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22642

Sigma-Aldrich

Quinine hemisulfate salt monohydrate

tested according to Ph. Eur.

Synonyme(s) :

Chinini sulfas, Quinine sulfate (2:1) (salt) dihydrate

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About This Item

Formule empirique (notation de Hill):
C20H24N2O2 · 0.5H2O4S · H2O
Numéro CAS:
207671-44-1
Poids moléculaire :
391.47
Numéro Beilstein :
6113937
Numéro MDL:
MFCD00150790
Code UNSPSC :
12352210
ID de substance PubChem :
329752331
Nomenclature NACRES :
NA.25

Agence

USP/NF
tested according to Ph. Eur.

Niveau de qualité

100

Pf

~225 °C (dec.) (lit.)

Spectre d'activité de l'antibiotique

parasites

Mode d’action

enzyme | inhibits

Chaîne SMILES 

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

Clé InChI

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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL4999
BCCH7202
BCCF0803
BCCD6235
BCCC2345

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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
Joe Briscoe et al.
Angewandte Chemie (International ed. in English), 54(15), 4463-4468 (2015-02-24)
New hybrid materials consisting of ZnO nanorods sensitized with three different biomass-derived carbon quantum dots (CQDs) were synthesized, characterized, and used for the first time to build solid-state nanostructured solar cells. The performance of the devices was dependent on the
J P Mooney et al.
Mucosal immunology, 7(6), 1302-1311 (2014-03-29)
Coinfection can markedly alter the response to a pathogen, thereby changing its clinical presentation. For example, non-typhoidal Salmonella (NTS) serotypes are associated with gastroenteritis in immunocompetent individuals. In contrast, individuals with severe pediatric malaria can develop bacteremic infections with NTS
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