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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-(2,4-Difluorophenylsulfanyl)-1-nitrobenzene 187845-74-5 C12H7F2NO2S
2-(2,4-Difluorophenylsulfanyl)-1-nitrobenzene
—— 2-(4-bromophenyl)-2-(phenylthio)penta-3,4-dienyl-2,2,2-trichloroacetimidate 1262633-73-7 C19H15BrCl3NOS
2-(4-bromophenyl)-2-(phenylthio)penta-3,4-dienyl-2,2,2-trichloroacetimidate
—— (R)-7-(4-(3-aminopyrrolidin-1-yl)-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)-1,5-naphthyridine-1-oxide 1275606-61-5 C20H20ClN7OS
(R)-7-(4-(3-aminopyrrolidin-1-yl)-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)-1,5-naphthyridine-1-oxide
—— 3-(5-hydroxymethyl-2-methylsulfanylpyrimidin-4-ylamino)propan-1-ol 1280218-29-2 C9H15N3O2S
3-(5-hydroxymethyl-2-methylsulfanylpyrimidin-4-ylamino)propan-1-ol
—— methyl 2-amino-5-hydroxy-6,7-dimethyl-4-(phenylthio)-benzofuran-3-carboxylate 1257240-01-9 C18H17NO4S
methyl 2-amino-5-hydroxy-6,7-dimethyl-4-(phenylthio)-benzofuran-3-carboxylate
—— 3-butylthio-5-(3-butylthio-1,2,4-triazin-5-yl)-1,2,4-triazine 1255789-65-1 C14H20N6S2
3-butylthio-5-(3-butylthio-1,2,4-triazin-5-yl)-1,2,4-triazine
—— Methyl 2-amino-4-(3-fluorophenyl)sulfanyl-5-hydroxy-6,7-dimethyl-benzofuran-3-carboxylate 1257240-04-2 C18H16FNO4S
Methyl 2-amino-4-(3-fluorophenyl)sulfanyl-5-hydroxy-6,7-dimethyl-benzofuran-3-carboxylate
—— Methyl 2-amino-5-hydroxy-6,7-dimethyl-4-(m-tolylsulfanyl)benzofuran-3-carboxylate 1257240-05-3 C19H19NO4S
Methyl 2-amino-5-hydroxy-6,7-dimethyl-4-(m-tolylsulfanyl)benzofuran-3-carboxylate
—— 4-[(4-chlorophenyl)sulfanyl]-1-[(E)-2-[(4-chlorophenyl)sulfanyl]-1-(2-naphthyl)ethenyl]-3-(2-naphthyl)-1H-pyrazole 1260255-06-8 C37H24Cl2N2S2
4-[(4-chlorophenyl)sulfanyl]-1-[(E)-2-[(4-chlorophenyl)sulfanyl]-1-(2-naphthyl)ethenyl]-3-(2-naphthyl)-1H-pyrazole
—— 4-[(4-chlorophenyl)sulfanyl]-1-[(Z)-2-[(4-chlorophenyl)sulfanyl]-1-(2-naphthyl)ethenyl]-3-(2-naphthyl)-1H-pyrazole 1260255-14-8 C37H24Cl2N2S2
4-[(4-chlorophenyl)sulfanyl]-1-[(Z)-2-[(4-chlorophenyl)sulfanyl]-1-(2-naphthyl)ethenyl]-3-(2-naphthyl)-1H-pyrazole
—— 2-[[5-[3-(2-diethylaminoethylsulfanyl)-1,2,4-triazin-5-yl]-1,2,4-triazin-3-yl]sulfanyl]-N,N-diethyl-ethanamine 1255789-73-1 C18H30N8S2
2-[[5-[3-(2-diethylaminoethylsulfanyl)-1,2,4-triazin-5-yl]-1,2,4-triazin-3-yl]sulfanyl]-N,N-diethyl-ethanamine
—— Methyl 2-amino-5-hydroxy-6,7-dimethyl-4-(p-tolylsulfanyl)benzofuran-3-carboxylate 1257240-02-0 C19H19NO4S
Methyl 2-amino-5-hydroxy-6,7-dimethyl-4-(p-tolylsulfanyl)benzofuran-3-carboxylate
—— 1-{4-[(5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yl)sulfanyl]-phenyl}-3-phenylurea 1255948-56-1 C20H17N5OS
1-{4-[(5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yl)sulfanyl]-phenyl}-3-phenylurea
—— (2S)-2-amino-4-methylpentanethiol hydrochloride 522607-42-7 C6H15NS*ClH
(2S)-2-amino-4-methylpentanethiol hydrochloride
—— 3,3′-bis(propylthio)-5,5′-bi(1,2,4-triazine) 1255789-64-0 C12H16N6S2
3,3′-bis(propylthio)-5,5′-bi(1,2,4-triazine)
—— 3-(2-trifluoromethylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-00-0 C27H31F3NS*I
3-(2-trifluoromethylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(3-trifluoromethylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-02-2 C27H31F3NS*I
3-(3-trifluoromethylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(4-trifluoromethylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-04-4 C27H31F3NS*I
3-(4-trifluoromethylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 4-Nitro-1,3-oxathiol-2-amine 1233025-60-9 C3H4N2O3S
4-Nitro-1,3-oxathiol-2-amine
—— 1-bromo-3-cyclobutylsulfanylbenzene 1199773-05-1 C10H11BrS
1-bromo-3-cyclobutylsulfanylbenzene
—— (2,4,6-Tribromophenyl)(trifluoromethyl)sulfane 1215205-79-0 C7H2Br3F3S
(2,4,6-Tribromophenyl)(trifluoromethyl)sulfane
—— 1-Bromo-3-isobutylthiobenzene 1199773-06-2 C10H13BrS
1-Bromo-3-isobutylthiobenzene
—— 5-Bromo-2-isobutylthiopyrimidine 1242336-74-8 C8H11BrN2S
5-Bromo-2-isobutylthiopyrimidine
