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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
—— 3-glycidylthio-5-methyl-1H-1,2,4-triazole 125707-68-8 C6H9N3OS
3-glycidylthio-5-methyl-1H-1,2,4-triazole
—— (4R)-(+)-2,4-dimethyl-1-iodo-5-phenylthiopent-1-ene 101212-38-8 C13H17IS
(4R)-(+)-2,4-dimethyl-1-iodo-5-phenylthiopent-1-ene
—— Dimethylphosphorylmethylphenylsulfid 70369-42-5 C9H13O3PS
Dimethylphosphorylmethylphenylsulfid
—— (3,3-Dimethyl-4-phenylsulfanylbut-1-en-2-yl) acetate 214960-41-5 C14H18O2S
(3,3-Dimethyl-4-phenylsulfanylbut-1-en-2-yl) acetate
—— (R)-(-)-2-methyl-3-(phenylthio)propan-1-ol 101212-36-6 C10H14OS
(R)-(-)-2-methyl-3-(phenylthio)propan-1-ol
—— 2-Phenylthiomethyl-2-methyl-1-propanol 51916-36-0 C11H16OS
2-Phenylthiomethyl-2-methyl-1-propanol
—— 1-Acetyl-4-(4-phenylsulfanyl-benzenesulfonyl)-piperidine-4-carboxylic acid 226397-56-4 C20H21NO5S2
1-Acetyl-4-(4-phenylsulfanyl-benzenesulfonyl)-piperidine-4-carboxylic acid
—— ethylcyanothioformanilide 13621-48-2 C4H6N2S
ethylcyanothioformanilide
—— 1,1-Bis-(phenylthio)-2-methyl-1,3-butadien 66581-88-2 C17H16S2
1,1-Bis-(phenylthio)-2-methyl-1,3-butadien
—— (2-methylthiophenylpyrrolyl)dipyrrolylphosphine 856702-67-5 C19H18N3PS
(2-methylthiophenylpyrrolyl)dipyrrolylphosphine
—— 3-oxo 2-phenylthiomethylcyclopentane carbonitrile 90380-01-1 C13H13NOS
3-oxo 2-phenylthiomethylcyclopentane carbonitrile
—— 3-oxo 2-phenylthiomethyl cyclohexane carbonitrile 112496-77-2 C14H15NOS
3-oxo 2-phenylthiomethyl cyclohexane carbonitrile
—— (Z)-1-nonen-1-yl phenyl sulfide 81114-93-4 C15H22S
(Z)-1-nonen-1-yl phenyl sulfide
—— (S)-2-methyl-3-phenylthiomethoxypropanal 116021-16-0 C11H14O2S
(S)-2-methyl-3-phenylthiomethoxypropanal
—— 5-methyl-6-(2-thienylmethyl)-2-{[(phenylsulfanyl)methyl]sulfanyl}pyrimidin-4(3H)-onepyrimidin-4(1H)-one 1290637-16-9 C17H16N2OS3
5-methyl-6-(2-thienylmethyl)-2-{[(phenylsulfanyl)methyl]sulfanyl}pyrimidin-4(3H)-onepyrimidin-4(1H)-one
—— (E)-1-nonen-1-yl phenyl sulfide 81114-87-6 C15H22S
(E)-1-nonen-1-yl phenyl sulfide
—— (+/-)-3c-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal 123966-68-7 C20H28O2S
(+/-)-3c-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal
—— ((phenylthio)methylene)cyclohexane 33521-88-9 C13H16S
((phenylthio)methylene)cyclohexane
—— (1S,2R,3S,4R,5S)-ethyl 4-isocyanato-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexanecarboxylate 1197396-53-4 C22H30N2O6S
(1S,2R,3S,4R,5S)-ethyl 4-isocyanato-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexanecarboxylate
—— Phenylmercaptomethanphosphonsaeure 89854-56-8 C7H9O3PS
Phenylmercaptomethanphosphonsaeure
—— diethyl (1S,2R,3S,4R,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-pentan-3-yloxycyclohexane-1,4-dicarboxylate 1334287-26-1 C24H35NO7S
diethyl (1S,2R,3S,4R,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-pentan-3-yloxycyclohexane-1,4-dicarboxylate
—— (3-methylbut-1-enyl)(phenyl)sulfane 33923-89-6 C11H14S
(3-methylbut-1-enyl)(phenyl)sulfane
—— (+/-)-6t-hydroxy-4,4-dimethyl-8c-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal 123966-75-6 C20H28O3S
(+/-)-6t-hydroxy-4,4-dimethyl-8c-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal
—— methyl 3-oxo-5-(phenylthio)pentanoate 51849-20-8 C12H14O3S
methyl 3-oxo-5-(phenylthio)pentanoate
—— (+/-)-6c-hydroxy-4,4-dimethyl-8t-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal 123966-75-6 C20H28O3S
(+/-)-6c-hydroxy-4,4-dimethyl-8t-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal
—— (+/-)-3t-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal 123966-68-7 C20H28O2S
(+/-)-3t-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal
—— Acetic acid ((4R,7aR)-4,7a-dimethyl-5,6,7,7a-tetrahydro-4H-inden-4-yl)-phenylsulfanyl-methyl ester 213689-83-9 C20H24O2S
Acetic acid ((4R,7aR)-4,7a-dimethyl-5,6,7,7a-tetrahydro-4H-inden-4-yl)-phenylsulfanyl-methyl ester
—— (1S,4S,7aS)-1-Hydroxy-4,7a-dimethyl-4-phenylsulfanylmethyl-1,2,4,6,7,7a-hexahydro-inden-5-one 194931-05-0 C18H22O2S
(1S,4S,7aS)-1-Hydroxy-4,7a-dimethyl-4-phenylsulfanylmethyl-1,2,4,6,7,7a-hexahydro-inden-5-one
—— Bis(2,2,2-trifluoroethoxy)phosphorylmethylsulfanylbenzene 178321-37-4 C11H11F6O3PS
Bis(2,2,2-trifluoroethoxy)phosphorylmethylsulfanylbenzene
—— (1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-ol 194931-06-1 C18H24OS
(1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-2,4,5,6,7,7a-hexahydro-1H-inden-1-ol
—— (3aR,7R)-3a,7-Dimethyl-7-phenylsulfanylmethyl-4,5,6,7-tetrahydro-3aH-indene 213689-69-1 C18H22S
(3aR,7R)-3a,7-Dimethyl-7-phenylsulfanylmethyl-4,5,6,7-tetrahydro-3aH-indene
—— ethyl 2-<(phenylthio)methyl>-4,4,4-trifluorobutanoate 155953-71-2 C13H15F3O2S
ethyl 2-<(phenylthio)methyl>-4,4,4-trifluorobutanoate
—— (Z)-4-Hydroxy-4-methyl-3-phenylsulfanyl-pent-2-enenitrile 126319-59-3 C12H13NOS
(Z)-4-Hydroxy-4-methyl-3-phenylsulfanyl-pent-2-enenitrile
—— Triphenyl(phenylsulfanylmethyl)germane 153360-70-4 C25H22GeS
Triphenyl(phenylsulfanylmethyl)germane
—— Methyl 2,2-dimethyl-3-phenylsulfanylpropanoate 147159-26-0 C12H16O2S
Methyl 2,2-dimethyl-3-phenylsulfanylpropanoate
—— ethyl 5-<(3-carbethoxyphenyl)thio>-2-hydroxybenzenepropanoate 128950-28-7 C20H22O5S
ethyl 5-<(3-carbethoxyphenyl)thio>-2-hydroxybenzenepropanoate
—— methyl 3-methyl-2-<(phenylthio)methyl>butyrate 152549-63-8 C13H18O2S
methyl 3-methyl-2-<(phenylthio)methyl>butyrate
—— diethyl (1-(phenylthio)ethyl)phosphonate 55264-89-6 C12H19O3PS
diethyl (1-(phenylthio)ethyl)phosphonate
—— (E)-1-trimethylsilyl-5-phenylthiopent-1-en-3-one 82201-87-4 C14H20OSSi
(E)-1-trimethylsilyl-5-phenylthiopent-1-en-3-one
—— 4-[(Phenylsulfanyl)methyl]hexahydro-2H-cyclopenta[b]furan-2,5-diol 86021-78-5 C14H18O3S
4-[(Phenylsulfanyl)methyl]hexahydro-2H-cyclopenta[b]furan-2,5-diol
—— 2-benzyl-3-isobutyl-5-[(phenylsulfanyl)methyl]-1,2,5-thiadiazolidine 1,1-dioxide 1188277-16-8 C20H26N2O2S2
2-benzyl-3-isobutyl-5-[(phenylsulfanyl)methyl]-1,2,5-thiadiazolidine 1,1-dioxide
—— Pyridine-3-carbonitrile, 4,6-dimethyl-2-(phenylthiomethylthio)- 362004-83-9 C15H14N2S2
Pyridine-3-carbonitrile, 4,6-dimethyl-2-(phenylthiomethylthio)-
—— 1,4-Dithiaspiro[4.4]nonane 1-oxide 59796-90-6 C7H12OS2
1,4-Dithiaspiro[4.4]nonane 1-oxide
—— 2,2-dicyanobenzo[b]thiophen-3(2H)-one 329268-54-4 C10H4N2OS
2,2-dicyanobenzo[b]thiophen-3(2H)-one
—— 1-(2-phenylethyl)-2-(phenylsulfenyl)cyclopropane 1025879-13-3 C17H18S
1-(2-phenylethyl)-2-(phenylsulfenyl)cyclopropane
—— 2-(1H,1H,2H,2H-perfluorohexylthio)ethylamine 1117848-65-3 C8H10F9NS
2-(1H,1H,2H,2H-perfluorohexylthio)ethylamine
—— 3-butenyl phenylthiomethyl ether 212377-97-4 C11H14OS
3-butenyl phenylthiomethyl ether
—— α-(phenylthiomethyl)-ε-caprolactone 167212-86-4 C13H16O2S
α-(phenylthiomethyl)-ε-caprolactone
—— (phenylthio)[(trifluoromethyl)sulfonyl]methane 60595-15-5 C8H7F3O2S2
(phenylthio)[(trifluoromethyl)sulfonyl]methane
—— 5-[2-(methylsulfanyl)pyrimidin-4-yl]-N-(tetrahydro-2H-pyran-2-yloxy)-1H-pyrazole-3-carboxamide 1403334-13-3 C14H17N5O3S
5-[2-(methylsulfanyl)pyrimidin-4-yl]-N-(tetrahydro-2H-pyran-2-yloxy)-1H-pyrazole-3-carboxamide