Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H26N2O2 |
Molecular Weight | 326.4326 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1(C[C@@H]2CC[N@]1C[C@@H]2CC)[C@@H](O)C3=CC=NC4=CC=C(OC)C=C34
InChI
InChIKey=LJOQGZACKSYWCH-LHHVKLHASA-N
InChI=1S/C20H26N2O2/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/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
Molecular Formula | C20H26N2O2 |
Molecular Weight | 326.4326 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24068450
http://www.ajtmh.org/content/s1-12/6/473.full.pdf
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24068450
http://www.ajtmh.org/content/s1-12/6/473.full.pdf
Hydroquinidine is a pharmaceutical agent that acts as a class I antiarrhythmic agent (Ia) in the heart. Hydroquinidine is a d-rotatory alkaloid derived from cinchiona bark. It is closely related to quinidine, differing from the latter alkaloid only in containing two more atoms of hydrogen in the molecule. The drug causes increased action potential duration, as well as a prolonged QT interval. It is not approved by FDA, but marketed in Spain, France, Italy and Pakistan under the brand names Lentoquine, Sérécor LP, Idrochinidina Lirca and Austacute, respectively. Like all other class I antiarrhythmic agents, Hydroquinidine primarily works by blocking the fast inward sodium current (INa). Hydroquinidine is also used for the treatment of Malaria.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL364 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22869567 |
32.0 nM [IC50] | ||
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Lentoquine Approved UseIndications: arrhythmias |
|||
Curative | Unknown Approved UseUnknown |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1933143
Curator's Comment: Recordings were made from acutely dissociated melanotrophs, obtained following the enzymatic treatment and
mechanical disruption of the neuro-intermediate lobe of the
pituitary gland of the adult male rat
Halfmaximal inhibition of IK(f) at o mV occurred with 23 + 7.8uM
hydroquinidine
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:32:18 GMT 2023
by
admin
on
Fri Dec 15 17:32:18 GMT 2023
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Record UNII |
8P68XPY4HG
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Record Status |
Validated (UNII)
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Record Version |
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WHO-ATC |
C01BA13
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757410
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DTXSID50862110
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100000077599
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1435-55-8
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m6113
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8P68XPY4HG
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91503
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DB15300
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SUB14136MIG
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DIHYDROQUINIDINE
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27220
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215-862-5
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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PARENT -> METABOLITE |
URINE
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Related Record | Type | Details | ||
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ACTIVE MOIETY |