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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
—— 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
—— 2-<(4-nitrophenyl)thio>-3-cyano-5-<4-(ethoxycarbonyl)-styryl>pyridine 95674-62-7 C23H17N3O4S
2-<(4-nitrophenyl)thio>-3-cyano-5-<4-(ethoxycarbonyl)-styryl>pyridine
—— 2-phenylsulphanylthiazole-5-carboxaldehyde 263549-98-0 C10H7NOS2
2-phenylsulphanylthiazole-5-carboxaldehyde
—— diethyl 2-(2-phenylsulphanylthiazol-5-yl)methylenemalonate 263549-99-1 C17H17NO4S2
diethyl 2-(2-phenylsulphanylthiazol-5-yl)methylenemalonate
—— (E)-3-(2-phenylsulphanylthiazol-5-yl)propenoic acid 263549-87-7 C12H9NO2S2
(E)-3-(2-phenylsulphanylthiazol-5-yl)propenoic acid
—— 2-(2-phenylthioethyl)tetrahydrothiophene 132525-93-0 C12H16S2
2-(2-phenylthioethyl)tetrahydrothiophene
—— 3-Benzyl-5,5-dimethyl-4-(4-(methylthio)phenyl)-5H-furan-2-one 189955-82-6 C20H20O2S
3-Benzyl-5,5-dimethyl-4-(4-(methylthio)phenyl)-5H-furan-2-one
—— (1-methylsulfonyl-2-propylidene)hydrazine 1363807-31-1 C4H10N2O2S
(1-methylsulfonyl-2-propylidene)hydrazine
—— N-((4-methylphenyl)methyl)-N-(1-piperidin-4-yl)(phenylthio)acetamide 359878-03-8 C21H26N2OS
N-((4-methylphenyl)methyl)-N-(1-piperidin-4-yl)(phenylthio)acetamide
—— (2-(methylthio)pyrimidin-4-yl)acetonitrile 897648-40-7 C7H7N3S
(2-(methylthio)pyrimidin-4-yl)acetonitrile
—— 2,3-dihydro-6-(1,1-dimethylethyl)benzo[b]-1,4-dithiin 127634-82-6 C12H16S2
2,3-dihydro-6-(1,1-dimethylethyl)benzo[b]-1,4-dithiin
—— (6R,7S,9R,11R,13R,15R,17R,19S,20E,22R,23R)-23-O-(diethylphosphonoacetyl)-7-O-(1,3-benzodithiolan-2-yl)-9,11:13,15:17,19-tris-O-(1-methylethylidene)-7,9,11,13,15,17,19,23-octahydroxy-6,22,24-trimethyl-2,4,20-pentacosatrienal 155392-02-2 C50H77O13PS2
(6R,7S,9R,11R,13R,15R,17R,19S,20E,22R,23R)-23-O-(diethylphosphonoacetyl)-7-O-(1,3-benzodithiolan-2-yl)-9,11:13,15:17,19-tris-O-(1-methylethylidene)-7,9,11,13,15,17,19,23-octahydroxy-6,22,24-trimethyl-2,4,20-pentacosatrienal
—— 4-tert-butylcyclohexyl propyl sulfide 130012-13-4 C13H26S
4-tert-butylcyclohexyl propyl sulfide
—— 2-<(p-tolylthio)acetyl>thiophen 99236-24-5 C13H12OS2
2-<(p-tolylthio)acetyl>thiophen
—— 1-(methylthio)-1-butene 17414-27-6 C5H10S
1-(methylthio)-1-butene
—— bis-(1-methyl-allyl)-disulfane 34776-57-3 C8H14S2
bis-(1-methyl-allyl)-disulfane
—— (+/-)-but-2<i>t</i>-enyl-methyl sulfoxide 13159-41-6 C5H10OS
(+/-)-but-2<i>t</i>-enyl-methyl sulfoxide
—— (S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 503604-08-8 C27H48O4SSi2
(S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one
—— (2R,3S,5R,7R,9R,11R,13R,15S,16E,18R,19R)-19-O-(diethylphosphonoacetyl)-3-O-(1,3-benzodithiolan-2-yl)-5,7:9,11:13,15-tris-O-(1-methylethylidene)-2,18,20-trimethyl-16-heneicosene-1,3,5,7,9,11,13,15,19-nonol 155392-00-0 C46H75O13PS2
(2R,3S,5R,7R,9R,11R,13R,15S,16E,18R,19R)-19-O-(diethylphosphonoacetyl)-3-O-(1,3-benzodithiolan-2-yl)-5,7:9,11:13,15-tris-O-(1-methylethylidene)-2,18,20-trimethyl-16-heneicosene-1,3,5,7,9,11,13,15,19-nonol
—— 1.3-Bis-methanthio-butan 4088-57-7 C6H14S2
1.3-Bis-methanthio-butan
—— 4-[4-(2-methylphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxamidine hydrochloride 237381-43-0 C16H15N3S3*ClH
4-[4-(2-methylphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxamidine hydrochloride
—— (Z)-2-(4-methylpiperazin-1-yl)-1-(4-(4-methoxy-phenylthio)-phenyl)-ethanone oxime 122379-17-3 C20H25N3O2S
(Z)-2-(4-methylpiperazin-1-yl)-1-(4-(4-methoxy-phenylthio)-phenyl)-ethanone oxime
—— 3-chloro-6-[(4'-fluorophenyl)-thio]-benzyl chloride 54435-29-9 C13H9Cl2FS
3-chloro-6-[(4'-fluorophenyl)-thio]-benzyl chloride
—— 2-[4-(4-hydroxyphenylsulfanyl)phenyl]isouronium chloride 1073524-80-7 C13H12N2O2S*ClH
2-[4-(4-hydroxyphenylsulfanyl)phenyl]isouronium chloride
—— 4-ethylsulfanyl-2-chloro-phenol 861009-00-9 C8H9ClOS
4-ethylsulfanyl-2-chloro-phenol