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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-tert-butyldimethylsilyloxy)-pentylthiobromobenzene 145457-83-6 C17H29BrOSSi
2-(5-tert-butyldimethylsilyloxy)-pentylthiobromobenzene
—— ethyl 3-(4-ethylamino-2-methanesulfanyl-pyrimidin-5-yl)acrylate 211244-85-8 C12H17N3O2S
ethyl 3-(4-ethylamino-2-methanesulfanyl-pyrimidin-5-yl)acrylate
—— 3-methyl-2-(methylthio)butanal 132331-34-1 C6H12OS
3-methyl-2-(methylthio)butanal
—— 3-[4-methylamino-2-(methylsulfanyl)pyrimidin-5-yl]acrylonitrile 211245-31-7 C9H10N4S
3-[4-methylamino-2-(methylsulfanyl)pyrimidin-5-yl]acrylonitrile
—— 1-methanesulfinyl-4-methyl-pentan-2-one 16697-72-6 C7H14O2S
1-methanesulfinyl-4-methyl-pentan-2-one
—— allyl 2-(2-methylthiophenoxy)benzoate 144463-77-4 C17H16O2S
allyl 2-(2-methylthiophenoxy)benzoate
—— (Z)-3-Amino-5-methyl-hex-2-enethioic acid amide 95882-23-8 C7H14N2S
(Z)-3-Amino-5-methyl-hex-2-enethioic acid amide
—— 3-methyl-2-(phenylthio)butan-1-ol 34220-15-0 C11H16OS
3-methyl-2-(phenylthio)butan-1-ol
—— (E)-6-Methyl-5-phenylsulfanyl-hept-3-en-2-one 711028-31-8 C14H18OS
(E)-6-Methyl-5-phenylsulfanyl-hept-3-en-2-one
—— Didecyltetrasulfane 116139-33-4 C20H42S4
Didecyltetrasulfane
—— 5-Fluoro-3-[(2-chloro-3-thienyl)methoxy]-2-[(1H-imidazol-1-yl)methyl]-2,3-dihydrobenzo[b]thiophene 109425-68-5 C17H14ClFN2OS2
5-Fluoro-3-[(2-chloro-3-thienyl)methoxy]-2-[(1H-imidazol-1-yl)methyl]-2,3-dihydrobenzo[b]thiophene
—— 1-[(2-formylcyclohexyl)disulfanyl]cyclohexanecarbaldehyde 52958-74-4 C14H22O2S2
1-[(2-formylcyclohexyl)disulfanyl]cyclohexanecarbaldehyde
—— 2,13-Dithia-4,22-diselena-5,6,20,21-tetraazatricyclo<17.3.0.0<sup>3,7</sup>>docosa-1<sup>19</sup>,3<sup>7</sup>,5,20-tetraen 124301-02-6 C14H20N4S2Se2
2,13-Dithia-4,22-diselena-5,6,20,21-tetraazatricyclo<17.3.0.0<sup>3,7</sup>>docosa-1<sup>19</sup>,3<sup>7</sup>,5,20-tetraen
—— ethyl α-phenylmercapto-phenylpropionate 54532-94-4 C17H18O2S
ethyl α-phenylmercapto-phenylpropionate
—— 2,10-Dithia-19-selena-17,18-diazabicyclo<14.3.0>nonadeca-1<sup>16</sup>,17-dien-4-one 124301-03-7 C14H22N2OS2Se
2,10-Dithia-19-selena-17,18-diazabicyclo<14.3.0>nonadeca-1<sup>16</sup>,17-dien-4-one
—— 4-(4-chlorobutylthio)pyridine 142792-77-6 C9H12ClNS
4-(4-chlorobutylthio)pyridine
—— 1lambda~4~,4-Dithiaspiro[4.5]decan-1-one 59796-91-7 C8H14OS2
1lambda~4~,4-Dithiaspiro[4.5]decan-1-one
—— 1-(Diethylcarbamoyl)-3-(2-ethyl-6-methylphenylthio)pyrazole 143532-16-5 C17H23N3OS
1-(Diethylcarbamoyl)-3-(2-ethyl-6-methylphenylthio)pyrazole
—— 3-(2-ethyl-6-methylphenylthio)pyrazole 143535-29-9 C12H14N2S
3-(2-ethyl-6-methylphenylthio)pyrazole
—— 4-(phenylsulfanyl)-1H-pyrazole 1447766-73-5 C9H8N2S
4-(phenylsulfanyl)-1H-pyrazole
—— 3-<2-(4-chlorophenylthio)phenyl>propionic acid 74801-39-1 C15H13ClO2S
3-<2-(4-chlorophenylthio)phenyl>propionic acid
—— 6-(phenylthio)quinoline 107918-19-4 C15H11NS
6-(phenylthio)quinoline
—— 3-{2-[(4-chlorophenyl)thio]phenyl}-N-(4-hydroxybutyl)propanamide 710959-91-4 C19H22ClNO2S
3-{2-[(4-chlorophenyl)thio]phenyl}-N-(4-hydroxybutyl)propanamide
—— bis(23-amino-12,15,18,21-tetraoxatricosanyl)disulfide 1160998-98-0 C38H80N2O8S2
bis(23-amino-12,15,18,21-tetraoxatricosanyl)disulfide
—— cyclopropyl methyl sulfone 79306-51-7 C4H8O2S
cyclopropyl methyl sulfone
—— (E)-5-acetoxy-8-azido-3-(phenylthio)-1,3-octadiene 123289-46-3 C16H19N3O2S
(E)-5-acetoxy-8-azido-3-(phenylthio)-1,3-octadiene
—— 1-bis(phenylthio)methoxy-4-phenylbutane 746638-50-6 C23H24OS2
1-bis(phenylthio)methoxy-4-phenylbutane
—— 1,3,4,4-tetrachloro-mono(p-methylphenylthio)-2-nitro-1,3-butadiene 181716-56-3 C11H7Cl4NO2S
1,3,4,4-tetrachloro-mono(p-methylphenylthio)-2-nitro-1,3-butadiene
—— 1-(dimethylsulfamoyl)-4-chloro-5-(2-ethyl-6-methylphenylthio)pyrazole 143535-53-9 C14H18ClN3O2S2
1-(dimethylsulfamoyl)-4-chloro-5-(2-ethyl-6-methylphenylthio)pyrazole
—— 1-(diethylcarbamoyl)-4-chloro-3-(2-ethyl-6-methylphenylthio)pyrazole 143532-68-7 C17H22ClN3OS
1-(diethylcarbamoyl)-4-chloro-3-(2-ethyl-6-methylphenylthio)pyrazole
—— ((1Z,3E)-4-tert-Butylsulfanyl-buta-1,3-dienyl)-cyclohexane 95061-56-6 C14H24S
((1Z,3E)-4-tert-Butylsulfanyl-buta-1,3-dienyl)-cyclohexane
—— 1-t-butylthio-4-cyclohexyl-(E,Z)-1,-3-butadiene 95061-56-6 C14H24S
1-t-butylthio-4-cyclohexyl-(E,Z)-1,-3-butadiene
—— 3-Ethoxy-4-(4-methylsulfanylanilino)cyclobut-3-ene-1,2-dione 266318-50-7 C13H13NO3S
3-Ethoxy-4-(4-methylsulfanylanilino)cyclobut-3-ene-1,2-dione
—— 2,3-diethoxy-4-hydroxy-4-(2-methyl-1,3-dithian-2-yl)-2-cyclobuten-1-one 113976-75-3 C13H20O4S2
2,3-diethoxy-4-hydroxy-4-(2-methyl-1,3-dithian-2-yl)-2-cyclobuten-1-one
—— Aziridine-1-carbothioamide 62724-29-2 C3H6N2S
Aziridine-1-carbothioamide
—— 5,8-dihydroxy-6,7-dimethyl-1,4-benzodithiine-2,3-dicarbonitrile 23433-11-6 C12H8N2O2S2
5,8-dihydroxy-6,7-dimethyl-1,4-benzodithiine-2,3-dicarbonitrile
—— 4-(3-Amino-propylsulfanyl)-butylamine 86108-46-5 C7H18N2S
4-(3-Amino-propylsulfanyl)-butylamine
—— 5,6-Dihydro-thiazolo[3,2-d][1,4,2]diazaphosphole-3-carboxylic acid butyl ester 141366-61-2 C9H13N2O2PS
5,6-Dihydro-thiazolo[3,2-d][1,4,2]diazaphosphole-3-carboxylic acid butyl ester
—— 1,4-dithiino<2,3-c;6,5-c'>diisothiazole 63419-81-8 C6H2N2S4
1,4-dithiino<2,3-c;6,5-c'>diisothiazole
—— 2-methylsulfanyl-[1,3,4]thiadiazole 100114-48-5 C3H4N2S2
2-methylsulfanyl-[1,3,4]thiadiazole
—— 2-nitro-5-phenylthiobenzotrifluoride 59431-99-1 C13H8F3NO2S
2-nitro-5-phenylthiobenzotrifluoride
—— lithium 2-(phenylthio)acetylide 84108-75-8 C8H5LiS
lithium 2-(phenylthio)acetylide
—— 1,4-dithiino<2,3-c;6,5-c>diisothiazole-3,7-dicarbonitrile 63419-80-7 C8N4S4
1,4-dithiino<2,3-c;6,5-c>diisothiazole-3,7-dicarbonitrile
—— tricyano-1,4-dithiino<c>isothiazole 4656-27-3 C8N4S3
tricyano-1,4-dithiino<c>isothiazole
—— 2-p-Tolyl-4-p-tolylsulfanyl-thiazole 130775-36-9 C17H15NS2
2-p-Tolyl-4-p-tolylsulfanyl-thiazole
—— 9-(tert-butyldimethylsilyloxy)-5-(1,3-dithiane)-4-oxolauryl N-acetylcysteamine thioester 247249-55-4 C25H47NO4S3Si
9-(tert-butyldimethylsilyloxy)-5-(1,3-dithiane)-4-oxolauryl N-acetylcysteamine thioester
—— 3-Phenylthioacetylcyclohexanone 123541-72-0 C14H16O2S
3-Phenylthioacetylcyclohexanone
—— 6-ethoxycarbonylmethylthio-5-formyl-1,3-dimethyluracil 129177-34-0 C11H14N2O5S
6-ethoxycarbonylmethylthio-5-formyl-1,3-dimethyluracil
—— [2,3-2H4]-9-(tert-butyldimethylsilyloxy)-5-(1,3-dithiane)-4-oxolauryl N-acetylcysteamine thioester 247249-58-7 C25H47NO4S3Si
[2,3-2H4]-9-(tert-butyldimethylsilyloxy)-5-(1,3-dithiane)-4-oxolauryl N-acetylcysteamine thioester
—— S-heptylisothiourea 44996-93-2 C8H18N2S
S-heptylisothiourea