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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-(ethylthio)thiophene 6911-36-0 C6H8S2
3-(ethylthio)thiophene
—— (1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one 110474-18-5 C16H18O3S
(1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one
—— 4-fluorophenyl-S,N,N-dimethyl thiocarbamate 84695-06-7 C9H10FNOS
4-fluorophenyl-S,N,N-dimethyl thiocarbamate
—— 4-(Carbamoylmethylthio)-3-phenylfuroxan 154018-14-1 C10H9N3O3S
4-(Carbamoylmethylthio)-3-phenylfuroxan
—— 4-Ethylsulfanyl-2-oxido-3-phenyl-1,2,5-oxadiazol-2-ium 154018-23-2 C10H10N2O2S
4-Ethylsulfanyl-2-oxido-3-phenyl-1,2,5-oxadiazol-2-ium
—— 4-benzylthio-3-phenylfuroxan 1198084-46-6 C15H12N2O2S
4-benzylthio-3-phenylfuroxan
—— di-tert-butylthioketene S-oxide 16797-76-5 C10H18OS
di-tert-butylthioketene S-oxide
—— 1-[4-(2-hydroxypropoxy)-3-methoxyphenyl]-3-[4-(trifluoromethyl)phenylthio]pyrazine-2(1H)-one 1099662-42-6 C21H19F3N2O4S
1-[4-(2-hydroxypropoxy)-3-methoxyphenyl]-3-[4-(trifluoromethyl)phenylthio]pyrazine-2(1H)-one
—— (R)-4-(2-oxo-3-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)oxazolidin-5-yl)butyl methanesulfonate 1422209-90-2 C15H19N3O6S2
(R)-4-(2-oxo-3-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)oxazolidin-5-yl)butyl methanesulfonate
—— 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)-1-(5-((2,2,2-trifluoroethyl)thio)pyridin-2-yl)propan-2-ol 1416859-85-2 C17H12F7N5OS
2-(2,4-Difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)-1-(5-((2,2,2-trifluoroethyl)thio)pyridin-2-yl)propan-2-ol
—— S-(3-methylphenyl)-N,N-diethylcarbamate 6399-00-4 C12H17NOS
S-(3-methylphenyl)-N,N-diethylcarbamate
—— tetra(2-hydroxymethyl-1,4-dithiin)porphyrazine 1430068-43-1 C28H26N8O4S8
tetra(2-hydroxymethyl-1,4-dithiin)porphyrazine
—— 5-(1-butylthio)-3H-1,2-dithiole-3-thione 176324-57-5 C7H10S4
5-(1-butylthio)-3H-1,2-dithiole-3-thione
—— 5-(4-chlorophenylthio)-2,3-dimethylcyclohexa-2,5-diene-1,4-dione 144760-90-7 C14H11ClO2S
5-(4-chlorophenylthio)-2,3-dimethylcyclohexa-2,5-diene-1,4-dione
—— 5-(2,4-difluorophenylthio)-2,3-dimethylcyclohexa-2,5-diene-1,4-dione 928027-52-5 C14H10F2O2S
5-(2,4-difluorophenylthio)-2,3-dimethylcyclohexa-2,5-diene-1,4-dione
—— 5-phenylthio-2,3-dimethylcyclohexa-2,5-diene-1,4-dione 111008-81-2 C14H12O2S
5-phenylthio-2,3-dimethylcyclohexa-2,5-diene-1,4-dione
—— 2,3-dimethyl-5-(4-fluorophenylthio)cyclohexa-2,5-diene-1,4-dione 928027-51-4 C14H11FO2S
2,3-dimethyl-5-(4-fluorophenylthio)cyclohexa-2,5-diene-1,4-dione
—— bis(4-ethylthiophenyl)disulfide 151426-22-1 C16H18S4
bis(4-ethylthiophenyl)disulfide
—— bis(4-isopropylthiophenyl)disulfide 151426-23-2 C18H22S4
bis(4-isopropylthiophenyl)disulfide
—— 3-[(o-hydroxyphenyl)thio]propionaldehyde 191412-01-8 C9H10O2S
3-[(o-hydroxyphenyl)thio]propionaldehyde
—— 2,3-dimethyl-5-(4-methylphenylthio)cyclohexa-2,5-diene-1,4-dione 144760-89-4 C15H14O2S
2,3-dimethyl-5-(4-methylphenylthio)cyclohexa-2,5-diene-1,4-dione
—— 2-[(E)-2-phenylethenyl]-3-phenylsulfanyl-1H-indole 148404-05-1 C22H17NS
2-[(E)-2-phenylethenyl]-3-phenylsulfanyl-1H-indole
—— 15,15-(Ethylenedithio)hexadecanal 150545-55-4 C18H34OS2
15,15-(Ethylenedithio)hexadecanal
—— 1,2-bis(12-bromododecyl)disulfane 222832-70-4 C24H48Br2S2
1,2-bis(12-bromododecyl)disulfane
—— 1,2-bis[4-(methylthio)phenyl]disulfane 20057-77-6 C14H14S4
1,2-bis[4-(methylthio)phenyl]disulfane
—— phenyl(4-phenylbut-1-enyl)sulfane 67004-76-6 C16H16S
phenyl(4-phenylbut-1-enyl)sulfane
—— (4-chloro-phenylsulfanylmethyl)-oxirane 5296-23-1 C9H9ClOS
(4-chloro-phenylsulfanylmethyl)-oxirane
—— (+)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide 150736-90-6 C24H42O4S2
(+)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide
—— (-)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide 101899-76-7 C24H42O4S2
(-)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide
—— cyclohex-2-enyl t-butyl sulphone 99978-21-9 C10H18O2S
cyclohex-2-enyl t-butyl sulphone
—— N'-tert-Butyl-N,N-dimethylthioharnstoff 14327-02-7 C7H16N2S
N'-tert-Butyl-N,N-dimethylthioharnstoff
—— 1,12-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]dodecane 390800-01-8 C26H32N6S4
1,12-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]dodecane
—— 1,1,1,14,14,14-Hexakis-methylsulfanyl-tetradecane 153557-01-8 C20H42S6
1,1,1,14,14,14-Hexakis-methylsulfanyl-tetradecane
—— methylmercaptopropionaldehyde 89124-35-6 C4H8OS
methylmercaptopropionaldehyde
—— 3,6-Diphenyl-7H-[1,3]thiazolo[2,3-b][1,3,4]thiadiazin-4-ium bromide 112085-09-3 Br*C17H13N2S2
3,6-Diphenyl-7H-[1,3]thiazolo[2,3-b][1,3,4]thiadiazin-4-ium bromide
—— (2S)-2-amino-4-methylpentanethioamide 114747-11-4 C6H14N2S
(2S)-2-amino-4-methylpentanethioamide
—— 1-{[(ethylthio)carbonyl]oxy}ethyl acetate 467229-00-1 C7H12O4S
1-{[(ethylthio)carbonyl]oxy}ethyl acetate
—— 4-oxo-3-(phenylthio)pentanal 173310-65-1 C11H12O2S
4-oxo-3-(phenylthio)pentanal
—— 6-(phenylthio)-2,5-hexanedione 173310-54-8 C12H14O2S
6-(phenylthio)-2,5-hexanedione
—— Pentanal, 4-oxo-5-(phenylthio)- 142841-43-8 C11H12O2S
Pentanal, 4-oxo-5-(phenylthio)-
—— 2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidine 112830-73-6 C15H31NS2
2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidine
—— (E)-3-phenylsulfanyl-4-trimethylsilyloxypent-3-en-2-one 1020167-88-7 C14H20O2SSi
(E)-3-phenylsulfanyl-4-trimethylsilyloxypent-3-en-2-one
—— 2-methyl-4-oxo-5-(phenylthio)pentanal 173310-52-6 C12H14O2S
2-methyl-4-oxo-5-(phenylthio)pentanal
—— 1,1'-<2-<(2-amminofenil)tio>malonil>dipirrolidina 117378-55-9 C17H23N3O2S
1,1'-<2-<(2-amminofenil)tio>malonil>dipirrolidina
—— 4-oxo-2-(phenylthio)pentanal 173310-64-0 C11H12O2S
4-oxo-2-(phenylthio)pentanal
—— 2-methyl-7-(phenylthio)-3,6-heptandione 173310-55-9 C14H18O2S
2-methyl-7-(phenylthio)-3,6-heptandione
—— 5-oxo-6-(phenylthio)hexanal 173310-56-0 C12H14O2S
5-oxo-6-(phenylthio)hexanal
—— (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(Z)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate 138175-87-8 C27H38O7S2Si
(E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(Z)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate
—— (R*,RS)-methyl 2-<<2'-tert-butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxy><dimethyl(phenyl)silyl>methyl>prop-2-enoate 145745-80-8 C29H50O6S2Si2
(R*,RS)-methyl 2-<<2'-tert-butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxy><dimethyl(phenyl)silyl>methyl>prop-2-enoate
—— (1R*,3aR*,4R*,*8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate 138175-73-2 C28H40O6S2Si
(1R*,3aR*,4R*,*8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate