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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
—— 3-<1-(phenylthio)ethyl>-3-sulfolene 122236-26-4 C12H14O2S2
3-<1-(phenylthio)ethyl>-3-sulfolene
—— 1.4-Dibutylmercapto-buta-1.3-dien 92039-05-9 C12H22S2
1.4-Dibutylmercapto-buta-1.3-dien
—— 1.4-Dibutylsulfonyl-buta-1c.3c-dien 4858-99-5 C12H22O4S2
1.4-Dibutylsulfonyl-buta-1c.3c-dien
—— 1.4-Dibutylsulfonyl-buta-1c.3t-dien 5799-63-3 C12H22O4S2
1.4-Dibutylsulfonyl-buta-1c.3t-dien
—— 6-acetyl-8-chloro-3,4,5,6-tetrahydro-5-phenyl-2h-1,6-benzothiazocine 87697-14-1 C18H18ClNOS
6-acetyl-8-chloro-3,4,5,6-tetrahydro-5-phenyl-2h-1,6-benzothiazocine
—— 3-(1,1-bis(phenylthio)ethyl)cyclohexanone 89969-02-8 C20H22OS2
3-(1,1-bis(phenylthio)ethyl)cyclohexanone
—— ethyl 2-(p-chlorophenylthio)-2-fluoroacetate 129600-91-5 C10H10ClFO2S
ethyl 2-(p-chlorophenylthio)-2-fluoroacetate
—— 2-hydroxy-2-methyl-3-phenylsulfenyl-4-(cyclohex-2-enyliden)-3-butene 154227-37-9 C17H20OS
2-hydroxy-2-methyl-3-phenylsulfenyl-4-(cyclohex-2-enyliden)-3-butene
—— 5-benzyl-2-[(4-chlorobenzyl)sulfanyl]-6-hydroxypyrimidin-4(3H)-one 415939-62-7 C18H15ClN2O2S
5-benzyl-2-[(4-chlorobenzyl)sulfanyl]-6-hydroxypyrimidin-4(3H)-one
—— 1,1-Dideuterio-1-ethylsulfanylpropane 139097-66-8 C5H12S
1,1-Dideuterio-1-ethylsulfanylpropane
—— 2-hydroxy-2-methyl-3-phenylsulfenyl-3,4,6-heptatriene 154227-27-7 C14H16OS
2-hydroxy-2-methyl-3-phenylsulfenyl-3,4,6-heptatriene
—— 1-phenylthiopent-4-en-1-yne 154227-20-0 C11H10S
1-phenylthiopent-4-en-1-yne
—— 1-Cyclohexyl-4-{1-[4-(4-methoxy-phenylsulfanyl)-phenyl]-vinyl}-piperidine 221459-04-7 C26H33NOS
1-Cyclohexyl-4-{1-[4-(4-methoxy-phenylsulfanyl)-phenyl]-vinyl}-piperidine
—— pyridine-4-carboxaldehyde (4-methylthiophenyl)imine 165806-92-8 C13H12N2S
pyridine-4-carboxaldehyde (4-methylthiophenyl)imine
—— 3-cyclopentyl-2-(4-methanesulfanyl-phenyl)propionic acid methyl ester 300356-41-6 C16H22O2S
3-cyclopentyl-2-(4-methanesulfanyl-phenyl)propionic acid methyl ester
—— 3-(phenylthioethynyl)cyclohexene 154227-21-1 C14H14S
3-(phenylthioethynyl)cyclohexene
—— 4,6-dichloro-5-(cyclohex-2-en-1-yl)-2-(methylthio)pyrimidine 1233493-48-5 C11H12Cl2N2S
4,6-dichloro-5-(cyclohex-2-en-1-yl)-2-(methylthio)pyrimidine
—— 2-Amino-4-(cyclohex-2-enylsulfanyl)-6-methylsulfanyl-pyrimidine-5-carbonitrile 114460-83-2 C12H14N4S2
2-Amino-4-(cyclohex-2-enylsulfanyl)-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 5-methyl-4-thioxo-hexan-2-one 15578-81-1 C7H12OS
5-methyl-4-thioxo-hexan-2-one
—— 2-(4-Chlor-phenylmercapto)-1-dimethylamino-aethan 90945-21-4 C10H14ClNS
2-(4-Chlor-phenylmercapto)-1-dimethylamino-aethan
—— Propyl-thiocarbamic acid S-(4-chloro-phenyl) ester 14496-61-8 C10H12ClNOS
Propyl-thiocarbamic acid S-(4-chloro-phenyl) ester
—— N-methyl-2-(2'-amino-4'-hydroxymethylphenylthio)-5-bromobenzylamine 1005412-80-5 C15H17BrN2OS
N-methyl-2-(2'-amino-4'-hydroxymethylphenylthio)-5-bromobenzylamine
—— [3-amino-4-[4-iodo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol 1005413-02-4 C16H19IN2OS
[3-amino-4-[4-iodo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol
—— [3-amino-4-[4-bromo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol 1005413-01-3 C16H19BrN2OS
[3-amino-4-[4-bromo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol
—— [3-amino-4-[4-fluoro-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol 1005413-00-2 C16H19FN2OS
[3-amino-4-[4-fluoro-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol
—— N-methyl-2-(2'-amino-4'-hydroxymethylphenylthio)-5-fluorobenzylamine 1005412-79-2 C15H17FN2OS
N-methyl-2-(2'-amino-4'-hydroxymethylphenylthio)-5-fluorobenzylamine
—— Hexakis(p-aminophenylthiomethyl)benzol 72031-82-4 C48H48N6S6
Hexakis(p-aminophenylthiomethyl)benzol
—— hexakis[(2-pyridylsulfanyl)methyl]benzene 53403-86-4 C42H36N6S6
hexakis[(2-pyridylsulfanyl)methyl]benzene
—— 6-methoxy-3-(phenylthio)-1H-indole 92552-56-2 C15H13NOS
6-methoxy-3-(phenylthio)-1H-indole
—— 5,6-dihydropyrido[2,3-b][1,4]benzothiazepine 169878-94-8 C12H10N2S
5,6-dihydropyrido[2,3-b][1,4]benzothiazepine
—— 1,6-dithio-2,5-dithia-adipic acid <i>O</i>,<i>O</i>'-bis-dimethylaminomethyl ester 119210-25-2 C10H20N2O2S4
1,6-dithio-2,5-dithia-adipic acid <i>O</i>,<i>O</i>'-bis-dimethylaminomethyl ester
—— Hexakis(phenylthiomethyl)benzol 53370-13-1 C48H42S6
Hexakis(phenylthiomethyl)benzol
—— 1-(phenylthio)cyclopropanecarboxylic acid 36638-57-0 C10H10O2S
1-(phenylthio)cyclopropanecarboxylic acid
—— 4-Aza-phenothiazin-10-carbonsaeure-1-dimethylamino-propylester-3 98344-49-1 C17H19N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-dimethylamino-propylester-3
—— 2-(4-phenyl-butylsulfanyl)-pyrimidin-4-ylamine 60722-72-7 C14H17N3S
2-(4-phenyl-butylsulfanyl)-pyrimidin-4-ylamine
—— 2-{3-[4-(1-butyl-3-cyclohexylureido)phenylsulphanyl]phenyl}-N-(2,5-difluorobenzyl)acetamide 745837-72-3 C32H37F2N3O2S
2-{3-[4-(1-butyl-3-cyclohexylureido)phenylsulphanyl]phenyl}-N-(2,5-difluorobenzyl)acetamide
—— {3-[4-(1-butyl-3-cyclohexylureido)phenylsulphanyl]phenyl}acetic acid 735274-10-9 C25H32N2O3S
{3-[4-(1-butyl-3-cyclohexylureido)phenylsulphanyl]phenyl}acetic acid
—— 1-ethylsulfanyl(113C)propane 140155-09-5 C5H12S
1-ethylsulfanyl(113C)propane
—— 4-[3-(N-dodecyl-N-trifluoroacetylamino)propylthio]pyridine 155966-35-1 C22H35F3N2OS
4-[3-(N-dodecyl-N-trifluoroacetylamino)propylthio]pyridine
—— 2-Methyl-4-phenylthio-benzofuro<3,2-d>pyrimidin 68217-87-8 C17H12N2OS
2-Methyl-4-phenylthio-benzofuro<3,2-d>pyrimidin
—— butyl trans-2-butenyl sulfone 73687-62-4 C8H16O2S
butyl trans-2-butenyl sulfone
—— <2-(6-Ethoxy-5,6-dihydro-6-methylthiazolo<3,2-b><1,2,4>triazol-5-yliden)ethyl>phosphonsaeure-diethylester 113250-13-8 C13H22N3O4PS
<2-(6-Ethoxy-5,6-dihydro-6-methylthiazolo<3,2-b><1,2,4>triazol-5-yliden)ethyl>phosphonsaeure-diethylester
—— p-Bromphenyl-2-pentylsulfid 29182-85-2 C11H15BrS
p-Bromphenyl-2-pentylsulfid
—— 2-methyl-5-phenylsulfanyl-oxazole-4-carbonitrile 60957-16-6 C11H8N2OS
2-methyl-5-phenylsulfanyl-oxazole-4-carbonitrile
—— 2-ethyl-5-phenylsulfanyl-oxazole-4-carbonitrile 60957-19-9 C12H10N2OS
2-ethyl-5-phenylsulfanyl-oxazole-4-carbonitrile
—— <<2,3-Dihydro-2-(2-methyl-1-oxopropyl)imidazo<2,1-b>thiazol-3-yl>methyl>phosphonsaeure-diethylester 113250-37-6 C14H23N2O4PS
<<2,3-Dihydro-2-(2-methyl-1-oxopropyl)imidazo<2,1-b>thiazol-3-yl>methyl>phosphonsaeure-diethylester
—— 5-Phenylthiooxazol-4-carbonitril 60957-13-3 C10H6N2OS
5-Phenylthiooxazol-4-carbonitril
—— 5-cyclopropyl-3-(methylthio)-1,2,4-triazine 69466-76-8 C7H9N3S
5-cyclopropyl-3-(methylthio)-1,2,4-triazine
—— 4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-5-phenylsulfanylmethyl-isoxazole 132611-27-9 C16H18N2O2S
4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-5-phenylsulfanylmethyl-isoxazole
—— (2R)-2-[{2-amino-5-[(4-bromo-2-fluorobenzyl)thio][1,3]thiazolo[4,5-d]pyrimidin-7-yl}(methyl)amino]-4-methylpentan-1-ol 849942-85-4 C19H23BrFN5OS2
(2R)-2-[{2-amino-5-[(4-bromo-2-fluorobenzyl)thio][1,3]thiazolo[4,5-d]pyrimidin-7-yl}(methyl)amino]-4-methylpentan-1-ol