Details
Stereochemistry | RACEMIC |
Molecular Formula | C36H41N3O6.ClH |
Molecular Weight | 648.1895 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=C(C(c2cccc(c2)N(=O)=O)C(=C(C)N1)C(=O)OC(C)(C)CN(C)CCC(c3ccccc3)c4ccccc4)C(=O)OC.Cl
InChI
InChIKey=WMFYOYKPJLRMJI-UHFFFAOYSA-N
InChI=1S/C36H41N3O6.ClH/c1-24-31(34(40)44-6)33(28-18-13-19-29(22-28)39(42)43)32(25(2)37-24)35(41)45-36(3,4)23-38(5)21-20-30(26-14-9-7-10-15-26)27-16-11-8-12-17-27;/h7-19,22,30,33,37H,20-21,23H2,1-6H3;1H
Molecular Formula | C36H41N3O6 |
Molecular Weight | 611.7286 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Molecular Formula | ClH |
Molecular Weight | 36.4609 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment:: description was created based on several sources, including
https://www.drugs.com/history/lercanidipine.html | https://www.ncbi.nlm.nih.gov/pubmed/27794423
Curator's Comment:: description was created based on several sources, including
https://www.drugs.com/history/lercanidipine.html | https://www.ncbi.nlm.nih.gov/pubmed/27794423
Lercanidipine is antihypertensive drugs which acts by blocking L-type calcium channels, allowing relaxation and opening of blood vessels. Lercanidipine exists as a racemate, with anti-hypertensive activity residing primarily in S-enantiomer. NDA for lercanidipine was submitted to FDA in 2002 by Forest Laboratories, but FDA refused to approve the drug, and lercanidipine is not marketed in USA. Lercanidipine is also investigated in preclinical models of epilepsy and ischemic stroke.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26673531
Curator's Comment:: Active in a preclinical models of epilepsy on mice
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2095229 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16173926 |
2.2 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | ZANIDIP Approved UseLercanidipine is indicated for the treatment of mild to moderate essential hypertension |
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Primary | Unknown Approved UseUnknown |
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Palliative | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Lercanidipine and losartan effects on blood pressure and fibrinolytic parameters. | 2006 Apr |
|
[The effect of calcium channel blocker lercanidipine on lowgrade inflammation parameters in essential hypertension patients]. | 2006 Dec |
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Lercanidipine reduces matrix metalloproteinase-9 activity in patients with hypertension. | 2006 Jan |
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Fixed-dose combination lercanidipine/enalapril. | 2007 |
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Lercanidipine in the treatment of hypertension. | 2007 Mar |
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Lercanidipine inhibits vascular smooth muscle cell proliferation and neointimal formation via reducing intracellular reactive oxygen species and inactivating Ras-ERK1/2 signaling. | 2009 Jan |
Sample Use Guides
The recommended dosage is 10 mg orally once a day at least 15 minutes before meals; the dose may be increased to 20 mg depending on the individual patient's response. In preclinical models lercanidipine is administered intraperitoneally.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16173926
Lercanidipine demonstrated vasodilation effect in isolated vessel ring obtained from human arteria mammaria preparation (EC50 approx. 1 nM). Isolated vessel rings were precontracted by 0.3 mol/L prostaglandin F2.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 00:47:53 UTC 2021
by
admin
on
Sat Jun 26 00:47:53 UTC 2021
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Record UNII |
OA8TFX68PE
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Record Status |
Validated (UNII)
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C333
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M6770
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OA8TFX68PE
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C87685
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C060343
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CHEMBL250270
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132866-11-6
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132866-11-6
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SUB02894MIG
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153679
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Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE | |||
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PARENT -> SALT/SOLVATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |