Compound: Diacetyldihydromorphine
SMILES: O=C(Oc1c2O[C@H]3[C@@H](OC(=O)C)CC[C@@H]4[C@]53c2c(C[C@H]4N(C)CC5)cc1)C
InChIKey: NCXVKLDKUADJPV-PVHGPHFFSA-N
Synonyms: Diacetyldihydromorphine, Paralaudin, Dihydroheroin, Morphine, dihydro-, diacetate, UNII-2PT7532SQJ, 2PT7532SQJ, DTXSID30198924, Morphinan-3,6-alpha-diol, 4,5a-epoxy-17-methyl-, diacetate (ester), DIACETYLDIHYDROMORPHINE [MI], MORPHINAN-3,6-DIOL, 4,5-EPOXY-17-METHYL-, DIACETATE (ESTER), (5.ALPHA.,6.ALPHA.)-, RefChem:132566, DTXCID90121415, MORPHINAN-3,6-DIOL, 4,5-EPOXY-17-METHYL-, DIACETATE (ESTER), (5ALPHA,6ALPHA)-, 509-71-7, SCHEMBL614808, 3,6a-Diacetoxy-4,5a-epoxy-N-methylmorphinan, Q4161086, 17-Methyl-5alpha,6alpha-4,5-epoxymorphinan-3,6-diyl diacetate, [(4R,4aR,7S,7aR,12bS)-9-acetyloxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate
Theoretical properties:
molecular_formula: C21H25NO5
molecular_weight: 371.4 g/mol
exact_mass: 371.17327290 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 4
heavy_atom_count: 27
topological_polar_surface_area: 65.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": null, "chebi": null, "chembl": null, "wikipedia": "Diacetyldihydromorphine (also known as Paralaudin, dihydroheroin, acetylmorphinol) is a potent opiate derivative developed in Germany in 1928 which is rarely used in some countries for the treatment of severe pain such as that caused by terminal cancer, as another form of diacetylmorphine (also commonly known as Heroin). Diacetyldihydromorphine is fast-acting and longer-lasting than diamorphine, with a duration of action of around 4\u20137 hours.\nAs an ester/analogue of dihydromorphine, diacetyldihydromorphine is presumably a Schedule I/Narcotic controlled substance in the United States but does not have its own ACSCN or annual production quota.  It does appear in the German Bet\u00e4ubungsmittelgesetz and other European controlled-substances laws.\nDiacetyldihydromorphine is quickly metabolized by plasma esterase enzymes into dihydromorphine, in the same way that diamorphine is metabolized into morphine.\nDiacetyldihydromorphine is roughly equipotent to morphine, where as diamorphine (heroin) is 1.50\u20131.80 times the potency of morphine.\nIt shares with other opioids the risk of overdose or (potentially life-threatening) respiratory depression. When strong narcotics are required, and morphine and diamorphine are not an option, it is more common to use better known drugs such as nicomorphine, hydromorphone, levorphanol, oxymorphone or fentanyl which doctors will be more familiar with, and which do not share the stigma associated with either heroin or morphine.\nSide effects of diacetyldihydromorphine are similar to those of other semi-synthetic opiates and fully synthetic opioids, and the most commonly reported side effects include drowsiness, nausea, and constipation. Compared to morphine, diacetyldihydromorphine produces far fewer side effects which are also often lower in intensity. Though the two drugs are very similar in effects, morphine often produces more intense side effects, including euphoria, constipation, miosis, physical dependence, psychological dependence, potentially life-threatening respiratory depression, and a severe addiction.\nIllicit synthesis of dihydroheroin from morphine has been reported, and a \"cook\" interviewed for a National Geographic documentary on drugs in Vancouver lists it, along with hydromorphone, heroin and 4-methylaminorex (a stimulant) amongst the products he prepares."}