Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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C106926-5g | 5g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $9.90 | |
C106926-25g | 25g | In stock | $32.90 | |
C106926-100g | 100g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $100.90 | |
C106926-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $453.90 |
Synonyms | (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 |
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Specifications & Purity | ≥98% |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
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IUPAC Name | (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol |
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INCHI | 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 |
Canonical 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 |
WGK Germany | 3 |
RTECS | GD3500000 |
PubChem CID | 90454 |
Molecular Weight | 294.39 |
Beilstein | 89689 |
Reaxy-Rn | 89689 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
G2416568 | Certificate of Analysis | Apr 27, 2024 | C106926 |
F2216161 | Certificate of Analysis | Feb 24, 2022 | C106926 |
F2216248 | Certificate of Analysis | Feb 24, 2022 | C106926 |
F2216249 | Certificate of Analysis | Feb 24, 2022 | C106926 |
F2216250 | Certificate of Analysis | Feb 24, 2022 | C106926 |
H2309591 | Certificate of Analysis | Feb 24, 2022 | C106926 |
L2321176 | Certificate of Analysis | Feb 24, 2022 | C106926 |
A2220063 | Certificate of Analysis | Jan 22, 2022 | C106926 |
Solubility | Insoluble in water; Slightly soluble in Alcohol; Very slightly soluble in Ether,Chloroform |
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Sensitivity | Light sensitive. |
Specific Rotation[α] | 223 ° (C=0.5, EtOH) |
Melt Point(°C) | 256-266°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H302:Harmful if swallowed H317:May cause an allergic skin reaction H332:Harmful if inhaled |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. P317:Get emergency medical help. |
WGK Germany | 3 |
RTECS | GD3500000 |
Reaxy-Rn | 89689 |
Merck Index | 2287 |
1. 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] |
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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] |
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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] |
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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] |
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28. 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] |
29. 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] |
30. 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] |
31. Anita Bosak,Alma Ramić,Tamara Šmidlehner,Tomica Hrenar,Ines Primožič,Zrinka Kovarik. (2018-10-06) Design and evaluation of selective butyrylcholinesterase inhibitors based on Cinchona alkaloid scaffold.. PloS one, 13 ((10)): (e0205193-e0205193). [PMID:30289893] |
32. 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] |