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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
—— α,α-difluoro(2-chlorophenylthio)acetic acid —— C8H5ClF2O2S
α,α-difluoro(2-chlorophenylthio)acetic acid
—— 4-bromo-2-[(2-chlorophenyl)sulfanyl]benzonitrile —— C13H7BrClNS
4-bromo-2-[(2-chlorophenyl)sulfanyl]benzonitrile
—— 4-(2-chlorophenylthio)butyric acid —— C10H11ClO2S
4-(2-chlorophenylthio)butyric acid
—— 3,5-dimethylphenyl 2-chlorophenyl sulfide —— C14H13ClS
3,5-dimethylphenyl 2-chlorophenyl sulfide
—— ethyl 3-(2-chlorophenylthio)propionate —— C11H13ClO2S
ethyl 3-(2-chlorophenylthio)propionate
—— ethyl 4-(2-chlorophenylthio)-3-oxobutanoate —— C12H13ClO3S
ethyl 4-(2-chlorophenylthio)-3-oxobutanoate
—— p-tert-butylbis(spirodienone)thiacalix[4]arene —— C40H46O4S4
p-tert-butylbis(spirodienone)thiacalix[4]arene
—— 1-(3-fluorophenyl)-2-(phenylthio)ethanol —— C14H13FOS
1-(3-fluorophenyl)-2-(phenylthio)ethanol
—— N,N,N',N'-Tetrabutyl-octandithioamid —— C24H48N2S2
N,N,N',N'-Tetrabutyl-octandithioamid
—— thiocarbamic acid <i>S</i>-pentadecyl ester —— C16H33NOS
thiocarbamic acid <i>S</i>-pentadecyl ester
—— di-n-pentadecyl disulfide —— C30H62S2
di-n-pentadecyl disulfide
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol —— C27H31F2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— 4-(benzylthio)-3-fluorobenzenamine —— C13H12FNS
4-(benzylthio)-3-fluorobenzenamine
—— (2,4-dimethyl-phenyl)-[2]naphthyl sulfide —— C18H16S
(2,4-dimethyl-phenyl)-[2]naphthyl sulfide
—— 2-ethyl-2-butyl-[1,3]dithiolane —— C9H18S2
2-ethyl-2-butyl-[1,3]dithiolane
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol —— C27H31F2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— bis(2-fluorophenyl)sulfide —— C12H8F2S
bis(2-fluorophenyl)sulfide
—— 3-isothiocyanato-3-methylpentane —— C7H13NS
3-isothiocyanato-3-methylpentane
—— N<sup>1</sup>,N<sup>1</sup>-dimethyl-N<sup>2</sup>-(2-(phenylthio)ethyl)ethane-1,2-diamine —— C12H20N2S
N<sup>1</sup>,N<sup>1</sup>-dimethyl-N<sup>2</sup>-(2-(phenylthio)ethyl)ethane-1,2-diamine
—— 2-fluorophenyl 4-tolyl sulfide —— C13H11FS
2-fluorophenyl 4-tolyl sulfide
—— (Z)-3,3-dimethyl-1-phenylseleno-2-phenylthio-1-butene —— C18H20SSe
(Z)-3,3-dimethyl-1-phenylseleno-2-phenylthio-1-butene
—— (Z)-3,3-dimethyl-1,2-bis(phenylthio)but-1-ene —— C18H20S2
(Z)-3,3-dimethyl-1,2-bis(phenylthio)but-1-ene
—— 6,6-dimethyl-5-phenylthio-hepta-1,4(Z)-diene —— C15H20S
6,6-dimethyl-5-phenylthio-hepta-1,4(Z)-diene
—— 8-((2,4-dimethylphenyl)thio)-9-(pent-4-yn-1-yl)-9H-purin-6-amine —— C18H19N5S
8-((2,4-dimethylphenyl)thio)-9-(pent-4-yn-1-yl)-9H-purin-6-amine
—— 8-((2,4-dimethylphenyl)thio)-3-(pent-4-yn-1-yl)-3H-purin-6-amine —— C18H19N5S
8-((2,4-dimethylphenyl)thio)-3-(pent-4-yn-1-yl)-3H-purin-6-amine
—— 8-((2,4-dimethylphenyl)thio)-3-(3-(isopropylamino)propyl)-3H-purin-6-amine —— C19H26N6S
8-((2,4-dimethylphenyl)thio)-3-(3-(isopropylamino)propyl)-3H-purin-6-amine
—— (2,4-dimethylphenyl)(trifluoromethyl)sulfane —— C9H9F3S
(2,4-dimethylphenyl)(trifluoromethyl)sulfane
