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candesartan

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EntityQ415970· pop 29· linked from 161 articles

candesartan

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Also known as CV-11974, TCV-116 (prodrug), 2-ethoxy-1-(p-(o-1H-tetrazol-5-ylphenyl)benzyl)-7-benzimidazolecarboxylic acid, 2-ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4ethyl]}-1H-benzimidazole-7-carboxylic acid, 2-ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid

Candesartan is an angiotensin receptor blocker (ARB) primarily used to treat high blood pressure and congestive heart failure. It is always administered in its inactive prodrug form, candesartan cilexetil, which is converted to the active drug during absorption in the gastrointestinal tract. Like olmesartan, candesartan is a cascading prodrug, a feature that influences its pharmacokinetics. It has good bioavailability and is considered one of the most potent AT1 receptor antagonists by weight. Its effective maintenance dose is also relatively low.

Key facts

Drug.drug_name
Candesartan cilexetil
Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
460015915
Drug.IUPAC_name
1-cyclohexyloxycarbonyloxyethyl 2-ethoxy-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate | image = Candesartan Cilexetil.svg | image_class = skin-invert-image | synonyms = | pronounce = | tradename = Atacand, others | Drugs.com = | MedlinePlus = a601033 | pregnancy_AU = D | pregnancy_category = | legal_status = Rx-only | routes_of_administration = By mouth | bioavailability = 15% (candesartan cilexetil) | metabolism = Candesartan cilexetil: intestinal wall; candesartan: hepatic (CYP2C9) | elimination_half-life = 9 hours | excretion = Kidney 33%, faecal 67% | CAS_number_Ref = | CAS_number = 145040-37-5 | ATC_prefix = C09 | ATC_suffix = CA06 | PubChem = 2541 | IUPHAR_ligand = 8352 | DrugBank_Ref = | DrugBank = DB00796 | ChemSpiderID_Ref = | ChemSpiderID = 2444 | UNII_Ref = | UNII = R85M2X0D68 | KEGG_Ref = | KEGG = D00626 | ChEBI_Ref = | ChEBI = 3348 | ChEMBL_Ref = | ChEMBL = 1014 | C=33 | H=34 | N=6 | O=6 | smiles = CCOC1=NC2=CC=CC(=C2N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5)C(=O)OC(C)OC(=O)OC6CCCCC6 | StdInChI_Ref = | StdInChI = 1S/C33H34N6O6/c1-3-42-32-34-28-15-9-14-27(31(40)43-21(2)44-33(41)45-24-10-5-4-6-11-24)29(28)39(32)20-22-16-18-23(19-17-22)25-12-7-8-13-26(25)30-35-37-38-36-30/h7-9,12-19,21,24H,3-6,10-11,20H2,1-2H3,(H,35,36,37,38) | StdInChIKey_Ref = | StdInChIKey = GHOSNRCGJFBJIB-UHFFFAOYSA-N

via Wikipedia infobox

Chemical data

Formula
C24H20N6O3
Molecular weight
440.5 g/mol
IUPAC name
2-ethoxy-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylic acid
SMILES
CCOC1=NC2=CC=CC(=C2N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5)C(=O)O
InChIKey
HTQMVQVXFRQIKW-UHFFFAOYSA-N
XLogP
4.1
Polar surface area
119 Ų
H-bond donors
2
H-bond acceptors
7
Formal charge
0

via PubChem

~9 min read

Encyclopedic overview

14 sections
Contents
  • Medical uses
  • Hypertension
  • Heart failure
  • Prehypertension
  • Prevention of atrial fibrillation
  • Diabetic retinopathy
  • Migraine prophylaxis
  • Depression and bipolar depression
  • Adverse effects
  • Pharmacokinetics
  • Research
  • History
  • Names
  • References

Candesartan is an angiotensin receptor blocker (ARB) primarily used to treat high blood pressure and congestive heart failure. It is always administered in its inactive prodrug form, candesartan cilexetil, which is converted to the active drug during absorption in the gastrointestinal tract. Like olmesartan, candesartan is a cascading prodrug, a feature that influences its pharmacokinetics. It has good bioavailability and is considered one of the most potent AT1 receptor antagonists by weight. Its effective maintenance dose is also relatively low.

It was patented in 1990 and approved for medical use in 1997.

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

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