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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
—— 4-chloro-7-methoxy-10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-2-ylamine 63931-20-4 C10H8ClN5OS
4-chloro-7-methoxy-10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-2-ylamine
—— 3-(methylthio)-5-(pyridin-4-yl)isoxazole 120803-22-7 C9H8N2OS
3-(methylthio)-5-(pyridin-4-yl)isoxazole
—— 4-[(4-chlorophenyl)thio]-N-hydroxybutanamide 59513-54-1 C10H12ClNO2S
4-[(4-chlorophenyl)thio]-N-hydroxybutanamide
—— 2-[2-fluoro-4-(methylthio)phenyl]-5-[(1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]pyrazine 1032825-61-8 C23H28FN5O2S
2-[2-fluoro-4-(methylthio)phenyl]-5-[(1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]pyrazine
—— α-Methylsulfonylmethyl-acrylsaeure 36525-60-7 C5H8O4S
α-Methylsulfonylmethyl-acrylsaeure
—— isobutyl chloromethyl sulfoxide 77407-41-1 C5H11ClOS
isobutyl chloromethyl sulfoxide
—— N-[2-[(2,4-difluorophenyl)thio]-4-oxoquinazolin-3(4H)-yl]methanesulfonamide 1018471-52-7 C15H11F2N3O3S2
N-[2-[(2,4-difluorophenyl)thio]-4-oxoquinazolin-3(4H)-yl]methanesulfonamide
—— (2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<2''-(1,3-dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate 145746-28-7 C28H40O6S2Si
(2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<2''-(1,3-dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate
—— 1-Methyl-4-thia-3,9,10a-triaza-benzo[f]azulen-10-ol 81382-63-0 C11H9N3OS
1-Methyl-4-thia-3,9,10a-triaza-benzo[f]azulen-10-ol
—— 2-methyl-5-(4-methyl-1-piperazinyl)imidazo<2,1-b><1,3,5>benzothiadiazepine 81382-79-8 C16H19N5S
2-methyl-5-(4-methyl-1-piperazinyl)imidazo<2,1-b><1,3,5>benzothiadiazepine
—— triethylammonium (4-chlorophenylthio)difluoromethanesulfonate 744221-74-7 C6H15N*C7H5ClF2O3S2
triethylammonium (4-chlorophenylthio)difluoromethanesulfonate
—— 2-methylimidazo<2,1-b><1,3,5>benzothiadiazepine-5(6H)-one 87011-02-7 C11H9N3OS
2-methylimidazo<2,1-b><1,3,5>benzothiadiazepine-5(6H)-one
—— 1-<2-(4-methyl-2-imidazolyl)thiophenyliminocarbonyl>-4-methylpiperazine 81382-64-1 C16H21N5OS
1-<2-(4-methyl-2-imidazolyl)thiophenyliminocarbonyl>-4-methylpiperazine
—— 3-(3-Isoxazolyl)-2-thiophenesulfonylisocyanate 103092-74-6 C8H4N2O4S2
3-(3-Isoxazolyl)-2-thiophenesulfonylisocyanate
—— 4-methyl-2-(2-aminophenylthio)imidazole 88251-73-4 C10H11N3S
4-methyl-2-(2-aminophenylthio)imidazole
—— 3-(4-chlorobenzyl)-2-methylthio-5-(morpholino)pyrimidine-4(3H)-one 1359818-39-5 C16H18ClN3O2S
3-(4-chlorobenzyl)-2-methylthio-5-(morpholino)pyrimidine-4(3H)-one
—— 5-(t-butoxycarbonyl)amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one 1359818-40-8 C17H20ClN3O3S
5-(t-butoxycarbonyl)amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one
—— 5-amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one 1359818-41-9 C12H12ClN3OS
5-amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one
—— Oct-6-yne-1-thiol 77213-95-7 C8H14S
Oct-6-yne-1-thiol
—— 6-(4-chloro-phenylsulfanyl)-hexylamine 149599-92-8 C12H18ClNS
6-(4-chloro-phenylsulfanyl)-hexylamine
—— 1,1,2-trifluoro-2-(p-chlorophenylthio)propane 817562-59-7 C9H8ClF3S
1,1,2-trifluoro-2-(p-chlorophenylthio)propane
—— 1.6-Bis-(2.6-dichlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin 13616-23-4 C22H12Cl4N4S4
1.6-Bis-(2.6-dichlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin
—— 3-chloro-2-(2,4-dichlorophenylthio)-N-methyl-sulphonyl-aniline 210823-47-5 C13H10Cl3NO2S2
3-chloro-2-(2,4-dichlorophenylthio)-N-methyl-sulphonyl-aniline
—— 1,4-Bis<(2-chloroethyl)thio>-2,3,5,6-tetrafluorobenzene 16956-51-7 C10H8Cl2F4S2
1,4-Bis<(2-chloroethyl)thio>-2,3,5,6-tetrafluorobenzene
—— 3-oxo-4-propyl-3,4-dihydropyrazin-2-yl imidothiocarbamate hydrobromide 1187017-28-2 BrH*C8H12N4OS
3-oxo-4-propyl-3,4-dihydropyrazin-2-yl imidothiocarbamate hydrobromide
—— 5-Bromo-4-chlor-6-(2-methylpyrrolidin-1-yl)-2-methylthiopyrimidine 946531-37-9 C10H13BrClN3S
5-Bromo-4-chlor-6-(2-methylpyrrolidin-1-yl)-2-methylthiopyrimidine
—— 2-(2'-methylthiothiazol-4'-yl)pyrazine 91516-41-5 C8H7N3S2
2-(2'-methylthiothiazol-4'-yl)pyrazine
—— Allyl-p-dimethylaminophenyl-sulfid 62291-61-6 C11H15NS
Allyl-p-dimethylaminophenyl-sulfid
—— 3-chloro-2-(2,4-dichlorophenylthio)-aniline 210823-45-3 C12H8Cl3NS
3-chloro-2-(2,4-dichlorophenylthio)-aniline
—— 5-Chlor-2-(4-methoxyphenylthio)-phenylessigsaeure 63186-41-4 C15H13ClO3S
5-Chlor-2-(4-methoxyphenylthio)-phenylessigsaeure
—— 4-(ethylthio)-N,N-dimethylaniline 62291-59-2 C10H15NS
4-(ethylthio)-N,N-dimethylaniline
—— p-Dimethylaminophenyl-isopropyl-sulfid 62291-60-5 C11H17NS
p-Dimethylaminophenyl-isopropyl-sulfid
—— 5-Chlor-2-(4-methoxyphenylthio)-phenylacetonitril 63186-39-0 C15H12ClNOS
5-Chlor-2-(4-methoxyphenylthio)-phenylacetonitril
—— 5-Chlor-2-(4-methoxyphenylthio)-benzylchlorid 63186-37-8 C14H12Cl2OS
5-Chlor-2-(4-methoxyphenylthio)-benzylchlorid
—— 7-methylsulfanyl-heptan-1-ol 101397-91-5 C8H18OS
7-methylsulfanyl-heptan-1-ol
—— 5-(4'-N,N-dimethylaminophenylthio)tetrazole 92658-05-4 C9H11N5S
5-(4'-N,N-dimethylaminophenylthio)tetrazole
—— methyl 3-(p-tolylthio)pyrrolo[2, 1-a]isoquinoline-1-carboxylate 1331782-13-8 C21H17NO2S
methyl 3-(p-tolylthio)pyrrolo[2, 1-a]isoquinoline-1-carboxylate
—— 2-Ethoxymethylenamino-3,4-dicyan-5-ethylmercapto-pyrrol 1500-89-6 C11H12N4OS
2-Ethoxymethylenamino-3,4-dicyan-5-ethylmercapto-pyrrol
—— 2-(4-Chloro-phenylsulfanyl)-N-thiazol-2-yl-nicotinamide 97936-25-9 C15H10ClN3OS2
2-(4-Chloro-phenylsulfanyl)-N-thiazol-2-yl-nicotinamide
—— (4-(4,4-difluoro-1-piperidinyl)-6-{[(5-methyl-1H-1,2,4-triazol-3-yl)thio]methyl}-2-pyridinyl)(2,2,2-trifluoroethyl)carbamic acid tert-butyl ester 1186689-82-6 C21H27F5N6O2S
(4-(4,4-difluoro-1-piperidinyl)-6-{[(5-methyl-1H-1,2,4-triazol-3-yl)thio]methyl}-2-pyridinyl)(2,2,2-trifluoroethyl)carbamic acid tert-butyl ester
—— tert-Butyl-dimethyl-[2-(2-pentyl-[1,3]dithian-2-yl)-ethoxy]-silane 769936-14-3 C17H36OS2Si
tert-Butyl-dimethyl-[2-(2-pentyl-[1,3]dithian-2-yl)-ethoxy]-silane
—— benzyl 2-(2-(4-methoxyphenylthio)phenyl)acetate 1191112-15-8 C22H20O3S
benzyl 2-(2-(4-methoxyphenylthio)phenyl)acetate
—— 2,3-Dihydro-2-methylthiazolo<3,2-a>pyrimidon-(5) 41200-23-1 C7H8N2OS
2,3-Dihydro-2-methylthiazolo<3,2-a>pyrimidon-(5)
—— N-[5-(p-tolylsulfanyl)-1,3,4-thiadiazol-2-yl]benzamide 1095155-00-2 C16H13N3OS2
N-[5-(p-tolylsulfanyl)-1,3,4-thiadiazol-2-yl]benzamide
—— 2-(1H-indol-3-ylsulfanyl)-N,N-dimethyl benzamide 857499-89-9 C17H16N2OS
2-(1H-indol-3-ylsulfanyl)-N,N-dimethyl benzamide
—— [2-(1H-indol-3-ylsulfanyl)-benzyl]dimethylamine 857498-26-1 C17H18N2S
[2-(1H-indol-3-ylsulfanyl)-benzyl]dimethylamine
—— 6-(Phenylsulfanyl)-9-thiabicyclo[3.3.1]non-2-ene 23871-56-9 C14H16S2
6-(Phenylsulfanyl)-9-thiabicyclo[3.3.1]non-2-ene
—— 2-(4-Fluoro-3-methyl-phenylsulfanyl)-hexanoic acid hydroxyamide 1043450-32-3 C13H18FNO2S
2-(4-Fluoro-3-methyl-phenylsulfanyl)-hexanoic acid hydroxyamide
—— 4-bromo-5-phenylthiofuran-2(5H)-one 171568-18-6 C10H7BrO2S
4-bromo-5-phenylthiofuran-2(5H)-one
—— 2-(4-fluoro-3-methyl-phenylsulfanyl)-hexanoic acid methyl ester 1043450-31-2 C14H19FO2S
2-(4-fluoro-3-methyl-phenylsulfanyl)-hexanoic acid methyl ester