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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
—— Cyclohexylidene-methylsulfanyl-acetonitrile 68716-89-2 C9H13NS
Cyclohexylidene-methylsulfanyl-acetonitrile
—— 1-phenyl-2-phenylsulfanyl-2-propen-1-ol 69358-34-5 C15H14OS
1-phenyl-2-phenylsulfanyl-2-propen-1-ol
—— 5-phenyl-2-phenylthiofuran 90714-24-2 C16H12OS
5-phenyl-2-phenylthiofuran
—— 2-phenyl-3-phenylsulfanyl-2H-furan-5-one 77199-28-1 C16H12O2S
2-phenyl-3-phenylsulfanyl-2H-furan-5-one
—— 2-Oxo-3-phenylsulfanyl-tetrahydro-furan-3-carboxylic acid methyl ester 63731-12-4 C12H12O4S
2-Oxo-3-phenylsulfanyl-tetrahydro-furan-3-carboxylic acid methyl ester
—— <i>N</i>'-[6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-<i>N</i>,<i>N</i>-diethyl-ethane-1,2-diamine 26882-49-5 C22H25ClN4S
<i>N</i>'-[6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-<i>N</i>,<i>N</i>-diethyl-ethane-1,2-diamine
—— 4-chloro-2-methyl-6-methylthio-5-(2-imidazolin-2-yl)-aminopyrimidine 75438-55-0 C9H12ClN5S
4-chloro-2-methyl-6-methylthio-5-(2-imidazolin-2-yl)-aminopyrimidine
—— Allyl-2-furyl-sulfid 13129-39-0 C7H8OS
Allyl-2-furyl-sulfid
—— ethyl [3-(4-aminophenylsulphanyl)phenyl]acetate 735273-42-4 C16H17NO2S
ethyl [3-(4-aminophenylsulphanyl)phenyl]acetate
—— BI-83C9 186371-10-8 C11H7N5O3S2
BI-83C9
—— 6-Chloro-3-chloromethyl-3-methyl-2,3-dihydro-benzo[1,4]oxathiine 65331-10-4 C10H10Cl2OS
6-Chloro-3-chloromethyl-3-methyl-2,3-dihydro-benzo[1,4]oxathiine
—— 3-hydroxy-4-phenylsulfanyl-2-pyrone 877994-59-7 C11H8O3S
3-hydroxy-4-phenylsulfanyl-2-pyrone
—— 4-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}-1,3-thiazol-2-amine 1187837-01-9 C14H15N7OS2
4-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}-1,3-thiazol-2-amine
—— ethanesulfinyl-ethyne 36565-71-6 C4H6OS
ethanesulfinyl-ethyne
—— 4-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}-N-(3-phenylpropyl)-1,3-thiazol-2-amine 1187836-78-7 C23H25N7OS2
4-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}-N-(3-phenylpropyl)-1,3-thiazol-2-amine
—— Prop-2-ene-1-sulfinic acid pentyl ester 69150-85-2 C8H16O2S
Prop-2-ene-1-sulfinic acid pentyl ester
—— 2-methoxy-3-(2'-pyrimidylthio)-1,3-butadiene 74851-98-2 C9H10N2OS
2-methoxy-3-(2'-pyrimidylthio)-1,3-butadiene
—— (<i>E</i>)-4,4'-dimethyl-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione 5858-24-2 C18H12O2S2
(<i>E</i>)-4,4'-dimethyl-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione
—— 2-Hydrazino-1-ethanethiol 80494-52-6 C2H8N2S
2-Hydrazino-1-ethanethiol
—— Dimethoxy(phenylthio)methane 118418-19-2 C9H12O2S
Dimethoxy(phenylthio)methane
—— methylamidinothiourea —— C3H8N4S
methylamidinothiourea
—— (1R,2R)-1-Phenyl-3-(phenylthio)propane-1,2-diol 155930-92-0 C15H16O2S
(1R,2R)-1-Phenyl-3-(phenylthio)propane-1,2-diol
—— 9-(p-tolylsulfanyl)-1,4,10-trioxadispiro[4.2.4.2]tetradecan-11-one 596119-44-7 C18H22O4S
9-(p-tolylsulfanyl)-1,4,10-trioxadispiro[4.2.4.2]tetradecan-11-one
—— 8-(5-methylsulfanylfuran-2-ylmethylene)-1,4-dioxaspiro[4.5]decane 1158178-74-5 C14H18O3S
