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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-[6-(4-fluorophenylamino)-2-(methylthio)pyrimidin-4-yl]ethanol 1279692-43-1 C13H14FN3OS
2-[6-(4-fluorophenylamino)-2-(methylthio)pyrimidin-4-yl]ethanol
—— 2-[6-(Dimethylamino)-2-methylsulfanylpyrimidin-4-yl]ethanol 934365-78-3 C9H15N3OS
2-[6-(Dimethylamino)-2-methylsulfanylpyrimidin-4-yl]ethanol
—— 4-(3-hydroxypropylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde 1280218-30-5 C9H13N3O2S
4-(3-hydroxypropylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde
—— o-(2-Methoxyethyl) s-(trichloroacetyl) carbonodithioate 6329-44-8 C6H7Cl3O3S2
o-(2-Methoxyethyl) s-(trichloroacetyl) carbonodithioate
—— cis-7-Propenyl-1,5-dithiaspiro<5.12>octadecan-7-ol 68984-61-2 C19H34OS2
cis-7-Propenyl-1,5-dithiaspiro<5.12>octadecan-7-ol
—— Diisopropyl-dithiocarbamic acid thiophen-2-yl ester 82884-35-3 C11H17NS3
Diisopropyl-dithiocarbamic acid thiophen-2-yl ester
—— 5-allyl-2-bromo-4-chloro-6-(phenylsulfanyl)pyrimidine 1108736-86-2 C13H10BrClN2S
5-allyl-2-bromo-4-chloro-6-(phenylsulfanyl)pyrimidine
—— 5-(4-fluorophenyl)-4-[(2-methylthiopyrimidin-4-yl)]isoxazole 897648-38-3 C14H10FN3OS
5-(4-fluorophenyl)-4-[(2-methylthiopyrimidin-4-yl)]isoxazole
—— 2,4-Dimethylthio-6-hydroxypyrimidin 7153-71-1 C6H8N2OS2
2,4-Dimethylthio-6-hydroxypyrimidin
—— ethyl 2-(5-(2-chlorophenyl)-1,3,4-Oxadiazol-2-ylthio)acetate 337354-49-1 C12H11ClN2O3S
ethyl 2-(5-(2-chlorophenyl)-1,3,4-Oxadiazol-2-ylthio)acetate
—— 2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide 459435-59-7 C10H8ClN3O2S
2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-isopropyl-6-phenylthiocyclohex-1-ene 125334-79-4 C15H20S
1-isopropyl-6-phenylthiocyclohex-1-ene
—— 3-bromo-5-(methylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole 1174231-66-3 C10H19BrN2OSSi
3-bromo-5-(methylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole
—— 2-Amino-5-phenyl-4,6-di-(methylmercapto)-pyrimidin 6299-77-0 C12H13N3S2
2-Amino-5-phenyl-4,6-di-(methylmercapto)-pyrimidin
—— 2-chloro-4-(2-acetylamino-ethylamino)-5-methylsulphanyl-pyrimidine 1069985-05-2 C9H13ClN4OS
2-chloro-4-(2-acetylamino-ethylamino)-5-methylsulphanyl-pyrimidine
—— 1,3-dicyclooctylthiourea 26536-59-4 C17H32N2S
1,3-dicyclooctylthiourea
—— 9-Propyl-2-amino-6-(1-methyl-4-nitro-imidazolyl-(5)-mercapto)-9H-purin 91495-43-1 C12H14N8O2S
9-Propyl-2-amino-6-(1-methyl-4-nitro-imidazolyl-(5)-mercapto)-9H-purin
—— 2-(5-fluoro-2-nitro-phenylsulfanyl)-aniline 321-11-9 C12H9FN2O2S
2-(5-fluoro-2-nitro-phenylsulfanyl)-aniline
—— 3,7-Dimethyl-1H-[1,2,4]triazino[5,6-e][1,3,4]thiadiazine 120588-51-4 C6H7N5S
3,7-Dimethyl-1H-[1,2,4]triazino[5,6-e][1,3,4]thiadiazine
—— NCT-504 1222765-97-0 C15H12N6O2S3
NCT-504
—— 4-Methyl-6-(methylsulfanyl)pyrimidin-5-amine 89465-44-1 C6H9N3S
4-Methyl-6-(methylsulfanyl)pyrimidin-5-amine
—— 4-Hydroxy-2-<2-chlor-benzylmercapto>-pyrimidin 6342-22-9 C11H9ClN2OS
4-Hydroxy-2-<2-chlor-benzylmercapto>-pyrimidin
—— 4-(Mesitylthio)-2-methoxybenzonitrile 1146401-38-8 C17H17NOS
4-(Mesitylthio)-2-methoxybenzonitrile
—— N-tert-butyl-C-(2,4-bis-methanesulfanylphenyl)nitrone 845740-10-5 C13H19NOS2
N-tert-butyl-C-(2,4-bis-methanesulfanylphenyl)nitrone
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-3-yl)-pyridine-3,5-dicarbonitrile 1030622-81-1 C22H18ClN5OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-3-yl)-pyridine-3,5-dicarbonitrile
—— 7-Methyl-3-phenyl-1H-[1,2,4]triazino[5,6-e][1,3,4]thiadiazine 120588-52-5 C11H9N5S
7-Methyl-3-phenyl-1H-[1,2,4]triazino[5,6-e][1,3,4]thiadiazine
—— 4-((2-(4-chlorophenyl)thiazol-4-yl)methylthio)aniline 866357-72-4 C16H13ClN2S2
4-((2-(4-chlorophenyl)thiazol-4-yl)methylthio)aniline
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexylpyridine-3,5-dicarbonitrile 1030622-84-4 C23H20ClN5S2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexylpyridine-3,5-dicarbonitrile
—— 2-((2-(4-chlorophenyl)thiazol-4-yl)methylthio)aniline 501103-27-1 C16H13ClN2S2
2-((2-(4-chlorophenyl)thiazol-4-yl)methylthio)aniline
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohex-3-en-1-ylpyridine-3,5-dicarbonitrile 1030622-98-0 C23H18ClN5S2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohex-3-en-1-ylpyridine-3,5-dicarbonitrile
—— 2-Amino-6-([2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-4-(1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrile 1187542-85-3 C20H11ClN6S3
2-Amino-6-([2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-4-(1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrile
—— 1-Ethoxy-2-(2-ethoxyethylsulfonylmethylsulfonyl)ethane 6331-15-3 C9H20O6S2
1-Ethoxy-2-(2-ethoxyethylsulfonylmethylsulfonyl)ethane
—— 3-(2-Cyanoethylsulfonylmethylsulfonyl)propanenitrile 6330-36-5 C7H10N2O4S2
3-(2-Cyanoethylsulfonylmethylsulfonyl)propanenitrile
—— 2-(4-chlorophenyl)-4-((3-chlorophenylthio)methyl)thiazole 923526-95-8 C16H11Cl2NS2
2-(4-chlorophenyl)-4-((3-chlorophenylthio)methyl)thiazole
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1187542-87-5 C20H11ClN6S3
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-4-yl)-pyridine-3,5-dicarbonitrile 1030623-02-9 C22H18ClN5OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-4-yl)-pyridine-3,5-dicarbonitrile
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-thiophen-2-ylpyridine-3,5-dicarbonitrile 1187543-16-3 C21H12ClN5S3
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-thiophen-2-ylpyridine-3,5-dicarbonitrile
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)-pyridine-3,5-dicarbonitrile 1030622-67-3 C22H18ClN5OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)-pyridine-3,5-dicarbonitrile
—— 9-Butyl-2-amino-6-(1-methyl-4-nitro-imidazolyl-(5)-mercapto)-9H-purin 36892-45-2 C13H16N8O2S
9-Butyl-2-amino-6-(1-methyl-4-nitro-imidazolyl-(5)-mercapto)-9H-purin
—— (3-chloro-4-fluorophenyl)(methyl)sulfane 847148-16-7 C7H6ClFS
(3-chloro-4-fluorophenyl)(methyl)sulfane
—— 2-chloro-1-[(5-chloro-2-methoxyphenyl)thio]-4-(methylsulfonyl)benzene 942268-42-0 C14H12Cl2O3S2
2-chloro-1-[(5-chloro-2-methoxyphenyl)thio]-4-(methylsulfonyl)benzene
—— 2-(phenylthio)pyridin-4-amine 337475-87-3 C11H10N2S
2-(phenylthio)pyridin-4-amine
—— 1,1-Di(methanesulfonyl)butane 6330-34-3 C6H14O4S2
1,1-Di(methanesulfonyl)butane
—— 4-(4-methylthio)phenyl-3-butyn-2-one 387866-27-5 C11H10OS
4-(4-methylthio)phenyl-3-butyn-2-one
—— 5-(3,4-Difluoro-phenyl)-3-(2-piperidin-1-yl-ethylsulfanyl)-[1,2,4]triazine 87992-25-4 C16H18F2N4S
5-(3,4-Difluoro-phenyl)-3-(2-piperidin-1-yl-ethylsulfanyl)-[1,2,4]triazine
—— 2-amino-2-(2-{4-[5-(3-methylphenylthio)naphthalen-1-yl]phenyl}ethyl)propane-1,3-diol 956037-13-1 C28H29NO2S
2-amino-2-(2-{4-[5-(3-methylphenylthio)naphthalen-1-yl]phenyl}ethyl)propane-1,3-diol
—— 4,6,4',6'-Tetramethyl-5,5'-bis-{2-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-ethyl}-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene] 287980-45-4 C32H46N2O6S4
4,6,4',6'-Tetramethyl-5,5'-bis-{2-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-ethyl}-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]
—— 3-Methyl-1-phenylthio-5-hexen-2-on 66032-94-8 C13H16OS
3-Methyl-1-phenylthio-5-hexen-2-on
—— 7-m-tolylsulfanyl-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indole 1246244-76-7 C18H20N2S
7-m-tolylsulfanyl-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indole
—— 3-Methyl-1-phenylthio-2-pentanon 66032-91-5 C12H16OS
3-Methyl-1-phenylthio-2-pentanon