Acetylmethadol

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Acetylmethadol
	File:Acetylmethadol.svg
Clinical data
ATC code	None;
Legal status
Legal status	US: Schedule I ;
Identifiers
	IUPAC name (±)-6-(dimethylamino)-4,4-diphenyl-3-heptanyl acetate;
CAS Number	509-74-0;
PubChem CID	10517;
DrugBank	DB01433;
ChemSpider	10080;
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	C23H31NO2
Molar mass	353.498 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C(OC(C(c1ccccc1)(c2ccccc2)CC(N(C)C)C)CC)C;
	InChI InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3; Key:XBMIVRRWGCYBTQ-UHFFFAOYSA-N;

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Acetylmethadol (INN), also known as methadyl acetate (USAN), is a synthetic opioid analgesic.^[1] It is a racemic mixture of alphacetylmethadol (α-acetylmethadol) and betacetylmethadol (β-acetylmethadol), which are in turn racemic mixtures of levacetylmethadol (LAAM; L-α-acetylmethadol) and D-α-acetylmethadol and L-β-acetylmethadol and D-β-acetylmethadol, respectively.^[1] Hence, acetylmethadol has four possible optical isomers.^[1] All of these isomers have been shown to partially or fully substitute for the discriminative stimulus effects of heroin in rats, and thus it can be inferred that, in addition to LAAM which is used clinically as such, they are all likely to be active opioid analgesics in humans.^[1]

In the United States, acetylmethadol and its individual isomers are all Schedule I drugs under the Controlled Substances Act.^[2]

References

↑ ^1.0 ^1.1 ^1.2 ^1.3 Newman JL, Vann RE, May EL, Beardsley PM (2002). "Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats". Psychopharmacology. 164 (1): 108–14. doi:10.1007/s00213-002-1198-8. PMID 12373424. Unknown parameter |month= ignored (help)
↑ Template:Uscsub

Template:Opioids

Template:Analgesic-stub

Template:WH Template:WS

[pmid12373424-1] 1.0 ^1.1 ^1.2 ^1.3 Newman JL, Vann RE, May EL, Beardsley PM (2002). "Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats". Psychopharmacology. 164 (1): 108–14. doi:10.1007/s00213-002-1198-8. PMID 12373424. Unknown parameter |month= ignored (help)

[2] Template:Uscsub

[1]

[2]

v t e Analgesic products (N02A, N02B)
Opioids See also: Opioids template	Alphaprodine · Anileridine · Buprenorphine · Butorphanol · Codeine · Dextromoramide · Dextropropoxyphene · Dezocine · Desomorphine · Diamorphine · Dihydrocodeine · Dihydromorphine · Fentanyl · Hydrocodone · Hydromorphone · Ketobemidone · Levorphanol · Meptazinol · Methadone · Morphine · Nalbuphine · Nicomorphine · Opium · Oxycodone · Oxymorphone · Pethidine · Pentazocine · Pethidine · Piminodine · Piritramide · Tilidine · Tramadol · Tapentadol
Salicylic acid and derivatives	Aspirin (Acetylsalicylic Acid) · Benorylate · Diflunisal · Ethenzamide · Magnesium Salicylate · Salicin · Salicylamide · Salsalate · See also: NSAIDs
Pyrazolones	Ampyrone/Aminophenazone · Metamizole · Phenazone
Cannabinoids	Cannabis · Tetrahydrocannabinol · AM404
Anilides	Paracetamol (acetaminophen) · Phenacetin · Propacetamol
Non-Salicylate Non-Steroidal Anti-Inflammatories See also: NSAIDs template	Template:Navbox subgroup
Atypical, Adjunct & Miscellaneous	Bicifadine · Clonidine · Cyclobenzaprine · Duloxetine · Flupirtine · Gabapentin · Nefopam · Orphenadrine · Trazadone · Ziconotide

Clinical data
File:Acetylmethadol.svg
ATC code	None
Legal status
Legal status	US: Schedule I
Identifiers
IUPAC name (±)-6-(dimethylamino)-4,4-diphenyl-3-heptanyl acetate
CAS Number	509-74-0
PubChem CID	10517
DrugBank	DB01433
ChemSpider	10080
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	C₂₃H₃₁NO₂
Molar mass	353.498 g/mol
3D model (JSmol)	Interactive image
SMILES O=C(OC(C(c1ccccc1)(c2ccccc2)CC(N(C)C)C)CC)C
InChI InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3 Key:XBMIVRRWGCYBTQ-UHFFFAOYSA-N

Acetylmethadol

Overview

See also

References

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