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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
—— methyl-(2-methylsulfanyl-ethyl)-sulfone 87231-10-5 C4H10O2S2
methyl-(2-methylsulfanyl-ethyl)-sulfone
—— methyl (E)-1-(1-propenylthio)propyl disulfide 126876-23-1 C7H14S3
methyl (E)-1-(1-propenylthio)propyl disulfide
—— 5-ethyl-2-secbutylsulfanyl-6-{3-[(5-ethyl-2-secbutylsulfanyl-pyrimidin-4(1H,3H)-yl)methyl]benzyl}pyrimidine-2,4(1H,3H)-one 938183-91-6 C28H38N4O2S2
5-ethyl-2-secbutylsulfanyl-6-{3-[(5-ethyl-2-secbutylsulfanyl-pyrimidin-4(1H,3H)-yl)methyl]benzyl}pyrimidine-2,4(1H,3H)-one
—— sec-butylisothiouronium bromide 6326-37-0 BrH*C5H12N2S
sec-butylisothiouronium bromide
—— 1<i>c</i>-propylsulfanyl-propene 37981-34-3 C6H12S
1<i>c</i>-propylsulfanyl-propene
—— methyl 2-(5-bromopyridin-3-ylthio)acetate 1272357-07-9 C8H8BrNO2S
methyl 2-(5-bromopyridin-3-ylthio)acetate
—— 5-bromo-3-chloro-2-(methylthio)pyridine 261625-68-7 C6H5BrClNS
5-bromo-3-chloro-2-(methylthio)pyridine
—— methyl (Z)-1-propenyl disulfide 23838-18-8 C4H8S2
methyl (Z)-1-propenyl disulfide
—— 3-bromo-5-thioethoxypyridine 216689-94-0 C7H8BrNS
3-bromo-5-thioethoxypyridine
—— 3-(methylthio)pyridin-4-yl N,N,N',N'-tetramethyldiamidophosphate 1224598-00-8 C10H18N3O2PS
3-(methylthio)pyridin-4-yl N,N,N',N'-tetramethyldiamidophosphate
—— n-propyl trans-1-propenyl sulfide 37981-35-4 C6H12S
n-propyl trans-1-propenyl sulfide
—— tert-butyl-2-(2-hydroxy-ethyl)-3-(4-bromophenylthio) propionate 427895-02-1 C15H21BrO3S
tert-butyl-2-(2-hydroxy-ethyl)-3-(4-bromophenylthio) propionate
—— 2,3,5,7,9-Pentathiadecane 155994-70-0 C5H12S5
2,3,5,7,9-Pentathiadecane
—— 2-methyl-2-methyldithiopropan-1-amine 959751-65-6 C5H13NS2
2-methyl-2-methyldithiopropan-1-amine
—— 1-methylsulfonyl-2-propanone 31383-34-3 C4H8O2S
1-methylsulfonyl-2-propanone
—— Butylsulfanyl-cyclopropane 70358-72-4 C7H14S
Butylsulfanyl-cyclopropane
—— β-methylthioethyl radical 31452-21-8 C3H7S
β-methylthioethyl radical
—— diethyl phenylsulfanyl(phenyl)malonate 82751-22-2 C19H20O4S
diethyl phenylsulfanyl(phenyl)malonate
—— 1-methyl-4-{[(methylsulfanyl)methyl]sulfanyl}benzene 62926-93-6 C9H12S2
1-methyl-4-{[(methylsulfanyl)methyl]sulfanyl}benzene
—— 2-benzyl-5-chloro-4-(methylthio)pyridazin-3(2H)-one 1316848-87-9 C12H11ClN2OS
2-benzyl-5-chloro-4-(methylthio)pyridazin-3(2H)-one
—— ethylthiomethyl radical 40921-46-8 C3H7S
ethylthiomethyl radical
—— 2-bromo-4-chloro-6-(phenylsulfanyl)pyrimidine 1108736-80-6 C10H6BrClN2S
2-bromo-4-chloro-6-(phenylsulfanyl)pyrimidine
—— dimethyl-ethylsulphonium iodide 38263-90-0 C4H11S*I
dimethyl-ethylsulphonium iodide
—— 1-chloro-4-{[(methylsulfanyl)methyl]sulfanyl}benzene 62926-92-5 C8H9ClS2
1-chloro-4-{[(methylsulfanyl)methyl]sulfanyl}benzene
