hydroquinine

quinine, 10,11-dihydro-

CAS: 522-66-7 C20 H26 N2 O2 MW: 326.43962000

Identification

Namehydroquinine
IUPAC(R)-(5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxyquinolin-4-yl)methanol
CAS Number522-66-7
EINECS208-334-0
FDA UNII31J3Q51T6L
Molecular FormulaC20 H26 N2 O2
Molecular Weight326.43962000
MDL NumberMFCD00151107
Beilstein091444
XlogP33.10 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 172.50 °C. @ 760.00 mm Hg
Boiling Point 498.40 °C. @ 760.00 mm Hg (est)
Flash Point 491.00 °F. TCC ( 255.20 °C. ) (est)
logP (o/w) 3.770 (est)
Soluble in water, 290 mg/L @ 25 °C (exp)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for hydroquinine usage levels up tonot for fragrance use.
Recommendation for hydroquinine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

cinchonan-9-ol, 10,11-dihydro-6'-methoxy-, (8alpha,9R)- (9CI) dihydroquinine (R)-(5- ethyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxyquinolin-4-yl)methanol (9R)-6'- methoxy-10,11-dihydrocinchonan-9-ol quinine, 10,11-dihydro- PubMed: Silver(I)-directed growth of metal-organic complex nanocrystals with bidentate ligands of hydroquinine anthraquinone-1,4-diyl diethers as linkers at the water-chloroform interface. PubMed: The molecular phenotype of endocapillary proliferation: novel therapeutic targets for IgA nephropathy. PubMed: Catalytic and asymmetric fluorolactonisations of carboxylic acids through anion phase transfer. PubMed: How do pseudoenantiomers structurally differ in the gas phase? An IR/UV spectroscopy study of jet-cooled hydroquinine and hydroquinidine. PubMed: Interfacial self-assembly and characterization of chiral coordination polymer multilayers with bidentate ligands of hydroquinine anthraquinone-1,4-diyl diether as linkers. PubMed: Enantioselective α-hydroxylation of β-ketoamides. PubMed: Organocatalytic asymmetric biomimetic transamination of aromatic ketone to optically active amine. PubMed: Mutation in the Plasmodium falciparum CRT protein determines the stereospecific activity of antimalarial cinchona alkaloids. PubMed: Modified asymmetric Strecker reaction of aldehyde with secondary amine: a protocol for the synthesis of S-clopidogrel (an antiplatelet agent). PubMed: Microwave-assisted organocatalytic enantioselective intramolecular aza-Michael reaction with α,β-unsaturated ketones. PubMed: Enantioselective Friedel-Crafts reaction of indoles with trifluoroacetaldehyde catalyzed by Cinchona alkaloids. PubMed: Catalytic enantioselective protonation of enol trifluoroacetates by means of hydrogenocarbonates and cinchona alkaloids. PubMed: A hybrid process for chiral separation of compound-forming systems. PubMed: Preparation of heteroaryloxetanes and heteroarylazetidines by use of a Minisci reaction. PubMed: Asymmetric synthesis of an N-acylpyrrolidine for inhibition of HCV polymerase. PubMed: The role of contact chemoreception in egg-laying behaviour of locusts. PubMed: Characterization of phenoloxidase activity in Sydney rock oysters (Saccostrea glomerata). PubMed: [Adverse drug reactions in three older patients, even without changes in medication]. PubMed: Proliferation and morphological transformation of RMK cells exposed to hydroquinine containing ionomers. PubMed: Prostaglandin biosynthesis by midgut tissue isolated from the tobacco hornworm, Manduca sexta. PubMed: Hydroquinine pharmacokinetics after oral administration in adult patients with muscle cramps. PubMed: Stage-specific effects of antimalarials on an Indian isolate of Plasmodium falciparum. PubMed: Randomised controlled trial of hydroquinine in muscle cramps. PubMed: Randomised controlled trial of hydroquinine in muscle cramps. PubMed: Randomised controlled trial of hydroquinine in muscle cramps. PubMed: Randomised controlled trial of hydroquinine in muscle cramps. PubMed: Efficacy of hydroquinine in preventing frequent ordinary muscle cramp outlasts actual administration. PubMed: [No difference in efficacy of hydroquinine and placebo in restless legs syndrome]. PubMed: Liquid chromatographic determination of quinine, hydroquinine, saccharin, and sodium benzoate in quinine beverages. PubMed: [Study of antiviral effect of chlorine-substituted benzoquinine and hydroquinine]. PubMed: STUDY OF THE ACTION OF FOUR AROMATIC CINCHONA DERIVATIVES ON PNEUMOCOCCUS. A COMPARISON WITH OPTOCHIN.