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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
—— 1-(<i>p</i>-tolylmercapto-methyl)-piperidine 25508-63-8 C13H19NS
1-(<i>p</i>-tolylmercapto-methyl)-piperidine
—— 4-(3-Dimethylaminopropylidene)thieno(2,3-b)-1-benzothiopyran hydrogen tartrate dihydrate 55407-80-2 C20H23NO6S2
4-(3-Dimethylaminopropylidene)thieno(2,3-b)-1-benzothiopyran hydrogen tartrate dihydrate
—— Piperazine, 1-(2-(2-((4-chlorophenyl)thio)phenyl)ethyl)-4-methyl-, (Z)-2-butenedioate (1:2) 65999-58-8 C27H31ClN2O8S
Piperazine, 1-(2-(2-((4-chlorophenyl)thio)phenyl)ethyl)-4-methyl-, (Z)-2-butenedioate (1:2)
—— 5-(2-Butenylthio)-1-methyl-1H-1,2,4-triazol-3-yl ethanesulfonate 61800-04-2 C9H15N3O3S2
5-(2-Butenylthio)-1-methyl-1H-1,2,4-triazol-3-yl ethanesulfonate
—— (E)-N-(tert-butyl)-2-methyl-2-(phenylthio)propan-1-imine 62134-86-5 C14H21NS
(E)-N-(tert-butyl)-2-methyl-2-(phenylthio)propan-1-imine
—— N-tert-Butyl-2-methyl-2-(phenylsulfanyl)propan-1-amine 62134-87-6 C14H23NS
N-tert-Butyl-2-methyl-2-(phenylsulfanyl)propan-1-amine
—— 3-Chloro-5-(4-methylpiperazino)-6,7-dihydro-5H-dibenzo(b,g)thiocin dimaleate hemihydrate 74801-58-4 C28H31ClN2O8S
3-Chloro-5-(4-methylpiperazino)-6,7-dihydro-5H-dibenzo(b,g)thiocin dimaleate hemihydrate
—— 2-(4-Methyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-propionic acid 660417-64-1 C10H11N3O2S2
2-(4-Methyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-propionic acid
—— S-(cyclohexylideneethenyl) cyclohexylideneethene-1-thiosulfonate 166986-85-2 C16H22O2S2
S-(cyclohexylideneethenyl) cyclohexylideneethene-1-thiosulfonate
—— Spiro(11H-dibenz(b,e)(1,4)oxathiepin-11,4'-piperidine), 1'-methyl-, (Z)-2-butenedioate (1:1) 98796-35-1 C22H23NO5S
Spiro(11H-dibenz(b,e)(1,4)oxathiepin-11,4'-piperidine), 1'-methyl-, (Z)-2-butenedioate (1:1)
—— 4-Chlor-butyl-1-isothiocyanat 21463-48-9 C5H8ClNS
4-Chlor-butyl-1-isothiocyanat
—— 2-methyl-1-(phenylthio)-1-(trimethylsilyl)-4-pentanone 104115-17-5 C15H24OSSi
2-methyl-1-(phenylthio)-1-(trimethylsilyl)-4-pentanone
—— 1,1-bis(methylthio)-1-sulfinylmethane 166827-03-8 C3H6OS3
1,1-bis(methylthio)-1-sulfinylmethane
—— 2-<bis(phenylthio)methyl>pent-3-en-2-ol 104115-30-2 C18H20OS2
2-<bis(phenylthio)methyl>pent-3-en-2-ol
—— 1,1-bis(trimethylsilyl)-2-methyl-1-(phenylthio)-4-pentanone 104115-41-5 C18H32OSSi2
1,1-bis(trimethylsilyl)-2-methyl-1-(phenylthio)-4-pentanone
—— Piperidine, 4-(2-methoxy-11H-dibenz(b,e)(1,4)oxathiepin-11-yl)-1-methyl-, (Z)-2-butenedioate (1:1) 83986-16-7 C24H27NO6S
Piperidine, 4-(2-methoxy-11H-dibenz(b,e)(1,4)oxathiepin-11-yl)-1-methyl-, (Z)-2-butenedioate (1:1)
—— 2-tert-butyl-6-(2-fluoropyridin-4-yl)sulfanyl-1H-benzimidazole 1001077-25-3 C16H16FN3S
2-tert-butyl-6-(2-fluoropyridin-4-yl)sulfanyl-1H-benzimidazole
—— 4-(3-Fluorophenyl)sulfanylbenzaldehyde 1173658-43-9 C13H9FOS
4-(3-Fluorophenyl)sulfanylbenzaldehyde
—— 4-(2-Fluorophenyl)sulfanylbenzaldehyde 1173658-44-0 C13H9FOS
4-(2-Fluorophenyl)sulfanylbenzaldehyde
—— (E)-2-(4-chlorophenylsulfanyl)hex-4-en-3-ol 1217367-25-3 C12H15ClOS
(E)-2-(4-chlorophenylsulfanyl)hex-4-en-3-ol
—— Piperidine, 4-(7-fluoro-2-((trifluoromethyl)thio)-11H-dibenz(b,e)(1,4)oxathiepin-11-yl)-1-methyl-, (Z)-2-butenedioate 83975-67-1 C24H23F4NO5S2
Piperidine, 4-(7-fluoro-2-((trifluoromethyl)thio)-11H-dibenz(b,e)(1,4)oxathiepin-11-yl)-1-methyl-, (Z)-2-butenedioate
—— N,N-Dimethyl-4-fluoro-2-(3-hydroxyphenylthio)benzylamine maleate 134987-54-5 C19H20FNO5S
N,N-Dimethyl-4-fluoro-2-(3-hydroxyphenylthio)benzylamine maleate
—— 3-Hydroxy-diphenylsulfid 14965-37-8 C12H10OS
3-Hydroxy-diphenylsulfid
—— (E)-2-(phenylsulfanyl)hex-4-en-3-ol 1217367-26-4 C12H16OS
(E)-2-(phenylsulfanyl)hex-4-en-3-ol
—— 2,2-Dimethyl-1,3-oxathiolane-3,3-dioxide 74195-19-0 C5H10O3S
2,2-Dimethyl-1,3-oxathiolane-3,3-dioxide
—— 4-[2-fluoro-3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine 871353-03-6 C12H14FNS
4-[2-fluoro-3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine
—— 3-Phenyl-1-oxa-4-thiaspiro[4.5]decane 98204-53-6 C14H18OS
3-Phenyl-1-oxa-4-thiaspiro[4.5]decane
—— ethyl (1S,2S)-2-(phenylsulfanyl)-cyclopropane-1-carboxylate 63012-13-5 C12H14O2S
ethyl (1S,2S)-2-(phenylsulfanyl)-cyclopropane-1-carboxylate
—— ethyl 2-(phenylsulfanyl)cyclopropane-1-carboxylate 91496-20-7 C12H14O2S
ethyl 2-(phenylsulfanyl)cyclopropane-1-carboxylate
—— 1-bromo-4-[(2-methoxyethyl)thio]benzene 73655-43-3 C9H11BrOS
1-bromo-4-[(2-methoxyethyl)thio]benzene
—— 1189340-47-3 C8H9OS
—— ethyl (1R,2R)-2-(phenylsulfanyl)-cyclopropane-1-carboxylate —— C12H14O2S
ethyl (1R,2R)-2-(phenylsulfanyl)-cyclopropane-1-carboxylate
—— {[1-(Phenylselanyl)ethenyl]sulfanyl}benzene 65034-50-6 C14H12SSe
{[1-(Phenylselanyl)ethenyl]sulfanyl}benzene
—— Diethylmethyl<2-(phenylthio)ethyl>silan 57787-84-5 C13H22SSi
Diethylmethyl<2-(phenylthio)ethyl>silan
—— 1-phenyl-1-phenylthio-1-trimethylsilyltridecane 77815-49-7 C28H44SSi
1-phenyl-1-phenylthio-1-trimethylsilyltridecane
—— 1-phenyl-1-phenylthio-1-trimethylsilylbutane 77815-46-4 C19H26SSi
1-phenyl-1-phenylthio-1-trimethylsilylbutane
—— 1-phenyl-1-phenylthio-1-trimethylsilylbut-3-ene 77815-50-0 C19H24SSi
1-phenyl-1-phenylthio-1-trimethylsilylbut-3-ene
—— (E)-2-oxo-4-phenylsulfanylbut-3-enoic acid 105633-41-8 C10H8O3S
(E)-2-oxo-4-phenylsulfanylbut-3-enoic acid
—— [Fluoro(phenyl)methyl]sulfanylbenzene 134988-42-4 C13H11FS
[Fluoro(phenyl)methyl]sulfanylbenzene
—— N-hydroxy-N-{1-[4-(benzylthio)phenyl]ethyl}acetamide 115513-97-8 C17H19NO2S
N-hydroxy-N-{1-[4-(benzylthio)phenyl]ethyl}acetamide
—— tert-butyl N-benzyl-N-[(Z)-2-phenylsulfanylbut-2-enyl]carbamate 192569-21-4 C22H27NO2S
tert-butyl N-benzyl-N-[(Z)-2-phenylsulfanylbut-2-enyl]carbamate
—— tert-butyl N-[(Z)-2-phenylsulfanylbut-2-enyl]carbamate 192569-29-2 C15H21NO2S
tert-butyl N-[(Z)-2-phenylsulfanylbut-2-enyl]carbamate
—— 2-[phenyl(phenylthio)methyl]cyclohexanone —— C19H20OS
2-[phenyl(phenylthio)methyl]cyclohexanone
—— 8-(2-Bromo-1-phenylsulfanylethylidene)-1,4-dioxaspiro[4.5]decane 474383-56-7 C16H19BrO2S
8-(2-Bromo-1-phenylsulfanylethylidene)-1,4-dioxaspiro[4.5]decane
—— 3-(phenyl(phenylthio)methyl)pentane-2,4-dione 51679-37-9 C18H18O2S
3-(phenyl(phenylthio)methyl)pentane-2,4-dione
—— 1-methyl-2β-(1-methylethyl)-4β-(phenylthio)pyrrolidine 138491-81-3 C14H21NS
1-methyl-2β-(1-methylethyl)-4β-(phenylthio)pyrrolidine
—— di-(μ-chloro)bis-{2-[(phenylthio)methyl]phenyl-C,S}dipalladium(II) 180332-56-3 C26H22Cl2Pd2S2
di-(μ-chloro)bis-{2-[(phenylthio)methyl]phenyl-C,S}dipalladium(II)
—— methyl (3R,4R,6R)-3-hydroxy-4-(2-methoxyethoxymethoxy)-6-phenylsulfanylcyclohexene-1-carboxylate 110474-29-8 C18H24O6S
methyl (3R,4R,6R)-3-hydroxy-4-(2-methoxyethoxymethoxy)-6-phenylsulfanylcyclohexene-1-carboxylate
—— (E)-4-(phenylthio)but-3-en-1-ol 112471-66-6 C10H12OS
(E)-4-(phenylthio)but-3-en-1-ol
—— [(1-ethylhexyl)thio]benzene 13921-17-0 C14H22S
[(1-ethylhexyl)thio]benzene