CAS 78549-61-8

3-Hydroxyquinine

Description:

3-Hydroxyquinine is a chemical compound derived from quinine, which is known for its antimalarial properties. It features a hydroxyl group (-OH) at the 3-position of the quinoline ring structure, which contributes to its unique chemical behavior and potential biological activity. The compound is characterized by its molecular formula, which reflects its composition of carbon, hydrogen, nitrogen, and oxygen atoms. 3-Hydroxyquinine exhibits properties typical of alkaloids, including potential pharmacological effects, such as antimalarial and analgesic activities. Its structure allows for interactions with biological targets, making it of interest in medicinal chemistry. Additionally, the compound may exhibit solubility in polar solvents, which can influence its bioavailability and therapeutic applications. As with many quinine derivatives, research into 3-hydroxyquinine may focus on its efficacy, safety, and mechanisms of action in various biological systems. Overall, this compound represents a significant area of study within the field of organic and medicinal chemistry.

Formula: C₂₀H₂₄N₂O₃

InChI: InChI=1/C20H24N2O3/c1-3-20(24)12-22-9-7-13(20)10-18(22)19(23)15-6-8-21-17-5-4-14(25-2)11-16(15)17/h3-6,8,11,13,18-19,23-24H,1,7,9-10,12H2,2H3/t13-,18+,19-,20-/m1/s1

InChI key: InChIKey=BSRUJCFCZKMFMB-YGHPHNMRSA-N

SMILES: [C@@H](O)(C=1C2=C(C=CC(OC)=C2)N=CC1)[C@]3([N@@]4C[C@@](C=C)(O)[C@](C3)(CC4)[H])[H]

Synonyms:

• Cinchonan-3,9-diol, 6′-methoxy-, (8α,9R)-
• 3-Hydroxyquinine
• (8α,9R)-6′-Methoxycinchonan-3,9-diol
• (3S)-Hydroxyquinine
• (3S)-3-Hydroxyquinine
• 6'-Methoxycinchonan-3,9-diol
• 3-HYDROXY QUININE
• (8S,9R)-6'-Methoxycinchonan-3,9-diol
• (8α,9R)-

(3S)-3-Hydroxy Quinine

CAS: 78549-61-8

Formula: C₂₀H₂₄N₂O₃

Color and Shape: White To Off-White Solid

Molecular weight: 340.43

Ref: 4Z-Q-035

3-Hydroxy Quinine-d3

CAS: 78549-61-8

Formula: C₂₀H₂₁N₂O₃D₃

Molecular weight: 343.44

Ref: 4Z-Q-033

(-)-(3S)-3-Hydroxy Quinine

Controlled Product

CAS: 78549-61-8

Formula: C₂₀H₂₄N₂O₃

Color and Shape: Neat

Molecular weight: 340.42

Ref: TR-H953235

(-)-(3S)-3-Hydroxy Quinine-vinyl-d3

Controlled Product

CAS: 78549-61-8

Applications A metabolite of Quinine.
References Small, D.L., et al.: J. Chem. Med., 22, 1014 (1979), Guentert, T.W., et al.: Eur. J. Drug Metab. Pharmacokinet., 7, 31 (1982), Rakhir, A., et al.: J. Pharmacokinet. Biopharm., 12, 1 (1984), Christie, D.J., et al.: J. Lab. Clin. Med., 112, 92 (1988),

Formula: C₂₀H₂₁D₃N₂O₃

Color and Shape: Neat

Molecular weight: 340.42

Ref: TR-H953237