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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
—— 5-Methyl-1,2,3-tris(pentadecylsulfanyl)benzene —— C52H98S3
5-Methyl-1,2,3-tris(pentadecylsulfanyl)benzene
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C16H13F2N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— [(E)-(2-oxo-1-benzothiophen-3-ylidene)amino]thiourea —— C9H7N3OS2
[(E)-(2-oxo-1-benzothiophen-3-ylidene)amino]thiourea
—— 1-(2-Chloro-2-nitrosoethyl)-4-(phenylsulfanylmethyl)benzene —— C15H14ClNOS
1-(2-Chloro-2-nitrosoethyl)-4-(phenylsulfanylmethyl)benzene
—— (E)-2-(4-chlorophenyl)sulfonyl-3-(4-pyridin-2-ylsulfanylanilino)prop-2-enenitrile —— C20H14ClN3O2S2
(E)-2-(4-chlorophenyl)sulfonyl-3-(4-pyridin-2-ylsulfanylanilino)prop-2-enenitrile
—— (E)-1,2-dichloro-3-(2-chloroethylsulfanyl)prop-1-ene —— C5H7Cl3S
(E)-1,2-dichloro-3-(2-chloroethylsulfanyl)prop-1-ene
—— 1-Ethyl-2-[3-[5-[[5-[3-(1-ethylpyridin-1-ium-2-yl)-1-methylazirin-2-yl]-2-bicyclo[4.2.0]octa-1,3,5-trienyl]sulfanyl]-2-bicyclo[4.2.0]octa-1,3,5-trienyl]-1-methylazirin-2-yl]pyridin-1-ium —— C36H36N4S+2
1-Ethyl-2-[3-[5-[[5-[3-(1-ethylpyridin-1-ium-2-yl)-1-methylazirin-2-yl]-2-bicyclo[4.2.0]octa-1,3,5-trienyl]sulfanyl]-2-bicyclo[4.2.0]octa-1,3,5-trienyl]-1-methylazirin-2-yl]pyridin-1-ium
—— 3-Dithiocarboxysulfonyl-2-methylpropanoic acid —— C5H8O4S3
3-Dithiocarboxysulfonyl-2-methylpropanoic acid
—— 6-Hydroxy-1,3-dimethyl-5-phenylsulfanylpyrimidine-2,4-dione —— C12H12N2O3S
6-Hydroxy-1,3-dimethyl-5-phenylsulfanylpyrimidine-2,4-dione
—— 3,4-Dimethyl-5-methylsulfanylthiophene-2-carbonitrile;ethane;1,2-oxazole —— C13H18N2OS2
3,4-Dimethyl-5-methylsulfanylthiophene-2-carbonitrile;ethane;1,2-oxazole
—— 3-[(Z)-(3-Sec-butyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-4-one —— C23H21N3O2S3
3-[(Z)-(3-Sec-butyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-4-one
—— 2-[6-[5-(5-chloropyridin-2-yl)sulfanyl-2-(1-ethylpyrazol-4-yl)-4,5-dihydro-1,3-oxazol-4-yl]-4H-azepin-2-yl]propan-2-ol —— C22H24ClN5O2S
2-[6-[5-(5-chloropyridin-2-yl)sulfanyl-2-(1-ethylpyrazol-4-yl)-4,5-dihydro-1,3-oxazol-4-yl]-4H-azepin-2-yl]propan-2-ol
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]triazole-4-carboxamide —— C18H15ClN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]triazole-4-carboxamide
—— (4,7-Dimethyl-4-propan-2-yloctyl)sulfanylcyclopropane —— C16H32S
(4,7-Dimethyl-4-propan-2-yloctyl)sulfanylcyclopropane
—— N-[(Z)-(2-bromophenyl)methylideneamino]-2-(4-methylphenyl)sulfanylacetamide —— C16H15BrN2OS
N-[(Z)-(2-bromophenyl)methylideneamino]-2-(4-methylphenyl)sulfanylacetamide
—— 6-[2-(Allyloxycarbamoyl)phenylsulfanyl]-3-E-[2-(pyridin-2-yl)ethenyl]-1H-indazole —— C24H20N4O2S
6-[2-(Allyloxycarbamoyl)phenylsulfanyl]-3-E-[2-(pyridin-2-yl)ethenyl]-1H-indazole
—— Tert-butyl 2,2-dimethyl-4-[(4-thiophen-2-ylsulfanylphenyl)methyl]-1,3-oxazolidine-3-carboxylate —— C21H27NO3S2
Tert-butyl 2,2-dimethyl-4-[(4-thiophen-2-ylsulfanylphenyl)methyl]-1,3-oxazolidine-3-carboxylate
—— 4,6,6,7,7-Pentamethyloctane-2-thiol —— C13H28S
4,6,6,7,7-Pentamethyloctane-2-thiol
—— N-cyclopropyl-6-[(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)sulfanyl]-1,3-benzothiazol-2-amine —— C16H14N6S2
N-cyclopropyl-6-[(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)sulfanyl]-1,3-benzothiazol-2-amine
—— 1-(2-fluorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C20H20FN3S
1-(2-fluorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— (7E)-2-ethylsulfanyl-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile —— C20H16N2S3
(7E)-2-ethylsulfanyl-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile
—— 7-Methylsulfinylheptan-3-one —— C8H16O2S
7-Methylsulfinylheptan-3-one
—— tert-butyl N-(cyclohexylcarbamoyl)-N-[2-[[5-(4-methylpentanoyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]carbamate —— C22H36N4O5S
tert-butyl N-(cyclohexylcarbamoyl)-N-[2-[[5-(4-methylpentanoyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]carbamate
—— (4-Cyclohexylcyclohexyl)-trimethyl-lambda4-sulfane —— C15H30S
(4-Cyclohexylcyclohexyl)-trimethyl-lambda4-sulfane
—— [3-(Cyclohexylmethylsulfanyl)cyclohexa-2,4-dien-1-ylidene]methanamine —— C14H21NS
[3-(Cyclohexylmethylsulfanyl)cyclohexa-2,4-dien-1-ylidene]methanamine
—— Butylsulfonyl-[dibutyl(2-oxohexyl)-lambda4-sulfanyl]oxidanium —— C18H39O4S2+
Butylsulfonyl-[dibutyl(2-oxohexyl)-lambda4-sulfanyl]oxidanium
—— (Z)-4-chloro-2-ethanethioyl-3-methylhex-2-en-5-ynenitrile —— C9H8ClNS
(Z)-4-chloro-2-ethanethioyl-3-methylhex-2-en-5-ynenitrile
—— [2-[(5-Fluoro-1-benzothiophen-3-yl)sulfanyl]phenyl]methanol —— C15H11FOS2
[2-[(5-Fluoro-1-benzothiophen-3-yl)sulfanyl]phenyl]methanol
—— N',N'-diethyl-N,N-dimethylethanedithioamide —— C8H16N2S2
N',N'-diethyl-N,N-dimethylethanedithioamide
—— diethyl [3,5-dimethyl-4-(4'-hydroxy-3'-iso-propyl-phenylsulfanyl)-phenoxy]methylphosphonate 852949-60-1 C22H31O5PS
diethyl [3,5-dimethyl-4-(4'-hydroxy-3'-iso-propyl-phenylsulfanyl)-phenoxy]methylphosphonate
—— 9-[2-(2,2-Dimethylpropylamino)ethyl]-8-(5-methoxy-2-methylphenyl)sulfanylpurin-6-amine —— C20H28N6OS
9-[2-(2,2-Dimethylpropylamino)ethyl]-8-(5-methoxy-2-methylphenyl)sulfanylpurin-6-amine
—— N-[(2R)-2-phenylpropyl]-4-[[2-(pyridin-2-ylamino)-1,3-thiazol-5-yl]sulfanyl]pyridine-2-carboxamide —— C23H21N5OS2
N-[(2R)-2-phenylpropyl]-4-[[2-(pyridin-2-ylamino)-1,3-thiazol-5-yl]sulfanyl]pyridine-2-carboxamide
—— (E)-2-(furan-2-carbonyl)-3-(2-methylsulfanylthiophen-3-yl)prop-2-enenitrile —— C13H9NO2S2
(E)-2-(furan-2-carbonyl)-3-(2-methylsulfanylthiophen-3-yl)prop-2-enenitrile
—— N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(5-ethyl-4-methyl-2-methylsulfanyl-6-oxopyrimidin-1-yl)acetamide —— C19H21BrN4O2S
N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(5-ethyl-4-methyl-2-methylsulfanyl-6-oxopyrimidin-1-yl)acetamide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]acetamide —— C19H17ClN4O2S3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]acetamide
—— (5E)-3-(2-chlorophenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H12Cl2N2O3S3
(5E)-3-(2-chlorophenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— Ethyl (amino-methylidene-oxo-lambda6-sulfanyl)formate —— C4H9NO3S
Ethyl (amino-methylidene-oxo-lambda6-sulfanyl)formate
—— (3R,6S,7aS)-3-Phenyl-6-(phenylsulfanyl)perhydropyrrolo[1,2-c]oxazol-5-one —— C18H17NO2S
(3R,6S,7aS)-3-Phenyl-6-(phenylsulfanyl)perhydropyrrolo[1,2-c]oxazol-5-one
—— Diethyl 2-[(6-amino-2-methylsulfanylpyrimidin-4-yl)iminomethyl]propanedioate —— C13H18N4O4S
Diethyl 2-[(6-amino-2-methylsulfanylpyrimidin-4-yl)iminomethyl]propanedioate
—— 6-(4-chlorophenyl)sulfanyl-5-methoxy-1H-pyrimidine-2-thione —— C11H9ClN2OS2
6-(4-chlorophenyl)sulfanyl-5-methoxy-1H-pyrimidine-2-thione
—— 5-[[4-[[5-(3,5-dimethyl-4-nitrophenyl)sulfanyl-3-methylimidazo[4,5-b]pyridin-2-yl]methoxy]phenyl]methyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C26H23N5O5S2
5-[[4-[[5-(3,5-dimethyl-4-nitrophenyl)sulfanyl-3-methylimidazo[4,5-b]pyridin-2-yl]methoxy]phenyl]methyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— (5Z)-3-[4-(dimethylamino)phenyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C25H21N3O3S3
(5Z)-3-[4-(dimethylamino)phenyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(Z)-[5-[(6-ethoxy-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]-3-methoxybenzamide —— C22H19N3O4S2
N-[(Z)-[5-[(6-ethoxy-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]-3-methoxybenzamide
—— 2-Methylsulfonyl-3-sulfanylidenepropanenitrile —— C4H5NO2S2
2-Methylsulfonyl-3-sulfanylidenepropanenitrile
—— 3-Methylsulfanyl-1-prop-1-en-2-ylpyrrole-2,5-diol —— C8H11NO2S
3-Methylsulfanyl-1-prop-1-en-2-ylpyrrole-2,5-diol
—— 3-[3-(2-formamidoethylsulfanyl)-2,5-dihydroxypyrrol-1-yl]-N-[3-[3-[3-(2-formamidoethylsulfanyl)-2,5-dihydroxypyrrol-1-yl]propanoylamino]-2-hydroxypropyl]propanamide —— C23H34N6O9S2
3-[3-(2-formamidoethylsulfanyl)-2,5-dihydroxypyrrol-1-yl]-N-[3-[3-[3-(2-formamidoethylsulfanyl)-2,5-dihydroxypyrrol-1-yl]propanoylamino]-2-hydroxypropyl]propanamide
—— oct-4-ene-1-thiol —— C8H16S
oct-4-ene-1-thiol
—— 1,2,3-Trithiacyclododeca-7,9,11-triene —— C9H12S3
1,2,3-Trithiacyclododeca-7,9,11-triene
—— Ethene;ethyl-methyl-(sulfanylidene-lambda4-sulfanylidene)-lambda4-sulfane —— C5H12S3
Ethene;ethyl-methyl-(sulfanylidene-lambda4-sulfanylidene)-lambda4-sulfane
—— N-[1-(2-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-chloroaniline 1140915-44-1 C21H14ClF2NS
N-[1-(2-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-chloroaniline