Methyldihydromorphine

Methyldihydromorphine
Clinical data
ATC code	none;
Legal status
Legal status	BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage I (Authorized scientific use only); US: Schedule I;
Identifiers
	IUPAC name (5α,6α)-6,17-Dimethyl-4,5-epoxymorphinan-3,6-diol;
CAS Number	509-56-8 ;
PubChem CID	5464303;
ChemSpider	4576611 ;
UNII	26AY9TLO5W;
KEGG	D12689 ;
CompTox Dashboard (EPA)	DTXSID20228067 ;
Chemical and physical data
Formula	C18H23NO3
Molar mass	301.386 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@]1(CC[C@H]2[C@H]3Cc4ccc(c5c4[C@]2([C@H]1O5)CCN3C)O)O;
	InChI InChI=1S/C18H23NO3/c1-17(21)6-5-11-12-9-10-3-4-13(20)15-14(10)18(11,16(17)22-15)7-8-19(12)2/h3-4,11-12,16,20-21H,5-9H2,1-2H3/t11-,12+,16-,17-,18-/m0/s1 ; Key:NBKVWIJQJMEQLE-NGTWOADLSA-N ;
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Methyldihydromorphine^[2] is a semi-synthetic opioid originally developed in Germany in 1936, controlled under both domestic law and UN conventions because of its possible potential for abuse. Methyldihydromorphine is related to heterocodeine and is not a synonym for dihydrocodeine or dihydroheterocodeine (6-methoxydihydromorphine).

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This compound is a derivative of hydromorphone^[3] It has been found to be 33 percent the analgesic potency of morphine with a substantially longer duration of action.^[3]

So far, little is currently known about this compound. It is a Schedule I controlled substance in the United States with an ACSCN of 9304 and a 2013 annual manufacturing quota of 2 grams.^[4]

[1] [1]
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.

[2] [2]
U.S. patent 2,104,058

[Randall-3] [3]
Reynolds AK, Randall LO (1957). Morphine & Allied Drugs. Toronto: University of Toronto Press. p. 194.

[4] [4]
"Quotas - 2013". Drug Enforcement Administration. United States Department of Justice.

[2]

[1]

[3]

[4]

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Methyldihydromorphine

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References

Clinical data

ATC code	none
Legal status
Legal status	BR: Class A1 (Narcotic drugs)^[1] CA: Schedule I DE: Anlage I (Authorized scientific use only) US: Schedule I
Identifiers
IUPAC name (5α,6α)-6,17-Dimethyl-4,5-epoxymorphinan-3,6-diol
CAS Number	509-56-8^Y
PubChem CID	5464303
ChemSpider	4576611^N
UNII	26AY9TLO5W
KEGG	D12689^Y
CompTox Dashboard (EPA)	DTXSID20228067
Chemical and physical data
Formula	C₁₈H₂₃NO₃
Molar mass	301.386 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@@]1(CC[C@H]2[C@H]3Cc4ccc(c5c4[C@]2([C@H]1O5)CCN3C)O)O
InChI InChI=1S/C18H23NO3/c1-17(21)6-5-11-12-9-10-3-4-13(20)15-14(10)18(11,16(17)22-15)7-8-19(12)2/h3-4,11-12,16,20-21H,5-9H2,1-2H3/t11-,12+,16-,17-,18-/m0/s1^N Key:NBKVWIJQJMEQLE-NGTWOADLSA-N^N
^NY (what is this?) (verify)