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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-amino-2-cyano-6-isopropyl-6,7-dihydrothieno<2,3-b>pyrazine 116749-39-4 C10H12N4S
3-amino-2-cyano-6-isopropyl-6,7-dihydrothieno<2,3-b>pyrazine
—— 3-amino-2-cyano-6-methyl-6,7-dihydrothieno<2,3-b>pyrazine 116749-51-0 C8H8N4S
3-amino-2-cyano-6-methyl-6,7-dihydrothieno<2,3-b>pyrazine
—— 4-(benzylideneamino)-2,4-dihydro-2-methyl-5-(methylthio)-3H-1,2,4-triazole-3-thione 102423-41-6 C11H12N4S2
4-(benzylideneamino)-2,4-dihydro-2-methyl-5-(methylthio)-3H-1,2,4-triazole-3-thione
—— phenyl 2-C-carboxymethyl-2-deoxy-1-thio-β-D-glucopyranoside 1300713-83-0 C14H18O6S
phenyl 2-C-carboxymethyl-2-deoxy-1-thio-β-D-glucopyranoside
—— phenyl 2-C-carboxymethyl-2-deoxy-1-thio-α-D-glucopyranoside 1300713-82-9 C14H18O6S
phenyl 2-C-carboxymethyl-2-deoxy-1-thio-α-D-glucopyranoside
—— 3,4,5-Tris-(phenylthio)-2,6-pyridindicarbonitril 53862-54-7 C25H15N3S3
3,4,5-Tris-(phenylthio)-2,6-pyridindicarbonitril
—— N-(6-chloro-2-(methylthio)pyrimidin-4-yl)thiazol-2-amine 929568-21-8 C8H7ClN4S2
N-(6-chloro-2-(methylthio)pyrimidin-4-yl)thiazol-2-amine
—— 2-methylthio-6-methoxy-4-(thiazol-2-ylamino)pyrimidine 929568-20-7 C9H10N4OS2
2-methylthio-6-methoxy-4-(thiazol-2-ylamino)pyrimidine
—— 1-(5-nitro-pyridin-2-yl)-1<i>H</i>-pyrido[2,3-<i>b</i>][1,4]thiazin-2-one 60781-04-6 C12H8N4O3S
1-(5-nitro-pyridin-2-yl)-1<i>H</i>-pyrido[2,3-<i>b</i>][1,4]thiazin-2-one
—— 2,2',3,3',4,4',5,5'-octakis(trifluoromethylthio)-1,1'-bipyrrole 82952-86-1 C16F24N2S8
2,2',3,3',4,4',5,5'-octakis(trifluoromethylthio)-1,1'-bipyrrole
—— (3Z/3E)-3,4-bis(benzenesulfenyl)but-3-enal diethyl acetal 647010-02-4 C20H24O2S2
(3Z/3E)-3,4-bis(benzenesulfenyl)but-3-enal diethyl acetal
—— (1Z,3E)-1-(benzeneselenenyl)-2-(benzenesulfenyl)-4-ethoxybuta-1,3-diene 647010-14-8 C18H18OSSe
(1Z,3E)-1-(benzeneselenenyl)-2-(benzenesulfenyl)-4-ethoxybuta-1,3-diene
—— Didodecyloctanbis(dithioat) 65222-83-5 C32H62S4
Didodecyloctanbis(dithioat)
—— 1,3-benzodithiole 1-oxide 142235-66-3 C7H6OS2
1,3-benzodithiole 1-oxide
—— 3,4-bis(benzenesulfenyl)-2-phenyl-2-cyclopentenone 647010-53-5 C23H18OS2
3,4-bis(benzenesulfenyl)-2-phenyl-2-cyclopentenone
—— (2Z,4Z)-4-(benzeneselenenyl)-3-(benzenesulfenyl)-5-phenylpenta-2,4-dienal 647010-43-3 C23H18OSSe
(2Z,4Z)-4-(benzeneselenenyl)-3-(benzenesulfenyl)-5-phenylpenta-2,4-dienal
—— (1Z,3E)-1,2-bis(benzenesulfenyl)-4-ethoxybuta-1,3-diene 647010-10-4 C18H18OS2
