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Q1250

Sigma-Aldrich

Quinine hemisulfate salt monohydrate

synthetic, ≥90% (HPLC)

Synonym(s):

Quinine sulfate (2:1) (salt) dihydrate

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About This Item

Empirical Formula (Hill Notation):
C20H24N2O2 · 0.5H2O4S · H2O
CAS Number:
207671-44-1
Molecular Weight:
391.47
Beilstein/REAXYS Number:
6113937
MDL number:
MFCD00150790
UNSPSC Code:
12352210
PubChem Substance ID:
57654578
NACRES:
NA.77

biological source

synthetic

Quality Level

200

assay

≥90% (HPLC)

mp

~225 °C (dec.) (lit.)

solubility

H2O: slightly soluble 1.2 mg/mL
ethanol: 8 mg/mL

antibiotic activity spectrum

parasites

mode of action

enzyme | inhibits

originator

Bayer

SMILES string

O.O.OS(O)(=O)=O.COc1ccc2nccc([C@@H](O)C3CC4CCN3C[C@@H]4C=C)c2c1.COc5ccc6nccc([C@@H](O)C7CC8CCN7C[C@@H]8C=C)c6c5

InChI

1S/2C20H24N2O2.H2O4S.2H2O/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4;;/h2*3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4);2*1H2/t2*13-,14-,19-,20+;;;/m00.../s1

InChI key

ZHNFLHYOFXQIOW-LPYZJUEESA-N

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Application

Quinine hemisulfate salt monohydrate has been used as a stimuli to evaluate its influence on sensory and cognitive factors.

Biochem/physiol Actions

Potassium channel blocker. Antimalarial, anticholinergic, antihypertensive, and hypoglycemic agent; alkaloid originally isolated from the Cinchona family of South American trees. Inhibits mitochondrial ATP-regulated potassium channel. Used to study the metabolism of biocrystalized heme, hemozoin, in malarial parasites and to study the toxicity of heme (FP)-complexes.
Quinine has analgesic property.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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F A Santos et al.
European journal of pharmacology, 364(2-3), 193-197 (1999-02-05)
The effect of quinine, a cinchona alkaloid, was studied on gastrointestinal transit in mice. Intraperitoneal (i.p.) administration of quinine inhibited the intestinal propulsion of a charcoal suspension at a dose of 100 mg/kg, comparing favorably with 5 mg/kg morphine. In
Elizabeth A Sneddon et al.
Alcoholism, clinical and experimental research, 43(2), 243-249 (2018-11-16)
Alcohol use disorder is characterized by compulsive alcohol intake, or drinking despite negative consequences. Previous studies have shown that female rodents have a heightened vulnerability to drug use across different stages of the addictive cycle, but no previous studies have
Both perceptual and conceptual factors influence taste-odor and taste-taste interactions
Frank RA, et al.
Perception & Psychophysics, 54(3), 343-354 (1993)
E M Clement et al.
Neuropharmacology, 37(7), 945-951 (1998-10-17)
Quinine and quinidine are reported to potentiate the behavioural effects of serotonergic agents and monoamine uptake inhibitors. We have therefore investigated the presynaptic actions of quinine and quinidine on monoamine uptake and release in rat brain tissue in vitro. Quinidine
A Hedman et al.
Journal of pharmaceutical sciences, 87(4), 457-461 (1998-04-21)
The pharmacokinetic interaction between quinidine and digoxin in patients is well-known, in general requiring a dose reduction of digoxin in patients concomitantly treated with quinidine. Quinine, the diastereomer of quinidine, has not been as extensively studied in this respect. In
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