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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
—— cyclohexyl 2-phenyl-2-(phenylsulfanyl)acetate 1422530-03-7 C20H22O2S
cyclohexyl 2-phenyl-2-(phenylsulfanyl)acetate
—— 4-methoxy-2,5-bis(phenylthio)phenol 1350814-72-0 C19H16O2S2
4-methoxy-2,5-bis(phenylthio)phenol
—— 5-(4-chlorobenzylthio)-N-[(4-fluorophenyl)methylene]amino-1,3,4-thiadiazol-2-amine 1225440-95-8 C16H11ClFN3S2
5-(4-chlorobenzylthio)-N-[(4-fluorophenyl)methylene]amino-1,3,4-thiadiazol-2-amine
—— Difluor-chlordithioessigsaeure-aethylester 920-91-2 C4H5ClF2S2
Difluor-chlordithioessigsaeure-aethylester
—— p-chlorophenyl dithio-2-furoate 216453-14-4 C11H7ClOS2
p-chlorophenyl dithio-2-furoate
—— 24893-13-8 C7H7F6NO2S
—— Dimethyl 4-methylidene-2-phenyl-3-phenylsulfanylcyclopentane-1,1-dicarboxylate 137845-10-4 C22H22O4S
Dimethyl 4-methylidene-2-phenyl-3-phenylsulfanylcyclopentane-1,1-dicarboxylate
—— 2-(2,4-dinitro-phenylsulfanyl)-benzo[<i>b</i>]thiophene 93716-50-8 C14H8N2O4S2
2-(2,4-dinitro-phenylsulfanyl)-benzo[<i>b</i>]thiophene
—— 2-(10-oxodecoxy)-2-phenylsulfanylacetonitrile 131934-61-7 C18H25NO2S
2-(10-oxodecoxy)-2-phenylsulfanylacetonitrile
—— 4-chlorophenyl morpholine-4-carbodithioate 73122-30-2 C11H12ClNOS2
4-chlorophenyl morpholine-4-carbodithioate
—— 1-[3-(4-Fluorophenyl)-5-methylphenyl]sulfanylnaphthalene 1256348-50-1 C23H17FS
1-[3-(4-Fluorophenyl)-5-methylphenyl]sulfanylnaphthalene
—— bismuth tribromide thiourea 191980-37-7 BiBr3*CH4N2S
bismuth tribromide thiourea
—— ethyl N-cyano-2-methylpropanimidate 54356-32-0 C7H12N2O
ethyl N-cyano-2-methylpropanimidate
—— 2-bromo-3,4-dimethylphenyl-3-nitro-4-pyridinylsulfide 239791-59-4 C13H11BrN2O2S
2-bromo-3,4-dimethylphenyl-3-nitro-4-pyridinylsulfide
—— 3-[3-[7-(1-hydroxy-1-methyl-ethyl)-pyrido[2,3-d]pyrimidin-4-ylamino]-4-(4-hydroxy-phenylsulfanyl)-phenoxymethyl]-benzonitrile trifluoroacetate 1076222-77-9 C2HF3O2*C30H25N5O3S
3-[3-[7-(1-hydroxy-1-methyl-ethyl)-pyrido[2,3-d]pyrimidin-4-ylamino]-4-(4-hydroxy-phenylsulfanyl)-phenoxymethyl]-benzonitrile trifluoroacetate
—— 2-formamido-3-chloro-2'-(3'-nitro-5'-trifluoromethyl)diphenylsulfide 79838-70-3 C14H8ClF3N2O3S
2-formamido-3-chloro-2'-(3'-nitro-5'-trifluoromethyl)diphenylsulfide
—— 1-<<2-(tert-butyldimethylsiloxy)ethoxy>methyl>-6-<(3-carboxyphenyl)thio>thymine 137897-76-8 C21H30N2O6SSi
1-<<2-(tert-butyldimethylsiloxy)ethoxy>methyl>-6-<(3-carboxyphenyl)thio>thymine
—— 2-(p-Methylthiophenylthio)-1,3-bisphenylthiopropan 38307-27-6 C22H22S4
2-(p-Methylthiophenylthio)-1,3-bisphenylthiopropan
—— {3-[4-(1-butyl-3-phenethylureido)phenylsulphanyl]phenyl}acetic acid 735273-86-6 C27H30N2O3S
{3-[4-(1-butyl-3-phenethylureido)phenylsulphanyl]phenyl}acetic acid
—— 2-(α-phenylsulfanyl-benzyl)-acetoacetic acid ethyl ester 81214-51-9 C19H20O3S
2-(α-phenylsulfanyl-benzyl)-acetoacetic acid ethyl ester
—— Cycloheptene-1-carbonyl isothiocyanate 1134541-34-6 C9H11NOS
Cycloheptene-1-carbonyl isothiocyanate
—— 4-(methylthio)-N-(1-phenylallyl)benzenamine 866022-99-3 C16H17NS
4-(methylthio)-N-(1-phenylallyl)benzenamine
—— 2-(4-deuterio-2-(methylthio)phenyl)-4,4-dimethyl-Δ<sup>2</sup>-oxazoline 75620-84-7 C12H15NOS
2-(4-deuterio-2-(methylthio)phenyl)-4,4-dimethyl-Δ<sup>2</sup>-oxazoline
—— 3-(5-(dodecylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile 1000269-36-2 C19H27N5S3
3-(5-(dodecylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile
—— (-)-(4S,5S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)thio decanoate 115352-58-4 C28H40O3S
(-)-(4S,5S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)thio decanoate
—— 2,2'-<2,5-Bis(dimethylamino)-1,4-phenylen>bis-1,3-benzodithiol 65422-40-4 C24H24N2S4
2,2'-<2,5-Bis(dimethylamino)-1,4-phenylen>bis-1,3-benzodithiol
—— 2-Ethoxy-N-<ethoxy(thiocarbonyl)>-1-cyclohexen-1-carboxamid 81747-51-5 C12H19NO3S
2-Ethoxy-N-<ethoxy(thiocarbonyl)>-1-cyclohexen-1-carboxamid
—— 2-(2-methyl-4-(phenylthio)-7,8-dihydro-6H-cyclopenta[g]quinolin-3-yl)pentanoic acid 1377564-25-4 C24H25NO2S
2-(2-methyl-4-(phenylthio)-7,8-dihydro-6H-cyclopenta[g]quinolin-3-yl)pentanoic acid
—— 5-acetoxy-1-benzyl-2-methyl-3-(2-nitro-phenylsulfanyl)-indole 52428-59-8 C24H20N2O4S
5-acetoxy-1-benzyl-2-methyl-3-(2-nitro-phenylsulfanyl)-indole
—— 2-<2'-(Phenylmercapto)-phenylhydrazono>-propionsaeureethylester 19502-50-2 C17H18N2O2S
2-<2'-(Phenylmercapto)-phenylhydrazono>-propionsaeureethylester
—— Ethyl-phosphonodithioic acid O-allyl ester S-[2-(ethoxycarbonyl-methyl-amino)-2-oxo-ethyl] ester 29173-51-1 C11H20NO4PS2
Ethyl-phosphonodithioic acid O-allyl ester S-[2-(ethoxycarbonyl-methyl-amino)-2-oxo-ethyl] ester
—— 2-t-butyl-6'-(4'-chlorophenylthio)-4-methylphenol 78074-87-0 C17H19ClOS
2-t-butyl-6'-(4'-chlorophenylthio)-4-methylphenol
—— 4-(1-Methylimidazol-2-yl)sulfanylpyrimidine 96591-97-8 C8H8N4S
4-(1-Methylimidazol-2-yl)sulfanylpyrimidine
—— N-cyclopropylcyclopropanecarbothioamide 1313481-00-3 C7H11NS
N-cyclopropylcyclopropanecarbothioamide
—— exo-3-p-tolylsulfenylnorbornan-endo-2-ol 61376-28-1 C14H18OS
exo-3-p-tolylsulfenylnorbornan-endo-2-ol
—— (2S,3S)-2-Chloro-3-hydroxy-4-methyl-pentanethioic acid S-tert-butyl ester 163881-62-7 C10H19ClO2S
(2S,3S)-2-Chloro-3-hydroxy-4-methyl-pentanethioic acid S-tert-butyl ester
—— 4-ethoxycarbonyl(hydroxymethyl)methyl-1,1-ethylenedithio-2-methylcyclohexane 76235-48-8 C14H24O3S2
4-ethoxycarbonyl(hydroxymethyl)methyl-1,1-ethylenedithio-2-methylcyclohexane
—— Methanethiosulfonic acid S-(2-chloro-3-dipropylcarbamoylsulfanyl-propyl) ester 38456-76-7 C11H22ClNO3S3
Methanethiosulfonic acid S-(2-chloro-3-dipropylcarbamoylsulfanyl-propyl) ester
—— 4-<<(4-methylphenyl)methyl>thio>-1-methylimidazole 122174-34-9 C12H14N2S
4-<<(4-methylphenyl)methyl>thio>-1-methylimidazole
—— 5-methylsulfanyl-benzene-1,2,3-triyltriamine 859032-72-7 C7H11N3S
5-methylsulfanyl-benzene-1,2,3-triyltriamine
—— (5-butyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid hexyl ester 36326-69-9 C17H28N2O3S
(5-butyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid hexyl ester
—— 3-Phenylsulfanyl-1,2,4,6a-tetrahydro-pentalene 60156-88-9 C14H14S
3-Phenylsulfanyl-1,2,4,6a-tetrahydro-pentalene
—— cyano-dithiocarbamic acid <i>sec</i>-butyl ester; potassium salt 36598-26-2 C6H9N2S2*K
cyano-dithiocarbamic acid <i>sec</i>-butyl ester; potassium salt
—— (2,5-difluoro-1,4-phenylene)bis((4-methoxyphenyl)sulfane) 1376608-50-2 C20H16F2O2S2
(2,5-difluoro-1,4-phenylene)bis((4-methoxyphenyl)sulfane)
—— 2-methoxy-3-(1'-methoxy-2'-p-tolylthioprop-2'-enyl)oxane 128672-65-1 C17H24O3S
2-methoxy-3-(1'-methoxy-2'-p-tolylthioprop-2'-enyl)oxane
—— 1-Methyl-2,3,5-tris(triflurmethylmercapto)pyrrol 81402-68-8 C8H4F9NS3
1-Methyl-2,3,5-tris(triflurmethylmercapto)pyrrol
—— thiocyanato-2 hexene-1 73324-42-2 C7H11NS
thiocyanato-2 hexene-1
—— 4-oxo-9-methylthio-3-methyl-7-phenyl-3,4-dihydrothiazolo<3,4-a>pyrimido<5,4-e>pyrimidinium-2-oxide 87409-77-6 C16H12N4O2S2
4-oxo-9-methylthio-3-methyl-7-phenyl-3,4-dihydrothiazolo<3,4-a>pyrimido<5,4-e>pyrimidinium-2-oxide
—— 2-[Bromo(difluoro)methyl]sulfanylpyridine 78840-45-6 C6H4BrF2NS
2-[Bromo(difluoro)methyl]sulfanylpyridine
—— 2-(phenylthio)-nonan-4-one 1190297-30-3 C15H22OS
2-(phenylthio)-nonan-4-one