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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-(4-chlorophenylamino)-4-[5-(4-pyridyl)-1H-1,2,4-triazolyl-3-ylthio]phthalazine 325781-32-6 C21H14ClN7S
1-(4-chlorophenylamino)-4-[5-(4-pyridyl)-1H-1,2,4-triazolyl-3-ylthio]phthalazine
—— 1-(1-Adamantyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea —— C23H25N3O3S
1-(1-Adamantyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea
—— 1-[4-[5-(4-Hydroxyphenyl)sulfanylpentyl]-1,3-thiazolidin-3-yl]-3,3-dimethyl-1-sulfanylidenepentan-2-one —— C21H31NO2S3
1-[4-[5-(4-Hydroxyphenyl)sulfanylpentyl]-1,3-thiazolidin-3-yl]-3,3-dimethyl-1-sulfanylidenepentan-2-one
—— Benzyl 4-[[5-[(dimethylamino)methyl]-1,3-thiazol-2-yl]sulfanyl]piperidine-1-carbodithioate —— C19H25N3S4
Benzyl 4-[[5-[(dimethylamino)methyl]-1,3-thiazol-2-yl]sulfanyl]piperidine-1-carbodithioate
—— N-(5-tert-butyl-2-methoxyphenyl)-N'-(4-(4-pyridinylthio)phenyl)urea —— C23H25N3O2S
N-(5-tert-butyl-2-methoxyphenyl)-N'-(4-(4-pyridinylthio)phenyl)urea
—— 7-(1-aminopropan-2-ylamino)-5-[(3-chloro-2-fluorophenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15ClFN5OS2
7-(1-aminopropan-2-ylamino)-5-[(3-chloro-2-fluorophenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— (3S,3aR,4S,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-(phenylsulfanylmethyl)-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione —— C21H22O5S
(3S,3aR,4S,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-(phenylsulfanylmethyl)-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
—— 2-[2-[2-Methyl-3-[(2-methylsulfanylimidazol-1-yl)methyl]phenyl]sulfanylethylsulfanyl]pyrimidine —— C18H20N4S3
2-[2-[2-Methyl-3-[(2-methylsulfanylimidazol-1-yl)methyl]phenyl]sulfanylethylsulfanyl]pyrimidine
—— 2-[[2-(4-Morpholinyl)ethyl]amino]-5-(pentylthio)thiazolo[4,5-d]pyrimidin-7(4H)-one 259100-56-6 C16H25N5O2S2
2-[[2-(4-Morpholinyl)ethyl]amino]-5-(pentylthio)thiazolo[4,5-d]pyrimidin-7(4H)-one
—— 7-[(2-Hydroxy-1,1-dimethylethyl)amino]-5-[[(2-methyl-4-thiazolyl)methyl]thio] thiazolo[4,5-d]pyrimidin-2(3H)-one —— C14H17N5O2S3
7-[(2-Hydroxy-1,1-dimethylethyl)amino]-5-[[(2-methyl-4-thiazolyl)methyl]thio] thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 5-[(3-chlorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15ClN4O2S2
5-[(3-chlorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 3-[(6R)-1-azabicyclo[3.2.1]octan-6-yl]-4-butylsulfanyl-1,2,5-thiadiazole —— C13H21N3S2
3-[(6R)-1-azabicyclo[3.2.1]octan-6-yl]-4-butylsulfanyl-1,2,5-thiadiazole
—— ethyl 2-[(7-nitro-2,3-dioxo-1,4-dihydroquinoxalin-6-yl)sulfanyl]-1H-imidazole-5-carboxylate —— C14H11N5O6S
ethyl 2-[(7-nitro-2,3-dioxo-1,4-dihydroquinoxalin-6-yl)sulfanyl]-1H-imidazole-5-carboxylate
—— 3-[(6R)-1-azabicyclo[3.2.1]octan-6-yl]-4-butylsulfanyl-1,2,5-thiadiazole;oxalic acid —— C15H23N3O4S2
3-[(6R)-1-azabicyclo[3.2.1]octan-6-yl]-4-butylsulfanyl-1,2,5-thiadiazole;oxalic acid
—— 4-[[(2S,4S)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol —— C17H19NO2S2
4-[[(2S,4S)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol
—— N-(aminoiminomethyl)-4-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide methanesulfonate —— CH4O3S*C14H17N3OS
N-(aminoiminomethyl)-4-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide methanesulfonate
—— 6-acetyl-2-(3-chlorophenyl)-5-methyl-4-phenylthio-3(2H)-pyridazinone 259192-79-5 C19H15ClN2O2S
6-acetyl-2-(3-chlorophenyl)-5-methyl-4-phenylthio-3(2H)-pyridazinone
—— 4-[[(2S,4S)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol;hydrochloride —— C17H20ClNO2S2
4-[[(2S,4S)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol;hydrochloride
—— 2-Methyl-6-[[6-[(4-methylpyrimidin-2-yl)sulfanylmethyl]pyridin-2-yl]methylsulfanyl]pyrazine —— C17H17N5S2
2-Methyl-6-[[6-[(4-methylpyrimidin-2-yl)sulfanylmethyl]pyridin-2-yl]methylsulfanyl]pyrazine
—— (5E,8E,11E,14E)-1-propylsulfanylicosa-5,8,11,14-tetraene —— C23H40S
(5E,8E,11E,14E)-1-propylsulfanylicosa-5,8,11,14-tetraene
—— N-(4-methylphenyl)-3-quinolin-8-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C18H15N5S
N-(4-methylphenyl)-3-quinolin-8-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 5-[(6-nitro-1H-benzimidazol-5-yl)sulfanyl]-1,2,3,4-tetrahydroisoquinoline —— C16H14N4O2S
5-[(6-nitro-1H-benzimidazol-5-yl)sulfanyl]-1,2,3,4-tetrahydroisoquinoline
—— 3-chloro-4-(2,4-dichlorophenyl)sulfanyl-N-methylaniline —— C13H10Cl3NS
3-chloro-4-(2,4-dichlorophenyl)sulfanyl-N-methylaniline
—— 7-methyl-4-[[5-(methylthio)-1,3,4-thiadiazol-2-yl]thio]thieno[3,2-d]pyrimidine —— C10H8N4S4
7-methyl-4-[[5-(methylthio)-1,3,4-thiadiazol-2-yl]thio]thieno[3,2-d]pyrimidine
—— methyl 6-[(4-methylphenyl)thio]thieno[2,3-b]pyridine-2-carboxylate —— C16H13NO2S2
methyl 6-[(4-methylphenyl)thio]thieno[2,3-b]pyridine-2-carboxylate
—— 4-(5-Chloro-2,3-dihydro-1-benzothiophen-2-yl)-1-methylpiperidine —— C14H18ClNS
4-(5-Chloro-2,3-dihydro-1-benzothiophen-2-yl)-1-methylpiperidine
—— (Z)-tert-butyl-[[5-(3,5-dimethylphenyl)sulfanylfuran-2-yl]methylidene]-hydroxyazanium —— C17H22NO2S+
(Z)-tert-butyl-[[5-(3,5-dimethylphenyl)sulfanylfuran-2-yl]methylidene]-hydroxyazanium
—— 2-(2-tert-butylphenyl)sulfanyl-4,5-dichloro-1H-imidazole —— C13H14Cl2N2S
2-(2-tert-butylphenyl)sulfanyl-4,5-dichloro-1H-imidazole
—— 3-anilino-5-(3,3-dimethoxy-propylthio)-1,2,4-triazole 334538-59-9 C13H18N4O2S
3-anilino-5-(3,3-dimethoxy-propylthio)-1,2,4-triazole
—— 2-[2-(2-Chloro-4-hydroxyphenyl)thioethyl]-1-methylpyrrolidine —— C13H18ClNOS
2-[2-(2-Chloro-4-hydroxyphenyl)thioethyl]-1-methylpyrrolidine
—— 6-[(imidazol-2-yl)thio]-3-nitroimidazo[1,2-b]pyridazine —— C9H6N6O2S
6-[(imidazol-2-yl)thio]-3-nitroimidazo[1,2-b]pyridazine
—— Ethyl 4'-oxospiro[1,3-dithiolane-2,2'-bicyclo[3.1.0]hexane]-6'-carboxylate —— C11H14O3S2
Ethyl 4'-oxospiro[1,3-dithiolane-2,2'-bicyclo[3.1.0]hexane]-6'-carboxylate
—— 1,5-Dideoxy-1,5-imino-2-S-phenyl-2-thio-D-glucitol 160711-00-2 C12H17NO3S
1,5-Dideoxy-1,5-imino-2-S-phenyl-2-thio-D-glucitol
—— 3-chloro-4,5-dimethyl-6-allylthiopyridazine —— C9H11ClN2S
3-chloro-4,5-dimethyl-6-allylthiopyridazine
—— 2-(3-Butenyl-2-thio)pyrazine —— C8H10N2S
2-(3-Butenyl-2-thio)pyrazine
—— 4-[3-(3,3-Dimethyl-4-oxo-butylsulfanyl)-propylsulfanyl]-2,2-dimethyl-butyraldehyde —— C15H28O2S2
4-[3-(3,3-Dimethyl-4-oxo-butylsulfanyl)-propylsulfanyl]-2,2-dimethyl-butyraldehyde
—— 2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile —— C16H17N3OS
2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile
—— 4-methylthio-3-(isoxazol-3-yl)-2-methylbromobenzene 391199-90-9 C11H10BrNOS
4-methylthio-3-(isoxazol-3-yl)-2-methylbromobenzene
—— N-phenyl-5-(thiophen-2-ylsulfanylmethyl)-1H-1,2,4-triazol-3-amine —— C13H12N4S2
N-phenyl-5-(thiophen-2-ylsulfanylmethyl)-1H-1,2,4-triazol-3-amine
—— 4-[2-(4-Methylphenylsulfanyl)phenyl]-3,6-dihydro-2H-pyridine —— C18H19NS
4-[2-(4-Methylphenylsulfanyl)phenyl]-3,6-dihydro-2H-pyridine
—— 5-(thiophen-2-ylmethyl)-3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazole —— C12H11N3S3
5-(thiophen-2-ylmethyl)-3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazole
—— endo-8-methyl-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C13H21N3S2
endo-8-methyl-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 3-benzylsulfanyl-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole —— C17H17N3S
3-benzylsulfanyl-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole
—— 2-amino-4-ethylsulfanyl-6-furan-2-yl-pyrimidine-5-carbonitrile —— C11H10N4OS
2-amino-4-ethylsulfanyl-6-furan-2-yl-pyrimidine-5-carbonitrile
—— 2-(4-Pyrazol-1-ylpyrimidin-2-yl)sulfanylacetic acid —— C9H8N4O2S
2-(4-Pyrazol-1-ylpyrimidin-2-yl)sulfanylacetic acid
—— 3-[(2,6-difluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C9H8F2N4S
3-[(2,6-difluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 1-(2-Hydroxy-ethyl)-3-(3-methyl-cyclohex-2-enylmethyl)-thiourea —— C11H20N2OS
1-(2-Hydroxy-ethyl)-3-(3-methyl-cyclohex-2-enylmethyl)-thiourea
—— Diethynylcarbamodithioic acid —— C5H3NS2
Diethynylcarbamodithioic acid
—— 3-(2-ethoxyethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C6H12N4OS
3-(2-ethoxyethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— Trioctadecylsulfanium —— C54H111S+
Trioctadecylsulfanium