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Quinine (hydrochloride)

CAT: 0804-HY-110082-01Size: 5 gDry Ice: NoHazardous: No
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CAT#:0804-HY-110082-01Size:5 g
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Description
Quinine (hydrochloride) is an alkaloid derived from the bark of the cinchona tree, acts as an anti-malaria agent. Quinine (hydrochloride) is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100 mV with an IC50 of 169 μM[1][2].
CAS Number
130-89-2
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Dengue Virus; Flavivirus; Parasite; Potassium Channel
Type
Reference compound
Related Pathways
Anti-infection; Membrane Transporter/Ion Channel
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/quinine-hydrochloride.html
Purity
98.0
Smiles
O[C@H](C1=CC=NC2=C1C=C(OC)C=C2)[C@@]3([H])[N@](C[C@@H]4C=C)CC[C@H]4C3.Cl
Molecular Formula
C20H25ClN2O2
Molecular Weight
360.88
Precautions
H302, H315, H319, H335
References & Citations
[1]Jhanwar, Deepika, et al. Chemoprevention of DMBA induced skin carcinogenesis in swiss albino mice by quinine sulfate. (2016) : 2636-2640.|[2]Shilu Malakar, et al. Drug repurposing of quinine as antiviral against dengue virus infection. Virus Res. 2018 Aug 15;255:171-178. doi: 10.1016/j.virusres.2018.07.018. Epub 2018 Jul 25.
Shipping Conditions
Room Temperature
Storage Conditions
RT, stored under nitrogen
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Quinine Hydrochloride

See also: Quinine (has active moiety); Quinine Sulfate (related); Lung Drainage (FDA NDC: 43742-1649) (component of).

CAS Number130-89-2
PubChem CID91558
IUPAC Name(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;hydrochloride
Molecular FormulaC20H25ClN2O2
Molecular Weight360.9
Topological Polar Surface Area45.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count25
Formal Charge0
Complexity457
SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.Cl
InChI
InChI=1S/C20H24N2O2.ClH/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/t13-,14-,19-,20+;/m0./s1
InChIKey
LBSFSRMTJJPTCW-DSXUQNDKSA-N
Chemical Structure
2D Structure
2D structure of Quinine Hydrochloride
CAS: 130-89-2
CID: 91558
Formula: C20H25ClN2O2
MW: 360.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight360.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass360.1604557
Monoisotopic Mass360.1604557
Topological Polar Surface Area45.6 Ų
Heavy Atom Count25
Formal Charge0
Complexity457
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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Alternative Products

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Q8050-01Quinine hydrochloride
OR1005830-01Quinine (hydrochloride)
FQ43018-01Quinine hydrochloride dihydrate
Q00520Quinine urea hydrochloride
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288515-01Quinine

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