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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
—— (Z)-1-chloro-3,3-dimethyl-2-methylthiobut-1-ene —— C7H13ClS
(Z)-1-chloro-3,3-dimethyl-2-methylthiobut-1-ene
—— 2-methyl-1,4-bis-methylsulfanyl-but-2-ene —— C7H14S2
2-methyl-1,4-bis-methylsulfanyl-but-2-ene
—— Dimethyltrisulfid —— C2H6S3
Dimethyltrisulfid
—— (1RS,2SR)-1-[5-fluoro-3-(naphth-2-ylthio)phenyl]-1,2-dimethoxycyclopentane —— C23H23FO2S
(1RS,2SR)-1-[5-fluoro-3-(naphth-2-ylthio)phenyl]-1,2-dimethoxycyclopentane
—— thioformaldehyde*hydrogen chloride complex —— CH2S*ClH
thioformaldehyde*hydrogen chloride complex
—— 1,1-dimethyl-2-methylthio-3-chlorocyclopropane —— C6H11ClS
1,1-dimethyl-2-methylthio-3-chlorocyclopropane
—— 2-(benzylthio)thiazole-5-carbaldehyde —— C11H9NOS2
2-(benzylthio)thiazole-5-carbaldehyde
—— 7-methyl-5,2-oxathiospiro[4,5]dec-6-ene —— C9H14OS
7-methyl-5,2-oxathiospiro[4,5]dec-6-ene
—— 3-methyl-3-(2-phenyl-1,3-dithian-2-yl)cyclohexan-1-one —— C17H22OS2
3-methyl-3-(2-phenyl-1,3-dithian-2-yl)cyclohexan-1-one
—— ethyl 3,3-dimethyl-5-phenylthiopentanoate —— C15H22O2S
ethyl 3,3-dimethyl-5-phenylthiopentanoate
—— ethyl 5-chloro-3,3-dimethyl-5-phenylthiopentanoate —— C15H21ClO2S
ethyl 5-chloro-3,3-dimethyl-5-phenylthiopentanoate
—— 4-methyl-3,5-dithia-7-octene —— C7H14S2
4-methyl-3,5-dithia-7-octene
—— 3-methyl-2,4-dithia-6-heptene —— C6H12S2
3-methyl-2,4-dithia-6-heptene
—— diallyl-(allylmercapto-methyl)-amine —— C10H17NS
diallyl-(allylmercapto-methyl)-amine
—— methyl 1-(2-propenylthio)propyl disulfide —— C7H14S3
methyl 1-(2-propenylthio)propyl disulfide
—— 1-ethylsulfanyl-2-propenylsulfanyl-propene —— C8H14S2
1-ethylsulfanyl-2-propenylsulfanyl-propene
—— 4,7-dihydro-2,2-bis(trideuteriomethyl)-1,3-dithiepin —— C7H12S2
4,7-dihydro-2,2-bis(trideuteriomethyl)-1,3-dithiepin
—— (allylthio)(methylthio)selenide —— C4H8S2Se
(allylthio)(methylthio)selenide
—— allyl 1-propynyl sulfide —— C6H8S
allyl 1-propynyl sulfide
—— pentacarbonyl((thioallyl)(methyl)carbene)chromium(0) —— C10H8CrO5S
pentacarbonyl((thioallyl)(methyl)carbene)chromium(0)
—— 3-ethoxy-4-allylthiopyridazine —— C9H12N2OS
3-ethoxy-4-allylthiopyridazine
—— 3-isopentyloxy-6-allylthiopyridazine —— C12H18N2OS
3-isopentyloxy-6-allylthiopyridazine
—— (2Z)-4-(allylsulfanyl)but-2-en-1-ol —— C7H12OS
(2Z)-4-(allylsulfanyl)but-2-en-1-ol
—— 3-(t-butoxy)-6-allylthiopyridazine —— C11H16N2OS
3-(t-butoxy)-6-allylthiopyridazine
—— 3-(n-butoxy)-6-allylthiopyridazine —— C11H16N2OS
3-(n-butoxy)-6-allylthiopyridazine
—— 3-(2-propoxy)-6-allylthiopyridazine —— C10H14N2OS
3-(2-propoxy)-6-allylthiopyridazine
—— 3-(2-hydroxyethoxy)-6-allylthiopyridazine —— C9H12N2O2S
3-(2-hydroxyethoxy)-6-allylthiopyridazine
—— 3-(n-pentyloxy)-6-allylthiopyridazine —— C12H18N2OS
3-(n-pentyloxy)-6-allylthiopyridazine
—— 3-(allylsulfanyl)-N<sup>1</sup>-cyclohexyl-N<sup>4</sup>-phenyl-1,4-benzenediamine —— C21H26N2S