—— (5-((2,4-dimethylphenyl)thio)-2,4-dihydroxyphenyl)(isoindolin-2-yl)methanone —— C23H21NO3S
(5-((2,4-dimethylphenyl)thio)-2,4-dihydroxyphenyl)(isoindolin-2-yl)methanone
—— 4-[(2,4-dimethylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide —— C16H14N2OS2
4-[(2,4-dimethylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide
—— 2-pentylsulfanyl bromobenzene —— C11H15BrS
2-pentylsulfanyl bromobenzene
—— methyl N-(2,2-dimethoxyethyl)-N'-methylcarbamimidothioate monohydroiodide —— C7H16N2O2S*HI
methyl N-(2,2-dimethoxyethyl)-N'-methylcarbamimidothioate monohydroiodide
—— (4,6-dihydroxypyrimidin-2-ylsulfanyl)acetic acid —— C6H6N2O4S
(4,6-dihydroxypyrimidin-2-ylsulfanyl)acetic acid
—— 6-dimethylamino-2-methylthio-3-phenyl-4(3H)-pyrimidone —— C13H15N3OS
6-dimethylamino-2-methylthio-3-phenyl-4(3H)-pyrimidone
—— 2-ethoxy-5,5-dimethyl-4-(phenylthio)-1,2-oxaphosphol-3-ene 2-oxide —— C13H17O3PS
2-ethoxy-5,5-dimethyl-4-(phenylthio)-1,2-oxaphosphol-3-ene 2-oxide
—— ethyl (Z)-2-phenylthio-2-heptenoate —— C15H20O2S
ethyl (Z)-2-phenylthio-2-heptenoate
—— (Z)-1,2-dibromo-2-phenyl-1-(phenylsulfanyl)ethene —— C14H10Br2S
(Z)-1,2-dibromo-2-phenyl-1-(phenylsulfanyl)ethene
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol —— C26H28ClF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— 2-methylheptane-3-thiol —— C8H18S
2-methylheptane-3-thiol
—— 2-methyl-2-(methylthio)heptane —— C9H20S
2-methyl-2-(methylthio)heptane
—— rel-(3R,5R)-3-[(R)-(6S)-1,4-dioxa-8-thiaspiro[4.5]dec-6-yl-(methoxymethoxy)methyl]-5-[(1S,2R)-2-(2-ethyl-1,3-dithian-2-yl)-1-hydroxypropyl]tetrahydro-4H-thiopyran-4-one —— C24H40O6S4
rel-(3R,5R)-3-[(R)-(6S)-1,4-dioxa-8-thiaspiro[4.5]dec-6-yl-(methoxymethoxy)methyl]-5-[(1S,2R)-2-(2-ethyl-1,3-dithian-2-yl)-1-hydroxypropyl]tetrahydro-4H-thiopyran-4-one
—— 2-imino-6-methylthio-4-phenyl-2H-thiopyran-3-carbonitrile —— C13H10N2S2
2-imino-6-methylthio-4-phenyl-2H-thiopyran-3-carbonitrile
—— 3-(methylthio)octane —— C9H20S
3-(methylthio)octane
—— octane-3-thiol —— C8H18S
octane-3-thiol
—— 5-amino-1,2-dihydro-2-methyl-2,4-diphenyl-7-(phenylthio)-1,6-naphthyridine-8-carbonitrile —— C28H22N4S
5-amino-1,2-dihydro-2-methyl-2,4-diphenyl-7-(phenylthio)-1,6-naphthyridine-8-carbonitrile
—— 7-(p-tolylthio)-5-amino-1,2-dihydro-2-methyl-2,4-diphenyl-1,6-naphthyridine-8-carbonitrile —— C29H24N4S
7-(p-tolylthio)-5-amino-1,2-dihydro-2-methyl-2,4-diphenyl-1,6-naphthyridine-8-carbonitrile
—— 2-chloro-6-(phenylthio)pyrimidin-4-amine —— C10H8ClN3S
2-chloro-6-(phenylthio)pyrimidin-4-amine
—— 2,2,4,5-Tetrabrom-1,3-dithiol-1,1,3,3-tetraoxid —— C3Br4O4S2
2,2,4,5-Tetrabrom-1,3-dithiol-1,1,3,3-tetraoxid
—— n-pentoxycarbonyl isothiocyanate —— C7H11NO2S
n-pentoxycarbonyl isothiocyanate
—— N-(2-fluoro-2-phenylsulfanyl)acetyl3-methylbut-2-enylamine —— C13H16FNOS
N-(2-fluoro-2-phenylsulfanyl)acetyl3-methylbut-2-enylamine
—— 2-{[2-(dimethylamino)ethyl]sulfanyl}-6-hydroxy-5-isopropylpyrimidin-4(3H)-one hydrochloride —— C11H19N3O2S*ClH
2-{[2-(dimethylamino)ethyl]sulfanyl}-6-hydroxy-5-isopropylpyrimidin-4(3H)-one hydrochloride