Q1125

Sigma-Aldrich

Quinine hydrochloride dihydrate

Empirical Formula (Hill Notation):
C20H24N2O2 · HCl · 2H2O
CAS Number:
Molecular Weight:
396.91
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

solubility

H2O: 0.25/5 g/mL, clear, colorless

Mode of action

enzyme | inhibits

antibiotic activity spectrum

parasites

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

Exclamation markHealth hazard

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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...
Preferences of 14 rat strains for 17 taste compounds
Tordoff MG, et al.
Physiology & Behavior, 95(3), 308-332 (2008)
High-NaCl perception in Drosophila melanogaster
Alves G, et al.
The Journal of Neuroscience, 34(33), 10884-10891 (2014)
The first stereoselective total synthesis of quinine
Stork G, et al.
Journal of the American Chemical Society, 123(14), 3239-3242 (2001)
Roberto Vincis et al.
Current biology : CB, 30(10), 1834-1844 (2020-04-04)
Research over the past decade has established the gustatory insular cortex (GC) as a model for studying how primary sensory cortices integrate sensory, affective, and cognitive signals. This integration occurs through time-varying patterns of neural activity. Selective silencing of GC...

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