CAS: 130-95-0; Quinine

该化合物是从辛科纳树皮中提取的碱性藻类,它通过抑制寄生虫生长和繁殖的能力拥有抗疟特性,对疟疾的恶性疟原虫物种表现出极佳的功效. Quinine也表现出血管效应,有助于治疗与疟疾有关的发烧和寒冷.

结构式图片

相似化合物

130-89-2 56-54-2 524-63-0

欧盟法规

欧盟化妆品法规附录三-限用物质清单REACH注册ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

CAS号109906-48-1 奎宁-N-氧化物 | CAS号41037-26-7 6-甲氧基-4-甲基喹啉水合物 | CAS号612-11-3 3,4-二乙吡啶 | CAS号490-11-9 吡啶-3,4-二羧酸 | CAS号513-86-0 3-羟基-2-丁酮 | CAS号5263-87-6 6-甲氧基喹啉 | CAS号64-18-6 甲酸 | CAS号86-68-0 6-甲氧基喹啉-4-甲酸 | CAS号84-31-1 奎宁酮 | CAS号78-97-7 乳腈

合成工艺路线路线简述

  • 合成目标产物 Quinine 主要起始原料 6-Methoxyquinoline
  • (文献来源)合成步骤主要原料 6-Methoxyquinoline
9-Epiquinine置于溶剂黄146体系中,化学反应 168.0H,反应生成奎宁
参考文献:乙酸催化的金鸡纳生物碱的立体特异性差向异构,氧化和毒素重排
标题:乙酸催化的金鸡纳生物碱的立体特异性差向异构,氧化和毒素重排
摘要:冰醋酸在c-9催化了金鸡纳生物碱的新的立体定向差向异构化.在水的存在下,醋酸还催化了已知的毒素重排和氧化为相应的9-酮衍生物.将乙酸酐添加到乙酸中可减少c-9处的氧化和差向异构,主要产物是水胺裂变的结果.只有丙酸而不是其他酸发生相似但不相同的转化.少量添加h 2 O 2或排除氧气会分别产生定量的氧化和重排产物.乙酸水溶液的催化作用涉及三元环中间体形成过程中的c-9-Oh.另一方面,在无水乙酸的情况下,G-9处的乙酰氧基参与了五元环中间体的构建.在这两种情况下,反应似乎都是分子内的.通过分离衍生自奎尼丁的季铵盐,为所提出的机理提供了支持,该结构的结构也通过x射线衍射分析进行了表征.乙酸水溶液催化这种盐重排为相应的毒素.在天然生物碱的使用条件下均未观测到氧化或差向异构.
Doi:10.1016/s0040-4020(01)90029-8

海关参考信息

专利信息


专利号:US-7323575-B2
优先权日:2003-04-09
标题:Process for the synthesis of (2S)-indoline-2-carboxylic acid
发明人:SOUVIE JEAN-CLAUDE; LECOUVE JEAN-PIERRE
权利人:SERVIER LAB
摘要:Process for the synthesis of (2S)-indoline-2-carboxylic acid of formula (I): n nApplication in the synthesis of perindopril and its pharmaceutically acceptable salts.

专利号:WO-9624694-A1
优先权日:1995-02-10
标 题:Method and kit for fluorometric analysis of enzymes catalyzing synthesis of nucleic acids
发明人:CHAVAN SURENDRA J; PROCHASKA HANS J
权利人:SLOAN KETTERING INST CANCER
摘要:This invention provides a method for detecting in a sample an enzyme which catalyzes the synthesis of a double-stranded nucleic acid molecule from a nucleic acid template which comprises contacting the sample with a suitable fluorophore which selectively binds to double-stranded DNA. Also provided is a method for determining in a sample the activity of such an enzyme. This invention also provides a method for detecting an RNA-DNA heteroduplex in a sample which comprises contacting the sample with a suitable fluorophore which selectively binds to double-stranded DNA. This method for detecting an RNA-DNA heteroduplex may further comprise quantitatively determining detected RNA-DNA heteroduplex. This invention also provides a method for detecting in a sample en enzyme which catalyzes the synthesis of and RNA-DNA heteroduplex from a nucleic acid template, as well as a method of detecting the activity of such an enzyme in a sample. This invention further provides a method for detecting the viral load of HIV in a sample. Also provided is a method for diagnosing an HIV infection in a subject, and for monitoring the progression of an HIV infection in a subject. Also provided is a method for determining the viral load of HIV in a subject infected with HIV. This invention further provides a method for identifying whether a substance inhibits reverse transcriptase. Finally, this invention provides a kit for assaying an enzyme which catalyzes the synthesis of a double-stranded nucleic acid molecule from a nucleic acid template.

专利号:US-9126995-B2
优先权日:2011-11-08
标题:Method for catalytic asymmetric synthesis of optically active isoxazoline compound and optically active isoxazoline compound
发明人:TOYAMA KEN-ICHI; MORIYAMA YUJI; MATOBA KAZUTAKA; YAOSAKA MANABU; IKEDA EITATSU
权利人:NISSAN CHEMICAL IND LTD
摘要:There is provided a method for catalytic asymmetric synthesis of optically active isoxazoline compound and an optically active isoxazoline compound. A method for catalytic asymmetric synthesis of optically active isoxazoline compound of a formula (6) including reacting an α,β-unsaturated carbonyl compound of a formula (1) and a hydroxylamine in a solvent in the presence of a base by adding a chiral phase transfer catalyst. An optically active isoxazoline compound of a formula (13) that can be synthesized by the method.

专利号:WO-9517903-A1
优先权日:1993-12-28
标 题:Modular design and synthesis of oxazolone-derived molecules
发明人:HOGAN JOSEPH C JR; CASEBIER DAVID; FURTH PAUL; TU CHENG
权利人:ARQULE PARTNERS L P; HOGAN JOSEPH C JR; CASEBIER DAVID; FURTH PAUL; TU CHENG
摘要:The design and synthesis of novel oxazolone-derived molecular modules and the use of the modules in the construction of new molecules and fabricated materials is disclosed. The new molecules and fabricated materials are molecular recognition agents useful in the design and synthesis of drugs, and have applications in separations and materials science.

专利号:US-8476441-B2
优先权日:2009-01-29
标 题 :Intermediates in the enantioselective synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid
发明人:CONNON STEPHEN JOSEPH; PESCHIULLI ALDO; MARKEY LYN
权利人:CONNON STEPHEN JOSEPH; PESCHIULLI ALDO; MARKEY LYN; TRINITY COLLEGE DUBLIN
摘要:(S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.

专利号:US-4431828-A
优先权日:1982-11-10
标题 :Regeneration of 6-fluoro-4-chromanone from by-products in the synthesis of sorbinil
发明人:CUE JR BERKELEY W; HAMMEN PHILIP D; MASSETT STEPHEN S
权利人:PFIZER
摘要:6-Fluoro-4-chromanone, a sorbinil intermediate, is regenerated from enantiomeric and mixtures of enantiomeric and racemic compounds obtained as major by-products in the synthesis of sorbinil. The regenerated intermediate is useful in the synthesis of additional sorbinil.
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主要参考文献


1: Roersch Van Der Hoogte A, Pieters T. Quinine, Malaria, and the Cinchona Bureau: Marketing Practices and Knowledge Circulation in a Dutch Transoceanic Cinchona-Quinine Enterprise (1920s-30s). J Hist Med Allied Sci. 2016 Apr;71(2):197-225. doi: 10.1093/jhmas/jrv009. Epub 2015 Jun 7. doi: 10.1016/j.ejphar.2016.02.015. Epub 2016 Feb 4. doi: 10.1007/s11739-015-1275-8. Epub 2015 Jun 23. doi: 10.1007/s00436-015-4842-z. Epub 2015 Dec 14. doi: 10.1097/MJT.0000000000000087. doi: 10.1093/ofid/ofv170. eCollection 2016 Jan. Review.
10: Ianni F, Sardella R, Carotti A, Natalini B, Lindner W, Lämmerhofer M. Quinine-Based Zwitterionic Chiral Stationary Phase as a Complementary Tool for Peptide Analysis: Mobile Phase Effects on Enantio- and Stereoselectivity of Underivatized Oligopeptides. Chirality. 2016 Jan;28(1):5-16. doi: 10.1002/chir.22541. Epub 2015 Oct 20. doi: 10.1016/j.foodchem.2015.06.070. Epub 2015 Jun 22. doi: 10.1080/10408347.2014.996700. doi: 10.1039/c5sm02723c. Epub 2015 Dec 24. Nutr Hosp. 2015 Dec 1;32(6):2880-6. doi: 10.3305/nh.2015.32.6.9714. Spanish. doi: 10.1002/jcph.557. Epub 2015 Jul 29.
16: Liles NW, Page EE, Liles AL, Vesely SK, Raskob GE, George JN. Diversity and severity of adverse reactions to quinine: A systematic review. Am J Hematol. 2016 Jan 28. doi: 10.1002/ajh.24314. [Epub ahead of print] doi: 10.1039/c5ob01656h. doi: 10.1016/j.bbr.2015.09.003. Epub 2015 Sep 7. doi: 10.1021/acs.orglett.5b02668. Epub 2015 Nov 2. doi: 10.4269/ajtmh.15-0453. Epub 2015 Sep 28.

合成参考文献


摘要:S10 | SWISSPHARMA | Pharmaceutical List with Consumption Data | DOI:10.5281/zenodo.2623484
参考文献:10.1038/s41592-019-0358-2]
摘要:Tidwell, T. T., Science of Synthesis, (2006) 23, 36.
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