8-(5-methylsulfanylfuran-2-ylmethylene)-1,4-dioxaspiro[4.5]decane
—— NSC-27320 25740-16-3 C2H6N4S4
NSC-27320
—— 5-Methyl-1-(phenylthio)-1-cyclohexene 71624-74-3 C13H16S
5-Methyl-1-(phenylthio)-1-cyclohexene
—— Di-benzylmercapto-malonsaeure-diamid 16601-44-8 C17H18N2O2S2
Di-benzylmercapto-malonsaeure-diamid
—— β-Isothiocyanatopropionsaeurechlorid 43199-15-1 C4H4ClNOS
β-Isothiocyanatopropionsaeurechlorid
—— (1R,2R)-1,2-bis(phenylsulfinyl)cyclohexane 636580-17-1 C18H20S2
(1R,2R)-1,2-bis(phenylsulfinyl)cyclohexane
—— 3-acetylthio-5-methylisoxazole 69528-38-7 C6H7NO2S
3-acetylthio-5-methylisoxazole
—— 1-(o-methylaminophenylthio)-2,4,6-trinitrobenzene 67374-07-6 C13H10N4O6S
1-(o-methylaminophenylthio)-2,4,6-trinitrobenzene
—— naphtho<1,8-bc>thiete 3968-63-6 C10H6S
naphtho<1,8-bc>thiete
—— dithiopropionic acid 2-methyl-allyl ester 57121-70-7 C7H12S2
dithiopropionic acid 2-methyl-allyl ester
—— Dithiopropionic acid 2-methyl-propenyl ester 65901-85-1 C7H12S2
Dithiopropionic acid 2-methyl-propenyl ester
—— Mesityl(phenylthio)sulfin 31143-37-0 C16H16OS2
Mesityl(phenylthio)sulfin
—— 5-(phenylthio)-1,3-thiazole-2-sulfonamide 174183-47-2 C9H8N2O2S3
5-(phenylthio)-1,3-thiazole-2-sulfonamide
—— 3-[(tetrahydro-2H-pyran-4-ylmethyl)sulfanyl]phenol 1135031-98-9 C12H16O2S
3-[(tetrahydro-2H-pyran-4-ylmethyl)sulfanyl]phenol
—— 2-(4'-chlorophenylthio)-3-methoxybuta-1,3-diene 74851-97-1 C11H11ClOS
2-(4'-chlorophenylthio)-3-methoxybuta-1,3-diene
—— methylketene diphenyldithioacetal 71341-78-1 C15H14S2
methylketene diphenyldithioacetal
—— 3-chloro-6-phenylsulfanyl-pyridazine 64383-28-4 C10H7ClN2S
3-chloro-6-phenylsulfanyl-pyridazine
—— 4-((4-bromophenylthio)methyl)tetrahydro-2H-pyran 1021169-66-3 C12H15BrOS
4-((4-bromophenylthio)methyl)tetrahydro-2H-pyran
—— 6-methoxy-3-(phenylsulfanyl)pyridazine 99984-42-6 C11H10N2OS
6-methoxy-3-(phenylsulfanyl)pyridazine
—— (2R)-1-[(1R,2R)-2-ethyl-1-oxo-1,3-dithian-2-yl]-2,6-dimethylheptan-1-one 157809-45-5 C15H28O2S2
(2R)-1-[(1R,2R)-2-ethyl-1-oxo-1,3-dithian-2-yl]-2,6-dimethylheptan-1-one
—— thiacyclooctene-2 77566-14-4 C7H12S
thiacyclooctene-2
—— 3-(2,8-dimethyl-10-oxo-10<i>H</i>-10λ<sup>5</sup>-phenothiaphosphin-10-yloxy)-1-aza-bicyclo[2.2.2]octane 23855-76-7 C21H24NO2PS
3-(2,8-dimethyl-10-oxo-10<i>H</i>-10λ<sup>5</sup>-phenothiaphosphin-10-yloxy)-1-aza-bicyclo[2.2.2]octane
—— 3-(phenylthio)-2-(thiophen-2-yl)benzofuran 1191950-82-9 C18H12OS2
3-(phenylthio)-2-(thiophen-2-yl)benzofuran
—— 8-Mercapto-oct-1-in 77213-91-3 C8H14S
8-Mercapto-oct-1-in
—— ethyl 1-(5-methyl-2-(p-tolylthio)phenyl)-2-oxocyclohexanecarboxylate 1308853-72-6 C23H26O3S
ethyl 1-(5-methyl-2-(p-tolylthio)phenyl)-2-oxocyclohexanecarboxylate
—— 3-Chloro-5-phenylsulfanyl-thiophene-2-sulfonic acid amide 63032-06-4 C10H8ClNO2S3
3-Chloro-5-phenylsulfanyl-thiophene-2-sulfonic acid amide
—— 2-[3-(trifluoromethylsulfanyl)phenyl]-N-[2-[3-(trifluoromethylsulfanyl)phenyl]ethylsulfamoylsulfamoyl]ethanamine 82173-96-4 C18H19F6N3O4S4
2-[3-(trifluoromethylsulfanyl)phenyl]-N-[2-[3-(trifluoromethylsulfanyl)phenyl]ethylsulfamoylsulfamoyl]ethanamine