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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
—— 5-bromo-2-chloro-1-(p-tolylthio)benzene 1055876-38-4 C13H10BrClS
5-bromo-2-chloro-1-(p-tolylthio)benzene
—— (Z)-1,2-bis(p-methylphenylthio)-3-hydroxy-1-propene 1047641-74-6 C17H18OS2
(Z)-1,2-bis(p-methylphenylthio)-3-hydroxy-1-propene
—— 3-(3-chlorophenylsulfanylmethyl)-1-methylpiperidine 792895-46-6 C13H18ClNS
3-(3-chlorophenylsulfanylmethyl)-1-methylpiperidine
—— 1-ethoxymethyl-6-(3-chlorophenylthio)uracil 1393847-25-0 C13H13ClN2O3S
1-ethoxymethyl-6-(3-chlorophenylthio)uracil
—— 5-(3-Chloro-phenylsulfanylmethyl)-isoxazole-3-carboxylic acid ethyl ester 823219-86-9 C13H12ClNO3S
5-(3-Chloro-phenylsulfanylmethyl)-isoxazole-3-carboxylic acid ethyl ester
—— 4-Chloro-3-(3-chlorophenylthio)-9H-thioxanthen-9-one 1372152-47-0 C19H10Cl2OS2
4-Chloro-3-(3-chlorophenylthio)-9H-thioxanthen-9-one
—— 5-hydroxy-2-((3-chlorophenylthio)methyl)-4H-pyran-4-one 1333113-03-3 C12H9ClO3S
5-hydroxy-2-((3-chlorophenylthio)methyl)-4H-pyran-4-one
—— 2-(4-Methyl-phenyl-thio)-cyclopenten-1-carbonsaeure 69952-98-3 C13H14O2S
2-(4-Methyl-phenyl-thio)-cyclopenten-1-carbonsaeure
—— (Z)-1,2-bis[(4-methylphenyl)thio]-3-methoxyprop-2-ene 264150-96-1 C18H20OS2
(Z)-1,2-bis[(4-methylphenyl)thio]-3-methoxyprop-2-ene
—— 1-[2-Heptyl-1-(4-methylphenyl)sulfanylcyclobutyl]sulfanyl-4-methylbenzene 1160784-79-1 C25H34S2
1-[2-Heptyl-1-(4-methylphenyl)sulfanylcyclobutyl]sulfanyl-4-methylbenzene
—— (3-chlorophenyl)(propyl)sulfide 1713160-58-7 C9H11ClS
(3-chlorophenyl)(propyl)sulfide
—— N-[2-(p-tolylthio)phenyl]acetamide 648894-16-0 C15H15NOS
N-[2-(p-tolylthio)phenyl]acetamide
—— 4-(p-tolylthio)octan-2-one 1224975-67-0 C15H22OS
4-(p-tolylthio)octan-2-one
—— 2-Chloro-4-(3-chlorophenylthio)benzaldehyde 1006727-28-1 C13H8Cl2OS
2-Chloro-4-(3-chlorophenylthio)benzaldehyde
—— β-<i>p</i>-tolylsulfanyl-isobutyric acid methyl ester 30039-20-4 C12H16O2S
β-<i>p</i>-tolylsulfanyl-isobutyric acid methyl ester
—— 3-(3-chlorophenylsulfanylmethyl)-1-methylpyrrolidine 741240-20-0 C12H16ClNS
3-(3-chlorophenylsulfanylmethyl)-1-methylpyrrolidine
—— 1-Methyl-4-[1-(4-methylphenyl)sulfanyl-2-phenylcyclobutyl]sulfanylbenzene 1160784-78-0 C24H24S2
1-Methyl-4-[1-(4-methylphenyl)sulfanyl-2-phenylcyclobutyl]sulfanylbenzene
—— 2-(2-methylphenyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole 1414598-48-3 C16H14N2OS
2-(2-methylphenyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole
—— 1-Methyl-4-[1-(4-methylphenyl)sulfanyl-2-nonylcyclobutyl]sulfanylbenzene 1160784-80-4 C27H38S2
1-Methyl-4-[1-(4-methylphenyl)sulfanyl-2-nonylcyclobutyl]sulfanylbenzene
—— 3,3-Bis[(4-methylphenyl)sulfanyl]-7-phenylspiro[3.5]nonane 1160784-76-8 C29H32S2
3,3-Bis[(4-methylphenyl)sulfanyl]-7-phenylspiro[3.5]nonane
—— 6-(sec-butoxy)-2-((3-chlorophenyl)thio)pyrimidin-4-amine 284681-49-8 C14H16ClN3OS
6-(sec-butoxy)-2-((3-chlorophenyl)thio)pyrimidin-4-amine
—— 5-[6-(3-Chlorophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-08-8 C14H8ClN5S2
5-[6-(3-Chlorophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— Ethyl 4-(m-chlorophenylthio)methyl-5-ethoxycarbonyl-1-methyl-α-oxo-pyrrole-2-acetate 85795-05-7 C19H20ClNO5S
Ethyl 4-(m-chlorophenylthio)methyl-5-ethoxycarbonyl-1-methyl-α-oxo-pyrrole-2-acetate
—— [2-(3-chlorophenylthio)-1-ethyl]ethanol 551937-19-0 C10H13ClOS
[2-(3-chlorophenylthio)-1-ethyl]ethanol
—— 3-chlorophenyl isopropyl sulfide 55698-06-1 C9H11ClS
3-chlorophenyl isopropyl sulfide
—— 3-(3-Chloro-phenylsulfanyl)-2-(2,2,2-trifluoro-acetylamino)-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester 209971-64-2 C17H11ClF3N3O3S
3-(3-Chloro-phenylsulfanyl)-2-(2,2,2-trifluoro-acetylamino)-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester
—— ethyl 3-((6-chloro-7-fluoro-2-methyl-1H-indol-3-yl)thio)benzoate 1359982-39-0 C18H15ClFNO2S
ethyl 3-((6-chloro-7-fluoro-2-methyl-1H-indol-3-yl)thio)benzoate
—— N-[6-chloro-3-(3-chlorophenyl)sulfanylimidazo[1,2-a]pyridin-2-yl]-2,2,2-trifluoroacetamide 209971-55-1 C15H8Cl2F3N3OS
N-[6-chloro-3-(3-chlorophenyl)sulfanylimidazo[1,2-a]pyridin-2-yl]-2,2,2-trifluoroacetamide
—— (3-chlorophenyl)(hexyl)sulfane 1162129-03-4 C12H17ClS
(3-chlorophenyl)(hexyl)sulfane
—— 2-[(3-Chlorophenyl)sulfanyl]-3,5-dinitropyridine 192825-41-5 C11H6ClN3O4S
2-[(3-Chlorophenyl)sulfanyl]-3,5-dinitropyridine
—— 3-chlorophenyl vinyl sulfide 42150-16-3 C8H7ClS
3-chlorophenyl vinyl sulfide
—— 1-chloro-7,8-dimethoxy-10,11-dihydro-5-thia-2,4,11-triaza-dibenzo[a,d]cycloheptene 833451-74-4 C13H12ClN3O2S
1-chloro-7,8-dimethoxy-10,11-dihydro-5-thia-2,4,11-triaza-dibenzo[a,d]cycloheptene
—— 6-(3-chlorophenyl)sulfanyl-5-ethyl-4H-[1,2,4]triazolo[5,1-b]pyrimidin-7-one 1335026-68-0 C13H11ClN4OS
6-(3-chlorophenyl)sulfanyl-5-ethyl-4H-[1,2,4]triazolo[5,1-b]pyrimidin-7-one
—— (Z)-1,2-bis(p-tolylthio)-1-octene 137540-56-8 C22H28S2
(Z)-1,2-bis(p-tolylthio)-1-octene
—— 3-[(3-chlorophenyl)thiomethyl]-2-cyanopyridine 126570-66-9 C13H9ClN2S
3-[(3-chlorophenyl)thiomethyl]-2-cyanopyridine
—— 5-(3-chlorophenylthio)-2,3-dimethylcyclohexa-2,5-diene-1,4-dione 928027-53-6 C14H11ClO2S
5-(3-chlorophenylthio)-2,3-dimethylcyclohexa-2,5-diene-1,4-dione
—— diethyl (p-tolylthio)malonate 39185-57-4 C14H18O4S
diethyl (p-tolylthio)malonate
—— (3-fluorophenyl)-4-tolylsulfide 1229513-86-3 C13H11FS
(3-fluorophenyl)-4-tolylsulfide
—— 2-(3-Chlorophenyl)sulfanyl-6-fluorobenzonitrile 348168-82-1 C13H7ClFNS
2-(3-Chlorophenyl)sulfanyl-6-fluorobenzonitrile
—— 3-(p-tolylthio)benzo[b]thiophene 42057-05-6 C15H12S2
3-(p-tolylthio)benzo[b]thiophene
—— (m-Chlor-phenyl-mercapto)-acetaldehyd-diaethyl-acetal 180160-64-9 C12H17ClO2S
(m-Chlor-phenyl-mercapto)-acetaldehyd-diaethyl-acetal
—— 6-[(3-chlorophenyl)thio]purine 646510-11-4 C11H7ClN4S
6-[(3-chlorophenyl)thio]purine
—— 2-methyl-4-(phenylthio)but-3-yn-2-ol 13596-95-7 C11H12OS
2-methyl-4-(phenylthio)but-3-yn-2-ol
—— 3-methyl-4-oxo-5-(phenylthio)pentanal 173310-53-7 C12H14O2S
3-methyl-4-oxo-5-(phenylthio)pentanal
—— 4-[(3-chlorophenyl)thio]-1-methyl-7-(1-piperidinylcarbonyl)-1H-pyrrolo[3,2-c]pyridine 925917-88-0 C20H20ClN3OS
4-[(3-chlorophenyl)thio]-1-methyl-7-(1-piperidinylcarbonyl)-1H-pyrrolo[3,2-c]pyridine
—— 1<(2-hydroxyethoxy)methyl>-6-<(4-methoxyphenyl)thio>thymine 125083-80-9 C15H18N2O5S
1<(2-hydroxyethoxy)methyl>-6-<(4-methoxyphenyl)thio>thymine
—— 4-({2-[(3-chlorophenyl)sulfanyl]-4-(trifluoromethyl)pyrimidin-5-yl}carbonyl)morpholine 1247874-04-9 C16H13ClF3N3O2S
4-({2-[(3-chlorophenyl)sulfanyl]-4-(trifluoromethyl)pyrimidin-5-yl}carbonyl)morpholine
—— 3-methyl-4-oxo-5-(phenylthio)pentanol hemiketal 1027897-51-3 C12H16O2S
3-methyl-4-oxo-5-(phenylthio)pentanol hemiketal
—— 2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one 1178542-75-0 C14H12ClN3OS2
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
—— 1-chloro-3-(2,2-dimethoxyethylsulfanyl)benzene 205054-85-9 C10H13ClO2S
1-chloro-3-(2,2-dimethoxyethylsulfanyl)benzene