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| 货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
|---|---|---|---|---|
| C431523-25g |
25g |
期货 ![]() |
| |
| C431523-100g |
100g |
期货 ![]() |
|
| 别名 | 辛可宁 单盐酸盐 二水合物 |
|---|---|
| 英文别名 | (S)-quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol | GNF-Pf-3189 | NCGC00262542-03 | .alpha.-Quinidine | NSC 6176 | HMS2096J18 | Prestwick3_000608 | LA40221 | (8R,9S)-Cinchonine | UNII-V43X79NZCD | 2-Quinuclidinemethanol, .alpha.-4-quinolyl-5-v |
| 规格或纯度 | ≥85% |
| 英文名称 | (+)-Cinchonine |
| 作用类型 | 抑制剂 |
| 产品介绍 |
其他说明 残留二氢金鸡宁 General Description (+)-Cinchonine, one of the alkaloids found in the barks of cinchona tree, is mainly used in the treatment of malaria. It belongs to the monoclinic crystal system and P 2 1 space group. The solubility of cinchonine can be improved by the formation of inclusion complexes with cyclodextrins. Application (+)-Cinchonine, in the presence of lithium diisopropylamide (LDA) forms a complex, which can catalyze the asymmetric conjugate addition of benzyl- and alkylphosphonates to aromatic and heteroaromatic nitroalkenes to form the corresponding adducts. Other Notes remainder dihydrocinchonine |
| 纯度 | ≥85% |
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
| EC号 | 204-234-6 |
|---|---|
| 分子类型 | 小分子 |
| IIUPAC Name | (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol |
| INCHI | 1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1 |
| InChi Key | KMPWYEUPVWOPIM-QAMTZSDWSA-N |
| Smiles | C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O |
| Isomeric SMILES | C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](C3=CC=NC4=CC=CC=C34)O |
| 分子量 | 294.39 |
| Beilstein号 | 89689 |
| Reaxy-Rn | 89687 |
| Reaxys-RN link address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=89687&ln= |
| 比旋光度 | 223 ° (C=0.5, EtOH) |
|---|---|
| 熔点 | 256-266°C |
| 分子量 | 294.400 g/mol |
| XLogP3 | 2.700 |
| 氢键供体数Hydrogen Bond Donor Count | 1 |
| 氢键受体数Hydrogen Bond Acceptor Count | 3 |
| 可旋转键计数Rotatable Bond Count | 3 |
| 精确质量Exact Mass | 294.173 Da |
| 单同位素质量Monoisotopic Mass | 294.173 Da |
| 拓扑极表面积Topological Polar Surface Area | 36.400 Ų |
| 重原子数Heavy Atom Count | 22 |
| 形式电荷Formal Charge | 0 |
| 复杂度Complexity | 412.000 |
| 同位素原子数Isotope Atom Count | 0 |
| 定义的原子立体中心计数Defined Atom Stereocenter Count | 4 |
| 未定义的原子立体中心计数Undefined Atom Stereocenter Count | 0 |
| 定义的键立体中心计数Defined Bond Stereocenter Count | 0 |
| 未定义的键立体中心计数Undefined Bond Stereocenter Count | 0 |
| 所有立体化学键的总数The total count of all stereochemical bonds | 0 |
| 共价键合单元计数Covalently-Bonded Unit Count | 1 |
| 象形图 | GHS07 |
|---|---|
| 信号词 | 警告 |
| 危险声明 |
H302: 吞食有害 H317: 可能引起皮肤过敏反应 H332: 吸入有害 |
| WGK Germany | 3 |
| RTECS | GD3500000 |
| Merck Index | 2287 |
| 个人防护装备 | dust mask type N95 (US),Eyeshields,Gloves |
| 1. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S et al.. (2010) Thousands of chemical starting points for antimalarial lead identification.. Nature, 465 (7296): (305-10). [PMID:20485427] |
| 2. Olaf Kuhlmann,Hans-Stefan Hofmann,Sylvana P Müller,Michael Weiss. (2003-07-11) Pharmacokinetics of idarubicin in the isolated perfused rat lung: effect of cinchonine and rutin.. Anti-cancer drugs, 14 ((6)): (411-416). [PMID:12853881] |
| 3. Xianhong Wen,Ziyang Liu,Tianqiang Zhu,Miaoqin Zhu,Kezhi Jiang,Qiaoqiao Huang. (2004-06-24) Evidence for the 2:1 molecular recognition and inclusion behaviour between beta- and gamma-cyclodextrins and cinchonine.. Bioorganic chemistry, 32 ((4)): (223-233). [PMID:15210337] |
| 4. Chensong Pan,Songyun Xu,Hanfa Zou,Zhong Guo,Yu Zhang,Baochuan Guo. (2005-02-08) Carbon nanotubes as adsorbent of solid-phase extraction and matrix for laser desorption/ionization mass spectrometry.. Journal of the American Society for Mass Spectrometry, 16 ((2)): (263-270). [PMID:15694776] |
| 5. Qing-Min Xu,Dong Wang,Mei-Juan Han,Li-Jun Wan,Chun-Li Bai. (2005-05-07) Direct STM investigation of cinchona alkaloid adsorption on Cu(III).. Langmuir : the ACS journal of surfaces and colloids, 20 ((8)): (3006-3010). [PMID:15875820] |
| 6. A Louise Tillman,Jinxing Ye,Darren J Dixon. (2006-03-07) Direct enantio- and diastereoselective Mannich reactions of malonate and beta-keto esters with N-Boc and N-Cbz aldimines catalysed by a bifunctional cinchonine derivative.. Chemical communications (Cambridge, England), ((11)(11)): (1191-1193). [PMID:16518487] |
| 7. Iwona Tesarowicz,Barbara J Oleksyn,Wojciech Nitek. (2006-12-08) Crystal and molecular structures of trichloro-cobalt(II) complexes of epiquinine, epiquinidine, and epidihydrocinchonine.. Chirality, 19 ((2)): (152-161). [PMID:17152047] |
| 8. Hirdyesh Mishra,Sanjay Pant,Hera B Tripathi. (2007-08-24) Temperature-dependent time-resolved fluorescence study of cinchonine alkaloid dication.. Journal of fluorescence, 18 ((1)): (17-27). [PMID:17713845] |
| 9. Karol M Kacprzak,Wolfgang Lindner,Norbert M Maier. (2007-09-14) An improved synthesis of 10,11-didehydro Cinchona alkaloids.. Chirality, 20 ((3-4)): (441-445). [PMID:17853397] |
| 10. Jonas Nyhlén,Lars Eriksson,Jan-E Bäckvall. (2007-10-30) Synthesis and optical resolution of an allenoic acid by diastereomeric salt formation induced by chiral alkaloids.. Chirality, 20 ((1)): (47-50). [PMID:17966123] |
| 11. David Plouffe,Achim Brinker,Case McNamara,Kerstin Henson,Nobutaka Kato,Kelli Kuhen,Advait Nagle,Francisco Adrián,Jason T Matzen,Paul Anderson,Tae-Gyu Nam,Nathanael S Gray,Arnab Chatterjee,Jeff Janes,S Frank Yan,Richard Trager,Jeremy S Caldwell,Peter G Schultz,Yingyao Zhou,Elizabeth A Winzeler. (2008-06-27) In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.. Proceedings of the National Academy of Sciences of the United States of America, 105 ((26)): (9059-9064). [PMID:18579783] |
| 12. Jian Zhang,Shumei Chen,Tao Wu,Pingyun Feng,Xianhui Bu. (2008-09-09) Homochiral crystallization of microporous framework materials from achiral precursors by chiral catalysis.. Journal of the American Chemical Society, 130 ((39)): (12882-12883). [PMID:18774816] |
| 13. Jeremiah P Malerich,Koji Hagihara,Viresh H Rawal. (2008-10-14) Chiral squaramide derivatives are excellent hydrogen bond donor catalysts.. Journal of the American Chemical Society, 130 ((44)): (14416-14417). [PMID:18847268] |
| 14. Péter Király,Tibor Soós,Szilárd Varga,Benedek Vakulya,Gábor Tárkányi. (2009-10-29) Self-association promoted conformational transition of (3R,4S,8R,9R)-9-[(3,5-bis(trifluoromethyl)phenyl))-thiourea](9-deoxy)-epi-cinchonine.. Magnetic resonance in chemistry : MRC, 48 ((1)): (13-19). [PMID:19862796] |
| 15. Aleksandra Wesełucha-Birczyńska,Barbara J Oleksyn,Joanna Watroba. (2009-11-04) Channel-like crystal structure of cinchoninium L-O-phosphoserine salt dihydrate.. Chirality, 22 ((6)): (557-564). [PMID:19885820] |
| 16. Yueqi Liu,Kaori Hoshina,Jun Haginaka. (2010-02-16) Monodispersed, molecularly imprinted polymers for cinchonidine by precipitation polymerization.. Talanta, 80 ((5)): (1713-1718). [PMID:20152401] |
| 17. Francisco J Prado-Prado,Xerardo García-Mera,Humberto González-Díaz. (2010-02-27) Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.. Bioorganic & medicinal chemistry, 18 ((6)): (2225-2231). [PMID:20185316] |
| 18. Edinson Lucumi,Claire Darling,Hyunil Jo,Andrew D Napper,Rajesh Chandramohanadas,Nicholas Fisher,Alison E Shone,Huiyan Jing,Stephen A Ward,Giancarlo A Biagini,William F DeGrado,Scott L Diamond,Doron C Greenbaum. (2010-06-16) Discovery of potent small-molecule inhibitors of multidrug-resistant Plasmodium falciparum using a novel miniaturized high-throughput luciferase-based assay.. Antimicrobial agents and chemotherapy, 54 ((9)): (3597-3604). [PMID:20547797] |
| 19. Zbigniew Karczmarzyk,Teodozja M Lipińska,Waldemar Wysocki,Monika Denisiuk,Katarzyna Piechocka. (2011-09-02) Tosyl esters of cinchonidine and cinchonine alkaloids: the structure-reactivity relationship in the hydrolysis to 9-epibases.. Acta crystallographica. Section C, Crystal structure communications, 67 ((Pt 9)): (o346-o349). [PMID:21881184] |
| 20. Qing Gu,Shu-Li You. (2011-09-15) Desymmetrization of cyclohexadienones via asymmetric Michael reaction catalyzed by cinchonine-derived urea.. Organic letters, 13 ((19)): (5192-5195). [PMID:21913734] |
| 21. Yu-Hua Liao,Xiong-Li Liu,Zhi-Jun Wu,Xi-Lin Du,Xiao-Mei Zhang,Wei-Cheng Yuan. (2012-04-14) Organocatalytic asymmetric conjugate addition of 3-monosubstituted oxindoles to (E)-1,4-diaryl-2-buten-1,4-diones: a strategy for the indirect enantioselective furanylation and pyrrolylation of 3-alkyloxindoles.. Chemistry (Weinheim an der Bergstrasse, Germany), 18 ((21)): (6679-6687). [PMID:22499157] |
| 22. Rishi Ranjan Pandey,Akansha Srivastava,Richa Malasoni,Arshi Naqvi,Ashish Jain,Jagdamba Prasad Maikhuri,Sarvesh Paliwal,Gopal Gupta,Anil Kumar Dwivedi. (2012-08-01) Synthesis of 3-(1-alkyl/aminoalkyl-3-vinyl-piperidin-4-yl)-1-(quinolin-4-yl)-propan-1-ones and their 2-methylene derivatives as potential spermicidal and microbicidal agents.. Bioorganic & medicinal chemistry letters, 22 ((17)): (5735-5738). [PMID:22846917] |
| 23. Carol E Griffin,Jonathan M Hoke,Upeka Samarakoon,Junhui Duan,Jianbing Mu,Michael T Ferdig,David C Warhurst,Roland A Cooper. (2012-08-08) Mutation in the Plasmodium falciparum CRT protein determines the stereospecific activity of antimalarial cinchona alkaloids.. Antimicrobial agents and chemotherapy, 56 ((10)): (5356-5364). [PMID:22869567] |
| 24. Matthew L Beckman,Akula Bala Pramod,Danielle Perley,L Keith Henry. (2013-10-29) Stereoselective inhibition of serotonin transporters by antimalarial compounds.. Neurochemistry international, 73 (98-106). [PMID:24161619] |
| 25. Leeor Zilbermintz,William Leonardi,Sun-Young Jeong,Megan Sjodt,Ryan McComb,Chi-Lee C Ho,Cary Retterer,Dima Gharaibeh,Rouzbeh Zamani,Veronica Soloveva,Sina Bavari,Anastasia Levitin,Joel West,Kenneth A Bradley,Robert T Clubb,Stanley N Cohen,Vivek Gupta,Mikhail Martchenko. (2015-08-28) Identification of agents effective against multiple toxins and viruses by host-oriented cell targeting.. Scientific reports, 5 (13476-13476). [PMID:26310922] |
| 26. Wei Chen,Wei Du,Lei Yue,Rui Li,Yong Wu,Li-Sheng Ding,Ying-Chun Chen. (2007-02-23) Organocatalytic enantioselective indole alkylations of alpha,beta-unsaturated ketones.. Organic & biomolecular chemistry, 5 ((5)): (816-821). [PMID:17315068] |
| 27. Sang-Yun Lee,Yun-Hee Rhee,Soo-Jin Jeong,Hyo-Jeong Lee,Hyo-Jung Lee,Min-Hyung Jung,Sun-Hyung Kim,Eun-Ok Lee,Kwang Seok Ahn,Kyoo Seok Ahn,Sung-Hoon Kim. (2010-03-03) Hydrocinchonine, cinchonine, and quinidine potentiate paclitaxel-induced cytotoxicity and apoptosis via multidrug resistance reversal in MES-SA/DX5 uterine sarcoma cells.. Environmental toxicology, 26 ((4)): (424-431). [PMID:20196146] |
| 28. Jiabing Jiang,Kesheng Song,Zhi Chen,Qi Zhou,Youwen Tang,Fenglong Gu,Xiongjun Zuo,Zhiguang Xu. (2011-05-11) Novel molecularly imprinted microsphere using a single chiral monomer and chirality-matching (S)-ketoprofen template.. Journal of chromatography. A, 1218 ((24)): (3763-3770). [PMID:21555129] |
| 29. Huan Xue, Hao-Jie Xing, Bin Wang, Chao Fu, Yu-Shan Zhang, Xi Qiao, Chao Guo, Xiao-Li Zhang, Bin Hu, Xin Zhao, Li-Jiao Deng, Xiao-Chan Zhu, Yi Zhang, Yun-Feng Liu. (2023) Cinchonine, a Potential Oral Small-Molecule Glucagon-Like Peptide-1 Receptor Agonist, Lowers Blood Glucose and Ameliorates Non-Alcoholic Steatohepatitis. Drug Design Development and Therapy, [PMID:37197367] [10.2147/DDDT.S404055] |
| 30. Zhi-Yuan Zhang, Li-Li Rui, Ya-Li Lin, Hui-Dan Zhang, Ji-Ming Ou, Jian-Feng He, Quan-Zhou Wu. (2021) Preparation of ordered macroporous molecularly imprinted polymers and their applications in purifying cinchona alkaloids from cinchona extract. POLYMER INTERNATIONAL, 70 (9): (1344-1355). [10.1002/pi.6205] |
| 31. Yuan Tan, Lijing Jing, Yonghong Ding, Tianxin Wei. (2015) A novel double-layer molecularly imprinted polymer film based surface plasmon resonance for determination of testosterone in aqueous media. APPLIED SURFACE SCIENCE, 342 (84). [10.1016/j.apsusc.2015.03.031] |
| 32. Li Liu, Xuecai Tan, Xiaoxue Fang, Yuexin Sun, Fuhou Lei, Zaiyin Huang. (2012) Electrochemical Sensor Based on Molecularly Imprinted Polymer Film Prepared with Functional Abietic-Type Acids as Cross-Linker for the Determination of Quinine. ELECTROANALYSIS, 24 (7): (1647-1654). [10.1002/elan.201200085] |