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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
—— (3Z,6Z)-3-(3-Chlorobenzylidene)-6-(4-(2-dimethylaminoethylthio)benzylidene)-2,5-piperazinedione —— C22H22ClN3O2S
(3Z,6Z)-3-(3-Chlorobenzylidene)-6-(4-(2-dimethylaminoethylthio)benzylidene)-2,5-piperazinedione
—— (+/-)-5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-(2-hydroxyethoxy)-1-methylethyl]amino]thiazolo[4,5-d]pyrimidin-2(3H)-one —— C17H18F2N4O3S2
(+/-)-5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-(2-hydroxyethoxy)-1-methylethyl]amino]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 7-phenyl-4-phenylsulfanyl-2-pyridin-2-yl-3,4-dihydro-2H-pyrazino[1,2-a]pyrimidine-9-carbonitrile —— C25H19N5S
7-phenyl-4-phenylsulfanyl-2-pyridin-2-yl-3,4-dihydro-2H-pyrazino[1,2-a]pyrimidine-9-carbonitrile
—— (1R)-1-(4-fluorophenyl)-2-(5-methylpyridin-2-yl)sulfanylethanol —— C14H14FNOS
(1R)-1-(4-fluorophenyl)-2-(5-methylpyridin-2-yl)sulfanylethanol
—— (1S)-1-(2,5-difluorophenyl)-2-(5-methylpyridin-2-yl)sulfanylethanol —— C14H13F2NOS
(1S)-1-(2,5-difluorophenyl)-2-(5-methylpyridin-2-yl)sulfanylethanol
—— N-methoxy-2-[[3-[(E)-2-pyridin-2-ylethenyl]-1H-indazol-6-yl]sulfanyl]benzamide —— C22H18N4O2S
N-methoxy-2-[[3-[(E)-2-pyridin-2-ylethenyl]-1H-indazol-6-yl]sulfanyl]benzamide
—— (1R)-2-(4-chlorophenyl)sulfanyl-1-(2,6-difluorophenyl)ethanol —— C14H11ClF2OS
(1R)-2-(4-chlorophenyl)sulfanyl-1-(2,6-difluorophenyl)ethanol
—— (1S)-2-(4-chlorophenyl)sulfanyl-1-(2,6-difluorophenyl)ethanol —— C14H11ClF2OS
(1S)-2-(4-chlorophenyl)sulfanyl-1-(2,6-difluorophenyl)ethanol
—— Ethyl 3-[6-acetyl-2-(4-fluorophenyl)-5-methyl-3-oxopyridazin-4-yl]sulfanylpropanoate —— C18H19FN2O4S
Ethyl 3-[6-acetyl-2-(4-fluorophenyl)-5-methyl-3-oxopyridazin-4-yl]sulfanylpropanoate
—— 7-(1-hydroxypropan-2-ylamino)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C13H15N5O2S3
7-(1-hydroxypropan-2-ylamino)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 7-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2(3H)-one —— C15H16N4O3S2
7-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— N-[4-(4-methoxy-3-propan-2-ylphenyl)sulfanyl-3,5-dimethylphenyl]-2-methylpropanamide —— C22H29NO2S
N-[4-(4-methoxy-3-propan-2-ylphenyl)sulfanyl-3,5-dimethylphenyl]-2-methylpropanamide
—— 2-[(Z)-2-(4-methylphenyl)ethenyl]-3-phenylsulfanylquinoxaline —— C23H18N2S
2-[(Z)-2-(4-methylphenyl)ethenyl]-3-phenylsulfanylquinoxaline
—— N'-[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide —— C14H14ClN3O2S
N'-[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide
—— 2-(3-Fluorophenyl)-6-(1-hydroxyethyl)-5-methyl-4-phenylsulfanylpyridazin-3-one —— C19H17FN2O2S
2-(3-Fluorophenyl)-6-(1-hydroxyethyl)-5-methyl-4-phenylsulfanylpyridazin-3-one
—— N'-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide —— C14H14ClN3O2S
N'-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide
—— 7-(1-hydroxypropan-2-ylamino)-5-(thiophen-2-ylmethylsulfanyl)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C13H14N4O2S3
7-(1-hydroxypropan-2-ylamino)-5-(thiophen-2-ylmethylsulfanyl)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 4-Thiophen-2-ylsulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline —— C14H7F3N4S2
4-Thiophen-2-ylsulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline
—— Cyclohexyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]azanium —— C18H24NO2S2+
Cyclohexyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]azanium
—— 5,10-Dihydro-7-thio(4-methoxyphenoxy)pyrimido[4,5-b]quinolin4(1 H)-one 182922-48-1 C18H15N3O2S
5,10-Dihydro-7-thio(4-methoxyphenoxy)pyrimido[4,5-b]quinolin4(1 H)-one
—— 4-[2-Amino-5-(4-chlorophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one —— C16H16ClN3OS
4-[2-Amino-5-(4-chlorophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one
—— 3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-5-[4-(trifluoromethyl)pyridin-3-yl]-1,2,4-oxadiazole —— C11H7F3N6OS
3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-5-[4-(trifluoromethyl)pyridin-3-yl]-1,2,4-oxadiazole
—— 4-[2-[2-(1,3-Thiazol-2-ylsulfanyl)ethoxy]ethylsulfanyl]phenol —— C13H15NO2S3
4-[2-[2-(1,3-Thiazol-2-ylsulfanyl)ethoxy]ethylsulfanyl]phenol
—— 3-ethylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole —— C13H17N3OS2
3-ethylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole
—— 2-[2-(3-chloro-benzylsulfanyl)-phenyl]-1,4,5,6-tetrahydro-pyrimidine —— C17H17ClN2S
2-[2-(3-chloro-benzylsulfanyl)-phenyl]-1,4,5,6-tetrahydro-pyrimidine
—— tert-butyl 2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H23N3O3S2
tert-butyl 2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 3-ethylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole —— C13H17N3OS2
3-ethylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole
—— tert-butyl 2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H23N3O3S2
tert-butyl 2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 3-[(3,5-dimethylphenyl)methylsulfanyl]-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C18H20N4S
3-[(3,5-dimethylphenyl)methylsulfanyl]-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 2-methyl-6-[(E)-4-(4-methylpyrimidin-2-yl)sulfanylbut-2-enyl]sulfanylpyrazine —— C14H16N4S2
2-methyl-6-[(E)-4-(4-methylpyrimidin-2-yl)sulfanylbut-2-enyl]sulfanylpyrazine
—— 3-(3-(5-Cyanopentylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine —— C14H20N4S2
3-(3-(5-Cyanopentylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 3-(3,3-dimethoxypropylsulfanyl)-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C14H20N4O2S
3-(3,3-dimethoxypropylsulfanyl)-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 4-[2-[2-(1H-pyrrol-3-ylsulfanyl)ethoxy]ethylsulfanyl]phenol —— C14H17NO2S2
4-[2-[2-(1H-pyrrol-3-ylsulfanyl)ethoxy]ethylsulfanyl]phenol
—— [5-(benzylthio)-1H-[1,2,4]triazol-3-yl]-pyridin-3-yl-amine 334539-94-5 C14H13N5S
[5-(benzylthio)-1H-[1,2,4]triazol-3-yl]-pyridin-3-yl-amine
—— 3-[(Z)-2-methylbut-2-enyl]sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C14H18N4S
3-[(Z)-2-methylbut-2-enyl]sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 1-Carboxymethyl-5-[(5-nitrothiazol-2-yl)mercapto]tetrazole —— C6H4N6O4S2
1-Carboxymethyl-5-[(5-nitrothiazol-2-yl)mercapto]tetrazole
—— 3-[(3S)-1-azabicyclo[2.2.1]heptan-3-yl]-4-butylsulfanyl-1,2,5-thiadiazole —— C12H19N3S2
3-[(3S)-1-azabicyclo[2.2.1]heptan-3-yl]-4-butylsulfanyl-1,2,5-thiadiazole
—— endo-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H19N3S2
endo-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— Dithionane-3-carboxylic acid —— C8H14O2S2
Dithionane-3-carboxylic acid
—— 3-anilino-5-allyllthio-1,2,4-triazole 334538-52-2 C11H12N4S
3-anilino-5-allyllthio-1,2,4-triazole
—— 3-methoxy-4,5-dimethyl-6-allylthiopyridazine —— C10H14N2OS
3-methoxy-4,5-dimethyl-6-allylthiopyridazine
—— (1R,9S)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine —— C9H12N4S
(1R,9S)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine
—— (1S,9R)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine —— C9H12N4S
(1S,9R)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine
—— (1S,9S)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine —— C9H12N4S
(1S,9S)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine
—— (1R,9R)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine —— C9H12N4S
(1R,9R)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2,4,6-trien-3-amine
—— (2R)-N-(5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C17H20N4OS
(2R)-N-(5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-(5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C17H20N4OS
(2S)-N-(5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2E)-2-[[5-(4-bromophenyl)sulfanylfuran-2-yl]methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one —— C20H11BrN2O2S2
(2E)-2-[[5-(4-bromophenyl)sulfanylfuran-2-yl]methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one
—— (5Z)-5-[[5-(4-bromophenyl)sulfanylfuran-2-yl]methylidene]-2-piperidin-1-yl-1,3-thiazol-4-one —— C19H17BrN2O2S2
(5Z)-5-[[5-(4-bromophenyl)sulfanylfuran-2-yl]methylidene]-2-piperidin-1-yl-1,3-thiazol-4-one
—— (Z)-3-[5-(4-bromophenyl)sulfanylfuran-2-yl]-2-(4-oxo-1H-quinazolin-2-yl)prop-2-enenitrile —— C21H12BrN3O2S
(Z)-3-[5-(4-bromophenyl)sulfanylfuran-2-yl]-2-(4-oxo-1H-quinazolin-2-yl)prop-2-enenitrile