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Basic Information
CAS No.: 22952-87-0
Name: (5alpha,6beta)-6-azido-4,5-epoxy-17-methylmorphinan-3-ol
Molecular Structure:
Molecular Structure of 22952-87-0 ((5alpha,6beta)-6-azido-4,5-epoxy-17-methylmorphinan-3-ol)
Formula: C17H20 N4 O2
Molecular Weight: 312.371
Synonyms: Morphinan-3-ol,6b-azido-4,5a-epoxy-17-methyl- (8CI);Azidomorphine;
EINECS: 245-349-1
Density: g/cm3
Boiling Point: °Cat760mmHg
Flash Point: °C
Safety: Poison by ingestion, subcutaneous, and intravenous routes. When heated to decomposition it emits toxic fumes of NOx. See also AZIDES and MORPHINE HYDROCHLORIDE; MORPHINE METHOCHLORIDE; MORPHINE MONOHYDRATE; MORPHINE SULFATE.
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  • 22952-87-0  CAS NO.22952-87-0

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Chemistry

Molecular Formula: C17H20N4O2
Molar mass: 312.3663 g/mol
EINECS: 245-349-1
Product categories of Azidomorphine (22952-87-0):Toxicant
Structure of Azidomorphine (22952-87-0):

XLogP3-AA: 3.4
H-Bond Donor: 1
H-Bond Acceptor: 5
SMILES: [N-]=[N+]=N\[C@H]4[C@@H]5Oc1c2c(ccc1O)C[C@H]3N(CC[C@]25[C@H]3CC4)C 
InChI: InChI=1/C17H20N4O2/c1-21-7-6-17-10-3-4-11(19-20-18)16(17)23-15-13(22)5-2-9(14(15)17)8-12(10)21/h2,5,10-12,16,22H,3-4,6-8H2,1H3/t10-,11+,12+,16-,17-/m0/s1 
InChIKey: KZOKOEQTKWBKOK-XHQKLZHNBX 
Std. InChI: InChI=1S/C17H20N4O2/c1-21-7-6-17-10-3-4-11(19-20-18)16(17)23-15-13(22)5-2-9(14(15)17)8-12(10)21/h2,5,10-12,16,22H,3-4,6-8H2,1H3/t10-,11+,12+,16-,17-/m0/s1 
Std. InChIKey: KZOKOEQTKWBKOK-XHQKLZHNSA-N

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 13mg/kg (13mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 27, Pg. 99, 1975.
mouse LD50 oral 58mg/kg (58mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 27, Pg. 99, 1975.
mouse LD50 subcutaneous 16mg/kg (16mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 27, Pg. 99, 1975.
rat LD50 intravenous 8100ug/kg (8.1mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 929, 1973.
rat LD50 oral 62mg/kg (62mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 929, 1973.
rat LD50 subcutaneous 13mg/kg (13mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 929, 1973.
rat LD50 unreported 13mg/kg (13mg/kg) BEHAVIORAL: ANALGESIA Pharmacological Research Communications. Vol. 5, Pg. 175, 1973.

Safety Profile

Poison by ingestion, subcutaneous, and intravenous routes. When heated to decomposition it emits toxic fumes of NOx. See also AZIDES and MORPHINE HYDROCHLORIDE; MORPHINE METHOCHLORIDE; MORPHINE MONOHYDRATE; MORPHINE SULFATE.

Specification

 Azidomorphine (22952-87-0) is an opiate analogue that is a derivative of morphine, and also can be called -Deoxy-6-azidodihydroisomorphine ; Morphinan-3-ol, 6.beta.-azido-4,5.alpha.-epoxy-17-methyl- ;and Morphinan-3-ol, 6-azido-4,5-epoxy-17-methyl-, (5.alpha.,6.beta.)- . It has similar effects to other opioid agonists including analgesia, sedation and respiratory depression. However its addiction liability has been found to be slightly lower than that of morphine in animal studies.