Benzhydrocodone hydrochlorideProduct ingredient for Benzhydrocodone
- Name
- Benzhydrocodone hydrochloride
- Drug Entry
- Benzhydrocodone
Benzhydrocodone is a benzylic prodrug of hydrocodone.5 It was developed in an effort to reduce parenteral bioavailability of the active metabolite as a deterrent to abuse.4 Benzhydrocodone is indicated for use in the short-term management of pain. It was first approved by the FDA in February 2018 in combination with acetaminophen under the trade name Apadaz, marketed by KVK Tech and developed by KemPharm.6,7
- Accession Number
- DBSALT002879
- Structure
- Synonyms
- Benzhydrocodone HCl / Benzhydrocodone hydrochloride
- External IDs
- KP 201 / KP-201 / KP201
- UNII
- I894QAU7FJ
- CAS Number
- 1379679-42-1
- Weight
- Average: 439.94
Monoisotopic: 439.155036 - Chemical Formula
- C25H26ClNO4
- InChI Key
- VVCUIDHKAHHSAN-JJHQWJQCSA-N
- InChI
- InChI=1S/C25H25NO4.ClH/c1-26-13-12-25-17-9-11-20(29-24(27)15-6-4-3-5-7-15)23(25)30-22-19(28-2)10-8-16(21(22)25)14-18(17)26;/h3-8,10-11,17-18,23H,9,12-14H2,1-2H3;1H/t17-,18-,23+,25+;/m1./s1
- IUPAC Name
- (1S,5R,13R,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,14-tetraen-14-yl benzoate hydrochloride
- SMILES
- Cl.[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CC=C2OC(=O)C1=CC=CC=C1
- External Links
- ChemSpider
- 34222064
- ChEMBL
- CHEMBL3137310
- Wikipedia
- Benzhydrocodone
- Predicted Properties
Property Value Source logP 3.71 Chemaxon pKa (Strongest Basic) 9.36 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 48 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 114.96 m3·mol-1 Chemaxon Polarizability 43.92 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon