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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
—— p-tolyl-3,5-O-(di-tert-butylsilylene)-1-thio-2-deoxy-β-D-ribofuranoside 1402737-63-6 C20H32O3SSi
p-tolyl-3,5-O-(di-tert-butylsilylene)-1-thio-2-deoxy-β-D-ribofuranoside
—— di-(5-methylthio-1,3,4-thiadiazol-2-ylthio)methane 91021-38-4 C7H8N4S6
di-(5-methylthio-1,3,4-thiadiazol-2-ylthio)methane
—— 6,7-Dichloro-2-isopropyl-3-(5-methylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)-quinoxaline 281208-82-0 C14H12Cl2N4S3
6,7-Dichloro-2-isopropyl-3-(5-methylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)-quinoxaline
—— 3-oxa-1,5-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>pentane 108365-57-7 C10H14N4OS6
3-oxa-1,5-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>pentane
—— <<2-(methylthio)-1,3,4-thiadiazol-5-yl>thio><5-(methylthio)-2-thioxo-1,3,4-thiadiazolin-3-yl>methane 105785-04-4 C7H8N4S6
<<2-(methylthio)-1,3,4-thiadiazol-5-yl>thio><5-(methylthio)-2-thioxo-1,3,4-thiadiazolin-3-yl>methane
—— 2-p-Tolylsulfanyl-propionamide 104895-29-6 C10H13NOS
2-p-Tolylsulfanyl-propionamide
—— 1-[2-(trimethylsilyl)ethoxymethyl]-2-phenylsulfanyl-5-ethenyl-1H-imidazole 460990-44-7 C17H24N2OSSi
1-[2-(trimethylsilyl)ethoxymethyl]-2-phenylsulfanyl-5-ethenyl-1H-imidazole
—— 2-Phenylsulfanyl-3H-imidazole-4-carbaldehyde 118004-66-3 C10H8N2OS
2-Phenylsulfanyl-3H-imidazole-4-carbaldehyde
—— 5-{(1-hydroxy)-[1-(4-methoxyphenyl)methyl]}-2-phenylthio-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole 546113-15-9 C23H30N2O3SSi
5-{(1-hydroxy)-[1-(4-methoxyphenyl)methyl]}-2-phenylthio-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole
—— 5-(4-methoxybenzyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-2-phenylthio-1H-imidazole 546113-16-0 C23H30N2O2SSi
5-(4-methoxybenzyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-2-phenylthio-1H-imidazole
—— 2-amino-6-(benzothiazol-2-ylsulfanyl)-4-thiophen-2-yl-4H-chromene-3-carbonitrile 1257314-49-0 C21H13N3OS3
2-amino-6-(benzothiazol-2-ylsulfanyl)-4-thiophen-2-yl-4H-chromene-3-carbonitrile
—— 2-phenylthio-3-methylpyridine 19520-22-0 C12H11NS
2-phenylthio-3-methylpyridine
—— 2-amino-6-(benzothiazol-2ylsulfanyl)-4-naphthalen-2-yl-4H-chromene-3-carbonitrile 1257314-53-6 C27H17N3OS2
2-amino-6-(benzothiazol-2ylsulfanyl)-4-naphthalen-2-yl-4H-chromene-3-carbonitrile
—— 2-amino-6-(benzothiazol-2-ylsulfanyl)-4-(benzo[1,3]dioxolyl)-4H-chromene-3-carbonitrile 1257314-55-8 C24H15N3O3S2
2-amino-6-(benzothiazol-2-ylsulfanyl)-4-(benzo[1,3]dioxolyl)-4H-chromene-3-carbonitrile
—— 2-(4-Fluoro-phenylsulfanyl)-propionamide 104864-55-3 C9H10FNOS
2-(4-Fluoro-phenylsulfanyl)-propionamide
—— 2-(4-Bromo-phenylsulfanyl)-propionamide 104864-54-2 C9H10BrNOS
2-(4-Bromo-phenylsulfanyl)-propionamide
—— 2-(3-Phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-propionamide 112394-66-8 C13H11N5OS2
2-(3-Phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-propionamide
—— 2-(4-Chloro-phenylsulfanyl)-propionamide 18527-13-4 C9H10ClNOS
2-(4-Chloro-phenylsulfanyl)-propionamide
—— Prop-di-yl-(1.3)-bis-(ethyl-sulfon) 89979-50-0 C7H16O4S2
Prop-di-yl-(1.3)-bis-(ethyl-sulfon)
—— 2-(methylthio)-5-[(trimethylsilyl)ethynyl]pyrimidine 873331-68-1 C10H14N2SSi
2-(methylthio)-5-[(trimethylsilyl)ethynyl]pyrimidine
—— 5-(3,5-dimethylphenylthio)-4-isopropyl-1-methyl-1H-imidazole-2-carbaldehyde 178978-95-5 C16H20N2OS
5-(3,5-dimethylphenylthio)-4-isopropyl-1-methyl-1H-imidazole-2-carbaldehyde
—— 6-methyl-2-methylthiothiazolo[4,5-b]pyridine 488738-58-5 C8H8N2S2
6-methyl-2-methylthiothiazolo[4,5-b]pyridine
—— <i>trans</i>-ethene-1,2-dithiol 65167-78-4 C2H4S2
<i>trans</i>-ethene-1,2-dithiol
—— 2-Amino-3,5-dicyan-6-methylthio-pyridin 98437-13-9 C8H6N4S
2-Amino-3,5-dicyan-6-methylthio-pyridin
—— (2-propylsulfanyl-pyrimidin-4-yl)-hydrazine 1351990-35-6 C7H12N4S
(2-propylsulfanyl-pyrimidin-4-yl)-hydrazine
—— S-(2-Formyloxyaethyl)-isothioharnstoff 91130-11-9 C4H8N2O2S
S-(2-Formyloxyaethyl)-isothioharnstoff
—— 2,4-Bis-methylsulfanyl-but-1-ene 118112-75-7 C6H12S2
2,4-Bis-methylsulfanyl-but-1-ene
—— 9-methanesulfonyl-1-nonene 135327-99-0 C10H20O2S
9-methanesulfonyl-1-nonene
—— Sulfoxonium, decamethylenebis(dimethyl-, di-p-toluenesulfonate 28242-24-2 C28H46O8S4
Sulfoxonium, decamethylenebis(dimethyl-, di-p-toluenesulfonate
—— 2-carboethoxy-7,8-dihydro-8-methylene-3H,6H-1,3-thiazino<3,2-b>-1,2,4-triazin-3-one 116025-22-0 C10H11N3O3S
2-carboethoxy-7,8-dihydro-8-methylene-3H,6H-1,3-thiazino<3,2-b>-1,2,4-triazin-3-one
—— <1,1-(2)H2>-<(2-Chloroethyl)thio>benzene 151388-56-6 C8H9ClS
<1,1-(2)H2>-<(2-Chloroethyl)thio>benzene
—— 2-[(2'amino-1',3'-thiazol-4'-yl)thio]benzothiazole 914670-39-6 C10H7N3S3
2-[(2'amino-1',3'-thiazol-4'-yl)thio]benzothiazole
—— 5-(Benzothiazol-2-ylsulfanyl)-2-nitro-benzonitrile 74396-22-8 C14H7N3O2S2
5-(Benzothiazol-2-ylsulfanyl)-2-nitro-benzonitrile
—— N-(7-(phenylthio)isoquinolin-3-yl)cyclopropanecarboxamide 1382840-46-1 C19H16N2OS
N-(7-(phenylthio)isoquinolin-3-yl)cyclopropanecarboxamide
—— 3,6-dichlorothieno[2,3-e][1,4,2]dithiazine 1,1-dioxide 1334889-71-2 C5HCl2NO2S3
3,6-dichlorothieno[2,3-e][1,4,2]dithiazine 1,1-dioxide
—— 3-cyano-4'-methoxy-4-nitrodiphenylsulphide 51123-37-6 C14H10N2O3S
3-cyano-4'-methoxy-4-nitrodiphenylsulphide
—— Hexamethylenebis(dimethylsulfonium) dibromide 28335-55-9 C10H24Br2S2
Hexamethylenebis(dimethylsulfonium) dibromide
—— 2-(ethylthio)pyrimidine-4,6-diol 122508-80-9 C6H8N2O2S
2-(ethylthio)pyrimidine-4,6-diol
—— 5-(1H-Benzoimidazol-2-ylsulfanyl)-2-nitro-benzonitrile 74409-75-9 C14H8N4O2S
5-(1H-Benzoimidazol-2-ylsulfanyl)-2-nitro-benzonitrile
—— 2-amino-5-(2-pyrimidinylthio)benzonitrile 74396-24-0 C11H8N4S
2-amino-5-(2-pyrimidinylthio)benzonitrile
—— 2-Amino-5-(1H-benzoimidazol-2-ylsulfanyl)-benzonitrile 74396-29-5 C14H10N4S
2-Amino-5-(1H-benzoimidazol-2-ylsulfanyl)-benzonitrile
—— 2-Amino-5-(pyridin-2-ylsulfanyl)-benzonitrile 74396-26-2 C12H9N3S
2-Amino-5-(pyridin-2-ylsulfanyl)-benzonitrile
—— N'-<2-cyano-4-(2pyrimidinylthio)phenyl>-N,N-dimethylformamidine 74396-44-4 C14H13N5S
N'-<2-cyano-4-(2pyrimidinylthio)phenyl>-N,N-dimethylformamidine
—— 3,4,5-Tris(methylthio)toluol 65516-82-7 C10H14S3
3,4,5-Tris(methylthio)toluol
—— dithiocarbonic acid <i>O</i>-(1-<i>tert</i>-butyl-butyl ester)-<i>S</i>-methyl ester 99850-61-0 C10H20OS2
dithiocarbonic acid <i>O</i>-(1-<i>tert</i>-butyl-butyl ester)-<i>S</i>-methyl ester
—— ethyl 2-[6-(methylsulfanyl)pyridin-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanoate 1080060-40-7 C16H23NO3S
ethyl 2-[6-(methylsulfanyl)pyridin-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanoate
—— 1-(2-Chloro-ethoxymethyl)-5-methyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 132774-41-5 C14H15ClN2O3S
1-(2-Chloro-ethoxymethyl)-5-methyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 1-Brom-2-<2,2-dimethyl-1-(methylthio)propylthio>benzol 116865-01-1 C12H17BrS2
1-Brom-2-<2,2-dimethyl-1-(methylthio)propylthio>benzol
—— 2-(3-methyl-4-methylsulfanyl-phenyl)-3-(tetrahydro-pyran-4-yl)-propionic acid methyl ester 1003013-67-9 C17H24O3S
2-(3-methyl-4-methylsulfanyl-phenyl)-3-(tetrahydro-pyran-4-yl)-propionic acid methyl ester
—— 1,1-di(phenylthio)-2-(4-methylphenyl)-cyclobutane 144453-19-0 C23H22S2
1,1-di(phenylthio)-2-(4-methylphenyl)-cyclobutane