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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
—— β-<3-Fluor-phenylmercapto>-propionsaeure 21243-10-7 C9H9FO2S
β-<3-Fluor-phenylmercapto>-propionsaeure
—— 3-((3,4-difluorophenyl)thio)propanoic acid 863667-96-3 C9H8F2O2S
3-((3,4-difluorophenyl)thio)propanoic acid
—— O-methyl dipropylcarbamothioate 1204183-63-0 C8H17NOS
O-methyl dipropylcarbamothioate
—— <2>-Pyridylmercaptoaceton 3166-26-5 C8H9NOS
<2>-Pyridylmercaptoaceton
—— S-methyl 4-methylsulfanylphenylcarbamothioate 1228308-00-6 C9H11NOS2
S-methyl 4-methylsulfanylphenylcarbamothioate
—— N-(diisopropoxyphosphoryl)-N'-(tert-butyl)thiocarbamide 89207-07-8 C11H25N2O3PS
N-(diisopropoxyphosphoryl)-N'-(tert-butyl)thiocarbamide
—— 3,4-bis(methylbutylthio)thiophene 211236-87-2 C14H24S3
3,4-bis(methylbutylthio)thiophene
—— O-methyl dibutylcarbamothioate 1207727-78-3 C10H21NOS
O-methyl dibutylcarbamothioate
—— S-methylsulfenyl O-methyl thiocarbonate 55048-60-7 C3H6O2S2
S-methylsulfenyl O-methyl thiocarbonate
—— 3-methoxy-3-(methylthio)acrylonitrile 51245-79-5 C5H7NOS
3-methoxy-3-(methylthio)acrylonitrile
—— N-ethyl O-methyl thiocarbamate 65351-53-3 C4H9NOS
N-ethyl O-methyl thiocarbamate
—— 2-Methoxy-3-methylsulfanylthiophene 114143-31-6 C6H8OS2
2-Methoxy-3-methylsulfanylthiophene
—— diethylthiocarbamic acid methyl ester 62604-36-8 C6H13NOS
diethylthiocarbamic acid methyl ester
—— 2-isopropylphenyl 4-methylphenyl sulfide 880640-87-9 C16H18S
2-isopropylphenyl 4-methylphenyl sulfide
—— p-tolyl N-bis(dimethylamino)methylene-N'-(4-chlorophenyl)carbamimidothioate 1564286-37-8 C19H23ClN4S
p-tolyl N-bis(dimethylamino)methylene-N'-(4-chlorophenyl)carbamimidothioate
—— p-tolyl bis(dimethylamino)methylenecarbamodithioate 1564286-44-7 C13H19N3S2
p-tolyl bis(dimethylamino)methylenecarbamodithioate
—— p-tolyl N-bis(dimethylamino)methylene-N'-phenylcarbamimidothioate 1564286-32-3 C19H24N4S
p-tolyl N-bis(dimethylamino)methylene-N'-phenylcarbamimidothioate
—— 3-(2-aminophenylthio)-1-(4-methylphenyl)prop-1-yne 260803-75-6 C16H15NS
3-(2-aminophenylthio)-1-(4-methylphenyl)prop-1-yne
—— 5-(difluoromethoxy)-2-[(4-methylphenyl)sulfanyl]-1H-benzimidazole 1312711-62-8 C15H12F2N2OS
5-(difluoromethoxy)-2-[(4-methylphenyl)sulfanyl]-1H-benzimidazole
—— 2-(p-tolylthio)-1H-benzo[d]imidazole 4946-28-5 C14H12N2S
2-(p-tolylthio)-1H-benzo[d]imidazole
—— N-(diisopropoxyphosphoryl)-N'-isopropyl-thiocarbamide 902146-67-2 C10H23N2O3PS
N-(diisopropoxyphosphoryl)-N'-isopropyl-thiocarbamide
—— (2-methylbutyl)(p-tolyl)sulfane 1286763-64-1 C12H18S
(2-methylbutyl)(p-tolyl)sulfane
—— 2-(phenylsulfanyl)-N-[2-(pyridin-2-yl)ethyl]acetamide 832713-52-7 C15H16N2OS
2-(phenylsulfanyl)-N-[2-(pyridin-2-yl)ethyl]acetamide
—— 2-(4-Chlorophenyl)-6-methylsulfanylpyran-4-one 117671-83-7 C12H9ClO2S
2-(4-Chlorophenyl)-6-methylsulfanylpyran-4-one
—— 4,5-bis(2-pyridylethylsulfanyl)-1,3-dithiol-2-thione 284022-48-6 C17H16N2S5
4,5-bis(2-pyridylethylsulfanyl)-1,3-dithiol-2-thione
—— (methoxy(thiocarbonyl))methyldisulfane 5813-75-2 C3H6OS3
(methoxy(thiocarbonyl))methyldisulfane
—— (4R,5S,SS)-4-(tert-Butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one 389842-84-6 C12H18O2S
(4R,5S,SS)-4-(tert-Butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one
—— 2-(1-naphthylthio)indole 130128-91-5 C18H13NS
2-(1-naphthylthio)indole
—— 4,4,5,5-tetramethyl-2-(3-phenylsulfanyl-prop-1-ynyl)-[1,2,3]dioxaborolane 862126-34-9 C15H19BO2S
4,4,5,5-tetramethyl-2-(3-phenylsulfanyl-prop-1-ynyl)-[1,2,3]dioxaborolane
—— 3-Phenyl-5-[4-(trichloromethyl)phenyl]sulfanyl-1,2,4-triazol-4-amine 1149378-80-2 C15H11Cl3N4S
3-Phenyl-5-[4-(trichloromethyl)phenyl]sulfanyl-1,2,4-triazol-4-amine
—— 4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride 1076689-67-2 C15H9Cl4N3O2S3
4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride
—— methyl 3-phenylsulfanylbenzoate 40730-42-5 C14H12O2S
methyl 3-phenylsulfanylbenzoate
—— 4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide 1076689-66-1 C15H11Cl3N4O2S3
4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide
—— ethyl-norborn-5-en-2-yl sulfide 100145-49-1 C9H14S
ethyl-norborn-5-en-2-yl sulfide
—— vinyl thiolate 35731-41-0 C2H3S
vinyl thiolate
—— 3-(trifluoromethanesulfonyl)-2-cyclopenten-1-one 235746-96-0 C6H5F3O3S
3-(trifluoromethanesulfonyl)-2-cyclopenten-1-one
—— (3E)-2-ethylsulfanyl-nona-1,3-diene 85318-57-6 C11H20S
(3E)-2-ethylsulfanyl-nona-1,3-diene
—— O-ethyl S-1-(ethylthio)-4-(methoxy(methyl)amino)-4-oxobutyl carbonodithioate 1263776-03-9 C11H21NO3S3
O-ethyl S-1-(ethylthio)-4-(methoxy(methyl)amino)-4-oxobutyl carbonodithioate
—— S-3-cyano-1-(ethylthio)propyl O-ethyl carbonodithioate 1263775-97-8 C9H15NOS3
S-3-cyano-1-(ethylthio)propyl O-ethyl carbonodithioate
—— 4-(2-Phenyl-1,3-dithiolan-2-yl)pyridine 84811-68-7 C14H13NS2
4-(2-Phenyl-1,3-dithiolan-2-yl)pyridine
—— O-cyclohexyl thiocarbamate 57671-17-7 C7H13NOS
O-cyclohexyl thiocarbamate
—— 2-(β-Carboxyethyl)thio-3-amino-6-methoxypyridine 78909-85-0 C9H12N2O3S
2-(β-Carboxyethyl)thio-3-amino-6-methoxypyridine
—— 2,3-Dithiophen-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one 754198-62-4 C14H10N2OS3
2,3-Dithiophen-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one
—— 2,3-Dipyridin-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one 754198-59-9 C16H12N4OS
2,3-Dipyridin-2-yl-6,7-dihydroimidazo[2,1-b][1,3]thiazin-5-one
—— 2,5-Dicarboxyethylthio-1,3,4-thiadiazole 1119425-08-9 C8H10N2O4S3
2,5-Dicarboxyethylthio-1,3,4-thiadiazole
—— 2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7(4H)-one 259100-92-0 C12H9FN4OS2
2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7(4H)-one
—— 2-(β-Carboxyethyl)thio-3-amino-6-chloropyridine 78909-84-9 C8H9ClN2O2S
2-(β-Carboxyethyl)thio-3-amino-6-chloropyridine
—— 5,6-diphenyl-3-<mercapto-n-propionic acid>-1,2,4-triazine 171773-55-0 C18H15N3O2S
5,6-diphenyl-3-<mercapto-n-propionic acid>-1,2,4-triazine
—— 5-cyano-5'-methylsulfanyl-2,2'-bi(1,3,4-thiadiazolyl) 325732-55-6 C6H3N5S3
5-cyano-5'-methylsulfanyl-2,2'-bi(1,3,4-thiadiazolyl)
—— 3-(2,5-dimethyl-phenylsulfanyl)-propionic acid 104216-44-6 C11H14O2S
3-(2,5-dimethyl-phenylsulfanyl)-propionic acid