3-(allylsulfanyl)-N<sup>1</sup>-cyclohexyl-N<sup>4</sup>-phenyl-1,4-benzenediamine
—— 3-(allylsulfanyl)-N<sup>1</sup>-(2-octyl)-N<sup>4</sup>-phenyl-1,4-benzenediamine —— C23H32N2S
3-(allylsulfanyl)-N<sup>1</sup>-(2-octyl)-N<sup>4</sup>-phenyl-1,4-benzenediamine
—— 3-(allylsulfanyl)-N<sup>1</sup>-(4-methyl-2-pentyl)-N<sup>4</sup>-phenyl-1,4-benzenediamine —— C21H28N2S
3-(allylsulfanyl)-N<sup>1</sup>-(4-methyl-2-pentyl)-N<sup>4</sup>-phenyl-1,4-benzenediamine
—— 2-Oxo-4-methyl-valeriansaeure-thionamid —— C6H11NOS
2-Oxo-4-methyl-valeriansaeure-thionamid
—— ethyl α-2-methylphenylthio-propanate —— C12H16O2S
ethyl α-2-methylphenylthio-propanate
—— ethyl α-3-methylphenylthio-propanate —— C12H16O2S
ethyl α-3-methylphenylthio-propanate
—— ethyl 2-((3-bromophenyl)thio)propanoate —— C11H13BrO2S
ethyl 2-((3-bromophenyl)thio)propanoate
—— ethyl 2-methyl-3-(5-methylthiopyrimidin-4-yl)-3-oxopropionate —— C11H14N2O3S
ethyl 2-methyl-3-(5-methylthiopyrimidin-4-yl)-3-oxopropionate
—— 4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butanamidine hydrochloride —— C12H17F3N6S*ClH
4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butanamidine hydrochloride
—— diethyl 2-(3-bromo-thien-2-ylthio)malonate —— C11H13BrO4S2
diethyl 2-(3-bromo-thien-2-ylthio)malonate
—— 4-methoxy-2-(p-tolylthio)aniline —— C14H15NOS
4-methoxy-2-(p-tolylthio)aniline
—— 8-(tert-Butyl-dimethyl-silyloxy)-1,4-dithiaspiro[4.5]dec-9-ene-6,6,7,7-tetracarbonitrile —— C20H26N4OS2Si
8-(tert-Butyl-dimethyl-silyloxy)-1,4-dithiaspiro[4.5]dec-9-ene-6,6,7,7-tetracarbonitrile
—— 4-methyl-5-thiocyanatocyclohex-4-ene-1,1,2,2-tetracarbonyl —— C12H7N5S
4-methyl-5-thiocyanatocyclohex-4-ene-1,1,2,2-tetracarbonyl
—— 5-methoxy-2-((4-methoxyphenyl)thio)aniline —— C14H15NO2S
5-methoxy-2-((4-methoxyphenyl)thio)aniline
—— 4-isothiocyanato-5-methylcyclohex-4-ene-1,1,2,2-tetracarbonitrile —— C12H7N5S
4-isothiocyanato-5-methylcyclohex-4-ene-1,1,2,2-tetracarbonitrile
—— 2-methoxy-4-(phenylthio)aniline —— C13H13NOS
2-methoxy-4-(phenylthio)aniline
—— 5-[4-(2-oxopropylthio)benzyl]thiazolidine-2,4-dione —— C13H13NO3S2
5-[4-(2-oxopropylthio)benzyl]thiazolidine-2,4-dione
—— 1-((5,6-diphenyl-1,2,4-triazin-3-yl)thio)propan-2-one —— C18H15N3OS
1-((5,6-diphenyl-1,2,4-triazin-3-yl)thio)propan-2-one
—— butyl 5-[(2-amino-6-methyl-4-pyrimidinyl)thio]valerate —— C14H23N3O2S
butyl 5-[(2-amino-6-methyl-4-pyrimidinyl)thio]valerate
—— S-(5-formyl-3,4-ethylenedioxythiophen-2-yl)-5-thiopentanoic acid —— C12H14O5S2
S-(5-formyl-3,4-ethylenedioxythiophen-2-yl)-5-thiopentanoic acid
—— 5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-4-N-acetylamino-3-(ethoxycarbonylmethylthio)-1,2,4-triazole —— C14H18N6O5S
5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-4-N-acetylamino-3-(ethoxycarbonylmethylthio)-1,2,4-triazole
—— ethyl 5-[(5-mercapto-1,3,4-thiadiazol-2-yl)thio]valerate —— C9H14N2O2S3
ethyl 5-[(5-mercapto-1,3,4-thiadiazol-2-yl)thio]valerate