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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
—— 1,5-Dithiaspiro<5.5>undecan-9-on 87121-97-9 C9H14OS2
1,5-Dithiaspiro<5.5>undecan-9-on
—— 5-deoxy-L-(+)-arabinose-diethylmercaptal 13039-80-0 C9H20O3S2
5-deoxy-L-(+)-arabinose-diethylmercaptal
—— 4-((4-bromophenyl)thio)phenol 75005-73-1 C12H9BrOS
4-((4-bromophenyl)thio)phenol
—— 1,2-bis(3-methylthiopropylthio)ethane 66656-48-2 C10H22S4
1,2-bis(3-methylthiopropylthio)ethane
—— (3-fluorophenyl)-4-hydroxyphenylsulfide 1229514-06-0 C12H9FOS
(3-fluorophenyl)-4-hydroxyphenylsulfide
—— 4-(m-tolylthio)phenol 59010-82-1 C13H12OS
4-(m-tolylthio)phenol
—— 2,3:4,5-di-O-isopropylidene-L-arabinose di(p-tolyl) dithioacetal 1334533-05-9 C25H32O4S2
2,3:4,5-di-O-isopropylidene-L-arabinose di(p-tolyl) dithioacetal
—— 2-(4-Chlorophenylthio)-N-(4-chlorobenzenesulfonyl)-N-(2-dimethylaminoethyl)aniline.HCl 245649-78-9 C22H22Cl2N2O2S2*ClH
2-(4-Chlorophenylthio)-N-(4-chlorobenzenesulfonyl)-N-(2-dimethylaminoethyl)aniline.HCl
—— 2,3-O-isopropylidene-L-arabinose di(p-tolyl) dithioacetal 1334533-06-0 C22H28O4S2
2,3-O-isopropylidene-L-arabinose di(p-tolyl) dithioacetal
—— 4-chloro-N-(2-((4-chlorophenyl)thio)phenyl)benzenesulfonamide 245649-77-8 C18H13Cl2NO2S2
4-chloro-N-(2-((4-chlorophenyl)thio)phenyl)benzenesulfonamide
—— 5-Methylmercapto-furfurol-oxim 874-70-4 C6H7NO2S
5-Methylmercapto-furfurol-oxim
—— 5,6-Bis(benzylsulfanyl)pyrazine-2,3-dicarbonitrile 185827-54-7 C20H14N4S2
5,6-Bis(benzylsulfanyl)pyrazine-2,3-dicarbonitrile
—— 5,5-Bis-(methylthio)-2-hydroxy-4-phenyl-2-cyclopentene-1-one 132916-81-5 C13H14O2S2
5,5-Bis-(methylthio)-2-hydroxy-4-phenyl-2-cyclopentene-1-one
—— (2-Methyl-[1,3]dithian-2-yl)-acetaldehyde 79092-36-7 C7H12OS2
(2-Methyl-[1,3]dithian-2-yl)-acetaldehyde
—— 6-methoxy-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaen-11-ol 144918-80-9 C13H10N4O2S
6-methoxy-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaen-11-ol
—— 5-chloro-6-phenylsulfanyl-pyrazine-2,3-dicarbonitrile 69148-97-6 C12H5ClN4S
5-chloro-6-phenylsulfanyl-pyrazine-2,3-dicarbonitrile
—— 5-chloro-6-methylsulfanyl-pyrazine-2,3-dicarbonitrile 72113-98-5 C7H3ClN4S
5-chloro-6-methylsulfanyl-pyrazine-2,3-dicarbonitrile
—— (2-chloro-phenyl)-(2,4-dinitro-phenyl)-sulfide 33668-01-8 C12H7ClN2O4S
(2-chloro-phenyl)-(2,4-dinitro-phenyl)-sulfide
—— 4-methylsulfinyl-6-methylthiopyrimidin-2-amine 127726-66-3 C6H9N3OS2
4-methylsulfinyl-6-methylthiopyrimidin-2-amine
—— N,N-dimethyl-2-(4-hydroxy-3-methoxyphenylthio)benzylamine 131211-69-3 C16H19NO2S
N,N-dimethyl-2-(4-hydroxy-3-methoxyphenylthio)benzylamine
—— 5,6-bis(ethylsulfanyl)pyrazine-2,3-dicarbonitrile 72114-17-1 C10H10N4S2
5,6-bis(ethylsulfanyl)pyrazine-2,3-dicarbonitrile
—— 6-(2-(2-chlorophenylsulfanyl)pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1615684-91-7 C17H13BClNO2S
6-(2-(2-chlorophenylsulfanyl)pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 5-(2-chloro-phenylsulfanylmethyl)-isoxazole-3-carboxylic acid hydroxyamide 823220-09-3 C11H9ClN2O3S
5-(2-chloro-phenylsulfanylmethyl)-isoxazole-3-carboxylic acid hydroxyamide
—— 4,7-Benzothiazoledione, 6-[(2-chlorophenyl)thio]-2,5-dimethyl- 650635-73-7 C15H10ClNO2S2
4,7-Benzothiazoledione, 6-[(2-chlorophenyl)thio]-2,5-dimethyl-
—— 2-(dicyanomethylene)[1,3]dithiolo[4,5-b]pyrazine-5,6-dicarbonitrile 64858-61-3 C10N6S2
2-(dicyanomethylene)[1,3]dithiolo[4,5-b]pyrazine-5,6-dicarbonitrile
