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22642

Sigma-Aldrich

Quinine hemisulfate salt monohydrate

tested according to Ph. Eur.

Synonym(s):

Chinini sulfas, 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:
329752331
NACRES:
NA.25

agency

USP/NF
tested according to Ph. Eur.

Quality Level

100

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

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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, 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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4999
BCCH7202
BCCF0803
BCCD6235
BCCC2345

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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
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
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
J P Mooney et al.
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