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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
—— N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-(2-phenylsulfanylethyl)formamide 212184-64-0 C24H25NO3S2
N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-(2-phenylsulfanylethyl)formamide
—— (RS)-10-<2'-hydroxy-3'-(phenylthio)phenyl>-2-decanol 112999-55-0 C22H30O2S
(RS)-10-<2'-hydroxy-3'-(phenylthio)phenyl>-2-decanol
—— 4-(o-aminophenylthio)-4-phenylbutyric acid 51085-65-5 C16H17NO2S
4-(o-aminophenylthio)-4-phenylbutyric acid
—— 3,3-dimethyl-6-carboxymethylthio-8-morpholino-5-cyano-3,4-dihydro-1H-thiopyrano[3,4-c]pyridine 204775-48-4 C17H21N3O3S2
3,3-dimethyl-6-carboxymethylthio-8-morpholino-5-cyano-3,4-dihydro-1H-thiopyrano[3,4-c]pyridine
—— ethyl-2-({9-[2-(ethoxy-2-oxoethyl)sulfanyl]-5,6,18,19-tetrahydro-4H-dibenzo[e,r]di[1,2,4]triazolao[4,3-i:3,4-n][1,4,8,9,15,16]dioxatetraazacyclononadecin-1-yl}sulfanyl)acetate 1402070-23-8 C31H34N8O6S2
ethyl-2-({9-[2-(ethoxy-2-oxoethyl)sulfanyl]-5,6,18,19-tetrahydro-4H-dibenzo[e,r]di[1,2,4]triazolao[4,3-i:3,4-n][1,4,8,9,15,16]dioxatetraazacyclononadecin-1-yl}sulfanyl)acetate
—— 1-chloro-3-[(3-fluorophenyl) thio]-propane 124929-81-3 C9H10ClFS
1-chloro-3-[(3-fluorophenyl) thio]-propane
—— ethyl (2-oxo-1-phenylthiocyclohexyl)acetate 651315-16-1 C16H20O3S
ethyl (2-oxo-1-phenylthiocyclohexyl)acetate
—— 5-[(4-Chlorophenyl)thio]-2(1H)-pyrimidinone 41963-99-9 C10H7ClN2OS
5-[(4-Chlorophenyl)thio]-2(1H)-pyrimidinone
—— 8,9-diamino-3,4-dihydro-2H,6H-pyrimido<6,1-b><1,3>thiazin-6-one 146404-31-1 C7H10N4OS
8,9-diamino-3,4-dihydro-2H,6H-pyrimido<6,1-b><1,3>thiazin-6-one
—— 5-(2-dimethylaminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one 1185190-65-1 C22H30IN3O2S
5-(2-dimethylaminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one
—— 3-methoxy-1-(2-methoxyethyl)-2-methylsulfanylpyrrole 1235453-95-8 C9H15NO2S
3-methoxy-1-(2-methoxyethyl)-2-methylsulfanylpyrrole
—— HTS 12487 41249-76-7 C19H17N3O2S
HTS 12487
—— (S)-4-hexylsulfanyl-hex-2-yn-1-ol 1137737-74-6 C12H22OS
(S)-4-hexylsulfanyl-hex-2-yn-1-ol
—— 3-[(1,3,4-oxadiazolo-2(3H)-thion-5-yl)methylsulfanyl]-5,6-diphenyl-1,2,4-triazine 1283693-26-4 C18H13N5OS2
3-[(1,3,4-oxadiazolo-2(3H)-thion-5-yl)methylsulfanyl]-5,6-diphenyl-1,2,4-triazine
—— 2-(5,6-diphenyl-1,2,4-triazin-3-ylsulphanyl)acetohydrazide 95633-36-6 C17H15N5OS
2-(5,6-diphenyl-1,2,4-triazin-3-ylsulphanyl)acetohydrazide
—— 2-Amino-4-ethyl-6-(methylsulfanyl)pyridine-3,5-dicarbonitrile 184530-75-4 C10H10N4S
2-Amino-4-ethyl-6-(methylsulfanyl)pyridine-3,5-dicarbonitrile
—— (5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid 63331-45-3 C6H5FN2O3S
(5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid
—— (5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid ethyl ester 63331-46-4 C8H9FN2O3S
(5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid ethyl ester
—— 2-Amino-4-ethyl-6-(ethylsulfanyl)pyridine-3,5-dicarbonitrile 184530-76-5 C11H12N4S
2-Amino-4-ethyl-6-(ethylsulfanyl)pyridine-3,5-dicarbonitrile
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-81-5 C26H28BrF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— (E)-2-amino-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide 1443242-54-3 C24H20N4OS
(E)-2-amino-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide
—— 2-amino-4-(2-(p-methylphenylthio)quinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile 1376342-38-9 C26H19N3O3S
2-amino-4-(2-(p-methylphenylthio)quinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile
—— 4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-pyrimidin-5-ylamine 833451-75-5 C12H12ClN3O2S
4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-pyrimidin-5-ylamine
