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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-tert-butylthio-4-penten-2-yn-1-ol 81588-22-9 C9H14OS
5-tert-butylthio-4-penten-2-yn-1-ol
—— 2-(carboethoxymethylthio)-3-formylthiophene 335033-32-4 C9H10O3S2
2-(carboethoxymethylthio)-3-formylthiophene
—— 2-chloro-2,2-difluoro-ethanethiol 464-01-7 C2H3ClF2S
2-chloro-2,2-difluoro-ethanethiol
—— methyl 3,5;6,7-di-O-isopropylidene-2-deoxy-2-phenylthio-β-D-glycero-D-ido-heptofuranoside 1426261-81-5 C20H28O6S
methyl 3,5;6,7-di-O-isopropylidene-2-deoxy-2-phenylthio-β-D-glycero-D-ido-heptofuranoside
—— 5-amino-1-(2,2-diethoxyethyl)-3-(methylthio)pyrazole-4-carbonitrile 91296-18-3 C11H18N4O2S
5-amino-1-(2,2-diethoxyethyl)-3-(methylthio)pyrazole-4-carbonitrile
—— (2S,3R)-1,1,1-Trifluoro-3-phenyl-3-phenylsulfanyl-propan-2-ol 179239-02-2 C15H13F3OS
(2S,3R)-1,1,1-Trifluoro-3-phenyl-3-phenylsulfanyl-propan-2-ol
—— 4,6-bisbenzylsulfanyl-2,3,5-trifluoropyridine 943868-14-2 C19H14F3NS2
4,6-bisbenzylsulfanyl-2,3,5-trifluoropyridine
—— (S)-1-((1R,2R)-2-Ethyl-1-oxo-1λ<sup>4</sup>-[1,3]dithian-2-yl)-2-phenyl-propan-1-one 197235-76-0 C15H20O2S2
(S)-1-((1R,2R)-2-Ethyl-1-oxo-1λ<sup>4</sup>-[1,3]dithian-2-yl)-2-phenyl-propan-1-one
—— 2-Methylthio-5-phenyl-4H-pyran-4-one 117672-06-7 C12H10O2S
2-Methylthio-5-phenyl-4H-pyran-4-one
—— 4-(2-phenylsulfanyl-thiazol-5-yl)-morpholine 1195901-16-6 C13H14N2OS2
4-(2-phenylsulfanyl-thiazol-5-yl)-morpholine
—— (2R,3R)-1,1,1-Trifluoro-5-phenyl-3-phenylsulfanyl-pentan-2-ol 179097-47-3 C17H17F3OS
(2R,3R)-1,1,1-Trifluoro-5-phenyl-3-phenylsulfanyl-pentan-2-ol
—— (2R,3R)-1,1,1-Trifluoro-3-phenyl-3-phenylsulfanyl-propan-2-ol 179239-03-3 C15H13F3OS
(2R,3R)-1,1,1-Trifluoro-3-phenyl-3-phenylsulfanyl-propan-2-ol
—— 5-amino-6-<(2-hydroxyethyl)amino>-2-(methylthio)pyrimidin-4(3H)-one 120270-25-9 C7H12N4O2S
5-amino-6-<(2-hydroxyethyl)amino>-2-(methylthio)pyrimidin-4(3H)-one
—— 4,6-dichloro-5-(morpholin-1-yl)-2-(methylthio)pyrimidine 1137576-68-1 C9H11Cl2N3OS
4,6-dichloro-5-(morpholin-1-yl)-2-(methylthio)pyrimidine
—— 1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid methyl ester 1455094-48-0 C18H12N2O3S
1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid methyl ester
—— 4-decylamino-6-methyl-2-methylsulfanylpyrimidine 1013113-61-5 C16H29N3S
4-decylamino-6-methyl-2-methylsulfanylpyrimidine
—— 1-Mercapto-2-methylmercapto-fumaronitril 88096-52-0 C5H4N2S2
1-Mercapto-2-methylmercapto-fumaronitril
—— 1-nitro-2-(2-nitrophenylthio)-imidazole 683276-70-2 C9H6N4O4S
1-nitro-2-(2-nitrophenylthio)-imidazole
—— 6-cyclohexylthioquinanthrene 1021334-96-2 C24H20N2S2
6-cyclohexylthioquinanthrene
—— 6,12-dicyclohexylthioquinanthrene 1021334-97-3 C30H30N2S2
6,12-dicyclohexylthioquinanthrene
—— 1,3-bis-<4-(4-methoxy-3-quinolinylthio)-3-quinolinylthio>propane 175919-72-9 C41H32N4O2S4
1,3-bis-<4-(4-methoxy-3-quinolinylthio)-3-quinolinylthio>propane
—— 1,4-dihydro-3'-ethylthio-4-thioxo-3,4'-diquinolinyl sulfide 227947-42-4 C20H16N2S3
1,4-dihydro-3'-ethylthio-4-thioxo-3,4'-diquinolinyl sulfide
—— bis-<4-(4-methoxy-3-quinolinylthio)-3-quinolinylthio>methane 175919-67-2 C39H28N4O2S4
bis-<4-(4-methoxy-3-quinolinylthio)-3-quinolinylthio>methane
—— 1,2-bis-<4-(4-methoxy-3-quinolinylthio)-3-quinolinylthio>ethane 175919-71-8 C40H30N4O2S4
1,2-bis-<4-(4-methoxy-3-quinolinylthio)-3-quinolinylthio>ethane
—— 2-Methylthio-4-(4-methylphenyl)thiophene 125150-91-6 C12H12S2
2-Methylthio-4-(4-methylphenyl)thiophene
—— 2-[((E)-But-2-enyl)sulfanyl]-phenylamine 95065-73-9 C10H13NS
2-[((E)-But-2-enyl)sulfanyl]-phenylamine
—— 2(1-Propinylthio)anilin 60467-26-7 C9H9NS
2(1-Propinylthio)anilin
—— 3-methylthio-1H-indeno[1,2-c]pyrazol-4-one 1248572-45-3 C11H8N2OS
3-methylthio-1H-indeno[1,2-c]pyrazol-4-one
—— 5-methylthio-1,2,3,4,10c-pentaazacyclopenta[c]fluoren-6-one 1248572-49-7 C12H7N5OS
5-methylthio-1,2,3,4,10c-pentaazacyclopenta[c]fluoren-6-one
—— 1-methylthio-2-thia-cyclopenta-[a]inden-8-one 1248572-47-5 C12H8OS2
1-methylthio-2-thia-cyclopenta-[a]inden-8-one
—— 5-(5-dodecyl-thiophen-2-yl)-7-thiophen-2-yl-1,3,4,6,8-pentathia-s-indacen-2-one 936730-47-1 C27H30OS7
5-(5-dodecyl-thiophen-2-yl)-7-thiophen-2-yl-1,3,4,6,8-pentathia-s-indacen-2-one
—— 4-amino-2-chloro-phenylthioacetic acid 1095568-12-9 C10H12ClNO2S
4-amino-2-chloro-phenylthioacetic acid
—— 4-Cyan-4-methyl-3-phenylthiopentan-2-on 63546-68-9 C13H15NOS
4-Cyan-4-methyl-3-phenylthiopentan-2-on
—— 3-Cyan-2-phenylthiocyclohexanon 63546-69-0 C13H13NOS
3-Cyan-2-phenylthiocyclohexanon
—— 4-methylsulfanyl-6-oxo-2-sulfanyl-1,2-dihydropyridine-3,5-dicarbonitrile 199926-31-3 C8H5N3OS2
4-methylsulfanyl-6-oxo-2-sulfanyl-1,2-dihydropyridine-3,5-dicarbonitrile
—— 3-<2-(Acetylamino)phenylthio>-3-phenylpropionsaeure-ethylester 109532-96-9 C19H21NO3S
3-<2-(Acetylamino)phenylthio>-3-phenylpropionsaeure-ethylester
—— 3-Phenyl-3-<2-(propionylamino)phenylthio>propionsaeure-ethylester 109532-99-2 C20H23NO3S
3-Phenyl-3-<2-(propionylamino)phenylthio>propionsaeure-ethylester
—— 3-(2-Aminophenylthio)-3-phenylpropionsaeure-ethylester 109532-97-0 C17H19NO2S
3-(2-Aminophenylthio)-3-phenylpropionsaeure-ethylester
—— 3-(2-aminophenylthio)-1-(2,5-dimethyl-1H-pyrrol-1-yl)-3-phenylpropan-1-one 1285679-02-8 C21H22N2OS
3-(2-aminophenylthio)-1-(2,5-dimethyl-1H-pyrrol-1-yl)-3-phenylpropan-1-one
—— butylnonyl disulfide 64580-67-2 C13H28S2
butylnonyl disulfide
—— 1,2-Bis-nonylmercapto-ethan 60810-42-6 C20H42S2
1,2-Bis-nonylmercapto-ethan
—— 3,4-Dihydro-3-(1-methylethyl)-6-methylthio-1-(prop-2-en-1-yl)-1H-2,1,3-benzothiadiazine-2,2-dioxide 271781-30-7 C14H20N2O2S2
3,4-Dihydro-3-(1-methylethyl)-6-methylthio-1-(prop-2-en-1-yl)-1H-2,1,3-benzothiadiazine-2,2-dioxide
—— 2-acetylthiomethoxy-1-nitroethane 54266-59-0 C5H9NO4S
2-acetylthiomethoxy-1-nitroethane
—— 3,5-bis((4-fluorophenylthio)methyl)-1H-pyrazole 1357067-07-2 C17H14F2N2S2
3,5-bis((4-fluorophenylthio)methyl)-1H-pyrazole
—— 1-[Tris-(propane-1-sulfonyl)-ethenesulfonyl]-propane 69368-95-2 C14H28O8S4
1-[Tris-(propane-1-sulfonyl)-ethenesulfonyl]-propane
—— 1-(2-Thienyl)-3-phenylthio-2-propyn-1-on 32578-59-9 C13H8OS2
1-(2-Thienyl)-3-phenylthio-2-propyn-1-on
—— 4-Methyl-cyclohexanon-aethylenhemithioketal 43117-18-6 C9H16OS
4-Methyl-cyclohexanon-aethylenhemithioketal
—— dithiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-(2-ethylsulfanyl-6-methyl-pyrimidin-4-yl) ester 32522-68-2 C11H19N2O2PS3
dithiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-(2-ethylsulfanyl-6-methyl-pyrimidin-4-yl) ester
—— N-[(1,1-dimethylamino-2-hydroxy)ethyl]-N'-methylthiourea 226989-34-0 C6H14N2OS
N-[(1,1-dimethylamino-2-hydroxy)ethyl]-N'-methylthiourea
—— 4-Methyl-1-methylsulfanyl-cyclohexene 70871-38-4 C8H14S
4-Methyl-1-methylsulfanyl-cyclohexene