Dihydrocodeine thiocyanateProduct ingredient for Dihydrocodeine
- Name
- Dihydrocodeine thiocyanate
- 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
- DBSALT003135
- Structure
Structure for Dihydrocodeine thiocyanate (DBSALT003135)
- Synonyms
- Not Available
- External IDs
- 284-239-8
- UNII
- 442C0H2H3P
- CAS Number
- 84824-87-3
- Weight
- Average: 360.47
Monoisotopic: 360.150763815 - Chemical Formula
- C19H24N2O3S
- InChI Key
- HVXYRJWFMXAVJG-FFHNEAJVSA-N
- InChI
- InChI=1S/C18H23NO3.CHNS/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;2-1-3/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3;3H/t11-,12+,13-,17-,18-;/m0./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; sulfanylformonitrile
- SMILES
- SC#N.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])CC[C@@H]2O)=CC=C3OC
- External Links
- ChemSpider
- 23255787
- 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 1 Chemaxon Refractivity 83.64 m3·mol-1 Chemaxon Polarizability 32.66 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