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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
—— 4-Benzyl-5-isobutylsulfanyl-1-isopropyl-3-methyl-1,3-dihydro-imidazol-2-one —— C18H26N2OS
4-Benzyl-5-isobutylsulfanyl-1-isopropyl-3-methyl-1,3-dihydro-imidazol-2-one
—— 6-amino-4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile —— C16H18N4OS
6-amino-4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile
—— [4-amino-5-(1-methyl-1H-pyrrol-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 476302-06-4 C14H18N4O2S
[4-amino-5-(1-methyl-1H-pyrrol-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— 2-[1-Cyclopentyl-3-(methylamino)propyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C16H23N3S
2-[1-Cyclopentyl-3-(methylamino)propyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 2-(3,4,4-Trifluoro-but-3-enylsulfanyl)-thiazolo[5,4-b]pyridine —— C10H7F3N2S2
2-(3,4,4-Trifluoro-but-3-enylsulfanyl)-thiazolo[5,4-b]pyridine
—— 3-hexylsulfanyl-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C13H19N3S2
3-hexylsulfanyl-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— methyl (E)-6-chloro-3-phenylsulfanylhex-2-enoate —— C13H15ClO2S
methyl (E)-6-chloro-3-phenylsulfanylhex-2-enoate
—— 1-(2-Hydroxy-ethyl)-3-(2-ethyl-cyclohex-2-enylmethyl)-thiourea —— C12H22N2OS
1-(2-Hydroxy-ethyl)-3-(2-ethyl-cyclohex-2-enylmethyl)-thiourea
—— 1-(2-Butyl-cyclopent-1-enylmethyl)-3-(2-hydroxy-ethyl)-thiourea —— C13H24N2OS
1-(2-Butyl-cyclopent-1-enylmethyl)-3-(2-hydroxy-ethyl)-thiourea
—— 4-(4-pyridylsulphanylmethyl)-4,5-dihydro-1,3-thiazol-2-ylamine —— C9H11N3S2
4-(4-pyridylsulphanylmethyl)-4,5-dihydro-1,3-thiazol-2-ylamine
—— 5-[[2-(Ethylthio)ethyl]thio]-1H-1,2,4-triazol-3-amine 861924-95-0 C6H12N4S2
5-[[2-(Ethylthio)ethyl]thio]-1H-1,2,4-triazol-3-amine
—— 1-(2,3-Dimethyl-cyclohex-2-enyl)-3-(2-hydroxy-ethyl)-thiourea —— C11H20N2OS
1-(2,3-Dimethyl-cyclohex-2-enyl)-3-(2-hydroxy-ethyl)-thiourea
—— 1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclohex-2-enyl)-thiourea —— C10H18N2OS
1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclohex-2-enyl)-thiourea
—— 2-(Methyldisulfanyl)ethanesulfinate —— C3H7O2S3-
2-(Methyldisulfanyl)ethanesulfinate
—— 5-bromo-N-[4-chloro-3-[(3R)-1-methylpyrrolidin-3-yl]oxyphenyl]-6-(2,3-dichlorophenyl)sulfanylpyridine-3-sulfonamide —— C22H19BrCl3N3O3S2
5-bromo-N-[4-chloro-3-[(3R)-1-methylpyrrolidin-3-yl]oxyphenyl]-6-(2,3-dichlorophenyl)sulfanylpyridine-3-sulfonamide
—— [(E)-(4-chlorophenyl)sulfanyl-[5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]methyl] dihydrogen phosphate —— C19H16ClN2O5PS3
[(E)-(4-chlorophenyl)sulfanyl-[5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]methyl] dihydrogen phosphate
—— 5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-4-yl)ethyl]-2-(4-nitrophenyl)sulfanylpyridine —— C26H19F4N3O5S
5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-4-yl)ethyl]-2-(4-nitrophenyl)sulfanylpyridine
—— [[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid 253331-90-7 C25H22N4O5S
[[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid
—— Ethyl 3-(3-chlorophenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate —— C23H18ClNO3S2
Ethyl 3-(3-chlorophenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate
—— (E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2R,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methyl-1-(2-methylsulfanyl-1,3-thiazol-5-yl)but-2-en-1-one —— C21H31NO6S2
(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2R,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methyl-1-(2-methylsulfanyl-1,3-thiazol-5-yl)but-2-en-1-one
—— 2,2-dioxo-N-[(6-phenylsulfanyl-1H-benzimidazol-2-yl)methyl]-3H-1,2lambda6,3-benzoxathiazole-6-carboxamide —— C21H16N4O4S2
2,2-dioxo-N-[(6-phenylsulfanyl-1H-benzimidazol-2-yl)methyl]-3H-1,2lambda6,3-benzoxathiazole-6-carboxamide
—— (4E)-2-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-4-[[4-(trifluoromethyl)phenyl]methylidene]-1,3-oxazol-5-one —— C22H12ClF3N2O2S
(4E)-2-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-4-[[4-(trifluoromethyl)phenyl]methylidene]-1,3-oxazol-5-one
—— 1-[3-(4-Chlorophenyl)-4-cyano-5-(2-methylpropylsulfanyl)thiophen-2-yl]-3-[3-(dimethylamino)propyl]urea —— C21H27ClN4OS2
1-[3-(4-Chlorophenyl)-4-cyano-5-(2-methylpropylsulfanyl)thiophen-2-yl]-3-[3-(dimethylamino)propyl]urea
—— 2-[2-[[6-(Diethylamino)-2-pentylsulfanylpyrimidin-4-yl]-methylamino]ethoxy]ethylphosphonic acid —— C18H35N4O4PS
2-[2-[[6-(Diethylamino)-2-pentylsulfanylpyrimidin-4-yl]-methylamino]ethoxy]ethylphosphonic acid
