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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-(methylsulfonyl)-7-azido-2-heptanol 1346434-30-7 C8H17N3O3S
1-(methylsulfonyl)-7-azido-2-heptanol
—— 5-[(5-amino-4H-1,2,4-triazol-3-yl)thio]-2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl] amino]-4-pyrimidinol 666752-79-0 C16H17F2N7O2S2
5-[(5-amino-4H-1,2,4-triazol-3-yl)thio]-2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl] amino]-4-pyrimidinol
—— S-Ethyl-N-propyl-isothioharnstoff 100319-27-5 C6H14N2S
S-Ethyl-N-propyl-isothioharnstoff
—— 5-(prop-2-yn-1-ylthio)-4H-1,2,4-triazol-3-amine 53918-44-8 C5H6N4S
5-(prop-2-yn-1-ylthio)-4H-1,2,4-triazol-3-amine
—— S-Methyl-N-propyl-isothioharnstoff 925-59-7 C5H12N2S
S-Methyl-N-propyl-isothioharnstoff
—— 6-ethylsulfanyl-5-methyl-3-oxo-2-phenyl-2,3-dihydro-pyridazine-4-carbonitrile 160146-42-9 C14H13N3OS
6-ethylsulfanyl-5-methyl-3-oxo-2-phenyl-2,3-dihydro-pyridazine-4-carbonitrile
—— 3-Ethylsulfanyl-5-phenyl-isothiazole-4-carbonitrile 223440-06-0 C12H10N2S2
3-Ethylsulfanyl-5-phenyl-isothiazole-4-carbonitrile
—— 3,3'-methylenebis(sulfanediyl)bis(5-phenylisothiazole-4-carbonitrile) 915395-64-1 C21H12N4S4
3,3'-methylenebis(sulfanediyl)bis(5-phenylisothiazole-4-carbonitrile)
—— 5-Ethyl-1-((cyclohexyloxy)methyl)-6-(phenylthio)-2-thiouracil 136160-41-3 C19H24N2O2S2
5-Ethyl-1-((cyclohexyloxy)methyl)-6-(phenylthio)-2-thiouracil
—— 5-Ethyl-1-(cyclohexyloxy)methyl)-6-(phenylthio)uracil 136160-40-2 C19H24N2O3S
5-Ethyl-1-(cyclohexyloxy)methyl)-6-(phenylthio)uracil
—— 5-amino-2-[(6-bromo-1,3-benzodioxol-5-yl)thio]-1-methyl-1H-imidazole-4-carboxamide 1102466-92-1 C12H11BrN4O3S
5-amino-2-[(6-bromo-1,3-benzodioxol-5-yl)thio]-1-methyl-1H-imidazole-4-carboxamide
—— 4,4-Bis(ethylsulfonyl)pimelonitril 62943-41-3 C11H18N2O4S2
4,4-Bis(ethylsulfonyl)pimelonitril
—— 6-[(6-amino-9H-purin-8-yl)thio]-1,3-benzodioxole-5-carbonitrile 958026-14-7 C13H8N6O2S
6-[(6-amino-9H-purin-8-yl)thio]-1,3-benzodioxole-5-carbonitrile
—— tert-butyl 4-(2-{6-amino-8-[(6-bromo-2,2-d<sub>2</sub>-benzo[d][1,3]dioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidine-1-carboxylate 1425565-36-1 C24H29BrN6O4S
tert-butyl 4-(2-{6-amino-8-[(6-bromo-2,2-d<sub>2</sub>-benzo[d][1,3]dioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidine-1-carboxylate
—— 8-(6-iodo-benzo[1,3]dioxol-5-ylsulfanyl)-9-(pent-4-ynyl)adenine 873436-90-9 C17H14IN5O2S
8-(6-iodo-benzo[1,3]dioxol-5-ylsulfanyl)-9-(pent-4-ynyl)adenine
—— 8-[(6-bromo-2,2-difluoro-1,3-benzodioxol-5-yl)sulfanyl]-7H-purin-6-amine 958026-17-0 C12H6BrF2N5O2S
8-[(6-bromo-2,2-difluoro-1,3-benzodioxol-5-yl)sulfanyl]-7H-purin-6-amine
—— 8-(6-amino-2,3-dihydrobenzofuran-5-ylthio)-9H-purin-6-amine 1289544-20-2 C13H12N6OS
8-(6-amino-2,3-dihydrobenzofuran-5-ylthio)-9H-purin-6-amine
—— 8-[(7-nitro-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-6-amine 1156467-97-8 C13H10N6O4S
8-[(7-nitro-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-6-amine
—— 8-(2,3-dihydrobenzofuran-6-ylthio)-9H-purin-6-amine 1289544-14-4 C13H11N5OS
8-(2,3-dihydrobenzofuran-6-ylthio)-9H-purin-6-amine
—— 2-(4-methyl-2-phenylsulfanylthiazol-5-yl)ethanol 477533-78-1 C12H13NOS2
2-(4-methyl-2-phenylsulfanylthiazol-5-yl)ethanol
—— methyl (4-methyl-2-phenylsulfanylthiazol-5-yl)acetate 477533-77-0 C13H13NO2S2
methyl (4-methyl-2-phenylsulfanylthiazol-5-yl)acetate
—— 2-Bromo-7-chloro-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidine 333743-68-3 C12H5BrClF2N3S2
2-Bromo-7-chloro-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidine
—— 7-chloro-5-(2,3-difluoro-benzylsulfanyl)-3H-thiazolo[4,5-d]pyrimidin-2-one 333743-70-7 C12H6ClF2N3OS2
7-chloro-5-(2,3-difluoro-benzylsulfanyl)-3H-thiazolo[4,5-d]pyrimidin-2-one
—— 7-chloro-5-[(2,3-difluorophenylmethyl)thio]-2-methoxythiazolo[4,5-d]pyrimidine 333743-69-4 C13H8ClF2N3OS2
7-chloro-5-[(2,3-difluorophenylmethyl)thio]-2-methoxythiazolo[4,5-d]pyrimidine
—— 1,3,5-Oxadiazinane-4-thione 23375-59-9 C3H6N2OS
1,3,5-Oxadiazinane-4-thione
—— methyl [(2-bromo-4-chlorophenyl)thio]acetate 882689-77-2 C9H8BrClO2S
methyl [(2-bromo-4-chlorophenyl)thio]acetate
—— [(2-bromo-4-chlorophenyl)thio]acetic acid 882689-76-1 C8H6BrClO2S
[(2-bromo-4-chlorophenyl)thio]acetic acid
—— 1-phenylsulfanyl-2(S)-3-buten-2-ol 783322-43-0 C10H12OS
1-phenylsulfanyl-2(S)-3-buten-2-ol
—— Ethyl 5-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-2-ethoxycarbonyl-2-methylpentanoate 676481-38-2 C30H33ClO5S
Ethyl 5-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-2-ethoxycarbonyl-2-methylpentanoate
—— 5-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-2-ethoxycarbonyl-2-methylpentanoic acid 676481-42-8 C28H29ClO5S
5-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-2-ethoxycarbonyl-2-methylpentanoic acid
—— (3-cyano-6-methyl-4-methoxymethyl-2-pyridylthio)acetic acid 170885-42-4 C11H12N2O3S
(3-cyano-6-methyl-4-methoxymethyl-2-pyridylthio)acetic acid
—— Pyridine-3-carbonitrile, 2-(2-amino-2-oxoethylthio)-4-methoxymethyl-6-methyl- 185430-17-5 C11H13N3O2S
Pyridine-3-carbonitrile, 2-(2-amino-2-oxoethylthio)-4-methoxymethyl-6-methyl-
—— (rac)-6-bromo-2,3-dihydrobenzo[b]thiophen-3-ol 737802-11-8 C8H7BrOS