—— 3-(2-bromophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299398-97-2 C26H31BrNS*I
3-(2-bromophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(3-methoxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299398-99-4 C27H34NOS*I
3-(3-methoxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(4-hydroxyphenylthio)quinoline 1299398-60-9 C15H11NOS
3-(4-hydroxyphenylthio)quinoline
—— 3-(3-cyanophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-13-5 C27H31N2S*I
3-(3-cyanophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(4-hydroxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-20-4 C26H32NOS*I
3-(4-hydroxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(2-hydroxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-17-9 C26H32NOS*I
3-(2-hydroxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(3-hydroxyphenylthio)quinoline 1299398-58-5 C15H11NOS
3-(3-hydroxyphenylthio)quinoline
—— 5-(cyclopent-1-en-1-yl)-2-(2-hydroxyethyl)-2-(phenylthio)pentanenitrile 1276114-82-9 C18H23NOS
5-(cyclopent-1-en-1-yl)-2-(2-hydroxyethyl)-2-(phenylthio)pentanenitrile
—— 3-(3-fluorophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299398-95-0 C26H31FNS*I
3-(3-fluorophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(4-cyanophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-15-7 C27H31N2S*I
3-(4-cyanophenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(2-methylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-05-5 C27H34NS*I
3-(2-methylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(3-hydroxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-18-0 C26H32NOS*I
3-(3-hydroxyphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— 3-(2-hydroxyphenylthio)quinoline 1299398-56-3 C15H11NOS
3-(2-hydroxyphenylthio)quinoline
—— 5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanenitrile 1276114-81-8 C16H19NS
5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanenitrile
—— 3-(quinolin-3-ylsulfanyl)benzonitrile 1299398-64-3 C16H10N2S
3-(quinolin-3-ylsulfanyl)benzonitrile
—— 3-(phenylthio)-1-(5-cyclohexylpentyl)quinolinium iodide 1265087-27-1 C26H32NS*I
3-(phenylthio)-1-(5-cyclohexylpentyl)quinolinium iodide
—— 3-(4-methylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide 1299399-09-9 C27H34NS*I
3-(4-methylphenylsulfanyl)-1-(5-cyclohexylpentyl)quinolin-1-ium iodide
—— (4R,6S)-6-[(E)-2-[2-cyclopropyl-6-methoxy-4-(3-methoxyphenyl)sulfanylquinolin-3-yl]ethenyl]-4-hydroxyoxan-2-one 1202383-08-1 C27H27NO5S
(4R,6S)-6-[(E)-2-[2-cyclopropyl-6-methoxy-4-(3-methoxyphenyl)sulfanylquinolin-3-yl]ethenyl]-4-hydroxyoxan-2-one
—— 5-(2-bromoethylthio)selenophene-2-carbaldehyde 1297906-70-7 C7H7BrOSSe
5-(2-bromoethylthio)selenophene-2-carbaldehyde
—— (Z)-2-(1-bromodec-1-en-2-ylthio)aniline 1279713-37-9 C16H24BrNS
(Z)-2-(1-bromodec-1-en-2-ylthio)aniline
—— Fluhexafon 1097630-26-6 C12H17F3N2O3S
Fluhexafon
—— 4-fluoro-2-pentyl-3-(phenylthio)-1H-indole 1287792-06-6 C19H20FNS
4-fluoro-2-pentyl-3-(phenylthio)-1H-indole
—— tert-butyl-dimethyl-[(3S,4R)-4-[2-[(2R,4S,6S)-2,4,6,7-tetrakis[[tert-butyl(dimethyl)silyl]oxy]heptyl]-1,3-dithian-2-yl]pent-1-en-3-yl]oxysilane 1306603-25-7 C46H100O5S2Si5
tert-butyl-dimethyl-[(3S,4R)-4-[2-[(2R,4S,6S)-2,4,6,7-tetrakis[[tert-butyl(dimethyl)silyl]oxy]heptyl]-1,3-dithian-2-yl]pent-1-en-3-yl]oxysilane
—— 7-methyl-6-[2-(3-thienyl)ethyl]-1,4-dithiaspiro[4.5]dec-6-ene 1292848-63-5 C15H20S3
7-methyl-6-[2-(3-thienyl)ethyl]-1,4-dithiaspiro[4.5]dec-6-ene
—— N-(4-methylsulfanyl-3-propan-2-yloxadiazol-3-ium-5-yl)benzenecarboximidate 1217516-00-1 C13H15N3O2S
N-(4-methylsulfanyl-3-propan-2-yloxadiazol-3-ium-5-yl)benzenecarboximidate
—— 2-Methylmercapto-5-m-tolyl-1,3,4-oxadiazol 71134-60-6 C10H10N2OS
2-Methylmercapto-5-m-tolyl-1,3,4-oxadiazol
—— N-[4-(cyclopropylmethylsulfanyl)-3-propan-2-yloxadiazol-3-ium-5-yl]benzenecarboximidate 1217516-03-4 C16H19N3O2S
N-[4-(cyclopropylmethylsulfanyl)-3-propan-2-yloxadiazol-3-ium-5-yl]benzenecarboximidate