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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-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenyl]-2-chloro-acetamide 1026456-92-7 C22H18Br2ClNO3S2
N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenyl]-2-chloro-acetamide
—— 4-Isobutylmercapto-phenol 90925-34-1 C10H14OS
4-Isobutylmercapto-phenol
—— 3,5-Dichloro-4-quinolin-3-ylsulfanylaniline 315227-80-6 C15H10Cl2N2S
3,5-Dichloro-4-quinolin-3-ylsulfanylaniline
—— 2-(4-aminophenylthio)-4-ethoxycarbonylquinoline 190331-32-9 C18H16N2O2S
2-(4-aminophenylthio)-4-ethoxycarbonylquinoline
—— 6-methyl-3-phenylthiohept-5-en-2-ol 108362-41-0 C14H20OS
6-methyl-3-phenylthiohept-5-en-2-ol
—— 3,4-Dimethyl-3-(phenylthio)-pentan-2-on 63996-52-1 C13H18OS
3,4-Dimethyl-3-(phenylthio)-pentan-2-on
—— 1-Acetyl-1-phenylthiocyclohexan 62292-04-0 C14H18OS
1-Acetyl-1-phenylthiocyclohexan
—— 4-oxo-3-phenylthiopentanenitrile 108378-40-1 C11H11NOS
4-oxo-3-phenylthiopentanenitrile
—— 4,4-dimethyl-3-phenylthiohex-5-en-2-ol 108362-42-1 C14H20OS
4,4-dimethyl-3-phenylthiohex-5-en-2-ol
—— 3-Phenylsulfanyl-4-(2,3,3-trimethylcyclohexen-1-yl)butan-2-one 300543-60-6 C19H26OS
3-Phenylsulfanyl-4-(2,3,3-trimethylcyclohexen-1-yl)butan-2-one
—— 5-(2-bromophenylthio)-2-(2-bromophenylthiomethoxy)-4-nitrophenol 158719-77-8 C19H13Br2NO4S2
5-(2-bromophenylthio)-2-(2-bromophenylthiomethoxy)-4-nitrophenol
—— 2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenylamine 158719-81-4 C20H17Br2NO2S2
2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenylamine
—— tert-butyl (Z)-4-oxo-3-phenylsulfanylpent-2-enoate 117052-72-9 C15H18O3S
tert-butyl (Z)-4-oxo-3-phenylsulfanylpent-2-enoate
—— phenylmercaptopropanone oxime 27872-74-8 C9H11NOS
phenylmercaptopropanone oxime
—— 4-hydroxy-3-phenylthiopentanenitrile 108378-42-3 C11H13NOS
4-hydroxy-3-phenylthiopentanenitrile
—— [Cyclohexane-1,3-diylbis(methylene)]dicarbamodithioic acid 67377-63-3 C10H18N2S4
[Cyclohexane-1,3-diylbis(methylene)]dicarbamodithioic acid
—— t-butyl 3-phenylthio-4-oxo-2-pentenoate 114711-01-2 C15H18O3S
t-butyl 3-phenylthio-4-oxo-2-pentenoate
—— 2,4-Dimethyl-5-(phenylthio)pyrimidine 91157-94-7 C12H12N2S
2,4-Dimethyl-5-(phenylthio)pyrimidine
—— 2-chloro-5-(methylsulfanyl)pyrazine 1177421-28-1 C5H5ClN2S
2-chloro-5-(methylsulfanyl)pyrazine
—— 4-Dimethylamino-3-phenylthio-3-buten-2-on 76511-78-9 C12H15NOS
4-Dimethylamino-3-phenylthio-3-buten-2-on
—— 2-Cyclopropylidenepropylsulfanylbenzene 155397-51-6 C12H14S
2-Cyclopropylidenepropylsulfanylbenzene
—— <2,7-Dimethyl-indolyl-(3)>-thiophenylether 92964-37-9 C16H15NS
<2,7-Dimethyl-indolyl-(3)>-thiophenylether
—— 1-(1-methyl-4-piperidinyl)-2-methyl-3-phenylthio-1H-indole hydrochloride 137641-59-9 C21H24N2S*ClH
1-(1-methyl-4-piperidinyl)-2-methyl-3-phenylthio-1H-indole hydrochloride
—— 4-(Dimethylamino)-3-(phenylthio)-3-buten-2-one 76511-78-9 C12H15NOS
4-(Dimethylamino)-3-(phenylthio)-3-buten-2-one
—— 2-(Acetylphenylthiomethyl)methylencyclohexan 67428-47-1 C16H20OS
2-(Acetylphenylthiomethyl)methylencyclohexan
—— 5-(2-Amino-phenylsulfanyl)-2-(2-amino-phenylsulfanylmethoxy)-4-nitro-phenol 158719-79-0 C19H17N3O4S2
5-(2-Amino-phenylsulfanyl)-2-(2-amino-phenylsulfanylmethoxy)-4-nitro-phenol
—— 2-Chloro-N-(2-{4-[2-(2-chloro-acetylamino)-phenylsulfanylmethoxy]-5-hydroxy-2-nitro-phenylsulfanyl}-phenyl)-acetamide 1026606-46-1 C23H19Cl2N3O6S2
2-Chloro-N-(2-{4-[2-(2-chloro-acetylamino)-phenylsulfanylmethoxy]-5-hydroxy-2-nitro-phenylsulfanyl}-phenyl)-acetamide
—— 2-Chloro-3-(2-phenylethylsulfanyl)pyrazine 942910-22-7 C12H11ClN2S
2-Chloro-3-(2-phenylethylsulfanyl)pyrazine
—— 2,3,6,9-tetraazaphenothiazine 88048-59-3 C8H5N5S
2,3,6,9-tetraazaphenothiazine
—— 2-chloro-3-(5-nitro-thiazol-2-ylsulfanyl)-pyrazine 72567-30-7 C7H3ClN4O2S2
2-chloro-3-(5-nitro-thiazol-2-ylsulfanyl)-pyrazine
—— 4-(2-bromo-phenylsulfanyl)-piperidine hydrochloride 1188374-35-7 C11H14BrNS*ClH
4-(2-bromo-phenylsulfanyl)-piperidine hydrochloride
—— 7-methoxy-1,4,6-triazaphenothiazine 80127-32-8 C10H8N4OS
7-methoxy-1,4,6-triazaphenothiazine
—— 7-chloro-1,4,6-triazaphenothiazine 80127-33-9 C9H5ClN4S
7-chloro-1,4,6-triazaphenothiazine
—— 3-(2-N-t-Butoxycarbonylaminoethylthio)-2-chloropyrazine 331779-61-4 C11H16ClN3O2S
3-(2-N-t-Butoxycarbonylaminoethylthio)-2-chloropyrazine
—— 2-chloro-3-hexylsulfanyl pyrazine 178389-07-6 C10H15ClN2S
2-chloro-3-hexylsulfanyl pyrazine
—— 1,4,6-triazaphenothiazine 80127-31-7 C9H6N4S
1,4,6-triazaphenothiazine
—— N,N-dimethyl-5-hydroxy-2-(3-methoxyphenylthio)benzylamine 134987-25-0 C16H19NO2S
N,N-dimethyl-5-hydroxy-2-(3-methoxyphenylthio)benzylamine
—— 7-methoxy-1,4-diaza-10H-phenothiazine 97419-92-6 C11H9N3OS
7-methoxy-1,4-diaza-10H-phenothiazine
—— 6-amino-7-(phenylsulfanyl)-7-deazapurine 1448695-65-5 C12H10N4S
6-amino-7-(phenylsulfanyl)-7-deazapurine
—— 5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-50-6 C8H5N5S
5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— Methyl 2-[[5-(2-cyanoethylsulfanyl)-2-oxo-1,3-dithiol-4-yl]sulfanyl]acetate 179010-26-5 C9H9NO3S4
Methyl 2-[[5-(2-cyanoethylsulfanyl)-2-oxo-1,3-dithiol-4-yl]sulfanyl]acetate
—— 2-(4-Methylsulfanylphenyl)-4,5,6,7-tetrahydro-[1,3]thiazolo[5,4-c]pyridine 853784-26-6 C13H14N2S2
2-(4-Methylsulfanylphenyl)-4,5,6,7-tetrahydro-[1,3]thiazolo[5,4-c]pyridine
—— [2-(6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocin-12-yl)-ethyl]-diethyl-amine 37071-41-3 C20H26N2S
[2-(6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocin-12-yl)-ethyl]-diethyl-amine
—— 3,6-Dimethyl-2,5-diethyl-2,5-endoxy-1,4-dithian 103985-47-3 C10H18OS2
3,6-Dimethyl-2,5-diethyl-2,5-endoxy-1,4-dithian
—— 1,4-diamino-2,3-dicyano-1,4-bis(phenylthio)butadiene 110059-07-9 C18H14N4S2
1,4-diamino-2,3-dicyano-1,4-bis(phenylthio)butadiene
—— dipotassium;N-cyano-1-[(N-cyano-C-sulfidocarbonimidoyl)sulfanylmethylsulfanyl]methanimidothioate —— C5H2K2N4S4
dipotassium;N-cyano-1-[(N-cyano-C-sulfidocarbonimidoyl)sulfanylmethylsulfanyl]methanimidothioate
—— 2-(3-bromophenylthio)-3-(4-(pyridin-4-yl)butoxy)pyridine 263390-99-4 C20H19BrN2OS
2-(3-bromophenylthio)-3-(4-(pyridin-4-yl)butoxy)pyridine
—— 2-(3-bromophenylthio)-3-[3-(3-hydroxypyridin-4-yl)propoxy]pyridine 263391-11-3 C19H17BrN2O2S
2-(3-bromophenylthio)-3-[3-(3-hydroxypyridin-4-yl)propoxy]pyridine
—— 8-hydroxy-2,3-dihydrothiazolo<3,2-a>pyridinium bromide 65757-82-6 Br*C7H8NOS
8-hydroxy-2,3-dihydrothiazolo<3,2-a>pyridinium bromide
—— 3,5-dimethyl-2-(phenylthio)furan 110363-45-6 C12H12OS
3,5-dimethyl-2-(phenylthio)furan