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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
—— 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
—— Z,Z-di(propen-1-yl)sulfone —— C6H10O2S
Z,Z-di(propen-1-yl)sulfone
—— (4-methyl-2-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetic acid —— C8H10N2O3S
(4-methyl-2-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetic acid
—— 6-diethylamino-2,4-dimethoxy-6-ethylthio-1-oxa-3,5-diaza-1,3,5-hexatriene —— C11H21N3O3S
6-diethylamino-2,4-dimethoxy-6-ethylthio-1-oxa-3,5-diaza-1,3,5-hexatriene
—— 2-methyl-4-(p-tolylthio)benzonitrile —— C15H13NS
2-methyl-4-(p-tolylthio)benzonitrile
—— 1-chloro-ethanesulfenic acid-(4-chloro-butyl ester) —— C6H12Cl2OS
1-chloro-ethanesulfenic acid-(4-chloro-butyl ester)
—— S-(2-methylaminoethyl)methanesulfothioate hydrobromide —— BrH*C4H11NO2S2
S-(2-methylaminoethyl)methanesulfothioate hydrobromide
—— 4-[2-(3-phenylpropyl)aminothiazol-4-yl]-5-methylthiothiophene-2-carboxamidine —— C18H20N4S3
4-[2-(3-phenylpropyl)aminothiazol-4-yl]-5-methylthiothiophene-2-carboxamidine
—— α,α'-[5,5'-(3-oxapentane-1,5-dithio)bis(2-imino-3,4-dihydro-1,3,4-thiadiazol-3-yl)]-m-xylene —— C16H18N6OS4
α,α'-[5,5'-(3-oxapentane-1,5-dithio)bis(2-imino-3,4-dihydro-1,3,4-thiadiazol-3-yl)]-m-xylene
—— 5,5'-(1,3-phenylenebis(methylene))bis(sulfanediyl)bis(3-methyl-4H-1,2,4-triazol-4-amine) —— C14H18N8S2
5,5'-(1,3-phenylenebis(methylene))bis(sulfanediyl)bis(3-methyl-4H-1,2,4-triazol-4-amine)
—— (4S,5S)-4-methoxymethyl-5-[4-(methylthio)phenyl]-2-(3-tolyl)-2-oxazoline —— C19H21NO2S
(4S,5S)-4-methoxymethyl-5-[4-(methylthio)phenyl]-2-(3-tolyl)-2-oxazoline
—— (1S*,6R*,8R*)-8-(5-methyl-4-hexenoyl)-1-phenylthiobicyclo<4.2.0>octane —— C21H28OS
(1S*,6R*,8R*)-8-(5-methyl-4-hexenoyl)-1-phenylthiobicyclo<4.2.0>octane
—— 1,1-bis(trifluoromethylsulfonyl)propane —— C5H6F6O4S2
1,1-bis(trifluoromethylsulfonyl)propane
—— 2-((2,4-dimethylphenyl)thio)-1-phenylethanol —— C16H18OS
2-((2,4-dimethylphenyl)thio)-1-phenylethanol
—— (2,4-dimethylphenyl)(4-fluorophenyl)sulfane —— C14H13FS
(2,4-dimethylphenyl)(4-fluorophenyl)sulfane
—— 3-(1-[2-pyridylthio]allyl)cyclohexanone —— C14H17NOS
3-(1-[2-pyridylthio]allyl)cyclohexanone
—— <i>S</i>-[2]pyridyl-isothiourea; S-[2]pyridyl-isothiuronium-bromide —— BrH*C6H7N3S
<i>S</i>-[2]pyridyl-isothiourea; S-[2]pyridyl-isothiuronium-bromide
—— 4-hydroxy-1-butylthiouronium chloride —— C5H12N2OS*ClH
4-hydroxy-1-butylthiouronium chloride
—— 4-(phenylthio)-1-oxaspiro[4.4]-3-nonen-2-one —— C14H14O2S
4-(phenylthio)-1-oxaspiro[4.4]-3-nonen-2-one
—— 1-ethenyl-2-(phenylthio)cyclopentane —— C13H16S
1-ethenyl-2-(phenylthio)cyclopentane
—— 1-(5-Amino-3-methylthio-1H-1,2,4-triazol-1-yl)carbohydrazide —— C4H10N8OS
1-(5-Amino-3-methylthio-1H-1,2,4-triazol-1-yl)carbohydrazide
—— 1-ethylsulfinyl-1-methylsulfanylprop-1-ene —— C6H12OS2
1-ethylsulfinyl-1-methylsulfanylprop-1-ene
—— 1-methylsulfanyl-1-methylsulfinylprop-1-ene —— C5H10OS2
1-methylsulfanyl-1-methylsulfinylprop-1-ene
—— 5-amino-3-[3-(triethoxysilyl)propylthio]-1H-1,2,4-triazole —— C8H18N4O3SSi
5-amino-3-[3-(triethoxysilyl)propylthio]-1H-1,2,4-triazole
—— 1,1,1-trifluoro-4-(methylsulfonyl)butan-2-amine —— C5H10F3NO2S
1,1,1-trifluoro-4-(methylsulfonyl)butan-2-amine