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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
—— 1,3,5-triethylsulfanyl-benzene 91638-76-5 C12H18S3
1,3,5-triethylsulfanyl-benzene
—— 2-[(2-(methylselenyl)phenyl)ethynyl]thioanisole 1094615-13-0 C16H14SSe
2-[(2-(methylselenyl)phenyl)ethynyl]thioanisole
—— 1,3-bis(1-imidazolyl-2-thione)-2,4,6-trimethylbenzene 1258931-95-1 C17H20N4S2
1,3-bis(1-imidazolyl-2-thione)-2,4,6-trimethylbenzene
—— 4-phenyl-1-(p-tolylthio)butan-2-ol 141036-65-9 C17H20OS
4-phenyl-1-(p-tolylthio)butan-2-ol
—— (2R)-2-[[6-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-propanoic acid ethyl ester 878385-07-0 C16H15ClF2N2O3S
(2R)-2-[[6-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-propanoic acid ethyl ester
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid diethylamide 37071-59-3 C19H22N2OS
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid diethylamide
—— N-{9-[2-(1-acetylpiperidin-4-yl)ethyl]-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-6-yl}acetamide 1156469-50-9 C24H27BrN6O4S
N-{9-[2-(1-acetylpiperidin-4-yl)ethyl]-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-6-yl}acetamide
—— dibenzazocine 37075-05-1 C16H15NOS
dibenzazocine
—— 12-(3-Chlor-propionyl)-11,12-dihydro-6H-dibenzo<b,f><1.4>thiazozin 37075-11-9 C17H16ClNOS
12-(3-Chlor-propionyl)-11,12-dihydro-6H-dibenzo<b,f><1.4>thiazozin
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid amide 24084-36-4 C15H14N2OS
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid amide
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbothioyl chloride 37075-17-5 C15H12ClNS2
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbothioyl chloride
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 4-dimethylamino-butyl ester 47488-55-1 C21H26N2O2S
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 4-dimethylamino-butyl ester
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbothioic acid amide 37071-58-2 C15H14N2S2
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbothioic acid amide
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 2-dimethylamino-ethylamide 37071-60-6 C19H23N3OS
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 2-dimethylamino-ethylamide
—— 12-(3-Dimethylamino-propyl)-11,12-dihydro-6H-dibenzo<b,f><1.4>thiazozin 6800-65-3 C19H24N2S
12-(3-Dimethylamino-propyl)-11,12-dihydro-6H-dibenzo<b,f><1.4>thiazozin
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 2-(2-piperidin-1-yl-ethoxy)-ethyl ester 37071-63-9 C24H30N2O3S
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 2-(2-piperidin-1-yl-ethoxy)-ethyl ester
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 3-dimethylamino-propylamide 37071-61-7 C20H25N3OS
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 3-dimethylamino-propylamide
—— 9-[2-(1-acetylpiperidin-4-yl)ethyl]-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-6-amine 1156466-74-8 C22H25BrN6O3S
9-[2-(1-acetylpiperidin-4-yl)ethyl]-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-6-amine
—— 4-isopentylsulfanyl-phenol 91967-99-6 C11H16OS
4-isopentylsulfanyl-phenol
—— S-(2-Pyridyl) (S)-2-(tert-butyldiphenylsilyloxy)thiopropanoate 125941-76-6 C24H27NO2SSi
S-(2-Pyridyl) (S)-2-(tert-butyldiphenylsilyloxy)thiopropanoate
—— 1-[2-[(2S)-4-[tert-butyl(dimethyl)silyl]oxy-2-methylbutyl]-1,3-dithian-2-yl]propan-2-one 1351446-08-6 C18H36O2S2Si
1-[2-[(2S)-4-[tert-butyl(dimethyl)silyl]oxy-2-methylbutyl]-1,3-dithian-2-yl]propan-2-one
—— 2-amino-4-methanesulfinyl-6-methylsulfanyl-pyrimidine-5-carbonitrile 851335-82-5 C7H8N4OS2
2-amino-4-methanesulfinyl-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 1-Phenyl-4-(phenylthio)buttersaeure 41932-61-0 C16H16O2S
1-Phenyl-4-(phenylthio)buttersaeure
—— 2-[2-(Dimethylamino)ethyl]-2-phenyl-4-phenylsulfanylbutanenitrile 41932-63-2 C20H24N2S
2-[2-(Dimethylamino)ethyl]-2-phenyl-4-phenylsulfanylbutanenitrile
—— 5-[3-(2-chloromethyl-3-methyl-pyridin-4-ylsulfanyl)propylsulfanylmethyl]-3-methyloxazolidin-2-one hydrochloride 251344-88-4 C15H21ClN2O2S2*ClH
5-[3-(2-chloromethyl-3-methyl-pyridin-4-ylsulfanyl)propylsulfanylmethyl]-3-methyloxazolidin-2-one hydrochloride
—— 1-Phenyl-4-(4-tolylthio)butyronitril 41932-59-6 C17H17NS
1-Phenyl-4-(4-tolylthio)butyronitril
—— N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenyl]-2-chloro-acetamide 1026456-92-7 C22H18Br2ClNO3S2
N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenyl]-2-chloro-acetamide
—— 4-Isobutylmercapto-phenol 90925-34-1 C10H14OS
4-Isobutylmercapto-phenol
—— 3,5-Dichloro-4-quinolin-3-ylsulfanylaniline 315227-80-6 C15H10Cl2N2S
3,5-Dichloro-4-quinolin-3-ylsulfanylaniline
—— 2-(4-aminophenylthio)-4-ethoxycarbonylquinoline 190331-32-9 C18H16N2O2S
2-(4-aminophenylthio)-4-ethoxycarbonylquinoline
—— 6-methyl-3-phenylthiohept-5-en-2-ol 108362-41-0 C14H20OS
6-methyl-3-phenylthiohept-5-en-2-ol
—— 3,4-Dimethyl-3-(phenylthio)-pentan-2-on 63996-52-1 C13H18OS
3,4-Dimethyl-3-(phenylthio)-pentan-2-on
—— 1-Acetyl-1-phenylthiocyclohexan 62292-04-0 C14H18OS
1-Acetyl-1-phenylthiocyclohexan
—— 4-oxo-3-phenylthiopentanenitrile 108378-40-1 C11H11NOS
4-oxo-3-phenylthiopentanenitrile
—— 4,4-dimethyl-3-phenylthiohex-5-en-2-ol 108362-42-1 C14H20OS
4,4-dimethyl-3-phenylthiohex-5-en-2-ol
—— 3-Phenylsulfanyl-4-(2,3,3-trimethylcyclohexen-1-yl)butan-2-one 300543-60-6 C19H26OS
3-Phenylsulfanyl-4-(2,3,3-trimethylcyclohexen-1-yl)butan-2-one
—— 5-(2-bromophenylthio)-2-(2-bromophenylthiomethoxy)-4-nitrophenol 158719-77-8 C19H13Br2NO4S2
5-(2-bromophenylthio)-2-(2-bromophenylthiomethoxy)-4-nitrophenol
—— 2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenylamine 158719-81-4 C20H17Br2NO2S2
2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenylamine
—— tert-butyl (Z)-4-oxo-3-phenylsulfanylpent-2-enoate 117052-72-9 C15H18O3S
tert-butyl (Z)-4-oxo-3-phenylsulfanylpent-2-enoate
—— phenylmercaptopropanone oxime 27872-74-8 C9H11NOS
phenylmercaptopropanone oxime
—— 4-hydroxy-3-phenylthiopentanenitrile 108378-42-3 C11H13NOS
4-hydroxy-3-phenylthiopentanenitrile
—— [Cyclohexane-1,3-diylbis(methylene)]dicarbamodithioic acid 67377-63-3 C10H18N2S4
[Cyclohexane-1,3-diylbis(methylene)]dicarbamodithioic acid
—— t-butyl 3-phenylthio-4-oxo-2-pentenoate 114711-01-2 C15H18O3S
t-butyl 3-phenylthio-4-oxo-2-pentenoate
—— 2,4-Dimethyl-5-(phenylthio)pyrimidine 91157-94-7 C12H12N2S
2,4-Dimethyl-5-(phenylthio)pyrimidine
—— 2-chloro-5-(methylsulfanyl)pyrazine 1177421-28-1 C5H5ClN2S
2-chloro-5-(methylsulfanyl)pyrazine
—— 4-Dimethylamino-3-phenylthio-3-buten-2-on 76511-78-9 C12H15NOS
4-Dimethylamino-3-phenylthio-3-buten-2-on
—— 2-Cyclopropylidenepropylsulfanylbenzene 155397-51-6 C12H14S
2-Cyclopropylidenepropylsulfanylbenzene
—— <2,7-Dimethyl-indolyl-(3)>-thiophenylether 92964-37-9 C16H15NS
<2,7-Dimethyl-indolyl-(3)>-thiophenylether
—— 1-(1-methyl-4-piperidinyl)-2-methyl-3-phenylthio-1H-indole hydrochloride 137641-59-9 C21H24N2S*ClH
1-(1-methyl-4-piperidinyl)-2-methyl-3-phenylthio-1H-indole hydrochloride
—— 4-(Dimethylamino)-3-(phenylthio)-3-buten-2-one 76511-78-9 C12H15NOS
4-(Dimethylamino)-3-(phenylthio)-3-buten-2-one