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Merck
CN

22642

Quinine hemisulfate salt monohydrate

tested according to Ph. Eur.

Synonym(s):

Chinini sulfas

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About This Item

Empirical Formula (Hill Notation):
C20H24N2O2 · 0.5H2O4S · H2O
CAS Number:
Molecular Weight:
391.47
UNSPSC Code:
12352210
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6113937
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Quality Level

agency

tested according to Ph. Eur.

mp

~225 °C (dec.) (lit.)

antibiotic activity spectrum

parasites

mode of action

enzyme | inhibits

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

Application

Quinine hemisulfate salt monohydrate has been used as a tastant for testing the saccharin and quinine consumption in wild-type or knock-in mice. It has been used for studying the toxicity of heme (FP)-complexes.

Biochem/physiol Actions

Potassium channel blocker. Antimalarial
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 hemisulfate is an alkaloid originally isolated from the Cinchona family of South American trees. It inhibits mitochondrial ATP-regulated potassium channel and posssess antimalarial, anticholinergic, antihypertensive and hypoglycemic properties.


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Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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Jimena A Ballestero et al.
Molecular pharmacology, 68(3), 822-829 (2005-06-16)
In this study, we report the effects of the quinoline derivatives quinine, its optical isomer quinidine, and chloroquine on alpha9alpha10-containing nicotinic acetylcholine receptors (nAChRs). The compounds blocked acetylcholine (ACh)-evoked responses in alpha9alpha10-injected Xenopus laevis oocytes in a concentration-dependent manner, with
P Bednarczyk et al.
The Journal of membrane biology, 199(2), 63-72 (2004-09-24)
The mitochondrial ATP-regulated potassium (mitoK(ATP) channel has been suggested as trigger and effector in myocardial ischemic preconditioning. However, molecular and pharmacological properties of the mitoK(ATP) channel remain unclear. In the present study, single-channel activity was measured after reconstitution of the
Y A Blednov et al.
The Journal of pharmacology and experimental therapeutics, 336(1), 145-154 (2010-09-30)
GABA type A receptors (GABA(A)-Rs) are potential targets of ethanol. However, there are multiple subtypes of this receptor, and, thus far, individual subunits have not been definitively linked with specific ethanol behavioral actions. Interestingly, though, a chromosomal cluster of four



Global Trade Item Number

SKUGTIN
22642-50G04061833448632