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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
—— 2,2,4,4-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
—— 6,6-Dimethyl-10-(phenylthio)-9-decen-5-one 79681-41-7 C18H26OS
6,6-Dimethyl-10-(phenylthio)-9-decen-5-one
—— 2,2,2-trichloro-N-<(methylthio)methyl>acetamide 70511-93-2 C4H6Cl3NOS
2,2,2-trichloro-N-<(methylthio)methyl>acetamide
—— 2-chloro-4-methylthioaniline 20901-66-0 C7H8ClNS
2-chloro-4-methylthioaniline
—— 6-(methylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide 736139-26-7 C8H8N4OS
6-(methylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide
—— (4-bromo-thien-3-ylthio)-acetic acid 58386-07-5 C6H5BrO2S2
(4-bromo-thien-3-ylthio)-acetic acid
—— 3-[(5-nitrothiazol-2-yl)mercapto]-4-phenyl-5-(pyrid-2-yl)-1,2,4-triazole 209670-81-5 C16H10N6O2S2
3-[(5-nitrothiazol-2-yl)mercapto]-4-phenyl-5-(pyrid-2-yl)-1,2,4-triazole
—— 4-(2-bromo-5-fluorophenylmethyl)-6-methyl-3-(methylthio)-1,2,4-triazine-5(4H)-one 1312954-54-3 C12H11BrFN3OS
4-(2-bromo-5-fluorophenylmethyl)-6-methyl-3-(methylthio)-1,2,4-triazine-5(4H)-one
—— 5-propylsulfenyl-2(1H)-pyrimidinone 144708-25-8 C7H10N2OS
5-propylsulfenyl-2(1H)-pyrimidinone
—— 5-benzylthio-2(1H)-pyrimidinone 121487-00-1 C11H10N2OS
5-benzylthio-2(1H)-pyrimidinone
—— 7,8-diamino-3,4-dihydro-3-methyl-2H,6H-pyrimido<2,1-b><1,3>thiazin-6-one 149109-70-6 C8H12N4OS
7,8-diamino-3,4-dihydro-3-methyl-2H,6H-pyrimido<2,1-b><1,3>thiazin-6-one
—— 1,3-benzodithiole-1,1,3,3-tetraoxide-2-spiro-2',5'-dimethylcyclopentane 121163-88-0 C13H16O4S2
1,3-benzodithiole-1,1,3,3-tetraoxide-2-spiro-2',5'-dimethylcyclopentane
—— tert-butyl 3-(phenylthio)azetidine-1-carboxylate 1451998-59-6 C14H19NO2S
tert-butyl 3-(phenylthio)azetidine-1-carboxylate
—— (+)-3-{(4S,5S)-5-[1,1-dimethyl-2-(phenylthio)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}prop-2-yn-1-ol 214827-25-5 C18H24O3S
(+)-3-{(4S,5S)-5-[1,1-dimethyl-2-(phenylthio)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}prop-2-yn-1-ol
—— 2-{[6-(4-methoxyphenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-phenyl-1,3,4-oxadiazole 1610730-65-8 C21H14N4O2S2
2-{[6-(4-methoxyphenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-phenyl-1,3,4-oxadiazole
—— (4-(bromoethynyl)phenyl)-(methyl)sulfane 34052-44-3 C9H7BrS
(4-(bromoethynyl)phenyl)-(methyl)sulfane
—— 2-(4-chlorophenyl)-5-{[6-(4-methoxyphenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-1,3,4-oxadiazole 1610730-66-9 C21H13ClN4O2S2
2-(4-chlorophenyl)-5-{[6-(4-methoxyphenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-1,3,4-oxadiazole
—— t-butyl(4-(pentafluorosulfanyl)phenyl)sulfane 1272542-21-8 C10H13F5S2
t-butyl(4-(pentafluorosulfanyl)phenyl)sulfane
—— 4-{2-chloro-6-[(pyridin-2-ylsulfanyl)methyl]pyrimidin-4-yl}morpholine 1101820-77-2 C14H15ClN4OS
4-{2-chloro-6-[(pyridin-2-ylsulfanyl)methyl]pyrimidin-4-yl}morpholine
—— ethyl 2-diazo-2-(1-butylsulfonyl)acetate 1151966-65-2 C8H14N2O4S
ethyl 2-diazo-2-(1-butylsulfonyl)acetate
—— 2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-8-methylquinoline-3-carbaldehyde 1134633-74-1 C19H13ClN4OS
2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-8-methylquinoline-3-carbaldehyde
—— 6-(4-chlorophenyl)-3-methyl-5-(oxiran-2-ylmethyl)-6H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 178421-05-1 C13H13ClN4OS
6-(4-chlorophenyl)-3-methyl-5-(oxiran-2-ylmethyl)-6H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-6-methoxyquinoline-3-carbaldehyde 1134633-75-2 C19H13ClN4O2S
2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-6-methoxyquinoline-3-carbaldehyde
—— 2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]quinoline-3-carbaldehyde 1134633-72-9 C18H11ClN4OS
2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]quinoline-3-carbaldehyde
—— 2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-6-methylquinoline-3-carbaldehyde 1134633-73-0 C19H13ClN4OS
2-[[5-(4-chlorophenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-6-methylquinoline-3-carbaldehyde
—— 1-Chlor-1-phenylmercapto-2,2-dimethyl-cyclopropan 5533-19-7 C11H13ClS
1-Chlor-1-phenylmercapto-2,2-dimethyl-cyclopropan
—— 3-(3-ethyl-3H-benzoimidazol-5-ylsulfanyl)-6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazine 1022150-83-9 C18H16N8S
3-(3-ethyl-3H-benzoimidazol-5-ylsulfanyl)-6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazine