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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
—— N-[[(5S)-3-(3-fluoro-4-methylsulfanylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide —— C13H15FN2O2S2
N-[[(5S)-3-(3-fluoro-4-methylsulfanylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide
—— 5-(5-p-tolyl-amino-4H-[1,2,4]triazol-3-ylsulfanylmethyl)-furan-2-carbaldehyde —— C15H14N4O2S
5-(5-p-tolyl-amino-4H-[1,2,4]triazol-3-ylsulfanylmethyl)-furan-2-carbaldehyde
—— N-phenyl-3-quinolin-8-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C17H13N5S
N-phenyl-3-quinolin-8-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 6-Methoxy-4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-6-ium-2-carbaldehyde —— C16H14NO2S2+
6-Methoxy-4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-6-ium-2-carbaldehyde
—— 4-(4-Methylphenyl)sulfanyl-6-oxidothieno[2,3-c]pyridin-6-ium-2-carbaldehyde —— C15H11NO2S2
4-(4-Methylphenyl)sulfanyl-6-oxidothieno[2,3-c]pyridin-6-ium-2-carbaldehyde
—— (R)-3-(3-Hexylsulfanyl-pyrazin-2-yloxy)-1-aza-bicyclo[2.2.1]heptane —— C16H25N3OS
(R)-3-(3-Hexylsulfanyl-pyrazin-2-yloxy)-1-aza-bicyclo[2.2.1]heptane
—— N-(4-methoxyphenyl)-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C13H12N4OS2
N-(4-methoxyphenyl)-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 4-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-7-methylthieno[3,2-d]pyrimidine —— C9H7N5S3
4-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-7-methylthieno[3,2-d]pyrimidine
—— 4,6 Di-t-butyl-5-hydroxy-2,3-dihydrobenzothiophene —— C16H24OS
4,6 Di-t-butyl-5-hydroxy-2,3-dihydrobenzothiophene
—— 3-(furan-3-ylsulfanyl)-N-phenyl-1H-1,2,4-triazol-5-amine —— C12H10N4OS
3-(furan-3-ylsulfanyl)-N-phenyl-1H-1,2,4-triazol-5-amine
—— 5,5-Dimethyl-3-(4-methylsulfanylpyridin-3-yl)-1,3-oxazolidine-2,4-dione —— C11H12N2O3S
5,5-Dimethyl-3-(4-methylsulfanylpyridin-3-yl)-1,3-oxazolidine-2,4-dione
—— 1-Ethoxy-4-allylthio-5,6,7,8-tetrahydrophthalazine —— C13H18N2OS
1-Ethoxy-4-allylthio-5,6,7,8-tetrahydrophthalazine
—— (E)-3-[4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]prop-2-enamide —— C17H14N2OS2
(E)-3-[4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]prop-2-enamide
—— 6-ethyl-5-fluoro-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile —— C18H20FN3S
6-ethyl-5-fluoro-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclopropylmethyl ester 476302-30-4 C17H19N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclopropylmethyl ester
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutyl ester 476302-27-9 C17H19N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutyl ester
—— 3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C12H10ClN3S3
3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— (1R,2R)-N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]-5-methylcyclohexane-1-carboxamide —— C17H21FN2OS
(1R,2R)-N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]-5-methylcyclohexane-1-carboxamide
—— 3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methylpyridine-2-carbonitrile —— C17H19N3OS
3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methylpyridine-2-carbonitrile
—— 4-methylthio-3-(3-methyl-4,5-dihydroisoxazol-5-yl)-2-methylbromobenzene 391199-94-3 C12H14BrNOS
4-methylthio-3-(3-methyl-4,5-dihydroisoxazol-5-yl)-2-methylbromobenzene
—— 3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-hexylsulfanyl-1,2,5-thiadiazole —— C14H23N3S2
3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-hexylsulfanyl-1,2,5-thiadiazole
—— endo-6-(3-(5-hexenylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C15H23N3S2
endo-6-(3-(5-hexenylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— endo-6-(3-pentylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C14H23N3S2
endo-6-(3-pentylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 7-[(4-methylphenyl)thio]thieno[3,2-b]pyridine-2-carboxamide —— C15H12N2OS2
7-[(4-methylphenyl)thio]thieno[3,2-b]pyridine-2-carboxamide
—— 3-(cyclohexylmethylsulfanyl)-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C14H19N3S2
3-(cyclohexylmethylsulfanyl)-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— 4-methylthio-3-(4,5-dihydroisoxazol-3-yl)-2-ethylbromobenzene 391199-91-0 C12H14BrNOS
4-methylthio-3-(4,5-dihydroisoxazol-3-yl)-2-ethylbromobenzene
—— 2-[3-Amino-1-(4-methyl-1,2-oxazol-3-yl)propyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C14H16N4OS
