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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
—— 1-(6-chloro-5-m-tolylsulfanyl-1H-benzoimidazol-2-yl)-1H-pyrazole-4-carboxylic acid 1193382-56-7 C18H13ClN4O2S
1-(6-chloro-5-m-tolylsulfanyl-1H-benzoimidazol-2-yl)-1H-pyrazole-4-carboxylic acid
—— 4,4'-Dibromo-3,3'-dithienyl sulfide 28504-81-6 C8H4Br2S3
4,4'-Dibromo-3,3'-dithienyl sulfide
—— 1-(adamantan-1-yl)-2-{[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl}ethanone 1185752-96-8 C16H23N3OS2
1-(adamantan-1-yl)-2-{[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl}ethanone
—— 3-Methyl-3'-trifluormethyl-diphenylsulfid 730-03-0 C14H11F3S
3-Methyl-3'-trifluormethyl-diphenylsulfid
—— 3-methylphenyl N-(4-methylphenyl)-3,3-bis(3-methylphenylthio)thiopropionimidate 1107007-45-3 C31H31NS3
3-methylphenyl N-(4-methylphenyl)-3,3-bis(3-methylphenylthio)thiopropionimidate
—— (difluoromethyl)(m-tolyl)sulfane 4837-10-9 C8H8F2S
(difluoromethyl)(m-tolyl)sulfane
—— 2-((4-bromophenyl)thio)-4-methylphenol 1254831-68-9 C13H11BrOS
2-((4-bromophenyl)thio)-4-methylphenol
—— 1-methyl-3-(m-tolylthio)-1H-indole 1415328-94-7 C16H15NS
1-methyl-3-(m-tolylthio)-1H-indole
—— 5-(toluene-3-sulfanyl)-thiazolidine-2,4-dione 1026860-29-6 C10H9NO2S2
5-(toluene-3-sulfanyl)-thiazolidine-2,4-dione
—— 3-methyl-6-(3-methylphenyl)sulfanyl-1H-pyrimidine-2,4-dione 80947-52-0 C12H12N2O2S
3-methyl-6-(3-methylphenyl)sulfanyl-1H-pyrimidine-2,4-dione
—— ethyl 4-(3-methylphenylthio)-3-oxobutanoate 83821-46-9 C13H16O3S
ethyl 4-(3-methylphenylthio)-3-oxobutanoate
—— 3-Chloro-5-(3-methylphenyl)sulfanylpyridine-4-carbaldehyde 1027505-59-4 C13H10ClNOS
3-Chloro-5-(3-methylphenyl)sulfanylpyridine-4-carbaldehyde
—— 2-(m-tolylthio)-4-methylcyclohexanone 89816-48-8 C14H18OS
2-(m-tolylthio)-4-methylcyclohexanone
—— ethyl 2-(m-tolylthio)acetate 14738-26-2 C11H14O2S
ethyl 2-(m-tolylthio)acetate
—— 4-methylthiophenyl 3-methylphenyl sulfide 1361950-33-5 C14H14S2
4-methylthiophenyl 3-methylphenyl sulfide
—— 2-(3-methylphenylthio)pyridine 92902-56-2 C12H11NS
2-(3-methylphenylthio)pyridine
—— (S)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-m-tolylsulfanylbutan-1-one 1374034-37-3 C16H17F3N2OS
(S)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-m-tolylsulfanylbutan-1-one
—— di-n-butyldithiocarbamate(1-) 22296-18-0 C9H18NS2
di-n-butyldithiocarbamate(1-)
—— 5-methyl-3-nitro-4-(3'-methylphenyl)thio-pyridin-2(1H)-one 172469-80-6 C13H12N2O3S
5-methyl-3-nitro-4-(3'-methylphenyl)thio-pyridin-2(1H)-one
—— 4-ethoxyphenyl 3-methylphenyl sulfide 1361950-29-9 C15H16OS
4-ethoxyphenyl 3-methylphenyl sulfide
—— 2,4-dimethyl-4-(3-methylphenylthio)-2-pentanol 213121-84-7 C14H22OS
2,4-dimethyl-4-(3-methylphenylthio)-2-pentanol
—— 4-Amino-6-tert-butyl-3-(3-methylphenyl)sulfanyl-1,2,4-triazin-5-one 102363-02-0 C14H18N4OS
4-Amino-6-tert-butyl-3-(3-methylphenyl)sulfanyl-1,2,4-triazin-5-one
—— 2-((4-methoxyphenyl)thio)-4-methylphenol 1254831-69-0 C14H14O2S
2-((4-methoxyphenyl)thio)-4-methylphenol
—— N-(6-(2-(3-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-55-1 C20H16N4OS2
