Naftidrofuryl
C04A - Peripheral vasodilators
ATC C04AX21
Small molecule
Prodrug
First-in-class
Natural product
Orphan
JFDA label: Praxilene 200mg Tablet
Pregnancy & Lactation
Chemistry & Properties
| Formula | C24H33NO3 |
|---|
| Molecular weight | 383.53 g/mol |
|---|
| IUPAC name | 2-(diethylamino)ethyl 2-(naphthalen-1-ylmethyl)-3-(oxolan-2-yl)propanoate |
|---|
| CAS | 31329-57-4 |
|---|
| PubChem CID | 4417 |
|---|
| InChIKey | KBAFPSLPKGSANY-VXKWHMMOSA-N |
|---|
| logP | 4.45 (XLogP 4.8) |
|---|
| Polar surface area | 38.77 Ų |
|---|
| H-bond acceptors / donors | 4 / 0 |
|---|
| Drug-likeness (QED) | 0.57 |
|---|
| Lipinski violations | 0 |
|---|
SMILES
CCN(CC)CCOC(=O)[C@@H](Cc1cccc2ccccc12)C[C@@H]1CCCO1Biology & Pharmacokinetics
Pharmacokinetics predicted
| Bioavailability | 70.0% |
|---|
| Half-life | 0.395 h |
|---|
| Volume of distribution | 1.068 L/kg |
|---|
| Protein binding | 91.1% |
|---|
| BBB penetrant | No |
|---|
Enzyme interactions
| Enzyme | Role | Detail |
|---|
| CYP1A2 | Substrate |
— |
| CYP2C19 | Substrate |
— |
| CYP2D6 | Inhibitor |
— |
| CYP3A4 | Inhibitor |
— |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Registered Products (1)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|
| Praxilene
|
Tablet 200 mg |
20 tab |
Nabulsi Drug Store |
3.670 |