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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-[(2R)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C22H27F3N2O3S3
2-[(2R)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 1-[(R)-butylsulfinyl]dodecane —— C16H34OS
1-[(R)-butylsulfinyl]dodecane
—— 2-[(2S)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C22H27F3N2O3S3
2-[(2S)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 1-[(S)-butylsulfinyl]dodecane —— C16H34OS
1-[(S)-butylsulfinyl]dodecane
—— 5-[(2-bromophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15BrN4O2S2
5-[(2-bromophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 2-[(1-methyl-2-oxopyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one —— C25H31N3O2S
2-[(1-methyl-2-oxopyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one
—— ethyl (2E)-2-[3-[2-(4-amino-6-methylpyrimidin-2-yl)sulfanylethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C14H18N4O3S2
ethyl (2E)-2-[3-[2-(4-amino-6-methylpyrimidin-2-yl)sulfanylethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (2E)-2-[3-[2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C18H20N4O3S3
ethyl (2E)-2-[3-[2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 5-(7-phenylsulfanylheptylsulfanyl)-2-(pyridin-3-ylmethyl)-1H-pyrimidin-6-one —— C23H27N3OS2
5-(7-phenylsulfanylheptylsulfanyl)-2-(pyridin-3-ylmethyl)-1H-pyrimidin-6-one
—— ethyl (2E)-2-[3-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C19H22N4O3S3
ethyl (2E)-2-[3-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 1-(4-Nitrophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea —— C19H14N4O5S
1-(4-Nitrophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea
—— 2-tert-Butyl-4-chloro-5-[4-(1,2,4-thiadiazol-5-yl)benzylthio]-3(2H)-pyridazinone —— C17H17ClN4OS2
2-tert-Butyl-4-chloro-5-[4-(1,2,4-thiadiazol-5-yl)benzylthio]-3(2H)-pyridazinone
—— 1-(5-tert-butyl-1H-pyrazol-3-yl)-3-[6-(4-methoxyphenyl)sulfanylpyridin-3-yl]urea —— C20H23N5O2S
1-(5-tert-butyl-1H-pyrazol-3-yl)-3-[6-(4-methoxyphenyl)sulfanylpyridin-3-yl]urea
—— 6-(3-butyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylsulfanyl)-nicotinic acid 249649-95-4 C24H31NO2S
6-(3-butyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylsulfanyl)-nicotinic acid
—— 4-[2-(4-Chloro-2-methyl-phenylamino)-thiazol-4-yl]-5-methylsulfanyl-thiophene-2-carboxamidine —— C16H15ClN4S3
4-[2-(4-Chloro-2-methyl-phenylamino)-thiazol-4-yl]-5-methylsulfanyl-thiophene-2-carboxamidine
—— 5-[(2,3-difluorophenyl)methylsulfanyl]-7-[[(2R)-1-hydroxypropan-2-yl]amino]-3H-[1,3]thiazolo[4,5-d]pyrimidine-2-thione —— C15H14F2N4OS3
5-[(2,3-difluorophenyl)methylsulfanyl]-7-[[(2R)-1-hydroxypropan-2-yl]amino]-3H-[1,3]thiazolo[4,5-d]pyrimidine-2-thione
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2E,4Z)-hexa-2,4-dienoate —— C16H18ClNO3S
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2E,4Z)-hexa-2,4-dienoate
—— (4-Tert-butyl-2-hydroxyphenyl) 2-phenylsulfanylpyridine-3-carboxylate —— C22H21NO3S
(4-Tert-butyl-2-hydroxyphenyl) 2-phenylsulfanylpyridine-3-carboxylate
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2Z,4Z)-hexa-2,4-dienoate —— C16H18ClNO3S
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2Z,4Z)-hexa-2,4-dienoate
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (Z)-but-2-enoate —— C14H16ClNO3S
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (Z)-but-2-enoate
—— 4-(2-Methoxyphenyl)sulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline —— C17H11F3N4OS
4-(2-Methoxyphenyl)sulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline
—— (+/-)-2-(2-Amino-5-phenylmethylthio-thiazolo[4,5-d]pyrimidin-7-ylamino)-3-methyl-butan-1-ol —— C17H21N5OS2
(+/-)-2-(2-Amino-5-phenylmethylthio-thiazolo[4,5-d]pyrimidin-7-ylamino)-3-methyl-butan-1-ol
—— (2RS,4SR)-4-[3-(4-tert-butylphenylthio)phenyl]-4-methoxy-2-methyltetrahydropyran —— C23H30O2S
(2RS,4SR)-4-[3-(4-tert-butylphenylthio)phenyl]-4-methoxy-2-methyltetrahydropyran
—— 2,8-dimethyl-N-(2-phenylsulfanylphenyl)-6,7-dihydro-5H-pyrido[2,3-d]pyrimidin-5-amine —— C21H22N4S
2,8-dimethyl-N-(2-phenylsulfanylphenyl)-6,7-dihydro-5H-pyrido[2,3-d]pyrimidin-5-amine
—— 4-[[2-Amino-5-(4-chloro-2-fluorophenyl)sulfanylpyrimidin-4-yl]amino]phenol —— C16H12ClFN4OS
4-[[2-Amino-5-(4-chloro-2-fluorophenyl)sulfanylpyrimidin-4-yl]amino]phenol
