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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
—— 2,4,5-Trimethylhexane-3-thiol —— C9H20S
2,4,5-Trimethylhexane-3-thiol
—— 2,4,5-Trimethyl-1-prop-2-enyl-1,3-thiazol-1-ium —— C9H14NS+
2,4,5-Trimethyl-1-prop-2-enyl-1,3-thiazol-1-ium
—— 2-Hydroxyethyl propanedithioate —— C5H10OS2
2-Hydroxyethyl propanedithioate
—— 4-[(2-methyl-1H-imidazol-5-yl)sulfanyl]aniline —— C10H11N3S
4-[(2-methyl-1H-imidazol-5-yl)sulfanyl]aniline
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-5-nitropyridin-2-amine —— C17H12N6O3S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-5-nitropyridin-2-amine
—— Methylsulfonylcyclooctane —— C9H18O2S
Methylsulfonylcyclooctane
—— 7-Azabicyclo[2.2.1]heptan-2-yl 2-fluoro-3-(2-fluoro-4-methylsulfanylphenyl)imino-3-hydrazinylpropanimidate —— C16H21F2N5OS
7-Azabicyclo[2.2.1]heptan-2-yl 2-fluoro-3-(2-fluoro-4-methylsulfanylphenyl)imino-3-hydrazinylpropanimidate
—— (6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-propan-2-yl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C19H15ClN4O2S2
(6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-propan-2-yl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 7-chloro-3-(2-ethylphenyl)sulfanyl-1H-indole —— C16H14ClNS
7-chloro-3-(2-ethylphenyl)sulfanyl-1H-indole
—— 1-(2-ethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C22H25N3S
1-(2-ethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— (5E)-3-heptyl-5-[(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C25H25N3O2S3
(5E)-3-heptyl-5-[(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— S-(2,3-dihydroxypropyl) N-butylcarbamothioate —— C8H17NO3S
S-(2,3-dihydroxypropyl) N-butylcarbamothioate
—— 4-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-7,7-dimethyl-4,4a,6,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-5-one —— C23H21N5O2S
4-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-7,7-dimethyl-4,4a,6,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-5-one
—— N,N-dihydroxy-6-methylsulfanylpyridin-3-amine —— C6H8N2O2S
N,N-dihydroxy-6-methylsulfanylpyridin-3-amine
—— (5E)-3-heptyl-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C26H27N3O2S3
(5E)-3-heptyl-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[[4-(3-cyanoanilino)-6-(1,3-thiazol-2-ylsulfanyl)pyrimidin-2-yl]methyl]-4-methyl-N-[[(2S)-oxolan-2-yl]methyl]pentanamide —— C26H30N6O2S2
2-[[4-(3-cyanoanilino)-6-(1,3-thiazol-2-ylsulfanyl)pyrimidin-2-yl]methyl]-4-methyl-N-[[(2S)-oxolan-2-yl]methyl]pentanamide
—— 2-((Z)-4-Carbamimidoylsulfanyl-3-methyl-but-2-enyl)-isothiourea —— C7H14N4S2
2-((Z)-4-Carbamimidoylsulfanyl-3-methyl-but-2-enyl)-isothiourea
—— (5Z)-5-[2-(4-chlorophenyl)sulfanyl-2-(2-thienyl)ethylidene]-6-methyl-2H-1,2,4-triazin-3-imine —— C16H15ClN4S2
(5Z)-5-[2-(4-chlorophenyl)sulfanyl-2-(2-thienyl)ethylidene]-6-methyl-2H-1,2,4-triazin-3-imine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-(2,4,6-trimethylphenyl)methylideneamino]triazole-4-carboxamide —— C23H24N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-(2,4,6-trimethylphenyl)methylideneamino]triazole-4-carboxamide
—— Butylsulfonyl-[dimethyl-(3-methyl-2-oxobutyl)-lambda4-sulfanyl]oxidanium —— C11H25O4S2+
Butylsulfonyl-[dimethyl-(3-methyl-2-oxobutyl)-lambda4-sulfanyl]oxidanium
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-ethylphenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C21H20N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-ethylphenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 5-Butyl-1,2,3-tris(tridecylsulfanyl)benzene —— C49H92S3
5-Butyl-1,2,3-tris(tridecylsulfanyl)benzene
—— (2-methoxypyridin-4-yl)methyl 3-[(3,4-difluorophenyl)methyl]-1-methyl-2,4-dioxo-6H-pyrimido[5,4-b][1,4]thiazine-6-carboxylate —— C22H18F2N4O5S
(2-methoxypyridin-4-yl)methyl 3-[(3,4-difluorophenyl)methyl]-1-methyl-2,4-dioxo-6H-pyrimido[5,4-b][1,4]thiazine-6-carboxylate
—— Propanebis(dithioic acid) —— C3H4S4
Propanebis(dithioic acid)
—— 3-[4-(5-Fluorocyclohepta-1,4,6-trien-1-yl)-2-methylbutyl]-1,1-dimethylthiourea —— C15H23FN2S
3-[4-(5-Fluorocyclohepta-1,4,6-trien-1-yl)-2-methylbutyl]-1,1-dimethylthiourea
—— 2-[(5Z)-4-oxo-5-[(4-oxo-2-phenylsulfanyl-1H-pyrido[1,2-a]pyrimidin-5-ium-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate —— C20H13N3O4S3
2-[(5Z)-4-oxo-5-[(4-oxo-2-phenylsulfanyl-1H-pyrido[1,2-a]pyrimidin-5-ium-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate
—— 3-(2-ethylphenyl)sulfanyl-4,7-dimethoxy-1H-indole —— C18H19NO2S
3-(2-ethylphenyl)sulfanyl-4,7-dimethoxy-1H-indole
—— 2-[(5Z)-5-[(7-methyl-4-oxo-2-phenylsulfanyl-1H-pyrido[1,2-a]pyrimidin-5-ium-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate —— C21H15N3O4S3
2-[(5Z)-5-[(7-methyl-4-oxo-2-phenylsulfanyl-1H-pyrido[1,2-a]pyrimidin-5-ium-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate
—— 2-[4-Hydroxy-2-(3-methylbut-2-enoxy)phenyl]sulfanyl-5-methylphenol —— C18H20O3S
2-[4-Hydroxy-2-(3-methylbut-2-enoxy)phenyl]sulfanyl-5-methylphenol
—— N-(hydroxy-methylidene-oxo-lambda6-sulfanyl)propan-2-amine —— C4H11NO2S
N-(hydroxy-methylidene-oxo-lambda6-sulfanyl)propan-2-amine
—— N-[1-(2-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-3-chloroaniline 1140915-43-0 C21H14ClF2NS
N-[1-(2-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-3-chloroaniline
—— Butan-2-yl-dimethyl-[1-(2-propan-2-ylcyclopropyl)ethyl]-lambda4-sulfane —— C14H30S
Butan-2-yl-dimethyl-[1-(2-propan-2-ylcyclopropyl)ethyl]-lambda4-sulfane
—— (2E)-2-(1-hydrazinylethylidene)-1-benzothiophen-3-one —— C10H10N2OS
(2E)-2-(1-hydrazinylethylidene)-1-benzothiophen-3-one
—— Deuteriosulfonyl(trifluoro)methane;methylsulfonylmethane —— C3H7F3O4S2
Deuteriosulfonyl(trifluoro)methane;methylsulfonylmethane
—— 1-Dodecylsulfanyl-19-heptadecyl-19-tetradecylsulfanyl-37-tridecylsulfanylheptatriacontane —— C93H188S3
1-Dodecylsulfanyl-19-heptadecyl-19-tetradecylsulfanyl-37-tridecylsulfanylheptatriacontane
—— 2-[N-[N-(2,2-dimethylpropyl)-C-methylcarbonimidoyl]-N'-[3-(hydroxymethyl)-1,2-dimethylcyclopentyl]carbamimidoyl]-3-methylbut-2-enethioamide —— C21H38N4OS
2-[N-[N-(2,2-dimethylpropyl)-C-methylcarbonimidoyl]-N'-[3-(hydroxymethyl)-1,2-dimethylcyclopentyl]carbamimidoyl]-3-methylbut-2-enethioamide
—— N-[(6-tert-butyl-2-cyclohexylsulfanylpyridin-3-yl)methyl]propanamide —— C19H30N2OS
N-[(6-tert-butyl-2-cyclohexylsulfanylpyridin-3-yl)methyl]propanamide
—— 2-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]imidazo[1,2-a]pyridine-3-carboxamide —— C19H16N8O3S
2-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]imidazo[1,2-a]pyridine-3-carboxamide
—— (5Z)-5-[[4-(4-chlorophenyl)sulfanylphenyl]methylidene]-3-[2-(1H-indol-3-yl)ethyl]-2-phenylimino-1,3-thiazolidin-4-one —— C32H24ClN3OS2
(5Z)-5-[[4-(4-chlorophenyl)sulfanylphenyl]methylidene]-3-[2-(1H-indol-3-yl)ethyl]-2-phenylimino-1,3-thiazolidin-4-one
—— (4-Methylphenyl) 3-trimethylsilylpropanimidothioate —— C13H21NSSi
(4-Methylphenyl) 3-trimethylsilylpropanimidothioate
—— (14E)-11-(3,4-dimethoxyphenyl)-14-[(5-phenylsulfanylfuran-2-yl)methylidene]-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C33H26N2O4S2
(14E)-11-(3,4-dimethoxyphenyl)-14-[(5-phenylsulfanylfuran-2-yl)methylidene]-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (5Z)-10-phenylsulfanylcyclodec-5-en-1-one —— C16H20OS
(5Z)-10-phenylsulfanylcyclodec-5-en-1-one
—— N'-hydroxy-N-[2-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]phenyl]heptanediamide —— C27H27N5O3S
N'-hydroxy-N-[2-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]phenyl]heptanediamide
—— 2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-phenylacetamide —— C25H19N3O5S2
2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-phenylacetamide
—— 2-Decyl-3-sulfanylcyclopropane-1-thione —— C13H24S2
2-Decyl-3-sulfanylcyclopropane-1-thione
—— 6-(4-hydroxy-3,3-dimethylbutyl)-2-[3-[2-(4-hydroxy-3,3-dimethylbutyl)-1,4-dioxo-3H-thiopyran-6-yl]propyl]-1-oxo-3H-thiopyran-4-one —— C25H38O6S2-2
6-(4-hydroxy-3,3-dimethylbutyl)-2-[3-[2-(4-hydroxy-3,3-dimethylbutyl)-1,4-dioxo-3H-thiopyran-6-yl]propyl]-1-oxo-3H-thiopyran-4-one
—— (E)-1,2-dichloro-1,2-bis(2-chloroethylsulfonyl)ethene —— C6H8Cl4O4S2
(E)-1,2-dichloro-1,2-bis(2-chloroethylsulfonyl)ethene
—— (4E)-1-(1-Acetyl-1H-pyrazol-3-yl)-6,6-dimethyl-3-(methylsulfanyl)-6,7-dihydro-2-benzothiophen-4(5H)-one o-methyloxime —— C17H21N3O2S2
(4E)-1-(1-Acetyl-1H-pyrazol-3-yl)-6,6-dimethyl-3-(methylsulfanyl)-6,7-dihydro-2-benzothiophen-4(5H)-one o-methyloxime
—— 2-Cyano-3-(phenylthio)acrylic acid —— C10H7NO2S
2-Cyano-3-(phenylthio)acrylic acid
—— 4-fluoro-5-methoxy-3-(3-methoxy-phenylsulfanyl)-benzo[b]thiophene-2-carboxylic acid (2H-tetrazol-5-yl)-amide —— C18H14FN5O3S2
4-fluoro-5-methoxy-3-(3-methoxy-phenylsulfanyl)-benzo[b]thiophene-2-carboxylic acid (2H-tetrazol-5-yl)-amide