Imidapril
C09A - ACE inhibitors, plain
ATC C09AA16
Small molecule
approved 1993
Oral
Prodrug
Natural product
Active form: Imidaprilat.
🧬 Cross-allergy: ACE inhibitors
JFDA label: Tanatril 10mg Tablets
Mechanism of Action
Inhibitor of Angiotensin-converting enzyme — Angiotensin-converting enzyme inhibitor
| Target | Action | Gene / class |
|---|---|---|
| Angiotensin-converting enzyme efficacy | INHIBITOR | ACE |
Indications
Approved
- Cardiovascular Diseases — cardiovascular disease
Off-label
- Essential Hypertension
- Polycystic Kidney, Autosomal Dominant
Pregnancy & Lactation
Pregnancy
Lactation
Caution
Hale L3
Because no information is available on the use of imidapril during breastfeeding, an alternate drug may be preferred, especially while nursing a newborn or preterm infant.
Chemistry & Properties
| Formula | C20H27N3O6 |
|---|---|
| Molecular weight | 405.45 g/mol |
| IUPAC name | (4S)-3-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid |
| CAS | 89371-37-9 |
| PubChem CID | 5464343 |
| InChIKey | KLZWOWYOHUKJIG-BPUTZDHNSA-N |
| logP | 0.88 (XLogP -0.7) |
| Polar surface area | 116.25 Ų |
| H-bond acceptors / donors | 6 / 2 |
| Drug-likeness (QED) | 0.59 |
| Lipinski violations | 0 |
SMILES
CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)OBiology & Pharmacokinetics
Pharmacokinetics predicted
| Bioavailability | 70.0% |
|---|---|
| Half-life | 1.422 h |
| Volume of distribution | 1.906 L/kg |
| Protein binding | 72.8% |
| BBB penetrant | No |
Enzyme interactions
| Enzyme | Role | Detail |
|---|---|---|
| CYP2C19 | Substrate | — |
| CYP3A4 | Substrate | — |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Registered Products (6)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| Tanatril 5 Tablets | Tablet 5 mg | 14 tab pack varies | Hikma Pharmaceuticals Co.Ltd/Jordan | 4.000 |
| Tanatril | Tablet 10 mg | 14 tab pack varies | Hikma Pharmaceuticals Co.Ltd/Jordan | 7.000 |
| Tanatril | Tablet 5 mg | 28 tab pack varies | Hikma Pharmaceuticals Co.Ltd/Jordan | 7.600 |
| Tanatril | Tablet 20 mg | 14 tab pack varies | Hikma Pharmaceuticals Co.Ltd/Jordan | 7.870 |
| Tanatril | Tablet 10 mg | 28 tab pack varies | Hikma Pharmaceuticals Co.Ltd/Jordan | 13.300 |
| Tanatril | Tablet 20 mg | 28 tab pack varies | Hikma Pharmaceuticals Co.Ltd/Jordan | 15.730 |