benazeprilat
CHEBI:CHEBI_88200
Definition
A benzazepine that is 1,3,4,5-tetrahydro-2H-1-benzazepin-2-one in which the hydrogen attached to the nitrogen is replaced by a carboxy methyl group and in which the 3-pro-S hydrogen is replaced by the amino group of (2S)-2-amino-4-phenylbutanoic acid. An angiotensin-converting enzyme inhibitor, it is used as its monoester prodrug benazepril in the treatment of hypertension and heart failure.
Chemical Information
- Molecular Formula
- C22H24N2O5
- Molecular Mass
- 396.437
- Charge
- 0
- SMILES
- C1C=2C(N(C([C@](C1)(N[C@H](C(=O)O)CCC3=CC=CC=C3)[H])=O)CC(O)=O)=CC=CC2
- InChI
- InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1
- InChIKey
- MADRIHWFJGRSBP-ROUUACIJSA-N
Alternative Names
- (2S)-2-{[(3S)-1-(carboxymethyl)-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoic acid
- (3S)-3-(((1S)-1-carboxy-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid
- benazepril diacid
- benazeprilat
- benazeprilate
- benazeprilatum
- CGS 14831
Drug Classification
-
lactamView Class →
CHEBI:24995
-
dicarboxylic acidView Class →
CHEBI:35692
-
benzazepineView Class →
CHEBI:35676
-
t314100
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- oboInOwl#hasDbXref
- Reaxys:4214792
- core#notation
- CHEBI:88200
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- oboInOwl#hasDbXref
- Reaxys:4214792
- oboInOwl#id
- CHEBI:88200
- core#notation
- CHEBI:88200
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_35457
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- chebi#has_functional_parent
- http://purl.obolibrary.org/obo/CHEBI_3011
- owl#someValuesFrom
- t173042
- owl#annotatedSource
- t314247