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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
—— 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
—— 2-[3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,5,6-triamine 1234572-52-1 C16H14N8S
2-[3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,5,6-triamine
—— methyl {4,6-diamino-2-{3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl}pyrimidin-5-yl}carbamate 1234572-64-5 C18H16N8O2S
methyl {4,6-diamino-2-{3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl}pyrimidin-5-yl}carbamate
—— 3-(Butylsulfanyl)-2,2,4,4-tetramethylpentane 111113-24-7 C13H28S
3-(Butylsulfanyl)-2,2,4,4-tetramethylpentane
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid (4-chloro-phenyl)-amide 116986-46-0 C10H10ClN5S2
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid (4-chloro-phenyl)-amide
—— 2-methyl-propanethial 68860-48-0 C4H8S
2-methyl-propanethial
—— 3,4-Bis-(benzylthio)-cyclobuten-dion 52427-63-1 C18H14O2S2
3,4-Bis-(benzylthio)-cyclobuten-dion
—— trans-2-(Dimethylamino)-vinyl triflone 61795-16-2 C5H8F3NO2S
trans-2-(Dimethylamino)-vinyl triflone
—— 3-chloro-4-ethylthiocyclobutenedione 138214-97-8 C6H5ClO2S
3-chloro-4-ethylthiocyclobutenedione
—— isopentylxanthate monoanion 44844-43-1 C6H11OS2
isopentylxanthate monoanion
—— 2,6-dichloro-5-bromo-3-S-acetyl-3-thiopyridine 116588-86-4 C7H4BrCl2NOS
2,6-dichloro-5-bromo-3-S-acetyl-3-thiopyridine
—— Tetrakis[5-(methylthio)thien-2-yl]ethene 139376-08-2 C22H20S8
Tetrakis[5-(methylthio)thien-2-yl]ethene
—— 1,1,4,4-tetrakis(5-methylthio-2-thienyl)butatriene 142532-14-7 C24H20S8
1,1,4,4-tetrakis(5-methylthio-2-thienyl)butatriene
—— methyl-n-pentadecyl sulphone 117400-01-8 C16H34O2S
methyl-n-pentadecyl sulphone
—— 5-chlorothiophene-2-sulfonyl azide 83222-18-8 C4H2ClN3O2S2
5-chlorothiophene-2-sulfonyl azide
—— (6-Hydroxymethyl-5-methyl-2,3-dihydro-pyrrolo[2,1-b]thiazol-7-yl)-methanol 114199-31-4 C9H13NO2S
(6-Hydroxymethyl-5-methyl-2,3-dihydro-pyrrolo[2,1-b]thiazol-7-yl)-methanol
—— 5-(Diisopropylamino)-3-phenyl-4-(phenylthio)isoxazol 125379-81-9 C21H24N2OS
5-(Diisopropylamino)-3-phenyl-4-(phenylthio)isoxazol
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(4-methylphenyl)-1,2,4-triazole 116986-99-3 C32H24N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(4-methylphenyl)-1,2,4-triazole
—— 5-Trifluoromethylmercapto-2,4,6-tris(ethylphosphonato)-pyrimidin 108222-94-2 C17H30F3N2O9P3S
5-Trifluoromethylmercapto-2,4,6-tris(ethylphosphonato)-pyrimidin
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]octyl]-4-(4-methylphenyl)-1,2,4-triazole 116987-15-6 C38H36N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]octyl]-4-(4-methylphenyl)-1,2,4-triazole
—— 2-cyclopropyl-1-(phenylthio)propane 91556-20-6 C12H16S
2-cyclopropyl-1-(phenylthio)propane
—— N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)but-3-enamide 1299484-51-7 C20H17F2NOS2
N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)but-3-enamide
—— 5-Trifluoromethylmercapto-2,6-dichloro-4-ethylphosphonato-pyrimidin 108222-93-1 C9H10Cl2F3N2O3PS
5-Trifluoromethylmercapto-2,6-dichloro-4-ethylphosphonato-pyrimidin
—— 1-Chloro-4-(2-chloro-1-cyclopropyl-1-methyl-ethylsulfanyl)-benzene 66949-06-2 C12H14Cl2S
1-Chloro-4-(2-chloro-1-cyclopropyl-1-methyl-ethylsulfanyl)-benzene
—— 2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethanamine 822520-07-0 C16H13F2NS2
2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethanamine