Betamethadol

Betamethadol
Clinical data
ATC code	None;
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage I (Authorized scientific use only); US: Schedule I;
Identifiers
	IUPAC name (3S,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanol;
CAS Number	17199-55-2;
PubChem CID	10064061;
ChemSpider	8239601;
UNII	57ANR1Z628;
KEGG	D12675;
ChEMBL	ChEMBL162243;
CompTox Dashboard (EPA)	DTXSID501017192 ;
Chemical and physical data
Formula	C21H29NO
Molar mass	311.469 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O[C@H](C(c1ccccc1)(c2ccccc2)C[C@H](N(C)C)C)CC;
	InChI InChI=1S/C21H29NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17,20,23H,5,16H2,1-4H3/t17-,20+/m1/s1; Key:QIRAYNIFEOXSPW-XLIONFOSSA-N;

Betamethadol (INN), or β-methadol, also known as betametadol, is a synthetic opioid analgesic.^[2] It is an isomer of dimepheptanol (methadol), the other being alphamethadol (α-methadol).^[3] Betamethadol is composed of two isomers itself, L-β-methadol, and D-β-methadol.^[3] Based on structure-activity relationships it can be inferred that both isomers are likely to be active as opioid analgesics, similarly to those of betacetylmethadol (β-acetylmethadol).^[4]

References

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1294. ISBN 978-0-412-46630-4. Retrieved 15 May 2012.
^ ^a ^b United Nations Office on Drugs and Crime (2006). Dictionnaire Multilingue Des Stupéfiants Et Des Substances Psychotropes Placés Sous Contrôle International. United Nations Publications. p. 103. ISBN 978-92-1-048117-5. Retrieved 15 May 2012.
^ Newman JL, Vann RE, May EL, Beardsley PM (October 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. S2CID 19815273.

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Clinical data


ATC code	None
Legal status
Legal status	AU: S9 (Prohibited substance) BR: Class A1 (Narcotic drugs)^[1] CA: Schedule I DE: Anlage I (Authorized scientific use only) US: Schedule I
Identifiers
IUPAC name (3S,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanol
CAS Number	17199-55-2
PubChem CID	10064061
ChemSpider	8239601
UNII	57ANR1Z628
KEGG	D12675
ChEMBL	ChEMBL162243
CompTox Dashboard (EPA)	DTXSID501017192
Chemical and physical data
Formula	C₂₁H₂₉NO
Molar mass	311.469 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O[C@H](C(c1ccccc1)(c2ccccc2)C[C@H](N(C)C)C)CC
InChI InChI=1S/C21H29NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17,20,23H,5,16H2,1-4H3/t17-,20+/m1/s1 Key:QIRAYNIFEOXSPW-XLIONFOSSA-N