(1Z,3E)-1,2-bis(benzenesulfenyl)-4-ethoxybuta-1,3-diene
—— (2E,4E)-2-(benzeneselenenyl)-3-(benzenesulfenyl)-5-ethoxypenta-2,4-dien-1-ol 647010-28-4 C25H24O2SSe
(2E,4E)-2-(benzeneselenenyl)-3-(benzenesulfenyl)-5-ethoxypenta-2,4-dien-1-ol
—— 11-ethoxy-2,2-dimethyl-4,5,8,9-tetrakis(phenylsulfenyl)undec-3,5,8,9-tetraen-7-ol 647010-48-8 C39H40O2S4
11-ethoxy-2,2-dimethyl-4,5,8,9-tetrakis(phenylsulfenyl)undec-3,5,8,9-tetraen-7-ol
—— (3Z/3E)-4-(benzeneselenenyl)-3-(benzenesulfenyl)but-3-enal diethyl acetal 647010-06-8 C20H24O2SSe
(3Z/3E)-4-(benzeneselenenyl)-3-(benzenesulfenyl)but-3-enal diethyl acetal
—— 3,4-bis(benzenesulfenyl)-2-tert-butyl-2-cyclopentenone 647010-52-4 C21H22OS2
3,4-bis(benzenesulfenyl)-2-tert-butyl-2-cyclopentenone
—— (2Z,4Z)-3,4-bis(benzenesulfenyl)-6,6-dimethylhepta-2,4-dienal 647010-36-4 C21H22OS2
(2Z,4Z)-3,4-bis(benzenesulfenyl)-6,6-dimethylhepta-2,4-dienal
—— (2Z,4Z)-4-(benzeneselenenyl)-3-(benzenesulfenyl)-5-phenylpenta-2,4-dienal diethyl acetal 647010-44-4 C27H28O2SSe
(2Z,4Z)-4-(benzeneselenenyl)-3-(benzenesulfenyl)-5-phenylpenta-2,4-dienal diethyl acetal
—— (4E,6E)-4,5-bis(benzenesulfenyl)-7-ethoxy-2,2-dimethylhepta-4,6-dien-3-ol 647010-23-9 C23H28O2S2
(4E,6E)-4,5-bis(benzenesulfenyl)-7-ethoxy-2,2-dimethylhepta-4,6-dien-3-ol
—— (2Z,4Z)-3,4-bis(benzenesulfenyl)-5-phenylpenta-2,4-dienal 647010-37-5 C23H18OS2
(2Z,4Z)-3,4-bis(benzenesulfenyl)-5-phenylpenta-2,4-dienal
—— (4E,6E)-2,3-bis(benzenesulfenyl)-5-ethoxy-1-phenylpenta-2,4-dien-1-ol 647010-24-0 C25H24O2S2
(4E,6E)-2,3-bis(benzenesulfenyl)-5-ethoxy-1-phenylpenta-2,4-dien-1-ol
—— (2Z,4Z)-3,4-bis(benzenesulfenyl)-6,6-dimethylhepta-2,4-dienal diethyl acetal 647010-54-6 C25H32O2S2
(2Z,4Z)-3,4-bis(benzenesulfenyl)-6,6-dimethylhepta-2,4-dienal diethyl acetal
—— 3-Methylmercapto-5H-<1,2,4>triazolo<5,1-c><1,2,4>triazol 13728-27-3 C4H5N5S
3-Methylmercapto-5H-<1,2,4>triazolo<5,1-c><1,2,4>triazol
—— (E)-5-ethoxy-6,6,7,7,7-pentafluoro-1-phenyl-4-phenylsulfanylhept-4-en-1-yn-3-ol 236121-36-1 C21H17F5O2S
(E)-5-ethoxy-6,6,7,7,7-pentafluoro-1-phenyl-4-phenylsulfanylhept-4-en-1-yn-3-ol
—— (E)-5-ethoxy-6,6,7,7,7-pentafluoro-2,2-dimethyl-4-phenylsulfanylhept-4-en-3-ol 236121-34-9 C17H21F5O2S
(E)-5-ethoxy-6,6,7,7,7-pentafluoro-2,2-dimethyl-4-phenylsulfanylhept-4-en-3-ol
—— (E)-3-ethoxy-4,4,5,5,5-pentafluoro-1-phenyl-2-phenylsulfanylpent-2-en-1-ol 236121-35-0 C19H17F5O2S
