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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-ethyl-2-(3-methylidenecyclohexyl)ethanethioamide —— C11H19NS
N-ethyl-2-(3-methylidenecyclohexyl)ethanethioamide
—— 3-bromo-N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide —— C19H11BrN4O4S2
3-bromo-N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide
—— (E)-N-(1-adamantyl)-3-phenylsulfanylprop-2-enamide —— C19H23NOS
(E)-N-(1-adamantyl)-3-phenylsulfanylprop-2-enamide
—— 1-[3-(Disulfanyl)-4,5-dimethylhexyl]-3-methylcyclopentane —— C14H28S2
1-[3-(Disulfanyl)-4,5-dimethylhexyl]-3-methylcyclopentane
—— 3-(2-Methyl-1,3-dithiolan-2-yl)propanal —— C7H12OS2
3-(2-Methyl-1,3-dithiolan-2-yl)propanal
—— (E)-N-(oxolan-2-ylmethyl)-3-phenylsulfanylprop-2-enamide —— C14H17NO2S
(E)-N-(oxolan-2-ylmethyl)-3-phenylsulfanylprop-2-enamide
—— 2-(2,2-dimethoxyethyl)-1-[(Z)-1-phenylsulfanyl-3-tri(propan-2-yl)silyloxyprop-1-enyl]cyclohexan-1-ol —— C28H48O4SSi
2-(2,2-dimethoxyethyl)-1-[(Z)-1-phenylsulfanyl-3-tri(propan-2-yl)silyloxyprop-1-enyl]cyclohexan-1-ol
—— Ethane;1-methyl-3-methylsulfanylbenzene —— C12H22S
Ethane;1-methyl-3-methylsulfanylbenzene
—— tert-butyl N-[(3R)-3-(3-cyano-5-fluoro-6-methylpyridin-2-yl)sulfanyl-3-phenylpropyl]-N-methylcarbamate —— C22H26FN3O2S
tert-butyl N-[(3R)-3-(3-cyano-5-fluoro-6-methylpyridin-2-yl)sulfanyl-3-phenylpropyl]-N-methylcarbamate
—— 2-Methanidyl-5-methylsulfanylheptane —— C9H19S-
2-Methanidyl-5-methylsulfanylheptane
—— 2-[2-[4-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]piperazin-1-yl]ethylsulfanyl]-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C28H27F3N4O2S2
2-[2-[4-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]piperazin-1-yl]ethylsulfanyl]-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— N-(3-sulfanylidenepent-1-enyl)ethanethioamide —— C7H11NS2
N-(3-sulfanylidenepent-1-enyl)ethanethioamide
—— tert-butyl N-[(2S)-4-(3-cyano-6-methylpyridin-2-yl)sulfanyl-1-hydroxy-4-(1,2-oxazol-3-yl)butan-2-yl]carbamate —— C19H24N4O4S
tert-butyl N-[(2S)-4-(3-cyano-6-methylpyridin-2-yl)sulfanyl-1-hydroxy-4-(1,2-oxazol-3-yl)butan-2-yl]carbamate
—— 1-[4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]-7H-purin-3-ium-3-yl]ethyl]piperidin-1-yl]-2-hydroxyethanone —— C22H26BrN6O4S+
1-[4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]-7H-purin-3-ium-3-yl]ethyl]piperidin-1-yl]-2-hydroxyethanone
—— N,1-dihydroxy-4-(4-phenylsulfanylphenyl)sulfonyl-1-prop-2-ynylpiperidin-1-ium-4-carboxamide —— C21H23N2O5S2+
N,1-dihydroxy-4-(4-phenylsulfanylphenyl)sulfonyl-1-prop-2-ynylpiperidin-1-ium-4-carboxamide
—— 2-Methyl-4-sulfanylidenecyclohexan-1-one —— C7H10OS
