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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-bromophenylisothiourea —— C7H7BrN2S
2-bromophenylisothiourea
—— 5,5-dimethyl-1,4-dithiepan-6-one 1-oxide —— C7H12O2S2
5,5-dimethyl-1,4-dithiepan-6-one 1-oxide
—— 6-[1-(2-chloro-6-fluorophenyl)ethyl]-5-methyl-2-sec-butylthio-pyrimidin-4(3H)-one —— C17H20ClFN2OS
6-[1-(2-chloro-6-fluorophenyl)ethyl]-5-methyl-2-sec-butylthio-pyrimidin-4(3H)-one
—— 3,4-dihydro-6-(3'-methylbenzyl)-2-((1-methylpropyl)thio)-4-oxopyrimidine —— C16H20N2OS
3,4-dihydro-6-(3'-methylbenzyl)-2-((1-methylpropyl)thio)-4-oxopyrimidine
—— N-<1-(4,5-Dihydro-1,3-thiazol-2-yl)cyclopentyl>-N',N'-dimethylthioharnstoff —— C11H19N3S2
N-<1-(4,5-Dihydro-1,3-thiazol-2-yl)cyclopentyl>-N',N'-dimethylthioharnstoff
—— ethyl 3-methylpentyl sulfone —— C8H18O2S
ethyl 3-methylpentyl sulfone
—— (R)-1-tert-Butylsulfinyl-1-cyclopentene —— C9H16OS
(R)-1-tert-Butylsulfinyl-1-cyclopentene
—— 1-chloro-2,4-bis((E)-oct-1-enylthio)benzene —— C22H33ClS2
1-chloro-2,4-bis((E)-oct-1-enylthio)benzene
—— (E)-(2,6-dimethylphenyl)(oct-1-enyl)sulfane —— C16H24S
(E)-(2,6-dimethylphenyl)(oct-1-enyl)sulfane
—— (E)-2-(oct-1-enylthio)pyridine —— C13H19NS
(E)-2-(oct-1-enylthio)pyridine
—— (E)-2-(oct-1-enylthio)pyrimidine —— C12H18N2S
(E)-2-(oct-1-enylthio)pyrimidine
—— (E)-(4-bromophenyl)(oct-1-enyl)sulfane —— C14H19BrS
(E)-(4-bromophenyl)(oct-1-enyl)sulfane
—— 2-[(4-chlorobenzyl)amino]-5-[(5-methyl[1,3,4]thiadiazol-2-yl)sulfanyl]-4-(4-nitrophenyl)thiazole —— C19H14ClN5O2S3
2-[(4-chlorobenzyl)amino]-5-[(5-methyl[1,3,4]thiadiazol-2-yl)sulfanyl]-4-(4-nitrophenyl)thiazole
—— 3-methoxy-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol —— C10H10N2O3S2
3-methoxy-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol
—— 2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)benzonitrile —— C10H7N3S2
2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)benzonitrile
—— 6,6-dimethyl-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(1H-pyrazol-3-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one —— C16H16N4OS3
6,6-dimethyl-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(1H-pyrazol-3-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one
—— 2-methyl-5-[(2,2,2-trifluoroethyl)thio]-1,3,4-thiadiazole —— C5H5F3N2S2
2-methyl-5-[(2,2,2-trifluoroethyl)thio]-1,3,4-thiadiazole
—— 4-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-2-(prop-2-yn-1-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile —— C20H17N5O3S3
4-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-2-(prop-2-yn-1-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile
—— 2-(5-methyl-1,3,4-thiadiazol-2-ylthio)propanoic acid —— C6H8N2O2S2
2-(5-methyl-1,3,4-thiadiazol-2-ylthio)propanoic acid
—— 5,6-bis[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]pyrazine-2,3-dicarbonitrile —— C12H6N8S4
5,6-bis[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]pyrazine-2,3-dicarbonitrile
—— 2-(5-methyl-1,3,4-thiadiazol-2-ylthio)butanoic acid —— C7H10N2O2S2
2-(5-methyl-1,3,4-thiadiazol-2-ylthio)butanoic acid
—— 5,10-dithiadispiro<3.1.3.1>decane 5,5,10,10-tetraoxide —— C8H12O4S2
5,10-dithiadispiro<3.1.3.1>decane 5,5,10,10-tetraoxide
—— 6-Chloro-2-methyl-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline —— C12H9ClN4S2
6-Chloro-2-methyl-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— 8-benzyl-4-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-2-(propylthio)pteridin-7(8H)-one —— C19H18N6OS3
8-benzyl-4-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-2-(propylthio)pteridin-7(8H)-one
—— 6-ethyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]thieno[2,3-d]pyrimidine —— C11H10N4S3
6-ethyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]thieno[2,3-d]pyrimidine
—— Methyl 2-((5-methyl-1,3,4-triazol-2-yl)thio)acetoacetate (aminocarbonyl)hydrazone —— C9H13N5O3S2
Methyl 2-((5-methyl-1,3,4-triazol-2-yl)thio)acetoacetate (aminocarbonyl)hydrazone
—— 1<sup>4</sup>,6<sup>4</sup>-diamino-7,11-dithia-1,6(3,5)-di(1,2,4-triazola)cycloundecaphane —— C11H18N8S2
1<sup>4</sup>,6<sup>4</sup>-diamino-7,11-dithia-1,6(3,5)-di(1,2,4-triazola)cycloundecaphane
—— 3-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-2-oxo-propionic acid ethyl ester —— C8H10N2O3S2
3-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-2-oxo-propionic acid ethyl ester
—— 2-((2-bromoethyl)thio)-5-methyl-1,3,4-thiadiazole —— C5H7BrN2S2
2-((2-bromoethyl)thio)-5-methyl-1,3,4-thiadiazole
—— 2-methyl-5-((2-(phenylthio) ethyl) thio)-1,3,4-thiadiazole —— C11H12N2S3
2-methyl-5-((2-(phenylthio) ethyl) thio)-1,3,4-thiadiazole
—— 1<sup>4</sup>,4<sup>4</sup>-diamino-5,9-dithia-1,4(3,5)-di(1,2,4-triazola)cyclononaphane —— C9H14N8S2
1<sup>4</sup>,4<sup>4</sup>-diamino-5,9-dithia-1,4(3,5)-di(1,2,4-triazola)cyclononaphane
—— 1<sup>4</sup>,3<sup>4</sup>-diamino-2(1,3)-benzena-4,8-dithia-1,3(3,5)-di(1,2,4-triazola)cyclooctaphane —— C13H14N8S2
1<sup>4</sup>,3<sup>4</sup>-diamino-2(1,3)-benzena-4,8-dithia-1,3(3,5)-di(1,2,4-triazola)cyclooctaphane
—— 4-(1-hydroxy-1-phenylethyl)-5-chloro-2-methylthiopyrimidine —— C13H13ClN2OS
4-(1-hydroxy-1-phenylethyl)-5-chloro-2-methylthiopyrimidine
—— 4-(α-hydroxybenzyl)-5-chloro-2-methylthiopyrimidine —— C12H11ClN2OS
4-(α-hydroxybenzyl)-5-chloro-2-methylthiopyrimidine
—— 4-[ 6-(2-[2,2,2-trifluoroethyl]guanidino)pyrazin-2-ylthio]butyramide maleate —— C4H4O4*C11H15F3N6OS
4-[ 6-(2-[2,2,2-trifluoroethyl]guanidino)pyrazin-2-ylthio]butyramide maleate
—— 4-[6-(2-[2,2,2-trifluoroethyl]guanidino)pyrazin-2-ylthio]butyric acid —— C11H14F3N5O2S
4-[6-(2-[2,2,2-trifluoroethyl]guanidino)pyrazin-2-ylthio]butyric acid
—— 3-(4-bromophenylthio)propanal —— C9H9BrOS
3-(4-bromophenylthio)propanal
—— 6-(4-bromophenylthio)-4-hydroxy-2-hexanone —— C12H15BrO2S
6-(4-bromophenylthio)-4-hydroxy-2-hexanone
—— 2-{2-[(1R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-[1,3]dithian-2-yl}-1-(tetrahydropyran-2-yloxy)ethane —— C20H40O3S2Si
2-{2-[(1R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-[1,3]dithian-2-yl}-1-(tetrahydropyran-2-yloxy)ethane
—— 2-(naphthalen-2-ylthio)benzonitrile —— C17H11NS
2-(naphthalen-2-ylthio)benzonitrile
—— 2-((4-fluorophenyl)thio)benzonitrile —— C13H8FNS
2-((4-fluorophenyl)thio)benzonitrile
—— methyl 2-((2-cyanophenyl)thio)benzoate —— C15H11NO2S
methyl 2-((2-cyanophenyl)thio)benzoate
—— 2-((4-bromophenyl)thio)benzonitrile —— C13H8BrNS
2-((4-bromophenyl)thio)benzonitrile
—— 2-(thiophen-2-ylthio)benzonitrile —— C11H7NS2
2-(thiophen-2-ylthio)benzonitrile
—— RuCl3*2Me2SO —— 2C2H6OS*Cl3Ru
RuCl3*2Me2SO
—— 3-(3,5-dichloro-6-hydroxy-2-pyridylthio)propanoic acid —— C8H7Cl2NO3S
3-(3,5-dichloro-6-hydroxy-2-pyridylthio)propanoic acid
—— isoamylthiochloride —— C5H11ClS
isoamylthiochloride
—— N-tert-butyl-N'-(2,2,2-trifluoroethyl)-S-phenylisothiourea —— C13H17F3N2S
N-tert-butyl-N'-(2,2,2-trifluoroethyl)-S-phenylisothiourea
—— tert-Butylsulfenyl isopropylsulfonyl thioanhydride —— C7H16O2S3
tert-Butylsulfenyl isopropylsulfonyl thioanhydride
—— 6-(benzimidazol-2-yl)thio-3-nitroimidazo[1,2-b]pyridazine —— C13H8N6O2S
6-(benzimidazol-2-yl)thio-3-nitroimidazo[1,2-b]pyridazine