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22632

Sigma-Aldrich

Quinine hydrochloride dihydrate

tested according to Ph. Eur.

Sinónimos:

Chinini hydrochloridum, (8α, 9R)-6′-Methoxycinchonan-9-ol monohydrochloride dihydrate

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About This Item

Fórmula empírica (notación de Hill):
C20H24N2O2 · HCl · 2H2O
Número de CAS:
6119-47-7
Peso molecular:
396.91
Beilstein:
6112655
Número CE:
205-001-1
Número MDL:
MFCD00151248
Código UNSPSC:
12352210
ID de la sustancia en PubChem:
329752329
NACRES:
NA.25

Agency

USP/NF
tested according to Ph. Eur.

Nivel de calidad

100

formulario

solid

solubilidad

water: soluble 0.25 mg in 5 ml

aplicaciones

pharmaceutical (small molecule)

cadena SMILES

O.O.Cl.COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1

InChI

1S/C20H24N2O2.ClH.2H2O/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;;;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1H;2*1H2/t13-,14-,19-,20+;;;/m0.../s1

Clave InChI

MPQKYZPYCSTMEI-FLZPLBAKSA-N

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Aplicación

Quinine hydrochloride dehydrate has been used for fluorescent in situ detection of quinine in cinchona bark using UV resonance raman spectroscopy. It has also been used as a actinometric system to measure the light-induced changes in ruthenium anticancer agent, NAMI-A.

Acciones bioquímicas o fisiológicas

Quinine is a very effective anti-malarial treatment but is considered toxic for routine treatment due to the development of drug resistance in the malarial parasites. It acts as blood schizonticide.Quinine reportedly blocks the membrane conductance of potassium in enteric neurons.

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palabra de señalización

Danger

Frases de peligro

H302,H317,H334

Clasificaciones de peligro

Acute Tox. 4 Oral - Resp. Sens. 1 - Skin Sens. 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCK4769
BCCG5754
BCCF7727
BCCB7934
BCBX1210

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E Cherubini et al.
British journal of pharmacology, 83(1), 3-5 (1984-09-01)
Quinine (100 microM) abolished the slow calcium-dependent afterhyperpolarization which occurs after an action potential in some neurones of the guinea-pig myenteric and submucous plexus. This occurred without any effect on the amplitude or time course of the action potential itself
D A Warrell
Journal of the Royal Society of Medicine, 82 Suppl 17, 44-50 (1989-01-01)
In the treatment of severe Plasmodium falciparum infection antimalarial drugs should, ideally, be given by controlled rate intravenous infusion until the patient is able to swallow tablets. In cases where infection has been acquired in a chloroquine resistant area, and
Is alkylation the main mechanism of action of the antimalarial drug artemisinin?.
Robert A and Meunier B
Chemical Society Reviews, 273-274 (1998)
Torsten Frosch et al.
The journal of physical chemistry. B, 111(16), 4171-4177 (2007-03-31)
Deep UV resonance Raman micro-spectroscopy (lambda(exc) = 244 nm) was applied for a highly sensitive, selective, and gentle localization of the antimalarial quinine in situ in cinchona bark. The high potential of the method was demonstrated by the detection of
Marjan Bouma et al.
Journal of pharmaceutical and biomedical analysis, 30(4), 1287-1296 (2002-11-01)
NAMI-A is a novel ruthenium complex with selective activity against metastases currently in Phase I clinical trials in The Netherlands. The photostability of this new agent in solid state and in solution has been investigated utilizing a stability-indicating reversed-phase high
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