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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
—— (propane-2-sulfonyl)-ethene 20329-64-0 C5H10O2S
(propane-2-sulfonyl)-ethene
—— {5-chloro-2-[(4,5-dimethyl-4H-1,2,4-triazol-3-yl)thio]phenyl}amine —— C10H11ClN4S
{5-chloro-2-[(4,5-dimethyl-4H-1,2,4-triazol-3-yl)thio]phenyl}amine
—— 1,3-Dimethyl-7-propan-2-yl-5-(pyridin-2-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C17H19N5O2S
1,3-Dimethyl-7-propan-2-yl-5-(pyridin-2-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(1,3-dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(furan-2-ylmethyl)acetamide —— C18H21N5O4S
2-(1,3-dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(furan-2-ylmethyl)acetamide
—— 2-[{[(5-Chloro-3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl]acetyl}(methyl)amino]ethyl [(3,5-dichloro-4,6-dimethylpyridin-2-yl)sulfanyl]acetate —— C22H23Cl3N4O3S2
2-[{[(5-Chloro-3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl]acetyl}(methyl)amino]ethyl [(3,5-dichloro-4,6-dimethylpyridin-2-yl)sulfanyl]acetate
—— 2-{[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N-benzylacetamide —— C15H17N7O2S
2-{[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N-benzylacetamide
—— Sulfane, (2-chloroethyl)decyl-, oxide —— C12H25ClOS
Sulfane, (2-chloroethyl)decyl-, oxide
—— 3-hydroxypropyl octyl sulfone —— C11H24O3S
3-hydroxypropyl octyl sulfone
—— 2-(Decylsulfonyl)ethyl carbamimidothioate —— C13H28N2O2S2
2-(Decylsulfonyl)ethyl carbamimidothioate
—— N-[3-chloro-4-(pyridin-2-ylsulfanyl)phenyl]-3,4-dimethoxybenzenesulfonamide —— C19H17ClN2O4S2
N-[3-chloro-4-(pyridin-2-ylsulfanyl)phenyl]-3,4-dimethoxybenzenesulfonamide
—— {[6-Amino-1-(3-chlorophenyl)-4-oxo-1,4-dihydropyrimidin-2-yl]sulfanyl}acetonitrile —— C12H9ClN4OS
{[6-Amino-1-(3-chlorophenyl)-4-oxo-1,4-dihydropyrimidin-2-yl]sulfanyl}acetonitrile
—— (2R)-2-[(2R)-2-methylpyrrolidin-1-yl]-2-(4-methylsulfanylphenyl)ethanamine —— C14H22N2S
(2R)-2-[(2R)-2-methylpyrrolidin-1-yl]-2-(4-methylsulfanylphenyl)ethanamine
—— N-[(2-methoxy-5-methylsulfanylthiophen-3-yl)methylidene]hydroxylamine —— C7H9NO2S2
N-[(2-methoxy-5-methylsulfanylthiophen-3-yl)methylidene]hydroxylamine
—— N-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-2-(pyridin-2-ylsulfanyl)acetamide —— C16H16N4OS
N-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-2-(pyridin-2-ylsulfanyl)acetamide
—— methyl 6-amino-4-(4-{[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-5-methylthiophen-2-yl)-5-cyano-2-methyl-4H-pyran-3-carboxylate —— C17H17N5O3S3
methyl 6-amino-4-(4-{[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-5-methylthiophen-2-yl)-5-cyano-2-methyl-4H-pyran-3-carboxylate
—— {[6-Amino-4-oxo-1-(2-phenylethyl)-1,4-dihydropyrimidin-2-yl]sulfanyl}acetonitrile —— C14H14N4OS
{[6-Amino-4-oxo-1-(2-phenylethyl)-1,4-dihydropyrimidin-2-yl]sulfanyl}acetonitrile
—— 1-(2-{[2-(Morpholin-4-ylmethyl)phenyl]sulfanyl}phenyl)methanamine 887407-44-5 C18H22N2OS
1-(2-{[2-(Morpholin-4-ylmethyl)phenyl]sulfanyl}phenyl)methanamine
—— 3-amino-5-ethyl-6-methyl-4-phenylsulfanyl-1H-pyridin-2-one —— C14H16N2OS
3-amino-5-ethyl-6-methyl-4-phenylsulfanyl-1H-pyridin-2-one
—— 2-Methylpropoxymethanedithiol —— C5H12OS2
2-Methylpropoxymethanedithiol
—— 2-[5-Cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-YL]-N~1~-[3-(difluoromethyl)-5-(ethylsulfanyl)-4H-1,2,4-triazol-4-YL]acetamide —— C14H15F5N6OS
2-[5-Cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-YL]-N~1~-[3-(difluoromethyl)-5-(ethylsulfanyl)-4H-1,2,4-triazol-4-YL]acetamide
—— 2-[(4-Bromophenyl)sulfanyl]-5-(diethylsulfamoyl)benzoic acid —— C17H18BrNO4S2
2-[(4-Bromophenyl)sulfanyl]-5-(diethylsulfamoyl)benzoic acid
—— Copper;methanol;(2-methylsulfanylpyridin-3-yl)methanediol —— C30H44Cu2N4O10S4
Copper;methanol;(2-methylsulfanylpyridin-3-yl)methanediol
—— 3,3,12,12-Tetramethyl-1,10-dioxa-5,14-dithiadispiro[5.2.59.26]hexadecane —— C16H28O2S2
3,3,12,12-Tetramethyl-1,10-dioxa-5,14-dithiadispiro[5.2.59.26]hexadecane
—— bis(methylthio)tetrathiafulvalenothioquinone-1,3-dithiocarbonatodithiolemethide 648895-62-9 C12H6OS11
bis(methylthio)tetrathiafulvalenothioquinone-1,3-dithiocarbonatodithiolemethide
—— 2-methylpropyl 2-(cyclohex-3-en-1-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H30N2O3S2
2-methylpropyl 2-(cyclohex-3-en-1-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 4,8-diethyl[1,3]dithiolo[4,5-f]benzotrithiole 5-oxide —— C11H12OS5
4,8-diethyl[1,3]dithiolo[4,5-f]benzotrithiole 5-oxide
—— 2-[(4-cyclopropyl-5-{[3-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl]methyl}-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(prop-2-en-1-yl)acetamide —— C16H20F2N6OS
2-[(4-cyclopropyl-5-{[3-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl]methyl}-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(prop-2-en-1-yl)acetamide
—— 1-(4-Methylsulfanylphenyl)-2-piperazin-1-ylethanol —— C13H20N2OS
1-(4-Methylsulfanylphenyl)-2-piperazin-1-ylethanol
—— 5-nitro-N-[(4-phenylsulfanylphenyl)methylideneamino]-1-benzothiophene-2-carboxamide —— C22H15N3O3S2
5-nitro-N-[(4-phenylsulfanylphenyl)methylideneamino]-1-benzothiophene-2-carboxamide
—— 3-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1-sulfonate —— C11H11N2O3S4-
3-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1-sulfonate
—— S-(2-acetylsulfanyl-6-methylpyrimidin-4-yl) ethanethioate —— C9H10N2O2S2
S-(2-acetylsulfanyl-6-methylpyrimidin-4-yl) ethanethioate
—— 3,3-Dimethylbut-1-yne-1-thiol —— C6H10S
3,3-Dimethylbut-1-yne-1-thiol
—— 5-methyl-3-nonylsulfanyl-1H-1,2,4-triazole —— C12H23N3S
5-methyl-3-nonylsulfanyl-1H-1,2,4-triazole
—— 2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(1,1-dioxothiolan-3-yl)acetamide —— C19H20N4O3S3
2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(1,1-dioxothiolan-3-yl)acetamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(oxolan-2-ylmethyl)acetamide —— C17H22N4O2S2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(oxolan-2-ylmethyl)acetamide
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1H-indazole-3-carboxylate —— C22H17N3O3S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1H-indazole-3-carboxylate
—— 4-amino-2-(imidazo[2,1-b][1,3]thiazol-6-ylmethylsulfanyl)-1H-pyrimidin-6-one —— C10H9N5OS2
4-amino-2-(imidazo[2,1-b][1,3]thiazol-6-ylmethylsulfanyl)-1H-pyrimidin-6-one
—— 5-(2-Nitrophenyl)-3-([2-nitro-4-(trifluoromethyl)phenyl]sulfanyl)-1H-1,2,4-triazole —— C15H8F3N5O4S
5-(2-Nitrophenyl)-3-([2-nitro-4-(trifluoromethyl)phenyl]sulfanyl)-1H-1,2,4-triazole
—— 3-(3-Chloro-4-methoxyphenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H14Cl2N2O4S3
3-(3-Chloro-4-methoxyphenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— ethyl N-[2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H12ClN3O3S3
ethyl N-[2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate
—— (2E)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-(pentylidenehydrazinylidene)-1,3-thiazolidin-4-one —— C16H19F2N3OS2
(2E)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-(pentylidenehydrazinylidene)-1,3-thiazolidin-4-one
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1,1-dioxothiolan-3-yl)-N-(2-methylpropyl)acetamide —— C18H22BrN3O4S2
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1,1-dioxothiolan-3-yl)-N-(2-methylpropyl)acetamide
—— 2-[6-(4-Methylphenyl)-2-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C24H25N2OS+
2-[6-(4-Methylphenyl)-2-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— N-[(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide —— C18H28N4OS
N-[(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide
—— 3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H14ClN3O2S
3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— N-octyl-4-octylsulfanylaniline —— C22H39NS
N-octyl-4-octylsulfanylaniline
—— N-[[1-[(3-methylphenyl)methyl]pyrrol-2-yl]methyl]-2-phenylsulfanyl-N-propan-2-ylacetamide —— C24H28N2OS
N-[[1-[(3-methylphenyl)methyl]pyrrol-2-yl]methyl]-2-phenylsulfanyl-N-propan-2-ylacetamide
—— Ethyl 2-[(5-{[(adamantan-1-YL)formamido]methyl}-4-ethyl-4H-1,2,4-triazol-3-YL)sulfanyl]acetate —— C20H30N4O3S
Ethyl 2-[(5-{[(adamantan-1-YL)formamido]methyl}-4-ethyl-4H-1,2,4-triazol-3-YL)sulfanyl]acetate
—— Methyl 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11FN2O3S
Methyl 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 1-[(4-Amino-5-anilino-1,2,4-triazol-3-yl)sulfanyl]propan-2-one —— C11H13N5OS
1-[(4-Amino-5-anilino-1,2,4-triazol-3-yl)sulfanyl]propan-2-one