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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-(phenylthio)pentan-2-one 38793-73-6 C11H14OS
1-(phenylthio)pentan-2-one
—— 2,3,5,6-Tetrafluor-4-phenylmercapto-toluol 1548-86-3 C13H5F7S
2,3,5,6-Tetrafluor-4-phenylmercapto-toluol
—— 4,6,16,18-tetraaza-11-methyl-5,17-bis(methylsulfanyl)-2,8,14,20,26-pentaoxacalix[5]arene 1260029-55-7 C29H22N4O5S2
4,6,16,18-tetraaza-11-methyl-5,17-bis(methylsulfanyl)-2,8,14,20,26-pentaoxacalix[5]arene
—— 2-(2-thenylthio)-5-trifluoromethylpyrimidine 94447-85-5 C10H7F3N2S2
2-(2-thenylthio)-5-trifluoromethylpyrimidine
—— 3-bromo-2-{4-(methylthio)phenyl}-1-oxa-spiro[4,4]non-2-en-4-one 301699-20-7 C15H15BrO2S
3-bromo-2-{4-(methylthio)phenyl}-1-oxa-spiro[4,4]non-2-en-4-one
—— 4,6,16,18-tetraaza-11,23-dimethyl-5,17-bis(methylsulfanyl)-2,8,14,20-tetraoxacalix[4]arene 911713-50-3 C24H20N4O4S2
4,6,16,18-tetraaza-11,23-dimethyl-5,17-bis(methylsulfanyl)-2,8,14,20-tetraoxacalix[4]arene
—— 1,4-bis(chlorosulfanyl)butane 57693-23-9 C4H8Cl2S2
1,4-bis(chlorosulfanyl)butane
—— DL-threo-2-Amino-1-(4-methylmercapto-phenyl)-propan-1,3-diol 14172-52-2 C10H15NO2S
DL-threo-2-Amino-1-(4-methylmercapto-phenyl)-propan-1,3-diol
—— 2-(cyclopentylidenyl)ethenyl phenyl sulfide 77084-80-1 C13H14S
2-(cyclopentylidenyl)ethenyl phenyl sulfide
—— 1,2-dimethyl-5-nitro-4-phenylthioimidazole 113121-64-5 C11H11N3O2S
1,2-dimethyl-5-nitro-4-phenylthioimidazole
—— 2-(4-(methylthio)phenyl)-1-oxa-spiro[4.4]non-2-en-4-one 301699-19-4 C15H16O2S
2-(4-(methylthio)phenyl)-1-oxa-spiro[4.4]non-2-en-4-one
—— 2-benzylsulfanyl-5-bromo-aniline 107254-84-2 C13H12BrNS
2-benzylsulfanyl-5-bromo-aniline
—— 5-(phenylthio)-1-hexene 89113-72-4 C12H16S
5-(phenylthio)-1-hexene
—— 4-(phenylthio)-1-pentene 62162-25-8 C11H14S
4-(phenylthio)-1-pentene
—— 2-phenyl-1-(p-tolylthio)propan-2-ol 681006-46-2 C16H18OS
2-phenyl-1-(p-tolylthio)propan-2-ol
—— 4-(o-tolylthio)benzonitrile 1178206-52-4 C14H11NS
4-(o-tolylthio)benzonitrile
—— 2-t-butyl-4-chloro-5-{(5-chloro-2-thienyl)-α-methylmethylthio}-3(2H)-pyridazinone 106341-11-1 C14H16Cl2N2OS2
2-t-butyl-4-chloro-5-{(5-chloro-2-thienyl)-α-methylmethylthio}-3(2H)-pyridazinone
—— methyl 7-chloro-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate 99204-03-2 C14H14Cl2O4S
methyl 7-chloro-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate
—— 1,1-bis(phenylthio)-2-acetoxy-1-pentene 111731-09-0 C19H20O2S2
1,1-bis(phenylthio)-2-acetoxy-1-pentene
—— phenyl(2,4,5-trimethylphenyl)sulfane 1215002-21-3 C15H16S
phenyl(2,4,5-trimethylphenyl)sulfane
—— 2-methyl-2-phenyl-[1,3]dithiane-1,1,3,3-tetraoxide 68523-74-0 C11H14O4S2
2-methyl-2-phenyl-[1,3]dithiane-1,1,3,3-tetraoxide
—— 2-(methylthio)-4-(tert-pentylamino)pyrimidine-5-carbonitrile 1403865-16-6 C11H16N4S
2-(methylthio)-4-(tert-pentylamino)pyrimidine-5-carbonitrile
—— S-Pyridin-4-yl diethylcarbamothioate 114085-03-9 C10H14N2OS
S-Pyridin-4-yl diethylcarbamothioate
—— 2-methyl-6-phenylthiomethyl-5,6-dihydro-4H-1,3-oxazine 113261-16-8 C12H15NOS
2-methyl-6-phenylthiomethyl-5,6-dihydro-4H-1,3-oxazine
—— 2-[(5-Amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethane-1-thiol 113513-36-3 C4H8N4S2
2-[(5-Amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethane-1-thiol
—— 2-Ethyl-2-methylsulfanyl-3,6-dihydro-thiopyran 77324-35-7 C8H14S2
2-Ethyl-2-methylsulfanyl-3,6-dihydro-thiopyran
—— <i>N</i>-ethyl-thiopropionamide 98137-73-6 C5H11NS
<i>N</i>-ethyl-thiopropionamide
—— Methyl 2-oxo-3-phenylthiopropionate 115413-26-8 C10H10O3S
Methyl 2-oxo-3-phenylthiopropionate
—— 2-Benzyloxymethyl-5-methyl-3-phenylthio-4H-pyran-4-on 108343-40-4 C20H18O3S
2-Benzyloxymethyl-5-methyl-3-phenylthio-4H-pyran-4-on
—— N-{[2-(2-Chloroethanesulfonyl)acetamido]methyl}prop-2-enamide 98318-42-4 C8H13ClN2O4S
N-{[2-(2-Chloroethanesulfonyl)acetamido]methyl}prop-2-enamide
—— 4-(cyclohexylmethyl)-2-isobutylsulfanyl-5-methyl-1H-pyrimidin-6-one 1030017-43-6 C16H26N2OS
4-(cyclohexylmethyl)-2-isobutylsulfanyl-5-methyl-1H-pyrimidin-6-one
—— 1-[(1-phenylthio-3-cyano)propyl]1,2,4-triazole 110159-60-9 C12H12N4S
1-[(1-phenylthio-3-cyano)propyl]1,2,4-triazole
—— 2-Cyclohexyl-1,1-bis(phenylthio)ethene 71341-80-5 C20H22S2
2-Cyclohexyl-1,1-bis(phenylthio)ethene
—— 4-(cyclohexylmethyl)-5-ethyl-2-isobutylsulfanyl-1H-pyrimidin-6-one 1030017-34-5 C17H28N2OS
4-(cyclohexylmethyl)-5-ethyl-2-isobutylsulfanyl-1H-pyrimidin-6-one
—— 2-benzylsulfanyl-4-(cyclohexylmethyl)-5-methyl-1H-pyrimidin-6-one 1268381-86-7 C19H24N2OS
2-benzylsulfanyl-4-(cyclohexylmethyl)-5-methyl-1H-pyrimidin-6-one
—— 6-(cyclohexylmethyl)-5-ethyl-2-((2-hydroxy-2-phenylethyl)thio)-pyrimidin-4(3H)-one 1428569-09-8 C21H28N2O2S
6-(cyclohexylmethyl)-5-ethyl-2-((2-hydroxy-2-phenylethyl)thio)-pyrimidin-4(3H)-one
—— ethyl cyclohexyl [4-(hydroxyphenyl)sulfanyl]acetate 287393-00-4 C16H22O3S
ethyl cyclohexyl [4-(hydroxyphenyl)sulfanyl]acetate
—— 2-benzylsulfanyl-4-(cyclohexylmethyl)-5-ethyl-1H-pyrimidin-6-one 1030017-37-8 C20H26N2OS
2-benzylsulfanyl-4-(cyclohexylmethyl)-5-ethyl-1H-pyrimidin-6-one
—— 2-Cyclohexylethynylsulfanylbenzene 87742-50-5 C14H16S
2-Cyclohexylethynylsulfanylbenzene
—— 1,7-diisothiocyanatoheptane 223394-93-2 C9H14N2S2
1,7-diisothiocyanatoheptane
—— O-[2-methylthio-5-(3-pyridyl)methyl-4-pyrimidyl]dimethylthiocarbamate 87767-23-5 C14H16N4OS2
O-[2-methylthio-5-(3-pyridyl)methyl-4-pyrimidyl]dimethylthiocarbamate
—— 1,5-diisothiocyanatopentane 52714-53-1 C7H10N2S2
1,5-diisothiocyanatopentane
—— 1,9-diisothiocyanatononane 161421-00-7 C11H18N2S2
1,9-diisothiocyanatononane
—— 2-[2-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]ethoxy]-1-ethanol 259102-65-3 C16H17ClN4O2S2
2-[2-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]ethoxy]-1-ethanol
—— methyl {4,6-diamino-2-[3-(pyrimidin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidin-5-yl}carbamate 1234572-65-6 C17H15N9O2S
methyl {4,6-diamino-2-[3-(pyrimidin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidin-5-yl}carbamate
—— 2-[3-(pyrimidin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,5,6-triamine 1234572-53-2 C15H13N9S
2-[3-(pyrimidin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,5,6-triamine
—— 2-(ethylthio)-N-((pyridine-2-yl)methylene)benzenamine 1431440-02-6 C14H14N2S
2-(ethylthio)-N-((pyridine-2-yl)methylene)benzenamine
—— Methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-pyrazolo[4,3-b]pyridin-1-yl}pyrimidin-5-yl)carbamate 1234572-56-5 C18H15FN8O2S
Methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-pyrazolo[4,3-b]pyridin-1-yl}pyrimidin-5-yl)carbamate
—— 2-{3-[(2-fluorophenyl)sulphanyl]-1H-pyrazolo[4,3-b]pyridin-1-yl}pyrimidine-4,5,6-triamine 1234572-48-5 C16H13FN8S
2-{3-[(2-fluorophenyl)sulphanyl]-1H-pyrazolo[4,3-b]pyridin-1-yl}pyrimidine-4,5,6-triamine
—— methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)carbamate 1234572-55-4 C19H16FN7O2S
methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)carbamate