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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
—— octadecyl vinyl sulfone 60522-97-6 C20H40O2S
octadecyl vinyl sulfone
—— E-1,2-di(propylsulfonyl)-1,2-dichloroethene 118524-81-5 C8H14Cl2O4S2
E-1,2-di(propylsulfonyl)-1,2-dichloroethene
—— 1-Methanesulfonylmethylsulfanyl-1-methoxy-ethane 74705-14-9 C5H12O3S2
1-Methanesulfonylmethylsulfanyl-1-methoxy-ethane
—— 1-Methanesulfonylmethylsulfanyl-1-methylsulfanyl-ethane 74705-13-8 C5H12O2S3
1-Methanesulfonylmethylsulfanyl-1-methylsulfanyl-ethane
—— 3-[2-(4-Methylphenyl)sulfanylphenyl]-1-azatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-trien-2-one 172470-08-5 C24H21NOS
3-[2-(4-Methylphenyl)sulfanylphenyl]-1-azatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-trien-2-one
—— 11-(dodec-1-yldisulfanyl)undecan-1-ol 171195-91-8 C23H48OS2
11-(dodec-1-yldisulfanyl)undecan-1-ol
—— 6-Naphthalen-2-ylsulfanylpyrido[3,2-d]pyrimidine-2,4-diamine 95096-00-7 C17H13N5S
6-Naphthalen-2-ylsulfanylpyrido[3,2-d]pyrimidine-2,4-diamine
—— 11-(dodec-1-yl-trisulfanyl)undecan-1-ol 1262447-16-4 C23H48OS3
11-(dodec-1-yl-trisulfanyl)undecan-1-ol
—— 3-Amino-6-(2-naphtylthio)-2-pyridinecarbonitrile 95095-92-4 C16H11N3S
3-Amino-6-(2-naphtylthio)-2-pyridinecarbonitrile
—— 3-Amino-6-(3-trifluoromethyl-phenylsulfanyl)-pyridine-2-carbonitrile 95095-88-8 C13H8F3N3S
3-Amino-6-(3-trifluoromethyl-phenylsulfanyl)-pyridine-2-carbonitrile
—— 6-<<4-(Dimethylamino)phenyl>thio>pyrido<3,2-d>pyrimidine-2,4-diamine 95095-98-0 C15H16N6S
6-<<4-(Dimethylamino)phenyl>thio>pyrido<3,2-d>pyrimidine-2,4-diamine
—— 6-<(4-Fluorophenyl)thio>pyrido<3,2-d>pyrimidine-2,4-diamine 95095-96-8 C13H10FN5S
6-<(4-Fluorophenyl)thio>pyrido<3,2-d>pyrimidine-2,4-diamine
—— 6-(4-Chloro-phenylsulfanyl)-pyrido[3,2-d]pyrimidine-2,4-diamine 95095-95-7 C13H10ClN5S
6-(4-Chloro-phenylsulfanyl)-pyrido[3,2-d]pyrimidine-2,4-diamine
—— 5-(3,5-dichlorophenylthio)-1H-pyrazolo[4,3-b]pyridin-3-amine 1392150-00-3 C12H8Cl2N4S
5-(3,5-dichlorophenylthio)-1H-pyrazolo[4,3-b]pyridin-3-amine
—— 6-(3,4-Dimethoxyphenyl)sulfanylpyrido[3,2-d]pyrimidine-2,4-diamine 216167-08-7 C15H15N5O2S
6-(3,4-Dimethoxyphenyl)sulfanylpyrido[3,2-d]pyrimidine-2,4-diamine
—— 1-Chloro-1-methanesulfonylmethanesulfinyl-ethane 344324-55-6 C4H9ClO3S2
1-Chloro-1-methanesulfonylmethanesulfinyl-ethane
—— 6-[(4-Chlorophenyl)thio]-3-nitro-2-pyridinecarbonitrile 95095-85-5 C12H6ClN3O2S
6-[(4-Chlorophenyl)thio]-3-nitro-2-pyridinecarbonitrile
—— 1-(3,4-dihydro-2H-quinolin-1-yl)-2-[2-(4-methylphenyl)sulfanylphenyl]ethanone 207349-81-3 C24H23NOS
1-(3,4-dihydro-2H-quinolin-1-yl)-2-[2-(4-methylphenyl)sulfanylphenyl]ethanone
—— 6-<<4-(Dimethylamino)phenyl>thio>-3-nitro-2-pyridinecarbonitrile 95095-89-9 C14H12N4O2S
6-<<4-(Dimethylamino)phenyl>thio>-3-nitro-2-pyridinecarbonitrile
—— 3-Nitro-6-(3-trifluoromethyl-phenylsulfanyl)-pyridine-2-carbonitrile 95095-87-7 C13H6F3N3O2S
3-Nitro-6-(3-trifluoromethyl-phenylsulfanyl)-pyridine-2-carbonitrile
—— 1-chloro-1-methanesulfonylmethanesulfonyl-ethane 68483-78-3 C4H9ClO4S2
1-chloro-1-methanesulfonylmethanesulfonyl-ethane
—— (1-Methanesulfonylmethylsulfanyl-ethylsulfanyl)-benzene 74705-15-0 C10H14O2S3
(1-Methanesulfonylmethylsulfanyl-ethylsulfanyl)-benzene
—— (2-chloro-ethyl)-<i>o</i>-tolyl sulfide 19155-39-6 C9H11ClS
(2-chloro-ethyl)-<i>o</i>-tolyl sulfide
—— 2-<i>o</i>-tolylsulfanyl-ethanol 13290-18-1 C9H12OS
2-<i>o</i>-tolylsulfanyl-ethanol
—— 2-(2-Phenylsulfanylprop-2-enyl)cycloheptan-1-one 889451-80-3 C16H20OS
2-(2-Phenylsulfanylprop-2-enyl)cycloheptan-1-one
—— 2-Methyl-4-(methylsulfanyl)-1-oxo-1lambda~5~-pyridine 112895-10-0 C7H9NOS
2-Methyl-4-(methylsulfanyl)-1-oxo-1lambda~5~-pyridine
—— ethynyl(o-tolyl)sulfane 86130-44-1 C9H8S
ethynyl(o-tolyl)sulfane
—— 1-methylthio-s-triazolo[3,4-c]benzo-as-triazine 77185-27-4 C9H7N5S
1-methylthio-s-triazolo[3,4-c]benzo-as-triazine
—— 2-methylphenyl vinyl sulfide 7297-72-5 C9H10S
2-methylphenyl vinyl sulfide
—— 2-(3-methoxyphenylthio)benzaldehyde 127905-37-7 C14H12O2S
2-(3-methoxyphenylthio)benzaldehyde
—— (5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester 65693-65-4 C7H11N3O2S2
(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester
—— (5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester 5319-74-4 C6H9N3O2S2
(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester
—— 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-(methylthio)pyrimidine 123061-67-6 C12H22N2OSSi
4-(((tert-butyldimethylsilyl)oxy)methyl)-2-(methylthio)pyrimidine
—— 2-amino-6-(methylthio)-5-nitrosopyrimidin-4(3H)-one 98525-47-4 C5H6N4O2S
2-amino-6-(methylthio)-5-nitrosopyrimidin-4(3H)-one
—— threo-N,N-diisopropyl-2,3-dimethylthiopent-4-enamide 86943-10-4 C13H25NS
threo-N,N-diisopropyl-2,3-dimethylthiopent-4-enamide
—— 1,2,3,4,5a,6,7,8,9-nonahydro-4a-methoxydibenzothiophene 5,5-dioxide 39190-58-4 C13H20O3S
1,2,3,4,5a,6,7,8,9-nonahydro-4a-methoxydibenzothiophene 5,5-dioxide
—— Dimethyl-thiocyclopentanone 77412-94-3 C7H12OS2
Dimethyl-thiocyclopentanone
—— 1,1-Bis(phenylthio)-1-(trimethylsilyl)ethane 87729-81-5 C17H22S2Si
1,1-Bis(phenylthio)-1-(trimethylsilyl)ethane
—— 5-Chloro-2-(2-fluorophenylthio)benzaldehyde 83986-05-4 C13H8ClFOS
5-Chloro-2-(2-fluorophenylthio)benzaldehyde
—— 5-Chloro-2-(2-fluorophenylthio)-α-(1-methyl-4-piperidyl)benzyl alcohol 83986-03-2 C19H21ClFNOS
5-Chloro-2-(2-fluorophenylthio)-α-(1-methyl-4-piperidyl)benzyl alcohol
—— 2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetamide 1417526-08-9 C16H16FN3O2S
2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetamide
—— [5-Amino-2-(2-fluorophenyl)sulfanylphenyl]methanol 73129-17-6 C13H12FNOS
[5-Amino-2-(2-fluorophenyl)sulfanylphenyl]methanol
—— <2-(3-trifluoromethylphenylthio)phenyl>acetic acid 16174-91-7 C15H11F3O2S
<2-(3-trifluoromethylphenylthio)phenyl>acetic acid
—— 2-[(2-Fluorophenyl)thio]-5-nitrobenzenemethanol 73129-15-4 C13H10FNO3S
2-[(2-Fluorophenyl)thio]-5-nitrobenzenemethanol
—— 5-chloro-2-(2-fluorophenylthio)benzyl alcohol 73129-19-8 C13H10ClFOS
5-chloro-2-(2-fluorophenylthio)benzyl alcohol
—— 2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetonitrile 1417526-10-3 C16H14FN3OS
2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetonitrile
—— 2-Methylene-3a-phenylsulfanyl-octahydro-inden-4-one 77517-74-9 C16H18OS
2-Methylene-3a-phenylsulfanyl-octahydro-inden-4-one
—— 3-Chloro-4-(1-butylthio)-1,2,5-thiadiazole 178367-57-2 C6H9ClN2S2
3-Chloro-4-(1-butylthio)-1,2,5-thiadiazole
—— 2-(1-hydroxy-1-phenylmethyl)-2-(methylthio)thiolane 181823-35-8 C12H16OS2
2-(1-hydroxy-1-phenylmethyl)-2-(methylthio)thiolane
—— 4-<i>p</i>-tolylsulfanyl-oxazole 41514-35-6 C10H9NOS
4-<i>p</i>-tolylsulfanyl-oxazole