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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-(1,3-dichloro-propane-2-sulfonyl)-octane 73479-01-3 C11H22Cl2O2S
1-(1,3-dichloro-propane-2-sulfonyl)-octane
—— Avarol-4'-thiobenzothiazol 1092480-13-1 C28H33NO2S2
Avarol-4'-thiobenzothiazol
—— 3'-(benzylthio)Avarol 1092480-08-4 C28H36O3S
3'-(benzylthio)Avarol
—— (1-(4-chlorophenyl)-2-nitroethyl)(p-tolyl)sulfide 110129-91-4 C15H14ClNO2S
(1-(4-chlorophenyl)-2-nitroethyl)(p-tolyl)sulfide
—— Avarol-3'-thiobenzothiazol 1092480-12-0 C28H33NO2S2
Avarol-3'-thiobenzothiazol
—— 2-[[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]-5-[2-(hydroxymethyl)phenyl]sulfanylbenzene-1,4-diol 1092480-09-5 C28H36O3S
2-[[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]-5-[2-(hydroxymethyl)phenyl]sulfanylbenzene-1,4-diol
—— (2-chloro-propyl)-phenyl sulfide 5877-11-2 C9H11ClS
(2-chloro-propyl)-phenyl sulfide
—— Avarol-3'-thiobenzoate 1092480-07-3 C28H34O4S
Avarol-3'-thiobenzoate
—— 1,3-Bis(2-methyl-3-methylthio-2H-1,2,4-triazol-5-yl)thiourea 132395-73-4 C9H14N8S3
1,3-Bis(2-methyl-3-methylthio-2H-1,2,4-triazol-5-yl)thiourea
—— Ethyl E-2-Cyano-3-(2-methyl-3-methylthio-2H-1,2,4-triazol-5-yl)aminoacrylate 113967-78-5 C10H13N5O2S
Ethyl E-2-Cyano-3-(2-methyl-3-methylthio-2H-1,2,4-triazol-5-yl)aminoacrylate
—— Ethyl Z-2-Cyano-3-(2-methyl-3-methylthio-2H-1,2,4-triazol-5-yl)aminoacrylate 113967-80-9 C10H13N5O2S
Ethyl Z-2-Cyano-3-(2-methyl-3-methylthio-2H-1,2,4-triazol-5-yl)aminoacrylate
—— 3-methylthio-4-methyl-5-amino-4H-1,2,4-triazole 88722-62-7 C4H8N4S
3-methylthio-4-methyl-5-amino-4H-1,2,4-triazole
—— 5-amino-4-benzyl-3-methylthio-4H-1,2,4-triazole 88722-36-5 C10H12N4S
5-amino-4-benzyl-3-methylthio-4H-1,2,4-triazole
—— 3-chloro-2,6,6-trimethyl-1-(phenylthiomethyl)cyclohex-1-ene 288302-93-2 C16H21ClS
3-chloro-2,6,6-trimethyl-1-(phenylthiomethyl)cyclohex-1-ene
—— 5-amino-2-benzyl-3-methylthio-2H-1,2,4-triazole 84827-85-0 C10H12N4S
5-amino-2-benzyl-3-methylthio-2H-1,2,4-triazole
—— 5-amino-1-benzyl-3-methylthio-1H-1,2,4-triazole 84827-84-9 C10H12N4S
5-amino-1-benzyl-3-methylthio-1H-1,2,4-triazole
—— bis(cyclopropylmethyl) sulfide 53911-81-2 C8H14S
bis(cyclopropylmethyl) sulfide
—— N-phenyl-methyl(benzenesulfanyl)ketenimine 71260-88-3 C15H13NS
N-phenyl-methyl(benzenesulfanyl)ketenimine
—— 2-(2-bromo-3-methyl-benzylsulfanyl)-aniline 33264-67-4 C14H14BrNS
2-(2-bromo-3-methyl-benzylsulfanyl)-aniline
—— (1-chloropropan-2-yl)(phenyl)sulfane 19826-03-0 C9H11ClS
(1-chloropropan-2-yl)(phenyl)sulfane
—— 1,2-butadienyl phenyl sulfide 13610-04-3 C10H10S
1,2-butadienyl phenyl sulfide
—— (4-chlorophenyl)(1-(4-chlorophenyl)-2-nitroethyl)sulfide 110130-59-1 C14H11Cl2NO2S
(4-chlorophenyl)(1-(4-chlorophenyl)-2-nitroethyl)sulfide
—— 4,4-dimethyl 5-thiophenoxymethyl-γ-butyrolactone 121402-77-5 C13H16O2S
4,4-dimethyl 5-thiophenoxymethyl-γ-butyrolactone
—— 3-Methyl-5-phenyl-4-phenylsulfanyl-5H-furan-2-one 71847-67-1 C17H14O2S
3-Methyl-5-phenyl-4-phenylsulfanyl-5H-furan-2-one
—— (R)-isobutyl methyl sulfoxide 62561-56-2 C5H12OS
(R)-isobutyl methyl sulfoxide
—— 2-Cyano-3-amino-thio-crotonsaeure-amid 758721-53-8 C5H7N3S
2-Cyano-3-amino-thio-crotonsaeure-amid
—— 2-cyano-3-ethoxythiocrotonamide 116595-42-7 C7H10N2OS
2-cyano-3-ethoxythiocrotonamide
—— (β-chloro-phenethyl)-phenyl sulfide 19326-95-5 C14H13ClS
(β-chloro-phenethyl)-phenyl sulfide
—— carbonodithioic O-(2-butyl) S-methyl ester 7694-21-5 C6H12OS2
carbonodithioic O-(2-butyl) S-methyl ester
—— cis-2-phenyl-5-phenylthiomethoxy-1,3-dioxane 154492-55-4 C17H18O3S
cis-2-phenyl-5-phenylthiomethoxy-1,3-dioxane
—— 1-Allylmercapto-2,3-epoxy-propan 24376-05-4 C6H10OS
1-Allylmercapto-2,3-epoxy-propan
—— 4,5-ethylenedithio-1,3-dithio-2-selenone 110521-58-9 C5H4S4Se
4,5-ethylenedithio-1,3-dithio-2-selenone
—— 3-(thiophen-2-ylsulfanyl)thiophene-2-carbaldehyde 1161865-01-5 C9H6OS3
3-(thiophen-2-ylsulfanyl)thiophene-2-carbaldehyde
—— 3-(pyridin-4-ylsulfanyl)thiophene-2-carbaldehyde 1161865-25-3 C10H7NOS2
3-(pyridin-4-ylsulfanyl)thiophene-2-carbaldehyde
—— 4-methylthio-5-(2-methoxycarbonylethylthio)-1,3-diselenole-2-selone 342392-81-8 C8H10O2S2Se3
4-methylthio-5-(2-methoxycarbonylethylthio)-1,3-diselenole-2-selone
—— 1-Hydroxy-1-(2-methyl-1,3-dithian-2-yl)-1-phenyl-2-(trimethylsilyl)-2-propene 73397-69-0 C17H26OS2Si
1-Hydroxy-1-(2-methyl-1,3-dithian-2-yl)-1-phenyl-2-(trimethylsilyl)-2-propene
—— (2-Phenyl-[1,3]oxathiolan-2-yl)-methanol 88640-36-2 C10H12O2S
(2-Phenyl-[1,3]oxathiolan-2-yl)-methanol
—— 4-(2,6-dimethyl-4-(pyrazin-2-ylthio)phenyl)thiazol-2-amine 1439936-17-0 C15H14N4S2
4-(2,6-dimethyl-4-(pyrazin-2-ylthio)phenyl)thiazol-2-amine
—— N-{4-(2,6-dimethyl-4-(pyrazin-2-ylthio)phenyl)thiazol-2-yl}-2-fluoroisonicotinamide 1439936-43-2 C21H16FN5OS2
N-{4-(2,6-dimethyl-4-(pyrazin-2-ylthio)phenyl)thiazol-2-yl}-2-fluoroisonicotinamide
—— 5-isothiocyanatohept-1-en-6-yne 342883-34-5 C8H9NS
5-isothiocyanatohept-1-en-6-yne
—— 5-isothiocyanato-2-methylpent-1-en-3-yne 342883-33-4 C7H7NS
5-isothiocyanato-2-methylpent-1-en-3-yne
—— 2-(trimethylsilyl)-1-(phenylthio)ethene 7671-24-1 C11H16SSi
2-(trimethylsilyl)-1-(phenylthio)ethene
—— 6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-ylsulfanyl)-nicotinic acid 173156-98-4 C21H25NO2S
6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-ylsulfanyl)-nicotinic acid
—— (E)-4-(1-phenylthiopropylidene)butan-4-olide 109573-95-7 C13H14O2S
(E)-4-(1-phenylthiopropylidene)butan-4-olide
—— 3,4-Dihydro-6-methoxy-2-methyl-4-oxo-5-(4-pyridylthio)-quinazoline 147149-65-3 C15H13N3O2S
3,4-Dihydro-6-methoxy-2-methyl-4-oxo-5-(4-pyridylthio)-quinazoline
—— Tetramethylendixanthogen 102148-86-7 C6H10O2S4
Tetramethylendixanthogen
—— 2-phenylthio-2-cyclohexenone 23740-61-6 C12H12OS
2-phenylthio-2-cyclohexenone
—— 4-(5-Cyano-6-methyl-2-phenyl)pyrimidinyl (ethoxycarbonyl)methyl sulfide 128503-05-9 C16H15N3O2S
4-(5-Cyano-6-methyl-2-phenyl)pyrimidinyl (ethoxycarbonyl)methyl sulfide
—— 4-hexylthio-5-(6-diphenyl-t-butylsilyloxyhexylthio)-1,3-dithiole-2-thione 218150-23-3 C31H44OS5Si
4-hexylthio-5-(6-diphenyl-t-butylsilyloxyhexylthio)-1,3-dithiole-2-thione
—— 4-(6-(1,1-dimethylethyl-diphenylsilylloxy)hexylthio)-5-(methylthio)-1,3-dithiole-2-thione 218149-88-3 C26H34OS5Si
4-(6-(1,1-dimethylethyl-diphenylsilylloxy)hexylthio)-5-(methylthio)-1,3-dithiole-2-thione