2-[3-Amino-1-(4-methyl-1,2-oxazol-3-yl)propyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— Carbonic acid;2-(2,3-dihydro-1-benzothiophen-2-ylmethyl)guanidine —— C11H15N3O3S
Carbonic acid;2-(2,3-dihydro-1-benzothiophen-2-ylmethyl)guanidine
—— hydroxy-[(E)-8-methylundec-2-en-6-yl]-oxo-sulfanylidene-lambda6-sulfane —— C12H24O2S2
hydroxy-[(E)-8-methylundec-2-en-6-yl]-oxo-sulfanylidene-lambda6-sulfane
—— (Z)-1-chloro-4-[(Z)-4-chloro-3-methylbut-2-enyl]sulfonyl-2-methylbut-2-ene —— C10H16Cl2O2S
(Z)-1-chloro-4-[(Z)-4-chloro-3-methylbut-2-enyl]sulfonyl-2-methylbut-2-ene
—— 4-[2-[1-(Dimethylamino)cyclopropyl]ethylsulfanyl]phenol —— C13H19NOS
4-[2-[1-(Dimethylamino)cyclopropyl]ethylsulfanyl]phenol
—— 1-(2-Hydroxy-ethyl)-3-(2-propyl-cyclohex-2-enyl)-thiourea —— C12H22N2OS
1-(2-Hydroxy-ethyl)-3-(2-propyl-cyclohex-2-enyl)-thiourea
—— N'-(5-cyano-2-methylsulfanylpyrimidin-4-yl)-N-hydroxymethanimidamide —— C7H7N5OS
N'-(5-cyano-2-methylsulfanylpyrimidin-4-yl)-N-hydroxymethanimidamide
—— 2-[(4-Fluorophenyl)methylsulfanyl]-5-[(1-methylpyrazol-4-yl)methyl]-1-[2-(4-octylsulfonylpiperazin-1-yl)-2-oxoethyl]pyrimidin-4-one —— C30H41FN6O4S2
2-[(4-Fluorophenyl)methylsulfanyl]-5-[(1-methylpyrazol-4-yl)methyl]-1-[2-(4-octylsulfonylpiperazin-1-yl)-2-oxoethyl]pyrimidin-4-one
—— [5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)imidazol-2-yl]methyl N-(diethoxyphosphorylmethyl)carbamate —— C25H31Cl2N4O5PS
[5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)imidazol-2-yl]methyl N-(diethoxyphosphorylmethyl)carbamate
—— Methyl 2-[5-(3-amino-2,3-dioxopropyl)-6-ethyl-7-[(3-fluorophenyl)methyl]-2-phenylsulfanylpyrrolo[2,3-d]pyrimidin-4-yl]oxyacetate —— C27H25FN4O5S
Methyl 2-[5-(3-amino-2,3-dioxopropyl)-6-ethyl-7-[(3-fluorophenyl)methyl]-2-phenylsulfanylpyrrolo[2,3-d]pyrimidin-4-yl]oxyacetate
—— 3-chloro-N-(3,5-dichloro-4-quinolin-3-ylsulfanylphenyl)benzenesulfonamide —— C21H13Cl3N2O2S2
3-chloro-N-(3,5-dichloro-4-quinolin-3-ylsulfanylphenyl)benzenesulfonamide
—— 5-[(4-Fluorophenyl)methyl]-2-(2-piperazin-1-ylethylsulfanyl)pyrimidine-4,6-diamine —— C17H23FN6S
5-[(4-Fluorophenyl)methyl]-2-(2-piperazin-1-ylethylsulfanyl)pyrimidine-4,6-diamine
—— 5-[(4-Fluorophenyl)methyl]-2-(2-piperazin-1-ylethylsulfanyl)pyrimidine-4,6-diamine;hydrate;trihydrochloride —— C17H28Cl3FN6OS
5-[(4-Fluorophenyl)methyl]-2-(2-piperazin-1-ylethylsulfanyl)pyrimidine-4,6-diamine;hydrate;trihydrochloride
—— 4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]-N-(2-thiazolyl)benzenesulphonamide —— C21H22N2O4S3
4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]-N-(2-thiazolyl)benzenesulphonamide
—— ethyl 3-[2-(hydroxymethyl)phenylsulfanyl]-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate —— C24H21NO4S2
ethyl 3-[2-(hydroxymethyl)phenylsulfanyl]-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate
—— 1,2-Diethyl-3-[5-[[5-(6-pyrrol-1-ylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine —— C21H23N9OS
1,2-Diethyl-3-[5-[[5-(6-pyrrol-1-ylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine
—— 3-pyridin-2-ylsulfanyl-N-[4-(3-pyridin-2-ylsulfanylpropanoylamino)butyl]propanamide —— C20H26N4O2S2
3-pyridin-2-ylsulfanyl-N-[4-(3-pyridin-2-ylsulfanylpropanoylamino)butyl]propanamide
—— 3-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C19H16ClN5S2
3-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 4-Isoquinolin-5-ylsulfanyl-5-nitrospiro[1,3-dihydrobenzimidazole-2,1'-cyclohexane] —— C21H20N4O2S
4-Isoquinolin-5-ylsulfanyl-5-nitrospiro[1,3-dihydrobenzimidazole-2,1'-cyclohexane]
—— 4-[[(2R,5S)-5-[(4-hydroxyphenyl)sulfanylmethyl]pyrrolidin-2-yl]methylsulfanyl]phenol —— C18H21NO2S2
4-[[(2R,5S)-5-[(4-hydroxyphenyl)sulfanylmethyl]pyrrolidin-2-yl]methylsulfanyl]phenol
—— 1-(2-Fluorophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea —— C19H14FN3O3S
1-(2-Fluorophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea
—— 4-[[(2S,5R)-5-[(4-hydroxyphenyl)sulfanylmethyl]pyrrolidin-2-yl]methylsulfanyl]phenol;hydrochloride —— C18H22ClNO2S2
4-[[(2S,5R)-5-[(4-hydroxyphenyl)sulfanylmethyl]pyrrolidin-2-yl]methylsulfanyl]phenol;hydrochloride
—— 2-[5-Methylsulfanyl-4-(4-phenyl-1,3-thiazol-2-yl)thiophen-2-yl]-2-oxoethanimidamide —— C16H13N3OS3
2-[5-Methylsulfanyl-4-(4-phenyl-1,3-thiazol-2-yl)thiophen-2-yl]-2-oxoethanimidamide
—— 2-[2-[(3-Bromophenyl)methylsulfanyl]phenyl]-1,4,5,6-tetrahydropyrimidine —— C17H17BrN2S
2-[2-[(3-Bromophenyl)methylsulfanyl]phenyl]-1,4,5,6-tetrahydropyrimidine