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CAS 5949-11-1

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Cinchonine hydrochloride

Description:
Cinchonine hydrochloride is a chemical compound derived from the bark of the cinchona tree, known for its historical use as an antimalarial agent. It is a white to off-white crystalline powder that is soluble in water and alcohol, making it suitable for various pharmaceutical applications. The compound has a molecular formula of C18H22ClN and a molecular weight of approximately 303.83 g/mol. Cinchonine hydrochloride exhibits basic properties due to the presence of a nitrogen atom in its structure, allowing it to form salts with acids. It is often used in the synthesis of other alkaloids and as a chiral auxiliary in asymmetric synthesis. Additionally, it has been studied for its potential effects on the central nervous system and its role in various biological activities, including antimalarial and analgesic properties. Proper handling and storage are essential, as with many chemical substances, to ensure safety and maintain its efficacy in applications.
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-BKUXTCEESA-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:
  • (+)-Cinchonine hydrochloride
  • (3alpha,8alpha,9R)-cinchonan-1-ium-9-ol
  • (9S)-cinchonan-9-ol hydrochloride (1:1)
  • <span class="text-smallcaps">D</span>-(+)-Cinchonine hydrochloride
  • Cinchonan-9-ol, hydrochloride (1:1), (9S)-
  • Cinchonan-9-ol, monohydrochloride, (9S)-
  • Cinchonine, monohydrochloride
  • Cinchonium hydrochloride
  • NSC 215195
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