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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
—— (1R,4aS,5R,8aS)-2-methylene-1-phenylsulfanylmethyl-4a,5,8a-trimethylperhydronaphthalene 613661-48-6 C21H30S
(1R,4aS,5R,8aS)-2-methylene-1-phenylsulfanylmethyl-4a,5,8a-trimethylperhydronaphthalene
—— 3-Phenyl-3-phenylthiopropionylchlorid 61955-78-0 C15H13ClOS
3-Phenyl-3-phenylthiopropionylchlorid
—— (1S,4aS,5R,8aS)-1-phenylsulfanylmethyl-4a,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-one 613661-47-5 C20H28OS
(1S,4aS,5R,8aS)-1-phenylsulfanylmethyl-4a,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-one
—— 2-chloro-6-(2-methylphenyl)sulfanyl-7H-purine 646509-48-0 C12H9ClN4S
2-chloro-6-(2-methylphenyl)sulfanyl-7H-purine
—— 2-chloro-6-[(3-methoxyphenyl)thio]purine 646510-28-3 C12H9ClN4OS
2-chloro-6-[(3-methoxyphenyl)thio]purine
—— 2-chloro-6-(2-quinolylthio)purine 646510-49-8 C14H8ClN5S
2-chloro-6-(2-quinolylthio)purine
—— 2-chloro-6-[(3,4-dimethoxyphenyl)thio]purine 646510-56-7 C13H11ClN4O2S
2-chloro-6-[(3,4-dimethoxyphenyl)thio]purine
—— 2-chloro-6-(2-pyridinylthio)purine 646510-51-2 C10H6ClN5S
2-chloro-6-(2-pyridinylthio)purine
—— 2-chloro-6-[(4-methylphenyl)thio]purine 646510-40-9 C12H9ClN4S
2-chloro-6-[(4-methylphenyl)thio]purine
—— 2-chloro-6-(4-pyridinylthio)purine 646510-53-4 C10H6ClN5S
2-chloro-6-(4-pyridinylthio)purine
—— 2-chloro-6-[(2,5-dimethylphenyl)thio]purine 646510-58-9 C13H11ClN4S
2-chloro-6-[(2,5-dimethylphenyl)thio]purine
—— 2-[4-(4-Fluoro-phenylsulfanyl)-3-nitro-phenyl]-2-methyl-[1,3]dithiane 89733-10-8 C17H16FNO2S3
2-[4-(4-Fluoro-phenylsulfanyl)-3-nitro-phenyl]-2-methyl-[1,3]dithiane
—— 2-hydroxymethyl-1,4-benzoxathiane 35143-11-4 C9H10O2S
2-hydroxymethyl-1,4-benzoxathiane
—— 3-{(Z)-[2,6-Bis(ethylsulfanyl)pyridin-3-yl]-NNO-azoxy}-2,6-bis(ethylsulfanyl)pyridine 88753-47-3 C18H24N4OS4
3-{(Z)-[2,6-Bis(ethylsulfanyl)pyridin-3-yl]-NNO-azoxy}-2,6-bis(ethylsulfanyl)pyridine
—— diethyl 1-phenylthio-2-oxopropylphosphonate 169617-16-7 C13H19O4PS
diethyl 1-phenylthio-2-oxopropylphosphonate
—— 2-(Methylthio)ethyl methanethiolsulfonate 7257-72-9 C4H10O2S3
2-(Methylthio)ethyl methanethiolsulfonate
—— 3-phenylthiopyran-4-one 442550-06-3 C11H12O2S
3-phenylthiopyran-4-one
—— 4-(N,N'-bis(4-tolyl)guanidino-2methyl-5-methylthio-2H-1,2,4-triazole-3(4H)-thione 116088-26-7 C19H22N6S2
4-(N,N'-bis(4-tolyl)guanidino-2methyl-5-methylthio-2H-1,2,4-triazole-3(4H)-thione
—— 4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)-phenylamino]-3-cyano-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester 779344-96-6 C22H19ClN6O2S
4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)-phenylamino]-3-cyano-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester
—— 1-methyl-2,3,5-trimethylthiopyrrole 102093-79-8 C8H13NS3
1-methyl-2,3,5-trimethylthiopyrrole
—— (Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylthio)dodeca-4,8-diene-2,6,10-triyne 191229-69-3 C23H22O2S
(Z,Z)-12-[(2-tetrahydropyranyl)oxy]-1-(phenylthio)dodeca-4,8-diene-2,6,10-triyne
—— 1-methyl-2,5-dimethylthiopyrrole 102093-75-4 C7H11NS2
1-methyl-2,5-dimethylthiopyrrole
—— 1-dimethylamino-2,3,4-trimethylthiopyrrole 136506-35-9 C9H16N2S3
1-dimethylamino-2,3,4-trimethylthiopyrrole
—— 5H-6,7,8,9-Tetrahydro-1,3-dithiolo<4,5-b><1,4>dithiolocyclononene-2-thione 146793-18-2 C8H10S5
5H-6,7,8,9-Tetrahydro-1,3-dithiolo<4,5-b><1,4>dithiolocyclononene-2-thione
—— 1-dimethylamino-2,3,5-trimethylthiopyrrole 136506-34-8 C9H16N2S3
1-dimethylamino-2,3,5-trimethylthiopyrrole
—— 1-methyl-2,3-dimethylthiopyrrole 102093-76-5 C7H11NS2
1-methyl-2,3-dimethylthiopyrrole
—— 4,5-bis(isopropylthio)-1,3-dithiol-2-one 77102-71-7 C9H14OS4
4,5-bis(isopropylthio)-1,3-dithiol-2-one
—— 2-(3-bromophenylthio)benzyl alcohol 71474-51-6 C13H11BrOS
2-(3-bromophenylthio)benzyl alcohol
—— 1,1,1-tris(methylthio)undecane 480424-96-2 C14H30S3
1,1,1-tris(methylthio)undecane
—— 1-(phenylthio)undecyl methyl ether 177839-51-9 C18H30OS
1-(phenylthio)undecyl methyl ether
—— 3-methyl-3-phenylthiohex-5-yn-2-one 108362-43-2 C13H14OS
3-methyl-3-phenylthiohex-5-yn-2-one
—— 5,6,7,8,9,10-Hexahydro-[1,3]dithiolo[4,5-b][1,4]dithiecine-2-thione 146793-19-3 C9H12S5
5,6,7,8,9,10-Hexahydro-[1,3]dithiolo[4,5-b][1,4]dithiecine-2-thione
—— (4S,5R)-trans-4-<bis(p-tolylthio)methyl>-2,2-dimethyl-5-phenyl-1,3-dioxolan 130796-29-1 C26H28O2S2
(4S,5R)-trans-4-<bis(p-tolylthio)methyl>-2,2-dimethyl-5-phenyl-1,3-dioxolan
—— (4R,5R)-cis-4-<bis(p-tolylthio)methyl>-2,2-dimethyl-5-phenyl-1,3-dioxolan 130718-75-1 C26H28O2S2
(4R,5R)-cis-4-<bis(p-tolylthio)methyl>-2,2-dimethyl-5-phenyl-1,3-dioxolan
—— (R)-3-phenyl-1,1-bis(p-tolylthio)-3-(trimethylsilyloxy)propan-2-one 130718-66-0 C26H30O2S2Si
(R)-3-phenyl-1,1-bis(p-tolylthio)-3-(trimethylsilyloxy)propan-2-one
—— (R)-3-hydroxy-3-phenyl-1,1-bis(p-tolylthio)propan-2-one 130718-68-2 C23H22O2S2
(R)-3-hydroxy-3-phenyl-1,1-bis(p-tolylthio)propan-2-one
—— 4-(3-chloro-4-fluoro-phenylsulfanyl)-benzaldehyde 516481-92-8 C13H8ClFOS
4-(3-chloro-4-fluoro-phenylsulfanyl)-benzaldehyde
—— (4-chloro-6-propyl-pyrimidin-2-ylsulfanyl)-acetonitrile 56605-42-6 C9H10ClN3S
(4-chloro-6-propyl-pyrimidin-2-ylsulfanyl)-acetonitrile
—— 4,4-dimethyl-2,7,9-triphenyl-1,6-dithia-3,8-diazaspiro[4.4]nona-2,7-diene 90854-92-5 C25H22N2S2
4,4-dimethyl-2,7,9-triphenyl-1,6-dithia-3,8-diazaspiro[4.4]nona-2,7-diene
—— [4-(4-chloro-benzylamino)-6-propyl-pyrimidin-2-ylsulfanyl]-acetonitrile 56605-26-6 C16H17ClN4S
[4-(4-chloro-benzylamino)-6-propyl-pyrimidin-2-ylsulfanyl]-acetonitrile
—— 4-(4-Fluoro-phenylsulfanyl)-3-nitro-benzonitrile 89733-02-8 C13H7FN2O2S
4-(4-Fluoro-phenylsulfanyl)-3-nitro-benzonitrile
—— 1-<<1'-phenyl-2'(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylthio)thymine 155831-65-5 C26H34N2O4SSi
1-<<1'-phenyl-2'(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylthio)thymine
—— Phenyl 3,5-di-O-isopropylidene-2-deoxy-1-thio-α-L-threo-pentofuranoside 163070-49-3 C14H18O3S
Phenyl 3,5-di-O-isopropylidene-2-deoxy-1-thio-α-L-threo-pentofuranoside
—— 1-Phenylsulfanyl-2-(phenylsulfanylmethyl)undecan-2-ol 37643-42-8 C24H34OS2
1-Phenylsulfanyl-2-(phenylsulfanylmethyl)undecan-2-ol
—— methylenedithiotetraselenafulvalene 342392-84-1 C7H4S2Se4
methylenedithiotetraselenafulvalene
—— ditridecyl disulfide 121663-87-4 C26H54S2
ditridecyl disulfide
—— 1-(4-Fluoro-phenylsulfanyl)-4-methylsulfanyl-2-nitro-benzene 89748-01-6 C13H10FNO2S2
1-(4-Fluoro-phenylsulfanyl)-4-methylsulfanyl-2-nitro-benzene
—— 1-[(2R,3R,5S,9S)-9-[tert-butyl(dimethyl)silyl]oxy-3-phenylsulfanyl-1-oxaspiro[4.4]nonan-2-yl]-5-methylpyrimidine-2,4-dione 629665-98-1 C25H36N2O4SSi
1-[(2R,3R,5S,9S)-9-[tert-butyl(dimethyl)silyl]oxy-3-phenylsulfanyl-1-oxaspiro[4.4]nonan-2-yl]-5-methylpyrimidine-2,4-dione
—— 2-[4-(4-Fluoro-phenylsulfanyl)-3-nitro-phenyl]-2-propyl-[1,3]dithiane 89733-11-9 C19H20FNO2S3
2-[4-(4-Fluoro-phenylsulfanyl)-3-nitro-phenyl]-2-propyl-[1,3]dithiane
—— (<i>S</i>)-2,3-dimercapto-propan-1-ol 16495-16-2 C3H8OS2
(<i>S</i>)-2,3-dimercapto-propan-1-ol