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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-pentyl-4-(phenylthio)-1H-pyrazol-5(4H)-one 1308248-15-8 C14H18N2OS
3-pentyl-4-(phenylthio)-1H-pyrazol-5(4H)-one
—— 1-[4-chloro-β-(4'-aminophenylthio)phenethyl]imidazole oxalate 59294-82-5 C2H2O4*C17H16ClN3S
1-[4-chloro-β-(4'-aminophenylthio)phenethyl]imidazole oxalate
—— 2-nonylmercapto-thiophene 55044-86-5 C13H22S2
2-nonylmercapto-thiophene
—— 5-(Methylthio)-6-oxo-6H-1,2-oxazin-3,4-dicarbonsaeure-dimethylester 79489-79-5 C9H9NO6S
5-(Methylthio)-6-oxo-6H-1,2-oxazin-3,4-dicarbonsaeure-dimethylester
—— 1-(p-tolylsulfanyl)-2-oxaspiro[4.14]nonadecan-3-one 471253-40-4 C25H38O2S
1-(p-tolylsulfanyl)-2-oxaspiro[4.14]nonadecan-3-one
—— 2-(2-Methoxycarbonyl-aethylmercapto)-thiophen 24333-99-1 C8H10O2S2
2-(2-Methoxycarbonyl-aethylmercapto)-thiophen
—— (2-thienylthio)acetaldehyde diethyl acetal 55862-37-8 C10H16O2S2
(2-thienylthio)acetaldehyde diethyl acetal
—— 3-(2-thienylthio)-1-cyclopentenes 135922-88-2 C9H10S2
3-(2-thienylthio)-1-cyclopentenes
—— thiophene-2-thioacetonitrile 26031-45-8 C6H5NS2
thiophene-2-thioacetonitrile
—— (6R,7R)-6,7-Bis-(2-methoxy-ethoxymethoxy)-5,6,7,8-tetrahydro-[1,3]dithiolo[4,5-b][1,4]dithiocine-2-thione 216440-56-1 C15H24O6S5
(6R,7R)-6,7-Bis-(2-methoxy-ethoxymethoxy)-5,6,7,8-tetrahydro-[1,3]dithiolo[4,5-b][1,4]dithiocine-2-thione
—— 4-[3-(hexanoylamino)propylthio]pyridine 155965-58-5 C14H22N2OS
4-[3-(hexanoylamino)propylthio]pyridine
—— 1-{5-[(2-oxopropyl)sulfanyl]-2-thioxo-1,3-dithiol-4-ylsulfanyl}propan-2-one 420805-94-3 C9H10O2S5
1-{5-[(2-oxopropyl)sulfanyl]-2-thioxo-1,3-dithiol-4-ylsulfanyl}propan-2-one
—— dl dimethyl 2-thioxo-5,6-dihydro-1,3-dithiolo<4,5-b>dithiin-5,6-dicarboxylate 123405-74-3 C9H8O4S5
dl dimethyl 2-thioxo-5,6-dihydro-1,3-dithiolo<4,5-b>dithiin-5,6-dicarboxylate
—— (E)-2-(2-cyclohexyl-vinylsulfanyl)-thiophene 1227376-29-5 C12H16S2
(E)-2-(2-cyclohexyl-vinylsulfanyl)-thiophene
—— 4-(2-thienylthio)-1-cyclopentenes 70890-25-4 C9H10S2
4-(2-thienylthio)-1-cyclopentenes
—— 2-methoxymethylthiothiophene 87947-34-0 C6H8OS2
2-methoxymethylthiothiophene
—— 3-Pyridin-3-yl-3-(thiophen-2-ylsulfanyl)-propionic acid 111190-22-8 C12H11NO2S2
3-Pyridin-3-yl-3-(thiophen-2-ylsulfanyl)-propionic acid
—— 5-cyano-2-phenyl-4-(phenylthio)-1,3-oxazine-6-thione 87740-66-7 C17H10N2OS2
5-cyano-2-phenyl-4-(phenylthio)-1,3-oxazine-6-thione
—— 2,5-bis[[5-(5-bromothiophen-2-yl)sulfanylthiophen-2-yl]sulfanyl]thiophene 183117-18-2 C20H10Br2S9
2,5-bis[[5-(5-bromothiophen-2-yl)sulfanylthiophen-2-yl]sulfanyl]thiophene
—— (Z)-2-[(1-bromodec-1-en-2-yl)thio]thiophene 1360053-13-9 C14H21BrS2
(Z)-2-[(1-bromodec-1-en-2-yl)thio]thiophene
—— 2-<<4-(methulsulfonyl)phenyl>thio>thiophene 63033-75-0 C11H10O2S3
2-<<4-(methulsulfonyl)phenyl>thio>thiophene
—— 2-cyano-3-phenylsulfanyl-3-sulfanylprop-2-enamide 87740-53-2 C10H8N2OS2
2-cyano-3-phenylsulfanyl-3-sulfanylprop-2-enamide
—— ethyl 2-methyl-2-(thien-2-ylthio)propanoate 70060-29-6 C10H14O2S2
ethyl 2-methyl-2-(thien-2-ylthio)propanoate
—— 1,1'-Sulfanediylbis(2-isothiocyanatobenzene) 40939-90-0 C14H8N2S3
1,1'-Sulfanediylbis(2-isothiocyanatobenzene)
—— 3-Pyridin-4-yl-3-(thiophen-2-ylsulfanyl)-propionic acid 111190-21-7 C12H11NO2S2
3-Pyridin-4-yl-3-(thiophen-2-ylsulfanyl)-propionic acid
—— 4-(pyridin-4-ylthio)butanamine 88940-39-0 C9H14N2S
4-(pyridin-4-ylthio)butanamine
—— 3-(thiophen-2-ylthio)propanamide 7675-02-7 C7H9NOS2
3-(thiophen-2-ylthio)propanamide
—— 2,5-bis[(5-bromothiophen-2-yl)sulfanyl]thiophene 183117-16-0 C12H6Br2S5
2,5-bis[(5-bromothiophen-2-yl)sulfanyl]thiophene
—— 2-(thiophen-2-ylsulfanyl)benzaldehyde 1161864-97-6 C11H8OS2
2-(thiophen-2-ylsulfanyl)benzaldehyde
—— 2,5-bis[5-[5-(2-thienyl)thio](2-thienyl)thio]thiophene 183117-12-6 C20H12S9
2,5-bis[5-[5-(2-thienyl)thio](2-thienyl)thio]thiophene
—— (Z)-3-(thiophen-2-ylthio)-acrylic acid ethyl ester 1234562-79-8 C9H10O2S2
(Z)-3-(thiophen-2-ylthio)-acrylic acid ethyl ester
—— N-(3-(thiophen-2-ylthio)propyl)acetamide 1266480-72-1 C9H13NOS2
N-(3-(thiophen-2-ylthio)propyl)acetamide
—— 5-(thien-2-ylsulfanyl)-valeric acid 452081-78-6 C9H12O2S2
5-(thien-2-ylsulfanyl)-valeric acid
—— 1,3-Dimethyl-1,4-dihydro-pyrazolo[3,4-b][1,4]thiazin-5-one 13568-76-8 C7H9N3OS
1,3-Dimethyl-1,4-dihydro-pyrazolo[3,4-b][1,4]thiazin-5-one
—— di-2-thiazolyl sulfide 69390-09-6 C6H4N2S3
di-2-thiazolyl sulfide
—— 3-fluorobenzenethioacetaldehyde diethyl acetal 501944-64-5 C12H17FO2S
3-fluorobenzenethioacetaldehyde diethyl acetal
—— N-Ethyl-N-methallylthiocarbamidsaeure-O-ethylester 62371-14-6 C9H17NOS
N-Ethyl-N-methallylthiocarbamidsaeure-O-ethylester
—— S-(p-tolyl) thiophen-2-ylthiocarbamate 1352723-38-6 C12H11NOS2
S-(p-tolyl) thiophen-2-ylthiocarbamate
—— (S)-3,3,3-trifluoro-2-(3-(methylthio)phenyl)propane-1,2-diol 1320208-24-9 C10H11F3O2S
(S)-3,3,3-trifluoro-2-(3-(methylthio)phenyl)propane-1,2-diol
—— (<i>cis</i>-2-deuterio-vinylsulfanyl)-benzene 66823-42-5 C8H8S
(<i>cis</i>-2-deuterio-vinylsulfanyl)-benzene
—— Methyl-phenylthiomethyl-sulfoxid 39213-31-5 C8H10OS2
Methyl-phenylthiomethyl-sulfoxid
—— (5-methylsulfanyl-4-phenyl-[1,2]dithiol-3-ylidene)-<i>p</i>-tolyl-amine 52444-77-6 C17H15NS3
(5-methylsulfanyl-4-phenyl-[1,2]dithiol-3-ylidene)-<i>p</i>-tolyl-amine
—— (2-methyl-4-aminophenyl)phenylsulfide 936125-89-2 C13H13NS
(2-methyl-4-aminophenyl)phenylsulfide
—— (R)-1,1,1-trifluoro-2-(3-(methylthio)phenyl)propan-2-ol 1320208-26-1 C10H11F3OS
(R)-1,1,1-trifluoro-2-(3-(methylthio)phenyl)propan-2-ol
—— (S)-2-(3-(methylthio)phenyl)-2-(trifluoromethyl)oxirane 1320208-25-0 C10H9F3OS
(S)-2-(3-(methylthio)phenyl)-2-(trifluoromethyl)oxirane
—— 6-Bromo-2,3-dihydro-benzo[1,4]dithiine 155400-28-5 C8H7BrS2
6-Bromo-2,3-dihydro-benzo[1,4]dithiine
—— methyl (phenyl-3-d)sulfane 823-79-0 C7H8S
methyl (phenyl-3-d)sulfane
—— 4-[4-methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol 943614-82-2 C22H19N3OS
4-[4-methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol
—— 2,2-Ethylendimercapto-Δ<sup>1(9)</sup>-octalin-10-carbonsaeureethylester 2088-98-4 C15H22O2S2
2,2-Ethylendimercapto-Δ<sup>1(9)</sup>-octalin-10-carbonsaeureethylester
—— 3-trifluoromethoxyphenyl 4-fluorophenyl sulfide 1361950-27-7 C13H8F4OS
3-trifluoromethoxyphenyl 4-fluorophenyl sulfide