—— 2-ethyl-5,6-dihydro-5,6-dimethyl-1,4-dithiin 55789-67-8 C8H14S2
2-ethyl-5,6-dihydro-5,6-dimethyl-1,4-dithiin
—— 2,4,6-tribromo-3-(heptafluoro-n-propylthio)aniline 917923-97-8 C9H3Br3F7NS
2,4,6-tribromo-3-(heptafluoro-n-propylthio)aniline
—— 2,4-dimethyl-3-methylthio-2-pentene 24653-44-9 C8H16S
2,4-dimethyl-3-methylthio-2-pentene
—— 2,2,4,4-tetraisopropyl-1,3-dithiolane 127411-47-6 C15H30S2
2,2,4,4-tetraisopropyl-1,3-dithiolane
—— 1-((2-trimethylsilylethoxy)methyl)-6-(phenylthio)uracil 1393847-18-1 C16H22N2O3SSi
1-((2-trimethylsilylethoxy)methyl)-6-(phenylthio)uracil
—— Ethyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-2-yl)sulfanylacetate 184530-21-0 C13H14N4O2S
Ethyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-2-yl)sulfanylacetate
—— [5-(1-Oxopentyl)-2-thienylthio]-acetic Acid 58386-16-6 C11H14O3S2
[5-(1-Oxopentyl)-2-thienylthio]-acetic Acid
—— 5-chloro-2-methyl-(3-methyl)thio-2(1H)-pyrazinone 107363-46-2 C6H7ClN2OS
5-chloro-2-methyl-(3-methyl)thio-2(1H)-pyrazinone
—— 1,7-Dimercapto-4,4-dimethyl-4-sila-heptan 16915-17-6 C8H20S2Si
1,7-Dimercapto-4,4-dimethyl-4-sila-heptan
—— 7-amino-2,3-dihydro-5H-thiazolo<3,2-a>-pyrimidin-5-one 63012-90-8 C6H7N3OS
7-amino-2,3-dihydro-5H-thiazolo<3,2-a>-pyrimidin-5-one
—— 1-(1-hydroxycyclohexyl)-2-(p-tolylthio)-1-butanone 134857-95-7 C17H24O2S
1-(1-hydroxycyclohexyl)-2-(p-tolylthio)-1-butanone
—— 2-Amino-6-(cyanomethylsulfanyl)-4-ethylpyridine-3,5-dicarbonitrile 184530-20-9 C11H9N5S
2-Amino-6-(cyanomethylsulfanyl)-4-ethylpyridine-3,5-dicarbonitrile
—— 2,4,4-Trimethyl-2-phenylthiopent-3-on 66164-74-7 C14H20OS
2,4,4-Trimethyl-2-phenylthiopent-3-on
—— 1,3-dimethyl-6-benzylthiouracil 120289-81-8 C13H14N2O2S
1,3-dimethyl-6-benzylthiouracil
—— 7,8-diamino-2,3-dihydro-5H-thiazolo<3,4-c>pyrimidin-5-one 146404-30-0 C6H8N4OS
7,8-diamino-2,3-dihydro-5H-thiazolo<3,4-c>pyrimidin-5-one
—— 3-cyano-5-(hydroxymethyl)-4-methyl-2-(methylthio)pyridine 101348-13-4 C9H10N2OS
3-cyano-5-(hydroxymethyl)-4-methyl-2-(methylthio)pyridine
—— 3,3'-thiobis<2-hydroxy-5-methylbenzenemethanol> 7379-91-1 C16H18O4S
3,3'-thiobis<2-hydroxy-5-methylbenzenemethanol>
—— 2-(Chloromethyl)-6-[3-(chloromethyl)-2-hydroxy-5-methylphenyl]sulfanyl-4-methylphenol 605686-67-7 C16H16Cl2O2S
2-(Chloromethyl)-6-[3-(chloromethyl)-2-hydroxy-5-methylphenyl]sulfanyl-4-methylphenol
—— 6,7-diamino-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidin-5-one 63012-92-0 C6H8N4OS
6,7-diamino-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidin-5-one
—— 7-amino-2,3-dihydro-6-nitroso-5H-thiazolo<3,2-a>pyrimidin-5-one 63012-91-9 C6H6N4O2S
7-amino-2,3-dihydro-6-nitroso-5H-thiazolo<3,2-a>pyrimidin-5-one
—— 4-[[1-[[1-[(4-Hydroxybutylamino)methyl]cyclohexyl]disulfanyl]cyclohexyl]methylamino]butan-1-ol 306776-71-6 C22H44N2O2S2
4-[[1-[[1-[(4-Hydroxybutylamino)methyl]cyclohexyl]disulfanyl]cyclohexyl]methylamino]butan-1-ol
—— 5-[[1-[[1-[(5-Hydroxypentylamino)methyl]cyclohexyl]disulfanyl]cyclohexyl]methylamino]pentan-1-ol 306776-72-7 C24H48N2O2S2
5-[[1-[[1-[(5-Hydroxypentylamino)methyl]cyclohexyl]disulfanyl]cyclohexyl]methylamino]pentan-1-ol
—— 3-Chlor-3-methyl-4-phenylmercapto-buten-(1) 16728-17-9 C11H13ClS
3-Chlor-3-methyl-4-phenylmercapto-buten-(1)
—— 1-(1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl)pent-1-yne 63369-95-9 C9H7F9O2S
1-(1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl)pent-1-yne
—— (E)-4-(methylsulfonyl)-3-buten-2-ol 72741-11-8 C5H10O3S
(E)-4-(methylsulfonyl)-3-buten-2-ol
—— (methylsulfinyl)methyl methyl sulfone 35389-25-4 C3H8O3S2
(methylsulfinyl)methyl methyl sulfone
—— haxyl β,β-dichlorovinyl sulfone 74057-83-3 C8H14Cl2O2S
haxyl β,β-dichlorovinyl sulfone