N-(6-(2-(3-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— (3-Methyl-phenyl)-(3-oxo-butyl)sulfid 6110-04-9 C11H14OS
(3-Methyl-phenyl)-(3-oxo-butyl)sulfid
—— 1-((3-bromophenyl)thio)propan-2-one 16798-94-0 C10H12OS
1-((3-bromophenyl)thio)propan-2-one
—— <o-Tolyl>-<m-tolyl>sulfid 107771-85-7 C14H14S
<o-Tolyl>-<m-tolyl>sulfid
—— 2-[(3-methylphenyl)thio]pyrimidine 646511-17-3 C11H10N2S
2-[(3-methylphenyl)thio]pyrimidine
—— (E)-3-methyl-1-(methylthio)-1-butene 25650-52-6 C6H12S
(E)-3-methyl-1-(methylthio)-1-butene
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-55-7 C16H19N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— 3-methyl-1-prop-2-ynylthiobenzene 85013-55-4 C10H10S
3-methyl-1-prop-2-ynylthiobenzene
—— 5-chloro-6-<i>m</i>-tolylsulfanyl-pyrazine-2,3-dicarbonitrile 69148-96-5 C13H7ClN4S
5-chloro-6-<i>m</i>-tolylsulfanyl-pyrazine-2,3-dicarbonitrile
—— (5-benzylsulfanyl-[1,3,4]thiadiazol-2-yl)-<i>p</i>-tolyl-amine 14731-49-8 C16H15N3S2
(5-benzylsulfanyl-[1,3,4]thiadiazol-2-yl)-<i>p</i>-tolyl-amine
—— Methyl 5-(3-methylphenyl)sulfanylfuran-2-carboxylate 93104-98-4 C13H12O3S
Methyl 5-(3-methylphenyl)sulfanylfuran-2-carboxylate
—— 6-<i>m</i>-tolylsulfanyl-7(9)<i>H</i>-purine 5444-09-7 C12H10N4S
6-<i>m</i>-tolylsulfanyl-7(9)<i>H</i>-purine
—— 4-methoxycarbonyloxy-2-chloro-3-m-tolylsulfanyl-2-buten-4-olide 847984-43-4 C13H11ClO5S
4-methoxycarbonyloxy-2-chloro-3-m-tolylsulfanyl-2-buten-4-olide
—— 3-methyl-2-methylsulfanyl-but-1-ene 24653-48-3 C6H12S
3-methyl-2-methylsulfanyl-but-1-ene
—— 1-methyl-3-(2-methylbut-3-enylsulfanyl)benzene 794533-44-1 C12H16S
1-methyl-3-(2-methylbut-3-enylsulfanyl)benzene
—— [5-(4-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester 52494-18-5 C13H15N3O2S2
[5-(4-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester
—— 2-chloro-6-[(3-methylphenyl)thio]purine 646510-38-5 C12H9ClN4S
2-chloro-6-[(3-methylphenyl)thio]purine
—— 2-[(3-Methylphenyl)thio]-6-nitrobenzonitrile 171102-59-3 C14H10N2O2S
2-[(3-Methylphenyl)thio]-6-nitrobenzonitrile
—— 2-fluoro-6-m-tolylsulfanylbenzonitrile 348168-80-9 C14H10FNS
2-fluoro-6-m-tolylsulfanylbenzonitrile
—— 3-(3-methylphenylsulfanyl)but-2-enoic acid methyl ester 1093350-49-2 C12H14O2S
3-(3-methylphenylsulfanyl)but-2-enoic acid methyl ester
—— 4-Chloro-3-(m-tolylthio)-9H-thioxanthen-9-one 1372152-25-4 C20H13ClOS2
4-Chloro-3-(m-tolylthio)-9H-thioxanthen-9-one
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(2-hydroxyethyl)-1H-pyrazol-3-yl]pyridine-3,5-dicarbonitrile 1187543-15-2 C22H16ClN7OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(2-hydroxyethyl)-1H-pyrazol-3-yl]pyridine-3,5-dicarbonitrile
—— 3-(3-methylphenylthio)-5-methyl[1,2,4]triazine 1313039-55-2 C11H11N3S
3-(3-methylphenylthio)-5-methyl[1,2,4]triazine
—— 6-(3-Methylphenyl)sulfanylpyridine-3-carboxylic acid 253594-30-8 C13H11NO2S
6-(3-Methylphenyl)sulfanylpyridine-3-carboxylic acid
—— 4-chloro-2-nitro-5-m-tolylsulfanyl-phenylamine 1193384-33-6 C13H11ClN2O2S
4-chloro-2-nitro-5-m-tolylsulfanyl-phenylamine
—— 2-m-Tolylsulfanyl-benzaldehyde 90133-56-5 C14H12OS
2-m-Tolylsulfanyl-benzaldehyde
—— 3-(3-methylphenylthio)quinoline 1299398-43-8 C16H13NS
3-(3-methylphenylthio)quinoline