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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
—— 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde oxime —— C6H5Cl2N3OS
4,6-dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde oxime
—— 4,6-Dichloro-2-methylthio-5-pyrimidincarboxaldehydoxim 33097-12-0 C6H5Cl2N3OS
4,6-Dichloro-2-methylthio-5-pyrimidincarboxaldehydoxim
—— 3,3-dimethyl-1,5-pentanedithiol 80980-56-9 C7H16S2
3,3-dimethyl-1,5-pentanedithiol
—— NSC89349 956-34-3 C13H11Cl2NS
NSC89349
—— <N-Methyl-N-(4-chlor-phenylthiomethyl)-4-amino-benzyl>-(4-chlor-phenyl)-sulfid 95801-88-0 C21H19Cl2NS2
<N-Methyl-N-(4-chlor-phenylthiomethyl)-4-amino-benzyl>-(4-chlor-phenyl)-sulfid
—— 1-(fluoro-2-phenylsulfanyl-methyl)-2-methyl-propylamine 501121-64-8 C11H16FNS
1-(fluoro-2-phenylsulfanyl-methyl)-2-methyl-propylamine
—— 2-fluoro-2-(phenylsulfanyl)ethylamine 501121-55-7 C8H10FNS
2-fluoro-2-(phenylsulfanyl)ethylamine
—— N-{[(4-Chlorophenyl)sulfanyl]methyl}-N,4-dimethylaniline 959-25-1 C15H16ClNS
N-{[(4-Chlorophenyl)sulfanyl]methyl}-N,4-dimethylaniline
—— (N,N-Dimethyl-4-amino-benzyl)-(4-chlor-phenyl)-sulfid 959-82-0 C15H16ClNS
(N,N-Dimethyl-4-amino-benzyl)-(4-chlor-phenyl)-sulfid
—— N-benzyl-5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxamide 1247820-29-6 C17H11Cl2N3O3S2
N-benzyl-5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxamide
—— 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N-(1-methylpiperidin-4-yl)-4-nitrothiophene-2-carboxamide 1247823-70-6 C16H16Cl2N4O3S2
5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N-(1-methylpiperidin-4-yl)-4-nitrothiophene-2-carboxamide
—— 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N,N-dimethyl-4-nitro-thiophene-2-carboxamide 1247820-34-3 C12H9Cl2N3O3S2
5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N,N-dimethyl-4-nitro-thiophene-2-carboxamide
—— 3-(t-butyl)-5-(prop-2-ynylthio)1H-1,2,4-triazole 58876-15-6 C9H13N3S
3-(t-butyl)-5-(prop-2-ynylthio)1H-1,2,4-triazole
—— 6-(phenylthio)benzo[1,3]dioxole-5-carbaldehyde 158719-70-1 C14H10O3S
6-(phenylthio)benzo[1,3]dioxole-5-carbaldehyde
—— 1,2-dithiocyano-3,3-difluorocyclopropene 88790-17-4 C5F2N2S2
1,2-dithiocyano-3,3-difluorocyclopropene
—— 2-Methylsulfanyl-thiophene-3-carbaldehyde oxime 76834-99-6 C6H7NOS2
2-Methylsulfanyl-thiophene-3-carbaldehyde oxime
—— N'-hydroxy-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethanimidamide —— C8H8F3N3OS
N'-hydroxy-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethanimidamide
—— 1-(11-(1H-tetrazol-5-ylthio)undec-5(Z)-enyl)-3-pentylurea 1402547-55-0 C18H34N6OS
1-(11-(1H-tetrazol-5-ylthio)undec-5(Z)-enyl)-3-pentylurea
—— 2-(4-Chloro-phenylsulfanyl)-acetamidine; hydrochloride 50837-20-2 C8H9ClN2S*ClH
2-(4-Chloro-phenylsulfanyl)-acetamidine; hydrochloride
—— 6-(Dimethoxymethyl)-2-prop-2-ynylsulfanylpyridine-3-carbonitrile 263755-76-6 C12H12N2O2S
6-(Dimethoxymethyl)-2-prop-2-ynylsulfanylpyridine-3-carbonitrile
—— 4-Methyl-5-(phenylthio)pyrimidin-2-amine 263897-63-8 C11H11N3S
4-Methyl-5-(phenylthio)pyrimidin-2-amine
—— dimethyl(2-methylprop-2-enyl)[1-phenethyl-3,3-bis(phenylthio)propoxy]silane 332188-31-5 C29H36OS2Si
dimethyl(2-methylprop-2-enyl)[1-phenethyl-3,3-bis(phenylthio)propoxy]silane
—— 2-Cyclopropylmethylmercapto-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole 209670-40-6 C9H8N4O2S4
2-Cyclopropylmethylmercapto-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole
—— 1,4-bis(2-(methylthio)phenyl)buta-1,3-diyne 1208500-39-3 C18H14S2
1,4-bis(2-(methylthio)phenyl)buta-1,3-diyne
—— 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