Compound: DIHYDROCODEINE
SMILES: O1c2c(OC)ccc3c2[C@@]45[C@@H]1[C@@H](O)CC[C@H]4[C@H](N(C)CC5)C3
InChIKey: RBOXVHNMENFORY-DNJOTXNNSA-N
Synonyms: DIHYDROCODEINE, Rapacodin, Novicondin, Codhydrine, Dehacodin, Hydrocodeine, 8,14-Dihydroneopine, Dihidrocodeina, Dihydroneopine, Cohydrin, alpha-Hydrocodol, 125-28-0, Drocode, Dihydrocodeinum, Diidrocodeina, Remedacen, DH-codeine, N9I9HDB855, IDS-ND-008(SECT.2), NSC-231319, 3-Methoxy-12-methyl-5,6,7,7a,8,9-hexahydro-4aH-8,9c-iminoethanophenanthro(4,5-bcd)furan-5-ol, DTXSID5022936, Morphinan-6-alpha-ol, 4,5-alpha-epoxy-3-methoxy-17-methyl-, Morphinan-6-ol, 4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-, Paracodina, Dihydrocodeine Acid, (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinolin-7-ol, (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinoline-7-ol, (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol, (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol, RefChem:133765, DTXCID302936, N02AA08, 204-732-3, Paracodin, Nadeine, Dihydrocodeine [INN], Codeine, 7,8-dihydro-, .alpha.-Hydrocodol, Novicodin, Dihydrokodein, Dihydrocodeine (INN), NSC 231319, 6alpha-Hydrocodol, 6-alpha-Hydrocodol, Dihydrokodein [Czech], Diidrocodeina [DCIT], Dihydrocodeine [INN:BAN], Dihydrocodeinum [INN-Latin], Dihidrocodeina [INN-Spanish], EINECS 204-732-3, dihydrocodein, UNII-N9I9HDB855, Paracodeine, Dicogesic, DEA No. 9120, Remedacen (TN), DIHYDROCODEINE [MI], CHEMBL1595, SCHEMBL24607, 4,5.alpha.-Epoxy-3-methoxy-17-methylmorphinan-6.alpha.-ol, DIHYDROCODEINE [VANDF], DIHYDROCODEINE [MART.], GTPL7594, DIHYDROCODEINE [WHO-DD], SCHEMBL29609919, Morphinan-6alpha-ol, 4,5alpha-epoxy-3-methoxy-17-methyl-, CHEBI:135276, DB01551, NS00009704, D07831, Q377270, 3-Methoxy-17-methyl-5alpha-4,5-epoxymorphinan-6alpha-ol, MORPHINAN-6-OL, 4,5-EPOXY-3-METHOXY-17-METHYL-, Morphinan-6-ol, 4,5-epoxy-3-methoxy-17-methyl-, (5?,6?)-, (5alpha,6alpha)-17-methyl-3-(methyloxy)-4,5-epoxymorphinan-6-ol, HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY B [EP IMPURITY]
Theoretical properties:
molecular_formula: C18H23NO3
molecular_weight: 301.4 g/mol
exact_mass: 301.16779360 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 22
topological_polar_surface_area: 41.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dihydrocodeine is a morphinane alkaloid.
chembl: DIHYDROCODEINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Dihydrocodeine (Dicodin) is a semi-synthetic opioid analgesic prescribed for pain or severe dyspnea, or as an antitussive, either alone or compounded with paracetamol (acetaminophen) (as in co-dydramol) or aspirin. It was developed in Germany in 1908 and first marketed in 1911.
Commonly available as tablets, solutions, elixirs, and other oral forms, dihydrocodeine is also available in some countries as an injectable solution for deep subcutaneous and intra-muscular administration. As with codeine, intravenous administration should be avoided, as it could result in anaphylaxis and life-threatening pulmonary edema. In the past, dihydrocodeine suppositories were used. Dihydrocodeine is available in suppository form on prescription. Dihydrocodeine is used as an alternative to codeine and similarly belongs to step 2 of the WHO analgesic ladder.
It was first described in 1911 and approved for medical use in 1948. Dihydrocodeine was developed during the search for more effective cough medication, especially to help reduce the spread of tuberculosis, pertussis, and pneumonia in the years from c.a. 1895 to 1915. It is similar in chemical structure to codeine.