—— N,N-dimethyl-3-(2-chlorophenylthio)benzylamine 141357-94-0 C15H16ClNS
N,N-dimethyl-3-(2-chlorophenylthio)benzylamine
—— 10-chloro-3,4-dihydro-2H,6H-benzo[b]thiocin-5-one 1442469-71-7 C11H11ClOS
10-chloro-3,4-dihydro-2H,6H-benzo[b]thiocin-5-one
—— N,N-dimethyl-4-(2-chlorophenylthio)benzylamine 141357-99-5 C15H16ClNS
N,N-dimethyl-4-(2-chlorophenylthio)benzylamine
—— 5-((tert-butyl)sulfanyl)-6-chloropyrazine-2,3-dicarbonitrile 1334647-42-5 C10H9ClN4S
5-((tert-butyl)sulfanyl)-6-chloropyrazine-2,3-dicarbonitrile
—— 5-chloro-6-ethylsulfanyl-pyrazine-2,3-dicarbonitrile 72113-99-6 C8H5ClN4S
5-chloro-6-ethylsulfanyl-pyrazine-2,3-dicarbonitrile
—— 5,6-bis(2,6-dimethylphenylsulfanyl)pyrazine-2,3-dicarbonitrile 1569939-28-1 C22H18N4S2
5,6-bis(2,6-dimethylphenylsulfanyl)pyrazine-2,3-dicarbonitrile
—— 3-Methyl-2,3-dihydro-benzothiophen 6383-15-9 C9H10S
3-Methyl-2,3-dihydro-benzothiophen
—— 5,6-bis(phenylsulfanyl)pyrazine-2,3-dicarbonitrile 1569939-27-0 C18H10N4S2
5,6-bis(phenylsulfanyl)pyrazine-2,3-dicarbonitrile
—— 5,6-bis(methylthio)pyrazine-2,3-dicarbonitrile 72114-16-0 C8H6N4S2
5,6-bis(methylthio)pyrazine-2,3-dicarbonitrile
—— 5-[(2-Chlorophenyl)sulfanyl]-6-hydroxypyrimidine-2,4(1H,3H)-dione 89815-32-7 C10H7ClN2O3S
5-[(2-Chlorophenyl)sulfanyl]-6-hydroxypyrimidine-2,4(1H,3H)-dione
—— 5-((2-chlorophenylthio)methyl)-1H-pyrazol-3(2H)-one 1227692-54-7 C10H9ClN2OS
5-((2-chlorophenylthio)methyl)-1H-pyrazol-3(2H)-one
—— 1-Tert-butyl-3-[2-(2-chlorophenyl)sulfanylpyridin-3-yl]sulfonylurea 84881-83-4 C16H18ClN3O3S2
1-Tert-butyl-3-[2-(2-chlorophenyl)sulfanylpyridin-3-yl]sulfonylurea
—— 4-bromo-2-chloro-1-(cyclopropylsulfanyl)benzene 1310947-51-3 C9H8BrClS
4-bromo-2-chloro-1-(cyclopropylsulfanyl)benzene
—— 6-(3-chlorophenyl)-5-[(2-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-49-0 C22H13Cl2N5OS
6-(3-chlorophenyl)-5-[(2-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— [3-(2-chloro-phenylsulfanyl)-6-methanesulfonyl-1H-indol-2-yl]-methanol 507272-20-0 C16H14ClNO3S2
[3-(2-chloro-phenylsulfanyl)-6-methanesulfonyl-1H-indol-2-yl]-methanol
—— 5-[(2-chlorophenyl)thio]-3,6-dihydro-3,6-diphenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-25-2 C22H14ClN5OS
5-[(2-chlorophenyl)thio]-3,6-dihydro-3,6-diphenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 2-Bromo-4-(2-chlorophenyl)sulfanylbenzaldehyde 1226773-48-3 C13H8BrClOS
2-Bromo-4-(2-chlorophenyl)sulfanylbenzaldehyde
—— 6-(4-chlorophenyl)-5-[(2-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-37-6 C22H13Cl2N5OS
6-(4-chlorophenyl)-5-[(2-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— ortho-chlorophenyl n-propyl sulfide 34560-81-1 C9H11ClS
ortho-chlorophenyl n-propyl sulfide
—— 3-(2-chlorophenylthio)benzoic acid 141358-05-6 C13H9ClO2S
3-(2-chlorophenylthio)benzoic acid
—— (E)-3-(2-chlorophenylthio)-3-methylamino-1-phenylpropenethione 449814-55-5 C16H14ClNS2
(E)-3-(2-chlorophenylthio)-3-methylamino-1-phenylpropenethione
—— 2-(2-chloro-phenylsulfanyl)-4,5-dihydro-thiazole 55545-15-8 C9H8ClNS2
2-(2-chloro-phenylsulfanyl)-4,5-dihydro-thiazole
—— 2-(2-chloro-phenylsulfanyl)-5,6-dihydro-4<i>H</i>-[1,3]thiazine 55545-14-7 C10H10ClNS2
2-(2-chloro-phenylsulfanyl)-5,6-dihydro-4<i>H</i>-[1,3]thiazine
—— 3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 959425-45-7 C24H19ClO3S2
3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one
—— 2-(2-Chlorophenyl)sulfanylprop-2-en-1-ol 1373927-34-4 C9H9ClOS
2-(2-Chlorophenyl)sulfanylprop-2-en-1-ol