N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-pyridin-4-ylmethylideneamino]triazole-4-carboxamide
—— 2-[(Z)-2-(4-chlorophenyl)sulfanylethylideneamino]-1-hydroxyguanidine —— C9H11ClN4OS
2-[(Z)-2-(4-chlorophenyl)sulfanylethylideneamino]-1-hydroxyguanidine
—— 3-(2-ethylphenyl)sulfanyl-5-methoxy-1H-indole —— C17H17NOS
3-(2-ethylphenyl)sulfanyl-5-methoxy-1H-indole
—— 1-(2,3-dimethylbutylsulfanyl)-N,N-dimethylmethanamine —— C9H21NS
1-(2,3-dimethylbutylsulfanyl)-N,N-dimethylmethanamine
—— 1-Thiophen-2-ylsulfanylpropan-1-amine —— C7H11NS2
1-Thiophen-2-ylsulfanylpropan-1-amine
—— 4-Ethyl-3,5,6-trimethylheptane-2-thiol —— C12H26S
4-Ethyl-3,5,6-trimethylheptane-2-thiol
—— Butylsulfonyl-[(2-cyclohexyl-2-oxoethyl)-di(propan-2-yl)-lambda4-sulfanyl]oxidanium —— C18H37O4S2+
Butylsulfonyl-[(2-cyclohexyl-2-oxoethyl)-di(propan-2-yl)-lambda4-sulfanyl]oxidanium
—— 1-[Methyl(sulfino)amino]-2-sulfanylethane —— C3H9NO2S2
1-[Methyl(sulfino)amino]-2-sulfanylethane
—— 5-Ethyl-2-methylsulfanyl-4,5,6,7-tetrahydro-1-benzothiophene —— C11H16S2
5-Ethyl-2-methylsulfanyl-4,5,6,7-tetrahydro-1-benzothiophene
—— 1-[Methyl(sulfinato)amino]-2-sulfanylethane —— C3H8NO2S2-
1-[Methyl(sulfinato)amino]-2-sulfanylethane
—— 1-Methyl-3,5-bis(tetracosylsulfanyl)benzene —— C55H104S2
1-Methyl-3,5-bis(tetracosylsulfanyl)benzene
—— 4-Hydroxytricosa-7,11,14,17,20-pentaene-2-thione —— C23H36OS
4-Hydroxytricosa-7,11,14,17,20-pentaene-2-thione
—— N-(2-chloro-4-ethyl-6-methylcyclohexa-1,5-dien-1-yl)-2-oxo-N'-propyl-3-sulfanylidenebutanimidamide —— C16H23ClN2OS
N-(2-chloro-4-ethyl-6-methylcyclohexa-1,5-dien-1-yl)-2-oxo-N'-propyl-3-sulfanylidenebutanimidamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C15H15N11O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— [3-[4-[4-[2-(2-Methylprop-2-enoyloxy)ethoxycarbonyloxy]phenyl]sulfanylphenoxy]-3-oxopropyl] 2-methylprop-2-enoate —— C26H26O9S
[3-[4-[4-[2-(2-Methylprop-2-enoyloxy)ethoxycarbonyloxy]phenyl]sulfanylphenoxy]-3-oxopropyl] 2-methylprop-2-enoate
—— Hydroxy-methoxy-oxo-(4,4,4-trifluorobutylidene)-lambda6-sulfane —— C5H9F3O3S
Hydroxy-methoxy-oxo-(4,4,4-trifluorobutylidene)-lambda6-sulfane
—— ethyl N-(ethylidene-hydroxy-oxo-lambda6-sulfanyl)carbamate —— C5H11NO4S
ethyl N-(ethylidene-hydroxy-oxo-lambda6-sulfanyl)carbamate
—— [2-[[5-(2-Methylsulfanylpyrimidin-4-yl)thiophen-2-yl]sulfonylamino]-1,3-thiazol-5-yl] butanoate —— C16H16N4O4S4
[2-[[5-(2-Methylsulfanylpyrimidin-4-yl)thiophen-2-yl]sulfonylamino]-1,3-thiazol-5-yl] butanoate
—— 3-Sulfanylpentanethial —— C5H10S2
3-Sulfanylpentanethial
—— N-cycloheptyl-5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-2-(4-methylpentanoyl)-1,3,4-oxadiazol-3-ium-3-carboxamide —— C20H33N4O4S+
N-cycloheptyl-5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-2-(4-methylpentanoyl)-1,3,4-oxadiazol-3-ium-3-carboxamide