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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-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
—— 2-ethyl-2-(2-propyl-2-d)-1,3-dithiane 119336-36-6 C9H18S2
2-ethyl-2-(2-propyl-2-d)-1,3-dithiane
—— Tris-2,4,6-(o-chlorbenzylmercapto)-pyrimidin 6299-78-1 C25H19Cl3N2S3
Tris-2,4,6-(o-chlorbenzylmercapto)-pyrimidin
—— 4-Methylamino-2-<p-fluor-benzylmercapto>-5-methyl-pyrimidin 841-08-7 C13H14FN3S
4-Methylamino-2-<p-fluor-benzylmercapto>-5-methyl-pyrimidin
—— 6-acetyl-4-thio-3-oxa-5-thiatetradecane 134672-98-3 C14H26O2S2
6-acetyl-4-thio-3-oxa-5-thiatetradecane
—— 2-Hydroxy-4-amino-6-methylmercapto-pyrimidin 6297-82-1 C5H7N3OS
2-Hydroxy-4-amino-6-methylmercapto-pyrimidin
—— 3,6-Dimethyl-1-phenylthio-5-hepten-2-on 66032-96-0 C15H20OS
3,6-Dimethyl-1-phenylthio-5-hepten-2-on
—— 2,4-bisethylthio-6-methyl-pyrimidine 67914-08-3 C9H14N2S2
2,4-bisethylthio-6-methyl-pyrimidine
—— 1,1-Bis-aethylsulfonyl-cyclobutan 6330-45-6 C8H16O4S2
1,1-Bis-aethylsulfonyl-cyclobutan
—— 4-butylamino-6-methyl-2-methylthiopyrimidine 55816-96-1 C10H17N3S
4-butylamino-6-methyl-2-methylthiopyrimidine
—— 5,5-Bis(methylsulfonyl)nonane 6331-28-8 C11H24O4S2
5,5-Bis(methylsulfonyl)nonane
—— 2-isopropyl-1,1,3,3-tetramethyl-isothiuronium cation 51042-71-8 C8H19N2S
2-isopropyl-1,1,3,3-tetramethyl-isothiuronium cation
—— 6-(p-chlorothiophenoxy)-1-methyl-1,4,5,6-tetrahydropyridine-3-carbonitrile 94008-35-2 C13H13ClN2S
6-(p-chlorothiophenoxy)-1-methyl-1,4,5,6-tetrahydropyridine-3-carbonitrile
—— (7-Chloro-2,3,4,5,9b-pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-acetic acid hydrazide 77185-35-4 C10H8ClN7OS
(7-Chloro-2,3,4,5,9b-pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-acetic acid hydrazide
—— 4-hydroxy-N-(2-phenylsulfanylphenyl)butanamide 1103976-00-6 C16H17NO2S
4-hydroxy-N-(2-phenylsulfanylphenyl)butanamide
—— [6-(3-Methylphenyl)sulfanylpyridin-3-yl]methanol 253594-31-9 C13H13NOS
[6-(3-Methylphenyl)sulfanylpyridin-3-yl]methanol
—— 4-Methylamino-2-benzylmercapto-5-methyl-pyrimidin 91960-31-5 C13H15N3S
4-Methylamino-2-benzylmercapto-5-methyl-pyrimidin
—— tert-butyl (piperidin-4-yl) (2-(2-thienylthio)ethyl)carbamate 885689-31-6 C16H26N2O2S2
tert-butyl (piperidin-4-yl) (2-(2-thienylthio)ethyl)carbamate
—— 3-(3-methylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-07-7 C27H34NS*I
3-(3-methylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(2-(methylthio)phenylazo)-2,4-pentanedione 1304495-19-9 C12H14N2O2S
3-(2-(methylthio)phenylazo)-2,4-pentanedione
—— 3-(3-methylphenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 1299398-91-6 C27H28NS*I
3-(3-methylphenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide
—— 2-tert-Butyl-2-methyl-[1,3]dithiolane 1-oxide 110379-09-4 C8H16OS2
2-tert-Butyl-2-methyl-[1,3]dithiolane 1-oxide
—— 5-chloro-N-(2-(methylsulfanyl)phenyl)salicylaldimine 19850-37-4 C14H12ClNOS
5-chloro-N-(2-(methylsulfanyl)phenyl)salicylaldimine
—— 3-(perfluorobutylsulfonyl)propanol 762241-70-3 C7H7F9O3S
3-(perfluorobutylsulfonyl)propanol
—— 4,4-Bis(benzylsulfonyl)-7-phenylheptanenitrile 6330-06-9 C27H29NO4S2
4,4-Bis(benzylsulfonyl)-7-phenylheptanenitrile