Dihydrocodeine bitartrateProduct ingredient for Dihydrocodeine
- Name
- Dihydrocodeine bitartrate
- Drug Entry
- Dihydrocodeine
Dihydrocodeine is an opioid analgesic used as an alternative or adjunct to codeine to treat moderate to severe pain, severe dyspnea, and cough.
It is semi-synthetic, and was developed in Germany in 1908 during an international search to find a more effective antitussive agent to help reduce the spread of airborne infectious diseases such as tuburculosis. It was marketed in 1911.
- Accession Number
- DBSALT000048 (DBSALT000055)
- Structure
- Synonyms
- Dihydrocodeine tartrate
- UNII
- 8LXS95BSA9
- CAS Number
- 5965-13-9
- Weight
- Average: 451.467
Monoisotopic: 451.184231531 - Chemical Formula
- C22H29NO9
- InChI Key
- ZGSZBVAEVPSPFM-HYTSPMEMSA-N
- InChI
- InChI=1S/C18H23NO3.C4H6O6/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;5-1(3(7)8)2(6)4(9)10/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t11-,12+,13-,17-,18-;1-,2-/m01/s1
- IUPAC Name
- (1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-trien-14-ol; (2R,3R)-2,3-dihydroxybutanedioic acid
- SMILES
- [H][C@](O)(C(O)=O)[C@@]([H])(O)C(O)=O.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])CC[C@@H]2O)=CC=C3OC
- External Links
- PubChem Compound
- 5492624
- ChemSpider
- 4591081
- Wikipedia
- Dihydrocodeine
- Predicted Properties
Property Value Source Water Solubility 2.38 mg/mL ALOGPS logP 1.58 ALOGPS logP 1.55 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 14.15 Chemaxon pKa (Strongest Basic) 9.33 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 41.93 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 83.64 m3·mol-1 Chemaxon Polarizability 32.82 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