—— Ethyl 3-(2-methylphenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate —— C24H21NO3S2
Ethyl 3-(2-methylphenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate
—— ethyl 5-oxo-4-(4-phenylsulfanylanilino)-7,8-dihydro-6H-quinoline-3-carboxylate —— C24H22N2O3S
ethyl 5-oxo-4-(4-phenylsulfanylanilino)-7,8-dihydro-6H-quinoline-3-carboxylate
—— 4-[4-(4-Chloro-2-methylanilino)-1,3-thiazol-2-yl]-5-methylsulfanylthiophene-2-carboximidamide —— C16H15ClN4S3
4-[4-(4-Chloro-2-methylanilino)-1,3-thiazol-2-yl]-5-methylsulfanylthiophene-2-carboximidamide
—— 2-[4-[1-(1-Cyclohexylpiperidin-4-yl)ethenyl]phenyl]sulfanylpyridine —— C24H30N2S
2-[4-[1-(1-Cyclohexylpiperidin-4-yl)ethenyl]phenyl]sulfanylpyridine
—— 4-[[(2R,4R)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol —— C17H19NO2S2
4-[[(2R,4R)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol
—— (2S,4R)-4-[3-fluoro-5-[4-[(E)-N-hydroxy-C-methylcarbonimidoyl]phenyl]sulfanylphenyl]-2-methyloxan-4-ol —— C20H22FNO3S
(2S,4R)-4-[3-fluoro-5-[4-[(E)-N-hydroxy-C-methylcarbonimidoyl]phenyl]sulfanylphenyl]-2-methyloxan-4-ol
—— 2-[(2-Amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]butan-1-ol —— C16H19N5OS2
2-[(2-Amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]butan-1-ol
—— N-[3-(tert-butyl)pyrazol-5-yl][(4-(4-pyridylthio)phenyl)amino]carboxamide —— C19H21N5OS
N-[3-(tert-butyl)pyrazol-5-yl][(4-(4-pyridylthio)phenyl)amino]carboxamide
—— 5-[3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)propylsulfanyl]-1,3,4-thiadiazol-2-amine;hydrochloride —— C16H21ClN4S2
5-[3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)propylsulfanyl]-1,3,4-thiadiazol-2-amine;hydrochloride
—— 4-[2-[2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol —— C13H16N2O2S4
4-[2-[2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol
—— 3-(4-chloro-anilino)-5-(3,4-difluoro-benzylthio)-1,2,4-triazole 334539-39-8 C15H11ClF2N4S
3-(4-chloro-anilino)-5-(3,4-difluoro-benzylthio)-1,2,4-triazole
—— (Z,Z)-2-bromo-N-(3-methyl-5-methylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine —— C13H13BrN4S
(Z,Z)-2-bromo-N-(3-methyl-5-methylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine
—— N7-Cyclopropyl-5-(pentylthio)thiazolo[4,5-d]pyrimidine-2,7-diamine 259100-75-9 C13H19N5S2
N7-Cyclopropyl-5-(pentylthio)thiazolo[4,5-d]pyrimidine-2,7-diamine
—— 4-[(4-methylphenyl)thio]thieno[3,2-c]pyridine-2-carboxamide —— C15H12N2OS2
4-[(4-methylphenyl)thio]thieno[3,2-c]pyridine-2-carboxamide
—— 3-anilino-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole 334538-61-3 C13H13N5OS
3-anilino-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole
—— 8-benzyl-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one —— C15H17N3OS
8-benzyl-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one
—— 3-(3-(4-Cyanobutylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine —— C13H18N4S2
3-(3-(4-Cyanobutylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 2-(4-Phenylsulfanylanilino)thieno[2,3-d][1,3]oxazin-4-one —— C18H12N2O2S2
2-(4-Phenylsulfanylanilino)thieno[2,3-d][1,3]oxazin-4-one
—— 4-Isopropyl-2-methyl-5-phenylthio-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol —— C21H24N2OS
4-Isopropyl-2-methyl-5-phenylthio-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol
—— (5R,6R)-6-(3-(3-(2-thienyl)propylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C16H21N3S3
(5R,6R)-6-(3-(3-(2-thienyl)propylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(4-fluorophenyl)pyrimidin-2-amine —— C16H15FN4OS
4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(4-fluorophenyl)pyrimidin-2-amine
—— 6-acetyl-2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile —— C18H19N3O2S
6-acetyl-2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile
—— 4-(2-Anilinopyridin-4-yl)-3-methyl-5-methylsulfanylthiophene-2-carbonitrile —— C18H15N3S2
4-(2-Anilinopyridin-4-yl)-3-methyl-5-methylsulfanylthiophene-2-carbonitrile
—— 3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methyl-6-oxo-1H-pyridine-2-carbonitrile —— C17H19N3O2S
3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methyl-6-oxo-1H-pyridine-2-carbonitrile
—— 2-(4-Chlorophenyl)-5-(1-oxidopyridin-1-ium-2-yl)sulfanyl-1,2-thiazol-3-one —— C14H9ClN2O2S2
2-(4-Chlorophenyl)-5-(1-oxidopyridin-1-ium-2-yl)sulfanyl-1,2-thiazol-3-one
—— exo-6-(3-(4-methylbenzylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C17H21N3S2
exo-6-(3-(4-methylbenzylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane