Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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C431523-25g | 25g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $124.90 | |
C431523-100g | 100g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $347.90 |
Synonyms | cinchonine | 118-10-5 | (+)-Cinchonine | D-Cinchonine | Cinchonan-9-ol, (9S)- | (8R,9S)-Cinchonine | (9S)-Cinchonan-9-ol | (+)-Cinconine | TCMDC-123933 | cinchonin | (+)-cinchonin | GNF-Pf-3189 | NSC-6176 | V43X79NZCD | (1S)-Quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol | |
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Specifications & Purity | ≥85% |
Product Description | 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 |
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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:
Specific Rotation[α] | 223 ° (C=0.5, EtOH) |
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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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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] |