2-Methyl-4-sulfanylidenecyclohexan-1-one
—— 1-Amino-6-(2-ethylbutylsulfonyl)-4,8-dimethylnona-4,6,8-trien-3-ol —— C17H31NO3S
1-Amino-6-(2-ethylbutylsulfonyl)-4,8-dimethylnona-4,6,8-trien-3-ol
—— 2-Methylsulfonylprop-2-ene-1-sulfinate —— C4H7O4S2-
2-Methylsulfonylprop-2-ene-1-sulfinate
—— Methyl 9-oxo-1,5-dithiaspiro[5.5]undecane-10-carboxylate —— C11H16O3S2
Methyl 9-oxo-1,5-dithiaspiro[5.5]undecane-10-carboxylate
—— Butylsulfonyl-[cyclohexyl-(2-cyclohexyl-2-oxoethyl)-methyl-lambda4-sulfanyl]oxidanium —— C19H37O4S2+
Butylsulfonyl-[cyclohexyl-(2-cyclohexyl-2-oxoethyl)-methyl-lambda4-sulfanyl]oxidanium
—— (5E)-5-(dimethylaminomethylidene)thieno[2,3-b]thiopyran-4-one —— C10H11NOS2
(5E)-5-(dimethylaminomethylidene)thieno[2,3-b]thiopyran-4-one
—— 5-(3,5-dichloropyridin-4-yl)sulfanyl-N-(2-methoxy-2-phenylethyl)-4-nitrothiophene-2-carboxamide —— C19H15Cl2N3O4S2
5-(3,5-dichloropyridin-4-yl)sulfanyl-N-(2-methoxy-2-phenylethyl)-4-nitrothiophene-2-carboxamide
—— 6-Methyl-2-methylsulfanyloct-1-ene —— C10H20S
6-Methyl-2-methylsulfanyloct-1-ene
—— 7-(methylsulfanylmethylsulfanyl)-1H-pyrrolo[2,3-d]pyridazine —— C8H9N3S2
7-(methylsulfanylmethylsulfanyl)-1H-pyrrolo[2,3-d]pyridazine
—— (4E)-2-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-4-(dimethylaminomethylidene)-1,3-oxazol-5-one —— C17H14ClN3O2S
(4E)-2-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-4-(dimethylaminomethylidene)-1,3-oxazol-5-one
—— 9-Sulfanyltridecane-2,2-diol —— C13H28O2S
9-Sulfanyltridecane-2,2-diol
—— ethyl 2-[2-[(Z)-4-amino-3-cyano-2-oxopent-3-enyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C13H15N3O3S2
ethyl 2-[2-[(Z)-4-amino-3-cyano-2-oxopent-3-enyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N'-[6-[2-(2,6-dimethylphenyl)sulfanylpyrimidin-4-yl]-1,3-benzothiazol-2-yl]-N-[6-[2-(3,4-dimethylphenyl)sulfanylpyrimidin-4-yl]-1,3-benzothiazol-2-yl]butanediamide —— C42H34N8O2S4
N'-[6-[2-(2,6-dimethylphenyl)sulfanylpyrimidin-4-yl]-1,3-benzothiazol-2-yl]-N-[6-[2-(3,4-dimethylphenyl)sulfanylpyrimidin-4-yl]-1,3-benzothiazol-2-yl]butanediamide
—— Bis-cubyl-disulfide —— C16H14S2
Bis-cubyl-disulfide
—— 8,8a-dihydro-3H-pyrido[3,4-b][1,4]thiazine —— C7H8N2S
8,8a-dihydro-3H-pyrido[3,4-b][1,4]thiazine
—— 3-(3,3-Difluoro-1-methylpiperidin-4-yl)-3-(6-imidazo[1,2-a]pyrimidin-3-ylsulfanyl-1,3-benzothiazol-2-yl)propanamide —— C22H22F2N6OS2
3-(3,3-Difluoro-1-methylpiperidin-4-yl)-3-(6-imidazo[1,2-a]pyrimidin-3-ylsulfanyl-1,3-benzothiazol-2-yl)propanamide
—— methyl (3-oxo-4H-pyrido[3,2-b][1,4]thiazin-6-yl) carbonate —— C9H8N2O4S
methyl (3-oxo-4H-pyrido[3,2-b][1,4]thiazin-6-yl) carbonate
—— methyl 2-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]benzoate —— C22H17N3O2S
methyl 2-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]benzoate
—— Butylsulfonyl-[2-oxooctyl-di(propan-2-yl)-lambda4-sulfanyl]oxidanium —— C18H39O4S2+
Butylsulfonyl-[2-oxooctyl-di(propan-2-yl)-lambda4-sulfanyl]oxidanium
—— N-[6-[(6-pyrazolidin-1-yl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide —— C19H19N9OS
N-[6-[(6-pyrazolidin-1-yl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide
—— (5Z)-2-[4-(2-hydroxyethyl)piperazin-1-yl]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazol-4(5H)-one —— C17H21N3O2S2
(5Z)-2-[4-(2-hydroxyethyl)piperazin-1-yl]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazol-4(5H)-one
—— 2-[1-[tert-butyl(dimethyl)silyl]oxy-4-methylpentyl]-N-cyclohexyl-5-methylsulfanyl-1,3,4-oxadiazol-3-ium-3-carboxamide —— C22H42N3O3SSi+
2-[1-[tert-butyl(dimethyl)silyl]oxy-4-methylpentyl]-N-cyclohexyl-5-methylsulfanyl-1,3,4-oxadiazol-3-ium-3-carboxamide
—— (5E)-3-[(2-chloro-6-fluorophenyl)methyl]-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-1,3-thiazolidine-2,4-dione —— C21H12Cl2FNO2S3
(5E)-3-[(2-chloro-6-fluorophenyl)methyl]-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-1,3-thiazolidine-2,4-dione
—— 1,1,2,2,3,3,4,4,5,6,6-Undecafluoro-5-sulfosulfonylhexane —— C6H3F11O5S2
1,1,2,2,3,3,4,4,5,6,6-Undecafluoro-5-sulfosulfonylhexane
—— N-[1-(2-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-3-methylaniline 1140915-36-1 C22H17F2NS
N-[1-(2-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-3-methylaniline
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-7-methoxy-1-benzofuran-2-carboxamide —— C21H15ClN2O4S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-7-methoxy-1-benzofuran-2-carboxamide
—— 2-(Diaminomethylideneamino)ethylthiourea —— C4H11N5S
2-(Diaminomethylideneamino)ethylthiourea
—— methyl (Z)-but-2-enedithioate —— C5H8S2
methyl (Z)-but-2-enedithioate
—— 5-Methyl-1-methylsulfanylnonane —— C11H24S
5-Methyl-1-methylsulfanylnonane
—— 2-Methyl-1-methylsulfanylpenta-1,4-diene —— C7H12S
2-Methyl-1-methylsulfanylpenta-1,4-diene
—— Hexane-3,3-dithiol —— C6H14S2
Hexane-3,3-dithiol
—— [carbamoyloxy-(2-methoxyethoxy)-methylsulfanylmethyl] N-(2-methoxyethoxy)carbamate —— C10H20N2O8S
[carbamoyloxy-(2-methoxyethoxy)-methylsulfanylmethyl] N-(2-methoxyethoxy)carbamate
—— 6-(2-Methylphenyl)sulfanyl-[1,2,4]triazolo[4,3-a]pyridine —— C13H11N3S
6-(2-Methylphenyl)sulfanyl-[1,2,4]triazolo[4,3-a]pyridine
—— 3-(1-Ethyl-2,5-dihydroxypyrrol-3-yl)sulfanylpropanal —— C9H13NO3S
3-(1-Ethyl-2,5-dihydroxypyrrol-3-yl)sulfanylpropanal
—— 6-Sulfonylhexa-1,3-diene —— C6H8O2S
6-Sulfonylhexa-1,3-diene