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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
—— N-methylthiocyclohexylamide 89332-93-4 C8H15NS
N-methylthiocyclohexylamide
—— α-Hydroxy-cyclohexancarbaldehyd-diphenylthioacetal 13307-57-8 C19H22OS2
α-Hydroxy-cyclohexancarbaldehyd-diphenylthioacetal
—— 1-cycloheptenylmethyl phenyl sulfide 104281-70-1 C14H18S
1-cycloheptenylmethyl phenyl sulfide
—— 2-Methyl-2-phenylthiocycloheptanone 80344-83-8 C14H18OS
2-Methyl-2-phenylthiocycloheptanone
—— 6-(2-amino-phenyl)-3-butylsulfanyl-2(4)<i>H</i>-[1,2,4]triazin-5-one 41383-89-5 C13H16N4OS
6-(2-amino-phenyl)-3-butylsulfanyl-2(4)<i>H</i>-[1,2,4]triazin-5-one
—— 2-Methylthio-5-(4-tolylthio)pyrimidin 61727-20-6 C12H12N2S2
2-Methylthio-5-(4-tolylthio)pyrimidin
—— 1-(2-methylsulfanyl-pyrrol-3-yl)-ethanone 61201-14-7 C7H9NOS
1-(2-methylsulfanyl-pyrrol-3-yl)-ethanone
—— spiro[1,3-dioxolane-2,2'-11-oxa-8,14-dithia-19,20-diazatricyclo[13.3.1.13,7]icosa-1(19),3(20),4,6,15,17-hexaene] 90867-69-9 C17H18N2O3S2
spiro[1,3-dioxolane-2,2'-11-oxa-8,14-dithia-19,20-diazatricyclo[13.3.1.13,7]icosa-1(19),3(20),4,6,15,17-hexaene]
—— 1-Ethylsulfanyl-2-methyl-3-vinyl-cyclopropane 62162-29-2 C8H14S
1-Ethylsulfanyl-2-methyl-3-vinyl-cyclopropane
—— 3-Methylmercapto-4-p-tolyl-5-oxo-6-phenyl-4,5-dihydro-1,2,4-triazine 60438-36-0 C17H15N3OS
3-Methylmercapto-4-p-tolyl-5-oxo-6-phenyl-4,5-dihydro-1,2,4-triazine
—— 1-Methyl-2-pent-4-enylsulfanyl-3-vinyl-cyclopropane 62162-28-1 C11H18S
1-Methyl-2-pent-4-enylsulfanyl-3-vinyl-cyclopropane
—— 6-(2-Aminophenyl)-3-(benzylsulfanyl)-1,2,4-triazin-5-ol 55625-11-1 C16H14N4OS
6-(2-Aminophenyl)-3-(benzylsulfanyl)-1,2,4-triazin-5-ol
—— 2-methylsulfanyl-5-phenylsulfanyl-pyrimidine-4-carbonyl chloride 61727-11-5 C12H9ClN2OS2
2-methylsulfanyl-5-phenylsulfanyl-pyrimidine-4-carbonyl chloride
—— 4-propylsulfanyl-hex-1-ene 62162-21-4 C9H18S
4-propylsulfanyl-hex-1-ene
—— 6-(2-Aminophenyl)-3-[(4-chlorobenzyl)sulfanyl]-1,2,4-triazin-5-ol 354786-75-7 C16H13ClN4OS
6-(2-Aminophenyl)-3-[(4-chlorobenzyl)sulfanyl]-1,2,4-triazin-5-ol
—— N-[5-methyl-2-(phenylsulfanyl)phenyl]-1-benzofuran-2-sulfonamide 1451261-71-4 C21H17NO3S2
N-[5-methyl-2-(phenylsulfanyl)phenyl]-1-benzofuran-2-sulfonamide
—— 5-(4-bromo-phenylsulfanyl)-2-methylsulfanyl-pyrimidine 61727-22-8 C11H9BrN2S2
5-(4-bromo-phenylsulfanyl)-2-methylsulfanyl-pyrimidine
—— 5-methyl-2-(phenylthio)aniline 53691-94-4 C13H13NS
5-methyl-2-(phenylthio)aniline
—— (2-methylsulfanyl-5-phenylsulfanyl-pyrimidin-4-yl)-methanol 61727-18-2 C12H12N2OS2
(2-methylsulfanyl-5-phenylsulfanyl-pyrimidin-4-yl)-methanol
—— 1-(4-ethoxy-butylsulfanyl)-2-methyl-propene 62162-07-6 C10H20OS
1-(4-ethoxy-butylsulfanyl)-2-methyl-propene
—— 1-methyl-3,4-dichloro-5-(2-chloroethylthio)pyrazole 93460-25-4 C6H7Cl3N2S
1-methyl-3,4-dichloro-5-(2-chloroethylthio)pyrazole
—— 5-cyano-2-(4,4-difluorobut-3-enylthio)pyridine 172935-22-7 C10H8F2N2S
5-cyano-2-(4,4-difluorobut-3-enylthio)pyridine
—— (11β,13α,17β)-11,17-epoxy-9-fluoro-17-methyl-13-(phenylthio)-18-norandrosta-1,4-dien-3-one 70094-29-0 C25H27FO2S
(11β,13α,17β)-11,17-epoxy-9-fluoro-17-methyl-13-(phenylthio)-18-norandrosta-1,4-dien-3-one
—— N-methyl-2-(4-methyl-2-nitrophenylthio)benzylamine 412015-26-0 C15H16N2O2S
N-methyl-2-(4-methyl-2-nitrophenylthio)benzylamine
—— [3-Amino-4-(2-methylaminomethyl-phenylsulfanyl)-phenyl]-methanol 853180-72-0 C15H18N2OS
[3-Amino-4-(2-methylaminomethyl-phenylsulfanyl)-phenyl]-methanol
—— 1,8-bis(4-fluorophenylthio)perfluorooctane 130028-67-0 C20H8F18S2
1,8-bis(4-fluorophenylthio)perfluorooctane
—— 2-(1-(2,5-dimethylphenyl)ethylthio)-4,6-dimethylpyridine-N-oxide 478620-10-9 C17H21NOS
2-(1-(2,5-dimethylphenyl)ethylthio)-4,6-dimethylpyridine-N-oxide
—— Bis[4-[(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)methyl]phenyl]sulfide 163301-01-7 C18H14N4O6S
Bis[4-[(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)methyl]phenyl]sulfide
—— 2-[(4-methyl-2-nitrophenyl)thio]benzamide 850662-95-2 C14H12N2O3S
2-[(4-methyl-2-nitrophenyl)thio]benzamide
—— 2-[(4-methyl-2-nitrophenyl)thio]benzenemethanamine 850662-96-3 C14H14N2O2S
2-[(4-methyl-2-nitrophenyl)thio]benzenemethanamine
—— N-methyl-2-(4'-methyl-2'-aminophenylthio)benzamide 860778-58-1 C15H16N2OS
N-methyl-2-(4'-methyl-2'-aminophenylthio)benzamide
—— 2-methylsulfanyl-5-phenylsulfanyl-pyrimidine-4-carboxylic acid ethyl ester 61727-12-6 C14H14N2O2S2
2-methylsulfanyl-5-phenylsulfanyl-pyrimidine-4-carboxylic acid ethyl ester
—— N,N-dimethyl-2-[(4-methyl-2-nitrophenyl)thio]benzenemethanamine 411208-43-0 C16H18N2O2S
N,N-dimethyl-2-[(4-methyl-2-nitrophenyl)thio]benzenemethanamine
—— 3-methyl-1-phenyl-2,2-bis(phenylsulfanyl)butan-1-ol 61173-90-8 C23H24OS2
3-methyl-1-phenyl-2,2-bis(phenylsulfanyl)butan-1-ol
—— N,N-dimethyl-2-(2-amino-4-methylphenylthio)benzylamine 411208-45-2 C16H20N2S
N,N-dimethyl-2-(2-amino-4-methylphenylthio)benzylamine
—— ethyl 2-(4'-methyl-2'-nitrophenylthio)benzoate 860778-56-9 C16H15NO4S
ethyl 2-(4'-methyl-2'-nitrophenylthio)benzoate
—— dl-5-chloro-6-ethyl-4-(α-methyl-4-methylthiobenzylamino)pyrimidine 135132-22-8 C15H18ClN3S
dl-5-chloro-6-ethyl-4-(α-methyl-4-methylthiobenzylamino)pyrimidine
—— N-methyl-2-(2'-amino-4'-methylphenylthio)benzylamine 412015-27-1 C15H18N2S
N-methyl-2-(2'-amino-4'-methylphenylthio)benzylamine
—— 5-(4,4-difluorobut-3-enylthio)-1,3-dimethyl4-nitropyrazole 172933-97-0 C9H11F2N3O2S
5-(4,4-difluorobut-3-enylthio)-1,3-dimethyl4-nitropyrazole
—— N-methyl-2-(4'-methyl-2'-nitrophenylthio)benzamide 412015-25-9 C15H14N2O3S
N-methyl-2-(4'-methyl-2'-nitrophenylthio)benzamide
—— 2-((2,5-dimethylphenyl)methylthio) pyridine 478620-28-9 C14H15NS
2-((2,5-dimethylphenyl)methylthio) pyridine
—— 2-[1-(2,5-dimethylphenyl)ethylthio]-6-chloropyridine-N-oxide 478620-07-4 C15H16ClNOS
2-[1-(2,5-dimethylphenyl)ethylthio]-6-chloropyridine-N-oxide
—— 1-Methyl-2-vinyl-3-vinylsulfanyl-cyclopropane 62162-26-9 C8H12S
1-Methyl-2-vinyl-3-vinylsulfanyl-cyclopropane
—— 2-(2,4,6-trimethylphenylmethylthio)pyridine N-oxide 60263-81-2 C15H17NOS
2-(2,4,6-trimethylphenylmethylthio)pyridine N-oxide
—— 1-chloro-2-heptylmercapto-ethane 24475-71-6 C9H19ClS
1-chloro-2-heptylmercapto-ethane
—— ({4-(benzyloxy)-3-[(4-fluorophenyl)sulphanyl]benzyl}oxy)(tert-butyl)dimethylsilane 459430-92-3 C26H31FO2SSi
({4-(benzyloxy)-3-[(4-fluorophenyl)sulphanyl]benzyl}oxy)(tert-butyl)dimethylsilane
—— 1-methyl-4-(phenylthio)-1,2,3,6-tetrahydropyridine 144466-77-3 C12H15NS
1-methyl-4-(phenylthio)-1,2,3,6-tetrahydropyridine
—— 4-Pyrimidinecarboxylic acid, 2-(methylthio)-5-(2-naphthalenylthio)- 61727-10-4 C16H12N2O2S2
4-Pyrimidinecarboxylic acid, 2-(methylthio)-5-(2-naphthalenylthio)-
—— 5-amino-1-(3-chloro-4-[4-chlorophenylthio]benzyl)-1,2,3-triazole-4-carboxamide 99519-85-4 C16H13Cl2N5OS
5-amino-1-(3-chloro-4-[4-chlorophenylthio]benzyl)-1,2,3-triazole-4-carboxamide
—— 2-methylsulfanyl-5-(4-nitro-phenylsulfanyl)-pyrimidine-4-carboxylic acid 61727-09-1 C12H9N3O4S2
2-methylsulfanyl-5-(4-nitro-phenylsulfanyl)-pyrimidine-4-carboxylic acid