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Substance Name: Lisinopril [USAN:USP:INN:BAN:JAN]
RN: 83915-83-7
UNII: E7199S1YWR
InChIKey: CZRQXSDBMCMPNJ-ZUIPZQNBSA-N

Note

  • One of the ANGIOTENSIN-CONVERTING ENZYME INHIBITORS (ACE inhibitors), orally active, that has been used in the treatment of hypertension and congestive heart failure.

Molecular Formula

  • C21-H31-N3-O5.2H2-O

Molecular Weight

  • 441.5215
 

Classification Codes

  • Angiotensin-Converting Enzyme Inhibitors
  • Antihypertensive
  • Antihypertensive Agents
  • Cardiotonic Agents
  • Cardiovascular Agents
  • Enzyme Inhibitors
  • Protease Inhibitors
  • Protective Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Lisinopril
  • Lisinopril [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Lisinopril

Synonyms

  • (S)-1-(N(sup 2)-(1-Carboxy-3-phenylpropyl)-L-lysyl)-L-proline dihydrate
  • (S)-1-(N2-(1-Carboxy-3-phenylpropyl)-L-lysyl)-L-proline dihydrate
  • 1-(N(sup 2)-((S)-1-Carboxy-3-phenylpropyl)-L-lysyl)-L-proline dihydrate
  • L-Proline, 1-(N(sup 2)-(1-carboxy-3-phenylpropyl)-L-lysyl)-, dihydrate, (S)-
  • Lisinopril
  • Lisinopril dihydrate
  • MK-521
  • Prinivil
  • Qbrelis
  • Ranolip
  • Renacor
  • UNII-E7199S1YWR
  • Zestril

Systematic Names

  • L-Proline, 1-(N(sup 2)-(1-carboxy-3-phenylpropyl)-L-lysyl)-, dihydrate, (S)-
  • L-Proline, 1-(N2-(1-carboxy-3-phenylpropyl)-L-lysyl)-, dihydrate, (S)-

Mixture Name

  • Prinzide

Registry Numbers

CAS Registry Number

  • 83915-83-7

FDA UNII

  • E7199S1YWR

Related Registry Numbers

  • 76547-98-3 (parent cpd)
  • 82009-35-6 (sulfate (1:2))

System Generated Number

  • 0083915837

Molecular Formulas

Molecular Formula

  • C21-H31-N3-O5.2H2-O

Molecular Formula Fragments

  • C21-H31-N3-O5
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

1S/C21H31N3O5.2H2O/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15;;/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29);2*1H2/t16-,17-,18-;;/m0../s1

InChIKey

CZRQXSDBMCMPNJ-ZUIPZQNBSA-N

Smiles

O.O.NCCCC[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N2CCC[C@H]2C(=O)O

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 2.5 (none) 25 EXP
log P (octanol-water) -1.01E+00 (none)   EXP
Water Solubility 9.70E+04 mg/L   EXP
Atmospheric OH Rate Constant 1.68E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.