Hydromorphone hydrochlorideProduct ingredient for Hydromorphone
- Name
- Hydromorphone hydrochloride
- Drug Entry
- Hydromorphone
Hydromorphone is a pure opioid,1 a semi-synthetic hydrogenated ketone derivative of morphine that has been available clinically since 1920. Structurally, hydromorphone derived from morphine in the modification of the hydroxyl group in the carbon 6 to a carbonyl and the absence of a double bond between the carbon 7 and 8. Due to these modifications, it presents a very high potency and comparable side effect profile to the parent compound.2 Even though hydromorphone does not present a 6-hydroxyl group, it is categorized under the family of phenanthrenes and it is considered a chemical under the schedule II (medical purposes with high addiction potential).3
The first reported approved product containing hydromorphone in the form of hydromorphone hydrochloride was developed by Fresenius Kabi USA and FDA approved in 1984.9
- Accession Number
- DBSALT000444
- Structure
Structure for Hydromorphone hydrochloride (DBSALT000444)
- Synonyms
- Hydromorphone HCl
- UNII
- L960UP2KRW
- CAS Number
- 71-68-1
- Weight
- Average: 321.799
Monoisotopic: 321.113171218 - Chemical Formula
- C17H20ClNO3
- InChI Key
- XHILEZUETWRSHC-NRGUFEMZSA-N
- InChI
- InChI=1S/C17H19NO3.ClH/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;/h2,4,10-11,16,19H,3,5-8H2,1H3;1H/t10-,11+,16-,17-;/m0./s1
- IUPAC Name
- (1S,5R,13R,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one hydrochloride
- SMILES
- Cl.[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O
- External Links
- PubChem Compound
- 5462347
- ChemSpider
- 4575386
- ChEBI
- 5791
- ChEMBL
- CHEMBL1237055
- Wikipedia
- Hydromorphone
- Predicted Properties
Property Value Source Water Solubility 4.39 mg/mL ALOGPS logP 1.69 ALOGPS logP 1.47 Chemaxon logS -1.8 ALOGPS pKa (Strongest Acidic) 10.17 Chemaxon pKa (Strongest Basic) 9.08 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 49.77 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 78.26 m3·mol-1 Chemaxon Polarizability 30.06 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon