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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
—— p-tolyl 3-C-acetoxymethyl-2,3-di-O-acetyl-1-thio-β-D-erythrofuranoside 1334532-96-5 C18H22O7S
p-tolyl 3-C-acetoxymethyl-2,3-di-O-acetyl-1-thio-β-D-erythrofuranoside
—— {3-[2-(6-fluoro-1H-indol-3-ylsulfanyl)-phenyl]-propyl}-methyl-carbamic acid tert-butyl ester 1187478-84-7 C23H27FN2O2S
{3-[2-(6-fluoro-1H-indol-3-ylsulfanyl)-phenyl]-propyl}-methyl-carbamic acid tert-butyl ester
—— 3-Hydroxy-1-(β-methoxy-isopropyl)-5-methylmercapto-<1,2,4>-triazol 63881-68-5 C7H13N3O2S
3-Hydroxy-1-(β-methoxy-isopropyl)-5-methylmercapto-<1,2,4>-triazol
—— 5-N-(4-tolyl)aminomethyl-2-(β-D-xylopyranosyl)sulfanyl-1,3,4-oxadiazole 1064194-58-6 C15H19N3O5S
5-N-(4-tolyl)aminomethyl-2-(β-D-xylopyranosyl)sulfanyl-1,3,4-oxadiazole
—— K{(bromo)3(dimethylsulfoxide)platinum} 28681-13-2 C2H6Br3OPtS*K
K{(bromo)3(dimethylsulfoxide)platinum}
—— (1R,3aS,7aS)-1-Methyl-5-phenylsulfanyl-7a-vinyl-octahydro-inden-4-one 73537-35-6 C18H22OS
(1R,3aS,7aS)-1-Methyl-5-phenylsulfanyl-7a-vinyl-octahydro-inden-4-one
—— N-(2-butyl-1-methyl-2-cyclopenten-1-yl)-2-methyl-2-propanesulfonamide 1067231-24-6 C14H27NO2S
N-(2-butyl-1-methyl-2-cyclopenten-1-yl)-2-methyl-2-propanesulfonamide
—— (E)-4'-[2-amino-6-(4-methoxytetrahydropyran-4-yl)pyrimidin-4-yl-thio]acetophenone oxime 161385-05-3 C18H22N4O3S
(E)-4'-[2-amino-6-(4-methoxytetrahydropyran-4-yl)pyrimidin-4-yl-thio]acetophenone oxime
—— (2-Diisopropylamino-aethyl)-(2-amino-phenyl)-sulfid 93896-81-2 C14H24N2S
(2-Diisopropylamino-aethyl)-(2-amino-phenyl)-sulfid
—— S-[3-(1,1-dicyano-3-cyclohepta-2,4,6-trien-1-ylideneprop-1-en-2-yl)phenyl] ethanethioate 1448895-55-3 C20H14N2OS
S-[3-(1,1-dicyano-3-cyclohepta-2,4,6-trien-1-ylideneprop-1-en-2-yl)phenyl] ethanethioate
—— 5-acetylsulfanyl-4-methyl-2-phenyl-thiazole 24053-34-7 C12H11NOS2
5-acetylsulfanyl-4-methyl-2-phenyl-thiazole
—— 315222-57-2 C23H19Cl3N2O2S3
—— 6-bromo-3-[4-[5-[[5-[4-(6-bromo-2-methyl-4-oxoquinazolin-3-yl)phenyl]-4-(4-methylphenyl)-1,2,4-triazol-3-yl]sulfanyl]-4-(4-methylphenyl)-1,2,4-triazol-3-yl]phenyl]-2-methylquinazolin-4-one 139447-68-0 C48H34Br2N10O2S
6-bromo-3-[4-[5-[[5-[4-(6-bromo-2-methyl-4-oxoquinazolin-3-yl)phenyl]-4-(4-methylphenyl)-1,2,4-triazol-3-yl]sulfanyl]-4-(4-methylphenyl)-1,2,4-triazol-3-yl]phenyl]-2-methylquinazolin-4-one
—— 4-[4-(4-methyl-anilino)-6-phenylsulfanyl-[1,3,5]triazin-2-ylamino]-benzoic acid 62692-98-2 C23H19N5O2S
4-[4-(4-methyl-anilino)-6-phenylsulfanyl-[1,3,5]triazin-2-ylamino]-benzoic acid
—— 5-chloro-6-methylsulfanyl-3-phenyl-3<i>H</i>-pyrimidin-4-one 59750-47-9 C11H9ClN2OS
5-chloro-6-methylsulfanyl-3-phenyl-3<i>H</i>-pyrimidin-4-one
—— 1,3,5-tris(3-methoxyphenylthio)benzene 1609653-60-2 C27H24O3S3
1,3,5-tris(3-methoxyphenylthio)benzene
—— (R,Z)-4-phenylthiopent-2-en-1-yl acetate 1384834-22-3 C13H16O2S
(R,Z)-4-phenylthiopent-2-en-1-yl acetate
—— 1416465-62-7 C16H23BF2O2S
—— 4-methyl-2-nonylsulfanyl-1(3)<i>H</i>-imidazole 50968-34-8 C13H24N2S
4-methyl-2-nonylsulfanyl-1(3)<i>H</i>-imidazole
—— Pyridin-3-carbaldehyd-(2-methylmercapto-phenylimin) 31183-74-1 C13H12N2S
Pyridin-3-carbaldehyd-(2-methylmercapto-phenylimin)
—— 16,31,50-Trimethyl-2,28-dithia-13,17,30,34,47,51,52,53-octazatetracyclo[46.3.1.113,17.129,33]tetrapentaconta-1(51),15,29,31,33(53),48(52),49-heptaene-14,54-dione 1336915-77-5 C47H78N8O2S2
16,31,50-Trimethyl-2,28-dithia-13,17,30,34,47,51,52,53-octazatetracyclo[46.3.1.113,17.129,33]tetrapentaconta-1(51),15,29,31,33(53),48(52),49-heptaene-14,54-dione
—— 3-(3-(cyclopentylmethylthio)phenyl)prop-2-yn-1-amine 1215075-23-2 C15H19NS
3-(3-(cyclopentylmethylthio)phenyl)prop-2-yn-1-amine
—— 2-((2S,3S)-5-Oxo-2-p-tolylsulfanyl-tetrahydro-furan-3-yl)-2-(3-trimethylsilanyl-prop-2-ynyl)-malonic acid diethyl ester 112373-68-9 C24H32O6SSi
2-((2S,3S)-5-Oxo-2-p-tolylsulfanyl-tetrahydro-furan-3-yl)-2-(3-trimethylsilanyl-prop-2-ynyl)-malonic acid diethyl ester
—— 4a-Methoxy-4a,5,6,7,8,8a-hexahydro-benzo[b][1,3]dithiolo[4,5-e][1,4]dithiine-2-thione 119406-79-0 C10H12OS5
4a-Methoxy-4a,5,6,7,8,8a-hexahydro-benzo[b][1,3]dithiolo[4,5-e][1,4]dithiine-2-thione
—— 1,3-bis(p-bromophenylthio)adamantane 1373329-73-7 C22H22Br2S2
1,3-bis(p-bromophenylthio)adamantane
—— 8-(ethylthio)-1-octen-6-yne 149083-32-9 C10H16S
8-(ethylthio)-1-octen-6-yne
—— 1-(1-Undecyl)-2-(4-fluorobenzylthio)-5-(2-ethoxypyrimid-5-ylmethyl)pyrimidin-4-one 224773-33-5 C29H39FN4O2S
1-(1-Undecyl)-2-(4-fluorobenzylthio)-5-(2-ethoxypyrimid-5-ylmethyl)pyrimidin-4-one
—— N,N''-<dithiobis(3,1-propanediyl)>bis-1,5-pentanediamine tetrahydrochloride 80685-95-6 C16H38N4S2*4ClH
N,N''-<dithiobis(3,1-propanediyl)>bis-1,5-pentanediamine tetrahydrochloride
—— 2,6-bis(propylthio)-1,4-dioxane 81712-68-7 C10H20O2S2
2,6-bis(propylthio)-1,4-dioxane
—— 4-bromo-3,5,6-trimethyl-2H-thiopyran-2-one 78592-38-8 C8H9BrOS
4-bromo-3,5,6-trimethyl-2H-thiopyran-2-one
—— [Pd(S2CNMe2)(μ-P(o-tolyl)2C6H4CH2)(μ-O2CCH3)Hg(O2CCH3)]*H2O 263412-93-7 C28H32HgNO4PPdS2*H2O
[Pd(S2CNMe2)(μ-P(o-tolyl)2C6H4CH2)(μ-O2CCH3)Hg(O2CCH3)]*H2O
—— N-(4-(2-((dimethylamino)methyl)-5-(5-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-c]pyrimidin-7-ylthio)phenyl)cyclopropanecarboxamide 883737-21-1 C23H26N8OS
N-(4-(2-((dimethylamino)methyl)-5-(5-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-c]pyrimidin-7-ylthio)phenyl)cyclopropanecarboxamide
—— 7-Thiomethoxy-thiochromanon 13735-15-4 C10H10OS2
7-Thiomethoxy-thiochromanon
—— 3-(5,6-dimethyl-2-pyrido[2,3-b]pyrazin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3-azabicyclo[3.1.0]hexan-6-amine 1275598-85-0 C20H20N8S
3-(5,6-dimethyl-2-pyrido[2,3-b]pyrazin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3-azabicyclo[3.1.0]hexan-6-amine
—— 1-((E)-4-Phenyl-1-phenylsulfanyl-but-1-enyl)-cyclohexanol 104367-25-1 C22H26OS
1-((E)-4-Phenyl-1-phenylsulfanyl-but-1-enyl)-cyclohexanol
—— 1,2-Dimethyl-3-methylmercapto-4-cyan-pyrazolon-(5) 89853-59-8 C7H9N3OS
1,2-Dimethyl-3-methylmercapto-4-cyan-pyrazolon-(5)
—— (E)-3-Prop-2-ynylsulfanyl-hept-2-enenitrile 41727-27-9 C10H13NS
(E)-3-Prop-2-ynylsulfanyl-hept-2-enenitrile
—— 2-[2-chloro-4-(methylthio)phenyl]-3,7-dimethyl-5-(1-methylbutyl)pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 1079352-31-0 C20H24ClN3OS
2-[2-chloro-4-(methylthio)phenyl]-3,7-dimethyl-5-(1-methylbutyl)pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
—— (2S)-3-(methoxymethoxy)-1,1-bis[(4-methylphenyl)sulfanyl]propan-2-ol 102712-79-8 C19H24O3S2
(2S)-3-(methoxymethoxy)-1,1-bis[(4-methylphenyl)sulfanyl]propan-2-ol
—— methyl (Z)-3-phenylthio-1-cyclobutanecarboxylate 89945-45-9 C12H14O2S
methyl (Z)-3-phenylthio-1-cyclobutanecarboxylate
—— dimethyl 3,5-trans-diphenylcyclohexanespiro-2'-thidane-4,4-dicarboxylate 81794-24-3 C24H26O4S2
dimethyl 3,5-trans-diphenylcyclohexanespiro-2'-thidane-4,4-dicarboxylate
—— cis-3-Acetoxy-4-methyl-1-(phenylthio)cyclohexene 90083-93-5 C15H18O2S
cis-3-Acetoxy-4-methyl-1-(phenylthio)cyclohexene
—— 4-cyclopentylamino-6-methyl-2-methylsulfanyl-pyrimidine-5-carbaldehyde 1013101-76-2 C12H17N3OS
4-cyclopentylamino-6-methyl-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— 1,3-Dimethyl-5-carboxymethylthio-6-aminouracil 90091-31-9 C8H11N3O4S
1,3-Dimethyl-5-carboxymethylthio-6-aminouracil
—— (3,4,5-trifluorophenyl)-2,3-dichlorophenylsulfide 1229514-37-7 C12H5Cl2F3S
(3,4,5-trifluorophenyl)-2,3-dichlorophenylsulfide
—— 3,9-di(tetrahydropyranyl)oxy-7-oxotetradecanal-7-propylenedithioketal 108400-91-5 C27H48O5S2
3,9-di(tetrahydropyranyl)oxy-7-oxotetradecanal-7-propylenedithioketal
—— 5-methylsulfanyl-thiophene-2-carbaldehyde thiosemicarbazone 100524-22-9 C7H9N3S3
5-methylsulfanyl-thiophene-2-carbaldehyde thiosemicarbazone
—— S-pyridin-2-yl 11-azidoundecanethioate 118162-54-2 C16H24N4OS
S-pyridin-2-yl 11-azidoundecanethioate
—— 16066-83-4 C16H32N2O2S
—— 5-[2-(3-Chlorophenyl)sulfanylethyl]-2-(2,6-diethyl-4-methylphenyl)-3-hydroxycyclohex-2-en-1-one 1415577-20-6 C25H29ClO2S
5-[2-(3-Chlorophenyl)sulfanylethyl]-2-(2,6-diethyl-4-methylphenyl)-3-hydroxycyclohex-2-en-1-one