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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H23N3O6
Molecular Weight 377.3917
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIDAPRILAT

SMILES

C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N2[C@@H](CN(C)C2=O)C(O)=O

InChI

InChIKey=VFAVNRVDTAPBNR-UBHSHLNASA-N
InChI=1S/C18H23N3O6/c1-11(15(22)21-14(17(25)26)10-20(2)18(21)27)19-13(16(23)24)9-8-12-6-4-3-5-7-12/h3-7,11,13-14,19H,8-10H2,1-2H3,(H,23,24)(H,25,26)/t11-,13-,14-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.medicines.org.uk/emc/medicine/31738 http://patient.info/medicine/imidapril-for-high-blood-pressure-tanatril https://www.ncbi.nlm.nih.gov/pubmed/17547476

Imidapril (Tanatril), through its active metabolite imidaprilat, acts as an ACE inhibitor to suppress the conversion of angiotensin I to angiotensin II and thereby reduce total peripheral resistance and systemic blood pressure (BP). In clinical trials, oral imidapril was an effective antihypertensive agent in the treatment of mild to moderate essential hypertension. Some evidence suggests that imidapril also improves exercise capacity in patients with chronic heart failure (CHF) and reduces urinary albumin excretion rate in patients with type 1 diabetes mellitus. Imidapril was well tolerated, with a lower incidence of dry cough than enalapril or benazepril, and is a first choice ACE inhibitor for the treatment of mild to moderate essential hypertension.

CNS Activity

Curator's Comment: non-brain-penetrating ACE inhibitor

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Tanatril

Approved Use

Tanatril is indicated for the treatment of essential hypertension in adults

Launch Date

2007

Sample Use Guides

Adult: PO Initial: 5 mg once daily at bedtime. Maintenance: 10 mg/day. Max: 20 mg/day. Should be taken on an empty stomach. Take 15 min before meals. However, when initiating therapy, 1st dose should be given at bedtime.
Route of Administration: Oral
In Vitro Use Guide
Imidapril inhibited activity on Angiotensin I converting enzyme (ACE) obtained from pig renal cortex with IC50 9.9uM
Name Type Language
IMIDAPRILAT
INN  
INN  
Official Name English
imidaprilat [INN]
Common Name English
IMIDAPRIL DIACID
MI  
Common Name English
IMIDAPRIL DIACID [MI]
Common Name English
(4S)-3-((2S)-N-((1S)-1-CARBOXY-3-PHENYLPROPYL)ALANYL)-1-METHYL-2-OXO-4-IMIDAZOLIDINECARBOXYLIC ACID
Systematic Name English
6366A
Code English
Classification Tree Code System Code
NCI_THESAURUS C247
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
Code System Code Type Description
IUPHAR
6378
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
PRIMARY
CHEBI
141520
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PRIMARY
SMS_ID
100000083917
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INN
7209
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PUBCHEM
5464344
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MERCK INDEX
m6222
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
PRIMARY Merck Index
CAS
89371-44-8
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
PRIMARY
ChEMBL
CHEMBL99701
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FDA UNII
WUU07Y30IA
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EVMPD
SUB08144MIG
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
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EPA CompTox
DTXSID3057850
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
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WIKIPEDIA
Imidaprilat
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
PRIMARY
NCI_THESAURUS
C65893
Created by admin on Fri Dec 15 16:33:08 GMT 2023 , Edited by admin on Fri Dec 15 16:33:08 GMT 2023
PRIMARY