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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
—— 4,5-bis(2-pyridylethylsulfanyl)-1,3-dithiol-2-thione 284022-48-6 C17H16N2S5
4,5-bis(2-pyridylethylsulfanyl)-1,3-dithiol-2-thione
—— (methoxy(thiocarbonyl))methyldisulfane 5813-75-2 C3H6OS3
(methoxy(thiocarbonyl))methyldisulfane
—— (4R,5S,SS)-4-(tert-Butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one 389842-84-6 C12H18O2S
(4R,5S,SS)-4-(tert-Butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one
—— 2-(1-naphthylthio)indole 130128-91-5 C18H13NS
2-(1-naphthylthio)indole
—— 4,4,5,5-tetramethyl-2-(3-phenylsulfanyl-prop-1-ynyl)-[1,2,3]dioxaborolane 862126-34-9 C15H19BO2S
4,4,5,5-tetramethyl-2-(3-phenylsulfanyl-prop-1-ynyl)-[1,2,3]dioxaborolane
—— 3-Phenyl-5-[4-(trichloromethyl)phenyl]sulfanyl-1,2,4-triazol-4-amine 1149378-80-2 C15H11Cl3N4S
3-Phenyl-5-[4-(trichloromethyl)phenyl]sulfanyl-1,2,4-triazol-4-amine
—— 4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride 1076689-67-2 C15H9Cl4N3O2S3
4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride
—— methyl 3-phenylsulfanylbenzoate 40730-42-5 C14H12O2S
methyl 3-phenylsulfanylbenzoate
—— 4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide 1076689-66-1 C15H11Cl3N4O2S3
4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide
—— ethyl-norborn-5-en-2-yl sulfide 100145-49-1 C9H14S
ethyl-norborn-5-en-2-yl sulfide
—— vinyl thiolate 35731-41-0 C2H3S
vinyl thiolate
—— 3-(trifluoromethanesulfonyl)-2-cyclopenten-1-one 235746-96-0 C6H5F3O3S
3-(trifluoromethanesulfonyl)-2-cyclopenten-1-one
—— (3E)-2-ethylsulfanyl-nona-1,3-diene 85318-57-6 C11H20S
(3E)-2-ethylsulfanyl-nona-1,3-diene
—— O-ethyl S-1-(ethylthio)-4-(methoxy(methyl)amino)-4-oxobutyl carbonodithioate 1263776-03-9 C11H21NO3S3
O-ethyl S-1-(ethylthio)-4-(methoxy(methyl)amino)-4-oxobutyl carbonodithioate
—— S-3-cyano-1-(ethylthio)propyl O-ethyl carbonodithioate 1263775-97-8 C9H15NOS3
S-3-cyano-1-(ethylthio)propyl O-ethyl carbonodithioate
—— 4-(2-Phenyl-1,3-dithiolan-2-yl)pyridine 84811-68-7 C14H13NS2
4-(2-Phenyl-1,3-dithiolan-2-yl)pyridine
—— O-cyclohexyl thiocarbamate 57671-17-7 C7H13NOS
O-cyclohexyl thiocarbamate
—— 2-(β-Carboxyethyl)thio-3-amino-6-methoxypyridine 78909-85-0 C9H12N2O3S
2-(β-Carboxyethyl)thio-3-amino-6-methoxypyridine
—— 2,3-Dithiophen-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one 754198-62-4 C14H10N2OS3
2,3-Dithiophen-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one
—— 2,3-Dipyridin-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one 754198-59-9 C16H12N4OS
2,3-Dipyridin-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one
—— 2,5-Dicarboxyethylthio-1,3,4-thiadiazole 1119425-08-9 C8H10N2O4S3
2,5-Dicarboxyethylthio-1,3,4-thiadiazole
—— 2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7(4H)-one 259100-92-0 C12H9FN4OS2
2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7(4H)-one
—— 2-(β-Carboxyethyl)thio-3-amino-6-chloropyridine 78909-84-9 C8H9ClN2O2S
2-(β-Carboxyethyl)thio-3-amino-6-chloropyridine
—— 5,6-diphenyl-3-<mercapto-n-propionic acid>-1,2,4-triazine 171773-55-0 C18H15N3O2S
5,6-diphenyl-3-<mercapto-n-propionic acid>-1,2,4-triazine
—— 5-cyano-5'-methylsulfanyl-2,2'-bi(1,3,4-thiadiazolyl) 325732-55-6 C6H3N5S3
5-cyano-5'-methylsulfanyl-2,2'-bi(1,3,4-thiadiazolyl)
—— 3-(2,5-dimethyl-phenylsulfanyl)-propionic acid 104216-44-6 C11H14O2S
3-(2,5-dimethyl-phenylsulfanyl)-propionic acid
—— dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl))diacetate 61713-28-8 C9H16O4S2
dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl))diacetate
—— 5-Methyl-3-methylene-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 206554-06-5 C8H8N2OS
5-Methyl-3-methylene-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one
—— 4-amino-6-hydroxy-2-(2,6-difluorophenylmethylthio)-pyrimidine 166751-32-2 C11H9F2N3OS
4-amino-6-hydroxy-2-(2,6-difluorophenylmethylthio)-pyrimidine
—— bis-(3-tert-butyl-4-hydroxyphenyl)sulfide 7566-50-9 C20H26O2S
bis-(3-tert-butyl-4-hydroxyphenyl)sulfide
—— (4S,5S)-4-(3,5-difluoro-benzyl)-2,2-dimethyl-5-phenylsulfanylmethyl-oxazolidine-3-carboxylic acid tert-butyl ester 951401-12-0 C24H29F2NO3S
(4S,5S)-4-(3,5-difluoro-benzyl)-2,2-dimethyl-5-phenylsulfanylmethyl-oxazolidine-3-carboxylic acid tert-butyl ester
—— 4-acetylamino-2',3-dinitrodiphenyl sulfide 19579-06-7 C14H11N3O5S
4-acetylamino-2',3-dinitrodiphenyl sulfide
—— 3-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]propanal 864948-12-9 C14H18O3S
3-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]propanal
—— (Z)-1,2-bis(2-methoxyethtylthio)ethene-1,2-dicarbonitrile 1379667-65-8 C10H14N2O2S2
(Z)-1,2-bis(2-methoxyethtylthio)ethene-1,2-dicarbonitrile
—— (4S,6S)-6-(phenylthio)-4-p-tolyltetrahydro-2H-pyran-2-one 1610597-35-7 C18H18O2S
(4S,6S)-6-(phenylthio)-4-p-tolyltetrahydro-2H-pyran-2-one
—— 1-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]-5-methylhex-4-en-3-ol 864948-22-1 C18H26O3S
1-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]-5-methylhex-4-en-3-ol
—— 5-(methoxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b]1,4-dithiin-2-thione 355117-90-7 C7H8OS5
5-(methoxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b]1,4-dithiin-2-thione
—— 2,5-Bis(2-methoxyethylsulfanyl)-1,3,4-thiadiazole 108345-12-6 C8H14N2O2S3
2,5-Bis(2-methoxyethylsulfanyl)-1,3,4-thiadiazole
—— 1-butylsulfanyl-2-methyl-propene 90224-05-8 C8H16S
1-butylsulfanyl-2-methyl-propene
—— <i>N</i>-[2-(3-bromo-thiophen-2-ylsulfanyl)-phenyl]-formamide 56675-69-5 C11H8BrNOS2
<i>N</i>-[2-(3-bromo-thiophen-2-ylsulfanyl)-phenyl]-formamide
—— 1-ethylsulfanyl-1-methoxy-ethane 117583-93-4 C5H12OS
1-ethylsulfanyl-1-methoxy-ethane
—— 3-(2-methoxyethylthio)-5,6-diphenyl-1,2,4-triazine 1422153-73-8 C18H17N3OS
3-(2-methoxyethylthio)-5,6-diphenyl-1,2,4-triazine
—— 2-(2-methoxyethylthio)-5-methylpyrimidin-4-(1H)-one 221071-76-7 C8H12N2O2S
2-(2-methoxyethylthio)-5-methylpyrimidin-4-(1H)-one
—— 2-<(2-Methoxyethyl)thio>chlorobenzene 117341-26-1 C9H11ClOS
2-<(2-Methoxyethyl)thio>chlorobenzene
—— 1,2-bis(2-methoxyethtylthio)benzene 1379667-64-7 C12H18O2S2
1,2-bis(2-methoxyethtylthio)benzene
—— 1,2-bis(2-methoxyethtylthio)-4-methylbenzene 1379667-63-6 C13H20O2S2
1,2-bis(2-methoxyethtylthio)-4-methylbenzene
—— <i>N</i>-[2-(4-bromo-thiophen-3-ylsulfanyl)-phenyl]-formamide 56675-66-2 C11H8BrNOS2
<i>N</i>-[2-(4-bromo-thiophen-3-ylsulfanyl)-phenyl]-formamide
—— 2-<(2-Methoxyethyl)thio>bromobenzene 117341-27-2 C9H11BrOS
2-<(2-Methoxyethyl)thio>bromobenzene
—— 4,4'-thiobis[2,6-bis(tert-butyl)phenol] 4673-51-2 C28H42O2S
4,4'-thiobis[2,6-bis(tert-butyl)phenol]
—— 9-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)purine-6-carbonitrile 203657-95-8 C17H10N8S
9-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)purine-6-carbonitrile