CAS 524-57-2
:Cinchonidine hydrochloride
Description:
Cinchonidine hydrochloride is a chemical compound derived from the bark of the cinchona tree, known for its historical use as an antimalarial agent. It is an alkaloid and a stereoisomer of quinine, exhibiting a chiral structure that contributes to its pharmacological properties. The compound appears as a white to off-white crystalline powder and is soluble in water and alcohol, making it suitable for various applications in medicinal chemistry. Cinchonidine hydrochloride has been studied for its potential use as a local anesthetic and in the treatment of certain cardiovascular conditions due to its ability to block sodium channels. Additionally, it serves as a chiral auxiliary in asymmetric synthesis, facilitating the production of enantiomerically pure compounds. Its hydrochloride form enhances its stability and solubility, which is advantageous for pharmaceutical formulations. As with many alkaloids, caution is advised regarding its dosage and potential side effects, including toxicity at higher concentrations. Overall, cinchonidine hydrochloride is a compound of significant interest in both medicinal and synthetic chemistry.
Formula:C19H22N2O·ClH
InChI:InChI=1S/C19H22N2O.ClH/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;1H/t13-,14-,18-,19+;/m0./s1
InChI key:InChIKey=IMUHWLVEEVGMBC-YYXOUSRLSA-N
SMILES:[C@H](O)([C@]1([N@@]2C[C@H](C=C)[C@](C1)(CC2)[H])[H])C=3C4=C(N=CC3)C=CC=C4.Cl
Synonyms:- (-)-Cinchonidine hydrochloride
- (8α,9R)-cinchonan-9-ol hydrochloride
- Cinchonan-9-Ol Hydrochloride
- Cinchonan-9-ol, hydrochloride (1:1), (8α,9R)-
- Cinchonan-9-ol, monohydrochloride, (8α,9R)-
- Cinchonidine monohydrochloride
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