lisinopril

Description

lisinopril · CAS 76547-98-3 · C21H31N3O5. UNII 7Q3P4BS2FD. Melting Point: 148; Solubility: 97000; Solubility: 97 mg/mL.

Identification

CAS Registry Number	76547-98-3
PubChem CID	5362119
Molecular formula	C21H31N3O5
IUPAC name	(2S)-1-[(2S)-6-amino-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]hexanoyl]pyrrolidine-2-carboxylic acid
UNII (FDA)	7Q3P4BS2FD

Computed Descriptors

Molecular Weight	405.5
XLogP3	-2.9
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	12
Exact Mass	405.22637110
Monoisotopic Mass	405.22637110
Topological Polar Surface Area	133
Heavy Atom Count	29
Formal Charge	0

Physical & Chemical Properties

Melting Point	148
Solubility	97000
Solubility	97 mg/mL
LogP	-1.01
LogP	log Kow = -1.22
Dissociation Constants	2.5 (at 25 °C)

Physical description & handling notes

• Solid
• Stable under recommended storage conditions.
• When heated to decomposition it emits toxic vapors of /nitric oxides/.
• 189.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 194.29 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 189.62 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Regulatory Status

GHS notification summary	14.3% (1 / 7)

GHS Hazard Classification

GHS notification summary	14.3% (1 / 7)
Reported hazard statements	H315 (28.6%), H319 (71.4%), H360 (42.9%), H361 (28.6%), H362 (28.6%), H373 (42.9%)

Documented Uses

• Angiotensin-Converting Enzyme Inhibitors; Antihypertensive Agents; Cardiotonic Agents
• Use (kg; approx.) in Germany (2009): >5000
• Consumption (g per capita; approx.) in Germany (2009): 0.0611
• Consumption (g per capita) in the USA (2002): 0.0401
• Prepn: A.A. Patchett et al., European Patent Office patent 12401; E.E. Harris et al., United States of America patent 4374829 (1980, 1983 both to Merck & Co.).
• Lisinopril is indicated for the treatment of acute myocardial infarction, hypertension in patients ≥6 years, and as an adjunct therapy for heart failure. A combination product with hydrochlorothiazide is indicated for the treatment of hypertension.

Synonyms

lisinopril; 76547-98-3; Prinivil; Zestril; Lisinopril anhydrous; Lysinopril; Carace; Novatec; Lisinoprilum; Lisinoprilum [Latin]; Qbrelis; 7Q3P4BS2FD; MK-521; [N2-[(S)-1-CARBOXY-3-PHENYLPROPYL]-L-LYSYL-L-PROLINE; N-(1(S)-Carboxy-3-phenylpropyl)-L-lysyl-L-proline; N2-((S)-1-Carboxy-3-phenylpropyl)-L-lysyl-L-proline

Frequently Asked Questions

What are the CAS number and molecular formula of lisinopril?

CAS 76547-98-3; molecular formula C21H31N3O5; molecular weight — g/mol.

What other names is lisinopril known by?

lisinopril, 76547-98-3, Prinivil, Zestril, Lisinopril anhydrous, Lysinopril.

Is lisinopril classified as hazardous?

14.3% of GHS notifications report no hazard classification (1 of 7).

What are the key physical properties of lisinopril?

Melting Point: 148; Solubility: 97000; Solubility: 97 mg/mL; LogP: -1.01.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.