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Amlodipine vs Lisinopril: what is the difference?

Amlodipine relaxes artery walls by blocking calcium channels, while lisinopril works hormonally by cutting production of angiotensin II.

AmlodipineC20H25ClN2O5
LisinoprilC21H31N3O5
Sources and notes
  • The sentence under the titlefrom sourceMoleculeFinder comparison notesThe pair's answer line.
  • The two drawingscomputedMoleculeFinder rule (RDKit MCS)Each molecule's own drawing, as its page shows it. The common core, 6 of 29 atoms, is too small to align on.

Side by side

 AmlodipineLisinopril
Molecular weightCalculated PubChem408.9 g/molC20H25ClN2O5405.5 g/molC21H31N3O5
Hydrogen-bond donorsCalculated PubChem24
FamilyEditorial MoleculeFinder curatedBlood-pressure medicinesBlood-pressure medicines
Everyday groupEditorial MoleculeFinder curatedPrescription medicinePrescription medicine
Chemical groupsCalculated Found by rule (RDKit)Amines, Aromatics, Esters, Ethers, HalogenatedCarboxylic Acids, Amines, Aromatics, Amides
Hazard labelReported ECHA, EU CLP Regulation, Safe Work Australia, HSDB via PubChem; ECHA via PubChemDangerDanger
The supplier-filed hazard label's signal word, not a statement about ordinary use.
Sources and notes
  • Molecular weightcomputedPubChemComputed from the structure; the formula is under each weight.
  • Hydrogen-bond donorscomputedPubChemThe hydrogens on nitrogen or oxygen that each molecule can lend to a hydrogen bond, counted from its structure.
  • Familyfrom sourceMoleculeFinder curated
  • Everyday groupfrom sourceMoleculeFinder curated
  • Chemical groupscomputedFound by rule (RDKit)Each group is found in the structure by a chemical pattern.
  • Hazard labelfrom sourceECHA, EU CLP Regulation, Safe Work Australia, HSDB via PubChem; ECHA via PubChem
  • ECHAfrom sourceAttributionSource: European Chemicals Agency, echa.europa.eu.
  • EU CLP Regulationfrom sourceAttributionSource: EUR-Lex, Regulation (EC) No 1272/2008, © European Union.
  • Safe Work Australiafrom sourceAttributionSource: Safe Work Australia, Hazardous Chemical Information System, © Commonwealth of Australia, CC BY 4.0.
  • Identifiersfrom sourcePubChemPubChem CID 2162 (Amlodipine) and 5362119 (Lisinopril).

In more detail

Both are first-line blood pressure medicines and they act on completely different systems. Amlodipine is a calcium channel blocker: it stops calcium entering the smooth muscle of artery walls, so the vessels relax directly. Lisinopril is an ACE inhibitor and works hormonally, reducing the production of angiotensin II. Their characteristic side effects follow from the mechanisms: amlodipine causes ankle swelling by dilating arterioles more than venules, and lisinopril causes a dry cough through bradykinin accumulation. Because the two routes are independent, they are often combined rather than substituted. Amlodipine is the heavier at 408.9 against 405.5 and carries two chlorine-bearing rings.

Sources and notes
  • The paragraphfrom sourceMoleculeFinder comparison notes

Questions

What is the difference between Amlodipine and Lisinopril?
Amlodipine relaxes artery walls by blocking calcium channels, while lisinopril works hormonally by cutting production of angiotensin II.
Is Amlodipine bigger than Lisinopril?
Amlodipine is the heavier molecule, 408.9 g/mol against 405.5 g/mol for Lisinopril. Amlodipine is C20H25ClN2O5 and Lisinopril is C21H31N3O5.
Sources and notes
  • The answersfrom sourceMoleculeFinderThe first is the pair's answer line; the others are read off the table above.

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