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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-[(R)-hexadecylsulfinyl]ethanol —— C18H38O2S
2-[(R)-hexadecylsulfinyl]ethanol
—— 2-{[5-benzyl-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(tricyclo[3.3.1.1~3,7~]dec-1-yl)acetamide —— C24H30N4OS
2-{[5-benzyl-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(tricyclo[3.3.1.1~3,7~]dec-1-yl)acetamide
—— 2-[(S)-hexadecylsulfinyl]ethanol —— C18H38O2S
2-[(S)-hexadecylsulfinyl]ethanol
—— 2-[(4-amino-5-cyanopyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)acetamide —— C15H15N5OS
2-[(4-amino-5-cyanopyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)acetamide
—— 2-[(5,6-Dipyridin-2-yl-1,2,4-triazin-3-yl)sulfanyl]-1-thiophen-2-ylethanone —— C19H13N5OS2
2-[(5,6-Dipyridin-2-yl-1,2,4-triazin-3-yl)sulfanyl]-1-thiophen-2-ylethanone
—— ethyl [(1H-1,2,3-triazol-5-ylsulfanyl)acetyl]carbamate —— C7H10N4O3S
ethyl [(1H-1,2,3-triazol-5-ylsulfanyl)acetyl]carbamate
—— N-benzyl-2-[(6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)thio]propanamide —— C14H16N4O2S
N-benzyl-2-[(6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)thio]propanamide
—— N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-2-pyridin-2-ylacetamide —— C18H19N5OS
N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-2-pyridin-2-ylacetamide
—— 3-[[2-(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyridine —— C14H19N5S
3-[[2-(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]methyl]pyridine
—— (4-Methoxycyclohexyl)-[2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone —— C21H35N5O2S
(4-Methoxycyclohexyl)-[2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone
—— N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-4-methylcyclohexan-1-amine —— C18H26N4S
N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]-4-methylcyclohexan-1-amine
—— 3-(4-Ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine —— C17H30N4S
3-(4-Ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine
—— N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]cyclohexanamine —— C17H24N4S
N-[(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]cyclohexanamine
—— 1-Cyclohexyl-3-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]urea —— C13H23N5OS
1-Cyclohexyl-3-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]urea
—— 1-Cyclohexyl-3-[(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]urea —— C13H23N5OS
1-Cyclohexyl-3-[(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]urea
—— 3-(5-Ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine —— C13H24N4O2S2
3-(5-Ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine
—— (1'S,5'S)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide —— C24H31N3OS2
(1'S,5'S)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide
—— (1'R,5'R)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide —— C24H31N3OS2
(1'R,5'R)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide
—— N-[[5-(4-fluorophenyl)furan-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropan-1-amine —— C16H18FN5OS
N-[[5-(4-fluorophenyl)furan-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropan-1-amine
—— ethyl (1S,5S,6S)-5-hydroxy-1-(trifluoromethyl)spiro[2-oxa-7-thiabicyclo[3.2.1]octane-4,1'-cyclohexane]-6-carboxylate —— C15H21F3O4S
ethyl (1S,5S,6S)-5-hydroxy-1-(trifluoromethyl)spiro[2-oxa-7-thiabicyclo[3.2.1]octane-4,1'-cyclohexane]-6-carboxylate
—— [4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-pyrimidin-2-ylsulfanyl]-acetic acid —— C12H14N4O2S
[4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-pyrimidin-2-ylsulfanyl]-acetic acid
—— (NZ)-N-[2-chloro-3,3-bis[(4-chlorophenyl)sulfanyl]prop-2-enylidene]hydroxylamine —— C15H10Cl3NOS2
(NZ)-N-[2-chloro-3,3-bis[(4-chlorophenyl)sulfanyl]prop-2-enylidene]hydroxylamine
—— (E)-4-[4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-1-oxo-2-butenyl]morpholine —— C12H15ClN4O2S
(E)-4-[4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-1-oxo-2-butenyl]morpholine
—— (E)-N-allyl-N-methyl-4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-2-butenamide —— C12H15ClN4OS
(E)-N-allyl-N-methyl-4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-2-butenamide
—— (E)-N,N-Diethyl-4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-2-pentenamide —— C13H19ClN4OS
(E)-N,N-Diethyl-4-[(4-amino-6-chloro-2-pyrimidinyl)thio]-2-pentenamide
—— 3,5-Bis(4-(methylthio)benzylidene)-4-piperidinone hydrochloride —— C21H21NOS2
3,5-Bis(4-(methylthio)benzylidene)-4-piperidinone hydrochloride
—— 1-[2-(Cycloocten-1-yloxy)ethoxymethyl]-5-(3, 5-dichlorophenylthio)-4-isopropyl-2-methyl-1H-imidazole —— C24H32Cl2N2O2S
1-[2-(Cycloocten-1-yloxy)ethoxymethyl]-5-(3, 5-dichlorophenylthio)-4-isopropyl-2-methyl-1H-imidazole
—— 6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-1-[(E)-3-(2-furyl)allyl]pyrimidine-2,4-dione —— C21H22N2O3S
6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-1-[(E)-3-(2-furyl)allyl]pyrimidine-2,4-dione
—— 6-(Furan-2-yl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C14H10N4OS2
6-(Furan-2-yl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— N-cycloheptyl-2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]acetamide —— C13H21N3OS
N-cycloheptyl-2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]acetamide
—— 3-{[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propanoic acid —— C10H10N2O4S
3-{[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propanoic acid
—— N-benzyl-2-[(1-benzyl-1H-tetrazol-5-yl)sulfanyl]acetamide —— C17H17N5OS
N-benzyl-2-[(1-benzyl-1H-tetrazol-5-yl)sulfanyl]acetamide
—— 6-Phenyl-3-[(phenylthio)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H12N4S2
6-Phenyl-3-[(phenylthio)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— methyl {[4-ethyl-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate —— C12H15N3O2S2
methyl {[4-ethyl-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate
—— 4-Methyl-2-{[(2-phenyl-1,3-thiazol-4-yl)methyl]sulfanyl}pyrimidine —— C15H13N3S2
4-Methyl-2-{[(2-phenyl-1,3-thiazol-4-yl)methyl]sulfanyl}pyrimidine
—— 3-cyclopropyl-5-[(4-methylbenzyl)sulfanyl]-4-(propan-2-yl)-4H-1,2,4-triazole —— C16H21N3S
3-cyclopropyl-5-[(4-methylbenzyl)sulfanyl]-4-(propan-2-yl)-4H-1,2,4-triazole
—— ethyl {[4-(prop-2-en-1-yl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate —— C13H15N3O2S2
ethyl {[4-(prop-2-en-1-yl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate
—— N-[1-(3,4-dimethylphenyl)ethyl]-2-(phenylsulfanyl)acetamide —— C18H21NOS
N-[1-(3,4-dimethylphenyl)ethyl]-2-(phenylsulfanyl)acetamide
—— ethyl 2-((4-ethyl-5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl)thio)acetate —— C12H15N3O2S2
ethyl 2-((4-ethyl-5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl)thio)acetate
—— 2-{[5-methyl-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(1-phenylethyl)acetamide —— C16H20N4OS
2-{[5-methyl-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(1-phenylethyl)acetamide
—— N-cyclopentyl-2-{[4-(prop-2-en-1-yl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C16H20N4OS2
N-cyclopentyl-2-{[4-(prop-2-en-1-yl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— 2-({[2-(2-Methylphenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyrimidine —— C15H13N3S2
2-({[2-(2-Methylphenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyrimidine
—— methyl {[5-(5-ethylthiophen-3-yl)-4-methyl-4H-1,2,4-triazol-3-yl]sulfanyl}acetate —— C12H15N3O2S2
methyl {[5-(5-ethylthiophen-3-yl)-4-methyl-4H-1,2,4-triazol-3-yl]sulfanyl}acetate
—— 2-{[5-(2-methylfuran-3-yl)-4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C12H16N4O2S
2-{[5-(2-methylfuran-3-yl)-4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— methyl {[4-methyl-5-(2-thienylmethyl)-4H-1,2,4-triazol-3-yl]thio}acetate —— C11H13N3O2S2
methyl {[4-methyl-5-(2-thienylmethyl)-4H-1,2,4-triazol-3-yl]thio}acetate
—— 2-{[5-(4,5-dimethylthiophen-3-yl)-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C13H16N4OS2
2-{[5-(4,5-dimethylthiophen-3-yl)-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— N-cyclopropyl-2-{[5-(5-methylthiophen-3-yl)-4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C15H20N4OS2
N-cyclopropyl-2-{[5-(5-methylthiophen-3-yl)-4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— N-(furan-2-ylmethyl)-2-{[5-(furan-2-yl)-4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C16H18N4O3S
N-(furan-2-ylmethyl)-2-{[5-(furan-2-yl)-4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— 2-{[5-(5-methylthiophen-3-yl)-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C12H14N4OS2
2-{[5-(5-methylthiophen-3-yl)-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— N-cyclopropyl-2-{[4-methyl-5-(2-methylfuran-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C13H16N4O2S
N-cyclopropyl-2-{[4-methyl-5-(2-methylfuran-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide