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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
—— 1-(2-methylsulfanylphenyl)-4-oxocyclohexanecarbonitrile 1092532-43-8 C14H15NOS
1-(2-methylsulfanylphenyl)-4-oxocyclohexanecarbonitrile
—— 3-phenyl-4-chloro-5-methylthio-isoxazole 62847-68-1 C10H8ClNOS
3-phenyl-4-chloro-5-methylthio-isoxazole
—— 7-methoxy-3-{-1-[6-(4-methyl-2-oxo-2,3-dihydro-benzoxazol-6-ylsulphanyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one 1231748-58-5 C27H28N6O4S
7-methoxy-3-{-1-[6-(4-methyl-2-oxo-2,3-dihydro-benzoxazol-6-ylsulphanyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one
—— 2-Amino-2-thioxo-thioethansaeure-O-methylester 106941-66-6 C3H5NOS2
2-Amino-2-thioxo-thioethansaeure-O-methylester
—— 1-(4-Bromophenyl)sulfanyl-3-propan-2-yloxypropan-2-ol 1241769-07-2 C12H17BrO2S
1-(4-Bromophenyl)sulfanyl-3-propan-2-yloxypropan-2-ol
—— 1-isopropoxy-3-(p-tolylthio)propan-2-ol 84137-78-0 C13H20O2S
1-isopropoxy-3-(p-tolylthio)propan-2-ol
—— 1-isopropoxy-3-(phenylsulfanyl)propan-2-ol 84137-75-7 C12H18O2S
1-isopropoxy-3-(phenylsulfanyl)propan-2-ol
—— Dimethyl-2-(3-Bromo-2-thienylthio)glutarate 142578-00-5 C11H13BrO4S2
Dimethyl-2-(3-Bromo-2-thienylthio)glutarate
—— 5-bromo-2-(methylthio)-6-(1H-pyrazol-1-yl)pyrimidine-4-amine 1620910-80-6 C8H8BrN5S
5-bromo-2-(methylthio)-6-(1H-pyrazol-1-yl)pyrimidine-4-amine
—— 2-(thiophen-2-yl)-3-[(3',4',5'-trimethoxyphenyl)thio]-1H-indole 1314802-67-9 C21H19NO3S2
2-(thiophen-2-yl)-3-[(3',4',5'-trimethoxyphenyl)thio]-1H-indole
—— 3-hexene-1-thiol 133616-55-4 C6H12S
3-hexene-1-thiol
—— 1-[3-(Pyridin-2-ylsulfanylmethyl)-pyrrolidin-1-yl]-ethanone 124929-51-7 C12H16N2OS
1-[3-(Pyridin-2-ylsulfanylmethyl)-pyrrolidin-1-yl]-ethanone
—— 5-((3,5-difluorophenyl)thio)-2-nitrobenzonitrile 1034975-06-8 C13H6F2N2O2S
5-((3,5-difluorophenyl)thio)-2-nitrobenzonitrile
—— (E)-4-(Imidazo[1,5-d][1,2,4]triazin-4-ylsulfanyl)-but-2-enoic acid ethyl ester 97751-12-7 C11H12N4O2S
(E)-4-(Imidazo[1,5-d][1,2,4]triazin-4-ylsulfanyl)-but-2-enoic acid ethyl ester
—— 2,3-di(4-methoxyphenylthio)thiophene 1263672-71-4 C18H16O2S3
2,3-di(4-methoxyphenylthio)thiophene
—— ethyl 2-(3-bromo-thien-2-ylthio)-valerate 133209-62-8 C11H15BrO2S2
ethyl 2-(3-bromo-thien-2-ylthio)-valerate
—— 1-(2-pyridyl)thiomethyl-3,5-dimethylpyrazole 1250942-37-0 C11H13N3S
1-(2-pyridyl)thiomethyl-3,5-dimethylpyrazole
—— 5-Benzylsulfanyl-3-cyanomethylsulfanyl-isothiazole-4-carbonitrile 72436-96-5 C13H9N3S3
5-Benzylsulfanyl-3-cyanomethylsulfanyl-isothiazole-4-carbonitrile
—— methylcyclohexylidene sulfone 35378-31-5 C8H14O2S
methylcyclohexylidene sulfone
—— 2-(2-Naphthylthio)benzylchlorid (IX) 57536-26-2 C17H13ClS
2-(2-Naphthylthio)benzylchlorid (IX)
—— 2-(4-chlorophenylthio)-1-(α,α,ω-trihydroperfluoropropoxysulfonyl)ethane 127699-42-7 C11H11ClF4O3S2
2-(4-chlorophenylthio)-1-(α,α,ω-trihydroperfluoropropoxysulfonyl)ethane
—— 2-(2-bromomethyl-phenylsulfanyl)-naphthalene 613670-87-4 C17H13BrS
2-(2-bromomethyl-phenylsulfanyl)-naphthalene
—— (S)-(+)-2-methyl-3-methylthiomethoxypropanal 111865-83-9 C6H12O2S
(S)-(+)-2-methyl-3-methylthiomethoxypropanal
—— o-(2-Naphthylthio)-phenylacetonitril 57536-27-3 C18H13NS
o-(2-Naphthylthio)-phenylacetonitril
—— 2-(2-Naphthylthio)benzylalkohol (VIII) 57536-25-1 C17H14OS
2-(2-Naphthylthio)benzylalkohol (VIII)
—— tert-Butyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(phenylthiomethyl)pyrrole-2-carboxylate 145045-62-1 C23H29NO6S
tert-Butyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(phenylthiomethyl)pyrrole-2-carboxylate
—— 1-Methyl-4-[2-[2-(4-methylphenyl)sulfanylethoxy]ethylsulfanyl]benzene 33931-19-0 C18H22OS2
1-Methyl-4-[2-[2-(4-methylphenyl)sulfanylethoxy]ethylsulfanyl]benzene
—— 1,3,4,6-Tetramethyl-6a-thia-1,6-diazapentalen 25380-31-8 C9H14N2S
1,3,4,6-Tetramethyl-6a-thia-1,6-diazapentalen
—— 3-(2-aminophenylthio)-1-(3-chlorophenyl)prop-1-yne 260803-73-4 C15H12ClNS
3-(2-aminophenylthio)-1-(3-chlorophenyl)prop-1-yne
—— N-({[3-chloro-5-(trifluoromethyl)pyridin-2-yl]thio}methyl)-N-cyclopropyl-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide 1037475-86-7 C16H14ClF5N4OS
N-({[3-chloro-5-(trifluoromethyl)pyridin-2-yl]thio}methyl)-N-cyclopropyl-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide
—— ethyl 2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]thio}propanoate 1004769-91-8 C12H14F3NO2S
ethyl 2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]thio}propanoate
—— bis(thioanisolyl)mercury 51353-57-2 C14H14HgS2
bis(thioanisolyl)mercury
—— 2-(4,4-difluorobut-3-enylthio)-5-trifluoromethylpyridine 172935-18-1 C10H8F5NS
2-(4,4-difluorobut-3-enylthio)-5-trifluoromethylpyridine
—— 2-acetylamino-5-(5-trifluoromethylpyridin-2-ylthio)thiazole 133692-04-3 C11H8F3N3OS2
2-acetylamino-5-(5-trifluoromethylpyridin-2-ylthio)thiazole
—— 3-Hydroxy-5-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]cyclohex-2-en-1-one 114450-02-1 C14H14F3NO2S
3-Hydroxy-5-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]cyclohex-2-en-1-one
—— 2-bromo-5-[(2,5-difluorophenyl)[[5-(trifluoromethyl)pyridin-2-yl]thio]methyl]-4-methylpyridine 913091-80-2 C19H12BrF5N2S
2-bromo-5-[(2,5-difluorophenyl)[[5-(trifluoromethyl)pyridin-2-yl]thio]methyl]-4-methylpyridine
—— 1-(4-(2-Hydroxy-2-methylpropoxy)-3-methylphenyl)-3-(5-(trifluoromethyl)pyridin-2-ylthio)pyrazin-2(1H)-one 1099662-90-4 C21H20F3N3O3S
1-(4-(2-Hydroxy-2-methylpropoxy)-3-methylphenyl)-3-(5-(trifluoromethyl)pyridin-2-ylthio)pyrazin-2(1H)-one
—— 4-(phenylthio)-6-p-tolylpyrimido[4,5-b][1,4]benzothiazepine 873106-35-5 C24H17N3S2
4-(phenylthio)-6-p-tolylpyrimido[4,5-b][1,4]benzothiazepine
—— bis(3-hydroxy-2,2-dimethylpropyl) disulfide 124357-88-6 C10H22O2S2
bis(3-hydroxy-2,2-dimethylpropyl) disulfide
—— 2-((4-bromobenzyl)thio)pyridine 83782-57-4 C12H10BrNS
2-((4-bromobenzyl)thio)pyridine
—— 2,2-diethyl-5,5-dimethyl-1,3-oxathiane 745825-60-9 C10H20OS
2,2-diethyl-5,5-dimethyl-1,3-oxathiane
—— hydron;2-[(2,3,5,6-tetramethylphenyl)sulfanylmethyl]-4,5-dihydro-1H-imidazole;chloride —— C14H21ClN2S
hydron;2-[(2,3,5,6-tetramethylphenyl)sulfanylmethyl]-4,5-dihydro-1H-imidazole;chloride
—— 3,5-dichloro-4-(2-(trifluoromethyl)phenylthio)aniline 1620782-89-9 C13H8Cl2F3NS
3,5-dichloro-4-(2-(trifluoromethyl)phenylthio)aniline
—— 1-(4-methoxybenzyl)-3-(4-(trifluoromethoxy)phenylthio)pyrazin-2(1H)-one 1099664-64-8 C19H15F3N2O3S
1-(4-methoxybenzyl)-3-(4-(trifluoromethoxy)phenylthio)pyrazin-2(1H)-one
—— 4-(phenylthio)-6-(p-fluorophenyl)pyrimido[4,5-b][1,4]benzothiazepine 873106-37-7 C23H14FN3S2
4-(phenylthio)-6-(p-fluorophenyl)pyrimido[4,5-b][1,4]benzothiazepine
—— 2-(2-Trifluoromethyl-phenylsulfanyl)-benzaldehyde 643763-21-7 C14H9F3OS
2-(2-Trifluoromethyl-phenylsulfanyl)-benzaldehyde
—— (Z)-5-(3-Nitro-4-((4-(trifluoromethoxy)phenyl)thio)benzylidene)-2-thioxothiazolidin-4-one 19 1489285-08-6 C17H9F3N2O4S3
(Z)-5-(3-Nitro-4-((4-(trifluoromethoxy)phenyl)thio)benzylidene)-2-thioxothiazolidin-4-one 19
—— 3-(2-trifluoromethylphenylthio)quinoline 1299398-34-7 C16H10F3NS
3-(2-trifluoromethylphenylthio)quinoline
—— N<sup>3</sup>-[3,5-dichloro-4-(2-trifluoromethylphenylsulfanyl)phenyl]-1H-[1,2,4]triazole-3,5-diamine 1620782-60-6 C15H10Cl2F3N5S
N<sup>3</sup>-[3,5-dichloro-4-(2-trifluoromethylphenylsulfanyl)phenyl]-1H-[1,2,4]triazole-3,5-diamine
—— (2,6-dichloro-4-nitrophenyl)(2-(trifluoromethyl)phenyl)sulfane 1620782-88-8 C13H6Cl2F3NO2S
(2,6-dichloro-4-nitrophenyl)(2-(trifluoromethyl)phenyl)sulfane