—— 2-(4-fluorophenyl)-4-phenylsulfanyl-6,7-dihydro-5H-cinnoline-3,8-dione —— C20H15FN2O2S
2-(4-fluorophenyl)-4-phenylsulfanyl-6,7-dihydro-5H-cinnoline-3,8-dione
—— 1-(phenylmethoxymethyl)-5H-thiochromeno[2,3-d]pyrimidine-2,4-dione —— C19H16N2O3S
1-(phenylmethoxymethyl)-5H-thiochromeno[2,3-d]pyrimidine-2,4-dione
—— 3-[2-[2-(2,3-Dihydroxypropylsulfanyl)ethylsulfonyl]ethylsulfanyl]propane-1,2-diol —— C10H22O6S3
3-[2-[2-(2,3-Dihydroxypropylsulfanyl)ethylsulfonyl]ethylsulfanyl]propane-1,2-diol
—— 4-[2-[2-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol —— C14H17NO2S3
4-[2-[2-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol
—— 5-[(1-Methylimidazol-2-yl)sulfanylmethyl]-2-(pyridin-4-ylsulfanylmethyl)pyridine —— C16H16N4S2
5-[(1-Methylimidazol-2-yl)sulfanylmethyl]-2-(pyridin-4-ylsulfanylmethyl)pyridine
—— 5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol;hydrochloride —— C12H10Cl3NOS
5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol;hydrochloride
—— 5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol —— C12H9Cl2NOS
5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol
—— 2-(1-Benzyltetrazol-5-yl)sulfanyl-5-nitro-1,3-thiazole —— C11H8N6O2S2
2-(1-Benzyltetrazol-5-yl)sulfanyl-5-nitro-1,3-thiazole
—— 3-Chloro-4-[2-chloro-4-(dimethylamino)phenyl]sulfanylaniline —— C14H14Cl2N2S
3-Chloro-4-[2-chloro-4-(dimethylamino)phenyl]sulfanylaniline
—— 6,6-Dimethyl-1-(2-methyltetrazol-5-yl)-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one —— C13H16N4OS2
6,6-Dimethyl-1-(2-methyltetrazol-5-yl)-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 3-(4-methyl-anilino)-5-(2-methyl-benzylthio)-1,2,4-triazole 334538-94-2 C17H18N4S
3-(4-methyl-anilino)-5-(2-methyl-benzylthio)-1,2,4-triazole
—— N-tert-butyl-1-[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methanimine oxide —— C16H19NO3S
N-tert-butyl-1-[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methanimine oxide
—— (3Z)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazoline-6-carboxylic acid —— C26H19N3O5S
(3Z)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazoline-6-carboxylic acid
—— (2Z)-2-cyano-2-[(5Z)-3-(3-methoxypropyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-N-(2-morpholin-4-ylethyl)acetamide —— C24H30N4O4S2
(2Z)-2-cyano-2-[(5Z)-3-(3-methoxypropyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-N-(2-morpholin-4-ylethyl)acetamide
—— 8-Benzyl-5-methyl-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione —— C15H15N3O2S
8-Benzyl-5-methyl-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione
—— N-(cyanomethyl)-3-(2-methylpropylsulfonyl)-2-(2-methylpropylsulfonylmethyl)propanamide —— C14H26N2O5S2
N-(cyanomethyl)-3-(2-methylpropylsulfonyl)-2-(2-methylpropylsulfonylmethyl)propanamide
—— N-[2-[[4-(2-anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]ethyl]acetamide —— C18H19N5O2S
N-[2-[[4-(2-anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]ethyl]acetamide
—— 3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-(trifluoromethyl)pyridine-2-carbonitrile —— C17H16F3N3OS
3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-(trifluoromethyl)pyridine-2-carbonitrile
—— N,N-dimethyl-4-[[3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline —— C16H18N4S2
N,N-dimethyl-4-[[3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline
—— 5-[(2-methylphenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C16H17N3S2
5-[(2-methylphenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— Ethyl 2-[4-(4-propan-2-yloxypyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C14H18N4O3S
Ethyl 2-[4-(4-propan-2-yloxypyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 7-(6,6-Dimethyl-7-oxoheptyl)sulfinyl-2,2-dimethylheptanal —— C18H34O3S
7-(6,6-Dimethyl-7-oxoheptyl)sulfinyl-2,2-dimethylheptanal
—— 5-fluoro-6-methyl-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile —— C17H18FN3S
5-fluoro-6-methyl-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile
—— 5-[(4-chlorophenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole —— C14H12ClN3S2
5-[(4-chlorophenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole
—— Ethyl 2-[4-(4-chloro-3,5-dimethylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C13H15ClN4O2S
Ethyl 2-[4-(4-chloro-3,5-dimethylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate