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
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
DescriptionSources: https://www.drugs.com/uk/pdf/leaflet/815031.pdfCurator'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
Sources: https://www.drugs.com/uk/pdf/leaflet/815031.pdf
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
Sources: http://www.medscape.org/viewarticle/493130_7
Curator's Comment: non-brain-penetrating ACE inhibitor
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2096989 |
|||
Target ID: CHEMBL1808 |
9.9 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Tanatril Approved UseTanatril is indicated for the treatment of essential hypertension in adults Launch Date2007 |
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2913292
Imidapril inhibited activity on Angiotensin I converting enzyme (ACE) obtained from pig renal cortex with IC50 9.9uM
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NCI_THESAURUS |
C247
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m6222
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89371-44-8
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CHEMBL99701
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Imidaprilat
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C65893
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ACTIVE MOIETY
PRODRUG (METABOLITE ACTIVE)