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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
—— cyclohexylideneacetyl isothiocyanate 156521-52-7 C9H11NOS
cyclohexylideneacetyl isothiocyanate
—— 1,2-dithiocyanatohexane 61522-04-1 C8H12N2S2
1,2-dithiocyanatohexane
—— dichloromethyl-ethyl-disulfane 61079-16-1 C3H6Cl2S2
dichloromethyl-ethyl-disulfane
—— (1S,6R,7R,10S)-7,10-diisothiocyanatotricyclo[4.4.1.01,6]undeca-2,4,8-triene 115163-03-6 C13H10N2S2
(1S,6R,7R,10S)-7,10-diisothiocyanatotricyclo[4.4.1.01,6]undeca-2,4,8-triene
—— dichloromethyl-isopropyl-disulfane 53692-40-3 C4H8Cl2S2
dichloromethyl-isopropyl-disulfane
—— 1-dichloromethyldisulfanyl-hexane 61079-17-2 C7H14Cl2S2
1-dichloromethyldisulfanyl-hexane
—— 4-(2-chloropyrimidin-4-ylthio)benzenamine 1042129-34-9 C10H8ClN3S
4-(2-chloropyrimidin-4-ylthio)benzenamine
—— 2-Isothiocyanato-1,6-methano<10>annulen 115163-02-5 C12H9NS
2-Isothiocyanato-1,6-methano<10>annulen
—— valeryl isothiocyanate 41834-87-1 C6H9NOS
valeryl isothiocyanate
—— 4-methylthiobenzylisoselenocyanate 1356922-92-3 C9H9NSSe
4-methylthiobenzylisoselenocyanate
—— [(E)-1-thiocyanatohex-1-en-2-yl] thiocyanate 76014-44-3 C8H10N2S2
[(E)-1-thiocyanatohex-1-en-2-yl] thiocyanate
—— 4,6-dihydroxy-5-benzylthiopyrimidine 138918-23-7 C11H10N2O2S
4,6-dihydroxy-5-benzylthiopyrimidine
—— 4,6-dichloro-5-benzylthiopyrimidine 138918-24-8 C11H8Cl2N2S
4,6-dichloro-5-benzylthiopyrimidine
—— 6-(Naphthalen-2-ylsulfanyl)-pyridine-3-sulfonic acid amide 64356-39-4 C15H12N2O2S2
6-(Naphthalen-2-ylsulfanyl)-pyridine-3-sulfonic acid amide
—— 3,6-dithiaocta-1,7-diyne 205992-22-9 C6H6S2
3,6-dithiaocta-1,7-diyne
—— Chlor-acetyl-isothiocyanat 19103-78-7 C3H2ClNOS
Chlor-acetyl-isothiocyanat
—— Phenylthio-acetyl isothiocyanate 98834-78-7 C9H7NOS2
Phenylthio-acetyl isothiocyanate
—— Methylthio-acetyl isothiocyanate 98834-79-8 C4H5NOS2
Methylthio-acetyl isothiocyanate
—— phenylthio(trimethylsilyl)methyl isothiocyanate 90985-86-7 C11H15NS2Si
phenylthio(trimethylsilyl)methyl isothiocyanate
—— 4-phenylthioisoquinoline 20146-26-3 C15H11NS
4-phenylthioisoquinoline
—— (2R)-3-[(4-bromophenyl)sulfanyl]-1,1,1-trifluoro-2-propanol 477762-53-1 C9H8BrF3OS
(2R)-3-[(4-bromophenyl)sulfanyl]-1,1,1-trifluoro-2-propanol
—— 3,8-dithiadeca-1,9-diyne 295329-10-1 C8H10S2
3,8-dithiadeca-1,9-diyne
—— 3,9-dithiaundeca-1,10-diyne 295329-11-2 C9H12S2
3,9-dithiaundeca-1,10-diyne
—— 3,10-dithiadodeca-1,11-diyne 295329-12-3 C10H14S2
3,10-dithiadodeca-1,11-diyne
—— N-(4-[4-{3-cyclopropyl-3-fluoroazetidin-1-yl}-6-{3-methyl-1H-pyrazol-5-ylamino}pyridin-2-ylthio]phenyl)cyclopropanamide 1079393-38-6 C25H27FN6OS
N-(4-[4-{3-cyclopropyl-3-fluoroazetidin-1-yl}-6-{3-methyl-1H-pyrazol-5-ylamino}pyridin-2-ylthio]phenyl)cyclopropanamide
—— N-(4-(4-(3-cyclopropyl-3-fluoroazetidin-1-yl)-6-(5-methylthiazol-2-ylamino)pyridin-2-ylthio)phenyl)propionamide 1079393-37-5 C24H26FN5OS2
N-(4-(4-(3-cyclopropyl-3-fluoroazetidin-1-yl)-6-(5-methylthiazol-2-ylamino)pyridin-2-ylthio)phenyl)propionamide
—— 2,2-bis(ethylthio)ethanenitrile 87647-18-5 C6H11NS2
2,2-bis(ethylthio)ethanenitrile
—— 4-bromobutyl 2-pyridyl sulfide 159552-24-6 C9H12BrNS
4-bromobutyl 2-pyridyl sulfide
—— (S)-N-(4-(4-(3-fluoropyrrolidin-1-yl)-6-(3-methyl-1H-pyrazol-5-ylamino)pyridin-2-ylthio)phenyl)cyclopropanecarboxamide 1088937-37-4 C23H25FN6OS
(S)-N-(4-(4-(3-fluoropyrrolidin-1-yl)-6-(3-methyl-1H-pyrazol-5-ylamino)pyridin-2-ylthio)phenyl)cyclopropanecarboxamide
—— (S)-N-(4-(4-(3-fluoropyrrolidin-1-yl)-6-(5-methylthiazol-2-ylamino)pyridin-2-ylthio)phenyl)cyclopropanecarboxamide 1088937-35-2 C23H24FN5OS2
(S)-N-(4-(4-(3-fluoropyrrolidin-1-yl)-6-(5-methylthiazol-2-ylamino)pyridin-2-ylthio)phenyl)cyclopropanecarboxamide
—— cis-dihydro-5-methyl-4-(phenylthio)-2(3H)-furanone 75717-32-7 C11H12O2S
cis-dihydro-5-methyl-4-(phenylthio)-2(3H)-furanone
—— 2-(5-methyl-1H-1,2,4-triazol-3-ylsulfanyl)ethanol 646534-23-8 C5H9N3OS
2-(5-methyl-1H-1,2,4-triazol-3-ylsulfanyl)ethanol
—— ethyl (E)-4-(phenylthio)pent-2-enoate 88087-85-8 C13H16O2S
ethyl (E)-4-(phenylthio)pent-2-enoate
—— 2,2'-ethylenedioxy-6,6'-bis(methylsulphenyl)dipyridine 87512-18-3 C14H16N2O2S2
2,2'-ethylenedioxy-6,6'-bis(methylsulphenyl)dipyridine
—— 2-[6-(4-pyridylthio)-2-pyridyl]-4H-1,3-benzothiazine-4-one 501377-51-1 C18H11N3OS2
2-[6-(4-pyridylthio)-2-pyridyl]-4H-1,3-benzothiazine-4-one
—— 2-ethoxy-6-methylsulphenylpyridine 87512-16-1 C8H11NOS
2-ethoxy-6-methylsulphenylpyridine
—— 6-methoxy-2-(methylthio)pyridine 87512-15-0 C7H9NOS
6-methoxy-2-(methylthio)pyridine
—— 2-[6-(2-pyrimidinylthio)-2-pyridyl]-4H-1,3-benzothiazine-4-one 501377-47-5 C17H10N4OS2
2-[6-(2-pyrimidinylthio)-2-pyridyl]-4H-1,3-benzothiazine-4-one
—— 2-{6-[(1-methyl-1H-imidazol-2-yl)thio]-2-pyridyl}-4H-1,3-benzothiazine-4-one 501377-48-6 C17H12N4OS2
2-{6-[(1-methyl-1H-imidazol-2-yl)thio]-2-pyridyl}-4H-1,3-benzothiazine-4-one
—— 6-(benzylthio)picolinonitrile 501378-85-4 C13H10N2S
6-(benzylthio)picolinonitrile
—— 2-chloro-6-vinylthiopyridine 609844-20-4 C7H6ClNS
2-chloro-6-vinylthiopyridine
—— 2-chloro-6-isopropylsulfanylpyridine 77145-41-6 C8H10ClNS
2-chloro-6-isopropylsulfanylpyridine
—— 2,6-dichloro-3-(ethylthio)pyridine 1418153-05-5 C7H7Cl2NS
2,6-dichloro-3-(ethylthio)pyridine
—— (1S,5R)-1-methoxycarbonyl-2-oxo-7-(phenylthio)-bicyclo[3.2.0]hept-6-ene 686737-76-8 C15H14O3S
(1S,5R)-1-methoxycarbonyl-2-oxo-7-(phenylthio)-bicyclo[3.2.0]hept-6-ene
—— 2-Chlor-6-benzylthiopyridin 29449-80-7 C12H10ClNS
2-Chlor-6-benzylthiopyridin
—— 1-Adamantyloxymethyl methyl sulfide 133859-39-9 C12H20OS
1-Adamantyloxymethyl methyl sulfide
—— 2-chloro-6-ethylsulphenylpyridine 87512-13-8 C7H8ClNS
2-chloro-6-ethylsulphenylpyridine
—— ethyl (ethylthio)iminoacetate 127287-00-7 C6H11NO2S
ethyl (ethylthio)iminoacetate
—— 2-chloro-6-(2-fluorophenylthio)pyridine 1112982-56-5 C11H7ClFNS
2-chloro-6-(2-fluorophenylthio)pyridine
—— 2-chloro-6-((2,4-dichlorophenyl)thio)pyridine 1185999-99-8 C11H6Cl3NS
2-chloro-6-((2,4-dichlorophenyl)thio)pyridine