(rac)-6-bromo-2,3-dihydrobenzo[b]thiophen-3-ol
—— Bis<(methylthio)methylthio>-methan 35167-22-7 C5H12S4
Bis<(methylthio)methylthio>-methan
—— methyl 3-((2-amino-4-chlorophenyl)thio)benzoate 1451261-93-0 C14H12ClNO2S
methyl 3-((2-amino-4-chlorophenyl)thio)benzoate
—— 3-bromothioindoxyl 67866-90-4 C8H5BrOS
3-bromothioindoxyl
—— methyl 2-((2-amino-4-chlorophenyl)thio)benzoate hydrochloride salt 1071718-24-5 C14H12ClNO2S*ClH
methyl 2-((2-amino-4-chlorophenyl)thio)benzoate hydrochloride salt
—— N-(vinyloxyethyl)dithiocarbamic acid 103538-67-6 C5H9NOS2
N-(vinyloxyethyl)dithiocarbamic acid
—— 7-(o-hydroxyphenyl)-N-phenyl-5,6-dihydrothiopyrano<2,3-d>thiazolidine-2-thione-5,6-dicarboxylic acid anhydride 98664-30-3 C14H9NO4S3
7-(o-hydroxyphenyl)-N-phenyl-5,6-dihydrothiopyrano<2,3-d>thiazolidine-2-thione-5,6-dicarboxylic acid anhydride
—— (Z)-1,1-dichloro-3-methyl-5-phenylthio-3-pentene 85914-69-8 C12H14Cl2S
(Z)-1,1-dichloro-3-methyl-5-phenylthio-3-pentene
—— (2S)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-yl 4-(morpholin-4-yl)butanoate 1404474-05-0 C30H38BrN7O6S
(2S)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-yl 4-(morpholin-4-yl)butanoate
—— 5-S-benzylthio-2-N,N-dimethylaminopyridine 1083329-64-9 C14H16N2S
5-S-benzylthio-2-N,N-dimethylaminopyridine
—— 4-bromo-2,3-dihydro-benzo[b]thiophen-3-ol 737802-12-9 C8H7BrOS
4-bromo-2,3-dihydro-benzo[b]thiophen-3-ol
—— n-pentadecylmethyl sulphide 62155-10-6 C16H34S
n-pentadecylmethyl sulphide
—— 6-cyano-7-(o-hydroxyphenyl)-5,6-dihydrothiopyrano<2,3-d>thiazolidine-2-thione 98664-27-8 C13H10N2OS3
6-cyano-7-(o-hydroxyphenyl)-5,6-dihydrothiopyrano<2,3-d>thiazolidine-2-thione
—— (1R,5S)-1-hydroxymethyl-2-methylene-7-phenylsulfanylbicyclo[3.2.0]hept-6-ene 925413-80-5 C15H16OS
(1R,5S)-1-hydroxymethyl-2-methylene-7-phenylsulfanylbicyclo[3.2.0]hept-6-ene
—— dimethyl 7-(o-hydroxyphenyl)thiopyrano<2,3-d>thiazolidine-2-thione-5,6-dicarboxylate 98664-31-4 C16H13NO5S3
dimethyl 7-(o-hydroxyphenyl)thiopyrano<2,3-d>thiazolidine-2-thione-5,6-dicarboxylate
—— (1S,2S,5R)-2-ethenyl-7-phenylsulfanyl-2-triethylsilyloxybicyclo[3.2.0]hept-6-ene-1-carbaldehyde 686737-96-2 C22H30O2SSi
(1S,2S,5R)-2-ethenyl-7-phenylsulfanyl-2-triethylsilyloxybicyclo[3.2.0]hept-6-ene-1-carbaldehyde
—— 1-[(1R,2S,5R)-2-ethenyl-7-phenylsulfanyl-2-triethylsilyloxy-1-bicyclo[3.2.0]hept-6-enyl]prop-2-en-1-ol 686737-80-4 C24H34O2SSi
1-[(1R,2S,5R)-2-ethenyl-7-phenylsulfanyl-2-triethylsilyloxy-1-bicyclo[3.2.0]hept-6-enyl]prop-2-en-1-ol
—— 1-Benzenesulfenylmethyl-1-(2-propyl)cyclopropane 148258-88-2 C13H18S
1-Benzenesulfenylmethyl-1-(2-propyl)cyclopropane