(E)-3-ethoxy-4,4,5,5,5-pentafluoro-1-phenyl-2-phenylsulfanylpent-2-en-1-ol
—— (E)-2-ethoxy-3-(methylthio)-1,1,1-trifluoroprop-2-ene 236121-26-9 C6H9F3OS
(E)-2-ethoxy-3-(methylthio)-1,1,1-trifluoroprop-2-ene
—— 1-<2-(methoxymethyl)-1,3-dithian-2-yl>-3-methylbutan-2-one 144712-22-1 C11H20O2S2
1-<2-(methoxymethyl)-1,3-dithian-2-yl>-3-methylbutan-2-one
—— 3-Methyl-2-(phenylsulfanyl)cycloheptanone 108592-70-7 C14H18OS
3-Methyl-2-(phenylsulfanyl)cycloheptanone
—— (Z,3R)-3-methoxymethoxy-1-nitro-3-phenyl-1-phenylsulfanylpropene 169137-46-6 C17H17NO4S
(Z,3R)-3-methoxymethoxy-1-nitro-3-phenyl-1-phenylsulfanylpropene
—— 1-Nitro-1-phenylthio-heptan 59906-57-9 C13H19NO2S
1-Nitro-1-phenylthio-heptan
—— [2,2']Bi[benzo[b][1,3]dithiolo[4,5-e][1,4]dithiinylidene] 136058-19-0 C18H8S8
[2,2']Bi[benzo[b][1,3]dithiolo[4,5-e][1,4]dithiinylidene]
—— 1-Nitro-1-phenylthio-1-heptene 132364-57-9 C13H17NO2S
1-Nitro-1-phenylthio-1-heptene
—— (Z)-<2-nitro-2-(phenylthio)ethenyl>benzene 116272-76-5 C14H11NO2S
(Z)-<2-nitro-2-(phenylthio)ethenyl>benzene
—— 5-butyl-4,5-dihydro-3-(phenylthio)isoxazole 116502-97-7 C13H17NOS
5-butyl-4,5-dihydro-3-(phenylthio)isoxazole
—— (Z)-tert-butyl 1-propenyl sulfone 69113-45-7 C7H14O2S
(Z)-tert-butyl 1-propenyl sulfone
—— (E/Z)-tert-butyl 1-propenyl sulfone 105962-15-0 C7H14O2S
(E/Z)-tert-butyl 1-propenyl sulfone
—— 2-methyl-2-propyl 1'-propenyl sulfoxide 232265-53-1 C7H14OS
2-methyl-2-propyl 1'-propenyl sulfoxide
—— 2-methyl-2-propyl (E)-1'-propenyl sulfoxide 69113-53-7 C7H14OS
2-methyl-2-propyl (E)-1'-propenyl sulfoxide
—— 9-hexyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine 1384277-46-6 C13H18N8S
9-hexyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine
—— Phenylmercapto-cyan-acetamid 22805-16-9 C9H8N2OS
Phenylmercapto-cyan-acetamid
—— S-Octyl butylthiocarbamate 92412-00-5 C13H27NOS
S-Octyl butylthiocarbamate
—— 3,3-Bis-(2-hydroxy-ethylsulfanyl)-propionic acid methyl ester 164725-69-3 C8H16O4S2
3,3-Bis-(2-hydroxy-ethylsulfanyl)-propionic acid methyl ester
—— methyl 2-(5-bromo-4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)thiazole-4-carboxylate 1275599-13-7 C15H15BrN4O3S2
methyl 2-(5-bromo-4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)thiazole-4-carboxylate
—— methyl 2-(4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)thiazole-4-carboxylate 1275607-85-6 C15H16N4O3S2
methyl 2-(4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)thiazole-4-carboxylate