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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
—— (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
—— (5E)-5-(1-phenylsulfanylethylidene)oxolan-2-one 109574-08-5 C12H12O2S
(5E)-5-(1-phenylsulfanylethylidene)oxolan-2-one
—— 4-methyl-3-(phenylthio)-2-buten-4-olide 75717-37-2 C11H10O2S
4-methyl-3-(phenylthio)-2-buten-4-olide
—— 2-methyl-N-(2-methyl-2-propanyl)propanthioamide 21351-33-7 C8H17NS
2-methyl-N-(2-methyl-2-propanyl)propanthioamide
—— Bis(4-methylsulfanylphenyl)-propan-2-yloxyphosphane 139117-16-1 C17H21OPS2
Bis(4-methylsulfanylphenyl)-propan-2-yloxyphosphane
—— 1-phenylsulphenyl-2-methoxymethylethyne 109491-07-8 C10H10OS
1-phenylsulphenyl-2-methoxymethylethyne
—— 4-methylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-dithiole-2-thione 238419-82-4 C11H16O2S4Se
4-methylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-dithiole-2-thione
—— (2-Fluoroethyl)(phenyl)sulfane 33740-59-9 C8H9FS
(2-Fluoroethyl)(phenyl)sulfane
—— 5,6-dihydro-2-thioxo-1,3-dithio[2,3-d][1,4]thiaselenin 238419-85-7 C5H4S4Se
5,6-dihydro-2-thioxo-1,3-dithio[2,3-d][1,4]thiaselenin
—— 5,6-dihydro-2-oxo-1,3-dithio[2,3-d][1,4]thiaselenin 238419-86-8 C5H4OS3Se
5,6-dihydro-2-oxo-1,3-dithio[2,3-d][1,4]thiaselenin
—— 4-methylseleno-5-(2-hydroxyethylthio)-1,3-dithiole-2-thione 238419-83-5 C6H8OS4Se
4-methylseleno-5-(2-hydroxyethylthio)-1,3-dithiole-2-thione
—— S-(2-fluoroethyl)isothiourea 44604-90-2 C3H7FN2S
S-(2-fluoroethyl)isothiourea
—— 5-fluoro-2-(4-isopropylphenylthio)benzyl alcohol 91527-97-8 C16H17FOS
5-fluoro-2-(4-isopropylphenylthio)benzyl alcohol
—— 2-<5-fluoro-2-(4-isopropylphenylthio)phenyl>acetic acid 91528-05-1 C17H17FO2S
2-<5-fluoro-2-(4-isopropylphenylthio)phenyl>acetic acid
—— (Cyclohexylsulfanyl)carbonyl chloride 54408-46-7 C7H11ClOS
(Cyclohexylsulfanyl)carbonyl chloride
—— Butyl octyl trithiocarbonate 89622-61-7 C13H26S3
Butyl octyl trithiocarbonate
—— phenylthiomethyl isothiocyanate 51989-38-9 C8H7NS2
phenylthiomethyl isothiocyanate
—— 1-methyl-3-phenylsulfenyl-2-(thiophen-3-yl)indole 1185744-06-2 C19H15NS2
1-methyl-3-phenylsulfenyl-2-(thiophen-3-yl)indole
—— Butylsulfanyl-cyclopentylsulfanylmethanethione 89622-64-0 C10H18S3
Butylsulfanyl-cyclopentylsulfanylmethanethione
—— 2-Mercapto-aethyldithiocarbamidsaeure 69353-03-3 C3H7NS3
2-Mercapto-aethyldithiocarbamidsaeure
—— 3-chloro-4-(phenylthio)-1,1,2-trifluoro-1-butene 113894-32-9 C10H8ClF3S
3-chloro-4-(phenylthio)-1,1,2-trifluoro-1-butene
—— (Z)-bromo-2 thiocyanato-1 pentene-1 100641-50-7 C6H8BrNS
(Z)-bromo-2 thiocyanato-1 pentene-1
—— E-2<(phenylthio)methylidene>cyclohexanone 116512-54-0 C13H14OS
E-2<(phenylthio)methylidene>cyclohexanone
—— [2,2-Dimethoxy-cyclohex-(E)-ylidenemethylsulfanyl]-benzene 119044-14-3 C15H20O2S
[2,2-Dimethoxy-cyclohex-(E)-ylidenemethylsulfanyl]-benzene
—— 1-methyl-2-<(phenylthio)methylidene>cyclohexane-1-ol 119044-31-4 C14H18OS
1-methyl-2-<(phenylthio)methylidene>cyclohexane-1-ol