Dextromethorphan hydrobromideProduct ingredient for Dextromethorphan
- Name
- Dextromethorphan hydrobromide
- Drug Entry
- Dextromethorphan
Dextromethorphan is a levorphanol derivative and codeine analog commonly used as a cough suppressant and also a drug of abuse.11 Although similar in structure to other opioids, it has minimal interaction with opioid receptors.11
Dextromethorphan was granted FDA approval before 3 December 1957.11,17
- Accession Number
- DBSALT000376
- Structure
Structure for Dextromethorphan hydrobromide (DBSALT000376)
- Synonyms
- Dextromethorphan HBr / Dextromethorphan HBr anhydrous / Dextromethorphan hydrobromide anhydrous
- UNII
- Z0CG3115FG
- CAS Number
- 125-69-9
- Weight
- Average: 352.309
Monoisotopic: 351.119777106 - Chemical Formula
- C18H26BrNO
- InChI Key
- MISZALMBODQYFT-URVXVIKDSA-N
- InChI
- InChI=1S/C18H25NO.BrH/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18;/h6-7,12,15,17H,3-5,8-11H2,1-2H3;1H/t15-,17+,18+;/m1./s1
- IUPAC Name
- (1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5-triene hydrobromide
- SMILES
- Br.[H][C@]12CCCC[C@]11CCN(C)[C@H]2CC2=C1C=C(OC)C=C2
- External Links
- PubChem Compound
- 5464025
- ChemSpider
- 20127116
- ChEMBL
- CHEMBL1201004
- Wikipedia
- Dextromethorphan
- Predicted Properties
Property Value Source Water Solubility 0.00851 mg/mL ALOGPS logP 3.75 ALOGPS logP 3.49 ChemAxon logS -4.5 ALOGPS pKa (Strongest Basic) 9.85 ChemAxon Physiological Charge 1 ChemAxon Hydrogen Acceptor Count 2 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 12.47 Å2 ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 82.56 m3·mol-1 ChemAxon Polarizability 31.66 Å3 ChemAxon Number of Rings 4 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule No ChemAxon