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lercanidipine

Structure via PubChem · Public domain (PubChem)

EntityQ410492· pop 14· linked from 328 articles

lercanidipine

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Also known as Lercanil, Zanidip

Lercanidipine (INN) is an antihypertensive (blood pressure lowering) drug. It belongs to the dihydropyridine class of calcium channel blockers, which work by relaxing and opening the blood vessels allowing the blood to circulate more freely around the body. This lowers the blood pressure and allows the heart to work more efficiently.

Key facts

Drug.verifiedrevid
408573138
Drug.IUPAC_name
(RS)-2[(3,3-Diphenylpropyl)(methyl)amino]-1,1-dimethylethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Drug.image
Lercanidipine.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.tradename
Zanidip, Leridip
Drug.pregnancy_category
C (no data in humans)
Drug.legal_status
Rx-only
Drug.routes_of_administration
Oral
Drug.bioavailability
~10% (due to first-pass effect)
Drug.protein_bound
>98%
Drug.metabolism
Mainly CYP3A4
Drug.elimination_half life
8–10 hours
Drug.duration_of_action
≥ 24 hours
Drug.excretion
Urine (50%)
Drug.CAS_number
100427-26-7
Drug.CAS_supplemental
(HCl)
Drug.ATC_prefix
C08

via Wikipedia infobox

Chemical data

Formula
C36H41N3O6
Molecular weight
611.7 g/mol
IUPAC name
5-O-[1-[3,3-diphenylpropyl(methyl)amino]-2-methylpropan-2-yl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
SMILES
CC1=C(C(C(=C(N1)C)C(=O)OC(C)(C)CN(C)CCC(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC
InChIKey
ZDXUKAKRHYTAKV-UHFFFAOYSA-N
XLogP
6.9
Polar surface area
114 Ų
H-bond donors
1
H-bond acceptors
8
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 3
Molecule type
Small molecule
Indications
cardiovascular disease, hypertension, essential hypertension

via ChEMBL · EBI

Research

394 papers

via PubMed

Wikidata facts

Mass
611.299536
Has use
medication
Show 6 more facts
chemical formula
C₃₆H₄₁N₃O₆
subject has role
antihypertensive drug
canonical SMILES
CC1=C(C(C(=C(N1)C)C(=O)OC(C)(C)CN(C)CCC(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC
defined daily dose
10
Commons category
Lercanidipine
significant drug interaction
propranolol
Sources (4)

via Wikidata · CC0

~6 min read

Encyclopedic overview

13 sections
Contents
  • Medical uses
  • Contraindications
  • Adverse effects
  • Overdose
  • Interactions
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • Chemistry
  • Detection in body fluids
  • References
  • Further reading
  • External links

Lercanidipine (INN) is an antihypertensive (blood pressure lowering) drug. It belongs to the dihydropyridine class of calcium channel blockers, which work by relaxing and opening the blood vessels allowing the blood to circulate more freely around the body. This lowers the blood pressure and allows the heart to work more efficiently.

This drug (trade name Zanidip, among others) acts more slowly than older dihydropyridines. It probably has fewer adverse effects, but a comparatively high potential for drug interactions.

Excerpted from Wikipedia’s “lercanidipine” article, available under the CC BY-SA 4.0 licence.

Gallery (3)