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Q1125

Sigma-Aldrich

Quinine hydrochloride dihydrate

99-101% (titration), potassium channel blocker

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen
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About This Item

Empirický vzorec (Hillův zápis):
C20H24N2O2 · HCl · 2H2O
Číslo CAS:
6119-47-7
Molekulová hmotnost:
396.91
EC Number:
205-001-1
MDL number:
MFCD00078498
UNSPSC Code:
12352210
PubChem Substance ID:
57654577
NACRES:
NA.77

product name

Quinine hydrochloride dihydrate,

solubility

H2O: 0.25/5 g/mL, clear, colorless

antibiotic activity spectrum

parasites

mode of action

enzyme | inhibits

SMILES string

O.Cl.[H][C@]1(C[C@@H]2CC[N@H]1C[C@@H]2C=C)[C@H](O)c3ccnc4ccc(OC)cc34

InChI

1S/C20H24N2O2.ClH.H2O/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;1H2/t13-,14-,19-,20+;;/m0../s1

InChI key

SGVZDMWHXVXUBY-HZQSTTLBSA-N

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General description

Quinine is derived from the stem of cinchona (quina-quina) tree. It is an alkaloid having various applications in the field of medicine. Quinine is a basic compound with aryl amino alcohol group.

Application

Quinine hydrochloride dihydrate has been used in Drosophila larval behavioral assay. It has also been used in taste preference analysis among rats.

Biochem/physiol Actions

Quinine is widely used in the treatment of malaria. It possesses erythrocytic and gametocytocidal action against Plasmodium sp. It also serves as an analgesic drug. Upon administration, quinine is present mostly bound to α-1 acid glycoprotein in the body fluids. Quinine has the ability to cross the placenta and the blood brain barrier. It has a half-life of 11-18 hours. Tinnitus, hearing defects, nausea and headache are some of its side effects.
Potassium channel blocker

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Osvědčení o analýze (COA)

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Quinine sulfate meets USP testing specifications, monograph mol wt. 782.94 ((C20H24N2O2)2 . H2SO4 . 2H2O)

Q0132

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Sigma-Aldrich

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USP

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vibrant-m

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PHL80962

(-)-Quinine

The first stereoselective total synthesis of quinine
Stork G, et al.
Journal of the American Chemical Society, 123(14), 3239-3242 (2001)
High-NaCl perception in Drosophila melanogaster
Alves G, et al.
The Journal of Neuroscience, 34(33), 10884-10891 (2014)
Preferences of 14 rat strains for 17 taste compounds
Tordoff MG, et al.
Physiology & Behavior, 95(3), 308-332 (2008)
Eleanor K Lutz et al.
The Journal of experimental biology, 223(Pt 7) (2020-03-05)
Mosquitoes spread deadly diseases that impact millions of people every year. Understanding mosquito physiology and behavior is vital for public health and disease prevention. However, many important questions remain unanswered in the field of mosquito neuroethology, particularly in our understanding
Annachiara Cavazzana et al.
European archives of oto-rhino-laryngology : official journal of the European Federation of Oto-Rhino-Laryngological Societies (EUFOS) : affiliated with the German Society for Oto-Rhino-Laryngology - Head and Neck Surgery, 276(3), 753-759 (2019-01-04)
In clinical practice, when ability to perceive bitter taste is studied, quinine is preferred to phenylthiocarbamide (PTC) and 6-n-propylthiouracil (PROP) as taste stimulus, because many subjects are genetically non-tasters for PTC/PROP. However, it is poorly known how sensitive anterior (front)
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