Azidomorphine

Azidomorphine
Clinical data
Synonyms	Azidomorphine
Identifiers
	IUPAC name 6-β-azido-4,5-α-epoxy-17-methyl-morphinan-3-ol;
CAS Number	22952-87-0;
PubChem CID	5488848;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C17H20N4O2
Molar mass	312.366 g/mol
3D model (JSmol)	Interactive image;
	SMILES CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@@H](CC4)N=[N+]=[N-];

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Overview

Azidomorphine is an opiate analogue that is a derivative of morphine, where the 7,8 double bond has been saturated and the 6-hydroxy group has been replaced by an azide group.^[1]

Azidomorphine binds with high affinity to the mu opioid receptor,^[2] and is around 40x more potent than morphine in vivo. 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.^[3]^[4]

References

↑ Knoll J, Furst S, Kelemen K. The pharmacology of azidomorphine and azidocodeine. Journal of Pharmacy and Pharmacology. 1973;25(12):929-939. PMID 4150295
↑ Horváth K, Wollemann M. Azidomorphine is an agonist of high-affinity opioid receptor binding sites. Neurochemical Research. 1986 Nov;11(11):1565-9. PMID 2825053
↑ Knoll J. Azidomorphines: a new family of potent analgesics with low dependence capacity. Progress in Neuropsychopharmacology. 1979;3(1-3):95-108. PMID 45567
↑ Hill RC, Roemer D, Buescher H. Investigations of the analgesic and morphine-like properties of azidomorphine. Journal of Pharmacology and Experimental Therapeutics. 1977 Jun;201(3):580-6. PMID 405472

Template:Opioids

Template:WikiDoc Sources

[1] Knoll J, Furst S, Kelemen K. The pharmacology of azidomorphine and azidocodeine. Journal of Pharmacy and Pharmacology. 1973;25(12):929-939. PMID 4150295

[2] Horváth K, Wollemann M. Azidomorphine is an agonist of high-affinity opioid receptor binding sites. Neurochemical Research. 1986 Nov;11(11):1565-9. PMID 2825053

[3] Knoll J. Azidomorphines: a new family of potent analgesics with low dependence capacity. Progress in Neuropsychopharmacology. 1979;3(1-3):95-108. PMID 45567

[4] Hill RC, Roemer D, Buescher H. Investigations of the analgesic and morphine-like properties of azidomorphine. Journal of Pharmacology and Experimental Therapeutics. 1977 Jun;201(3):580-6. PMID 405472

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Azidomorphine

Overview

References

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