—— (4-bromo-2,6-difluorophenyl)(methyl)sulfane 648905-87-7 C7H5BrF2S
(4-bromo-2,6-difluorophenyl)(methyl)sulfane
—— <(fluoromethyl)thio>ethane 1071071-06-1 C3H7FS
<(fluoromethyl)thio>ethane
—— 1-((phenylthio)methyl)-1H-1,2,4-triazole 301168-95-6 C9H9N3S
1-((phenylthio)methyl)-1H-1,2,4-triazole
—— 5-methylsulfanyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole 1174231-60-7 C10H20N2OSSi
5-methylsulfanyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole
—— ethyldimethylsulfonium bromide 3084-71-7 Br*C4H11S
ethyldimethylsulfonium bromide
—— α-methylsulfinylcyclopentanone 67170-64-3 C6H10O2S
α-methylsulfinylcyclopentanone
—— 2-benzyl-6-chloro-4-(methylthio)pyridazin-3(2H)-one 1316848-92-6 C12H11ClN2OS
2-benzyl-6-chloro-4-(methylthio)pyridazin-3(2H)-one
—— 1-methyl-5-(methylthio)-1H-pyrazole 87110-36-9 C5H8N2S
1-methyl-5-(methylthio)-1H-pyrazole
—— 2-bromo-4-methylsulfanylpyrimidine 1034619-51-6 C5H5BrN2S
2-bromo-4-methylsulfanylpyrimidine
—— 2-bromo-4-chloro-6-(methylthio)pyrimidine 1034619-62-9 C5H4BrClN2S
2-bromo-4-chloro-6-(methylthio)pyrimidine
—— 2,3,5,6-tetrathiaheptane 103439-78-7 C3H8S4
2,3,5,6-tetrathiaheptane
—— (+/-)-2-methylsulfanyl-2-methylsulfinylcyclohexanone 823221-70-1 C8H14O2S2
(+/-)-2-methylsulfanyl-2-methylsulfinylcyclohexanone
—— (4-bromo-3-fluorophenyl)(cyclopropyl)sulfane 1614246-43-3 C9H8BrFS
(4-bromo-3-fluorophenyl)(cyclopropyl)sulfane
—— (<i>E</i>)-6,6'-dichloro-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione 6492-68-8 C16H6Cl2O2S2
(<i>E</i>)-6,6'-dichloro-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione
—— 1-cyano-1-thiophenyl cyclopropane 36638-53-6 C10H9NS
1-cyano-1-thiophenyl cyclopropane
—— 5-methylsulfanyl-1<i>H</i>-pyrimidine-2,4-dione 16350-59-7 C5H6N2O2S
5-methylsulfanyl-1<i>H</i>-pyrimidine-2,4-dione
—— [(Propan-2-yl)sulfanyl]cyclopropane 70358-71-3 C6H12S
[(Propan-2-yl)sulfanyl]cyclopropane
—— 2-Methyl-3-(methyldisulfanyl)propanoyl chloride 36680-34-9 C5H9ClOS2
2-Methyl-3-(methyldisulfanyl)propanoyl chloride
—— 1-bromo-2-cyclopropylsulfanylbenzene 1174229-14-1 C9H9BrS
1-bromo-2-cyclopropylsulfanylbenzene
—— 3-cyclopropylsulfanylaniline 1565833-46-6 C9H11NS
3-cyclopropylsulfanylaniline
—— (E)-2,2,5,5-tetramethyl-3-(methylthio)-4-chloro-3-hexene 63720-34-3 C11H21ClS
(E)-2,2,5,5-tetramethyl-3-(methylthio)-4-chloro-3-hexene
—— 1-chloro-2-cyclopropylsulfanyl-benzene 936362-84-4 C9H9ClS
1-chloro-2-cyclopropylsulfanyl-benzene
—— 3-(cyclopropylthio)propan-1-ol 1564616-21-2 C6H12OS
3-(cyclopropylthio)propan-1-ol
—— (<i>E</i>)-1-chloro-2-methylsulfanyl-propene 15893-08-0 C4H7ClS
(<i>E</i>)-1-chloro-2-methylsulfanyl-propene
—— cyclopropyl(4-fluorophenyl)sulfane 871657-80-6 C9H9FS
cyclopropyl(4-fluorophenyl)sulfane
—— cyclopropyl(o-tolyl)sulfane 928219-10-7 C10H12S
cyclopropyl(o-tolyl)sulfane