Diampromide

Diampromide

Systematic (IUPAC) name
N-[2-(methyl-(2-phenylethyl)amino)propyl]-N-phenylpropanamide
Clinical data
Legal status	AU: S9 (Prohibited) CA: Schedule I DE: Anlage I (Controlled)
Identifiers
CAS Number	552-25-0
ATC code	none
PubChem	CID 62370
DrugBank	DB01502
ChemSpider	56158
UNII	26G7YC77BU
ChEMBL	CHEMBL2106220
Synonyms	Diampromide
Chemical data
Formula	C21H28N2O
Molar mass	324.46 g/mol
SMILES CCC(=O)N(CC(C)N(C)CCc1ccccc1)c1ccccc1
InChI InChI=1S/C21H28N2O/c1-4-21(24)23(20-13-9-6-10-14-20)17-18(2)22(3)16-15-19-11-7-5-8-12-19/h5-14,18H,4,15-17H2,1-3H3 Key:RXTHKWVSXOIHJS-UHFFFAOYSA-N
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Diampromide is an opioid analgesic from the ampromide family of drugs, related to other drugs such as propiram. It was invented in the 1960s by American Cyanamid,^[1] and can be described as a ring-opened analogue of fentanyl.

Diampromide produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea, and is around the same potency as morphine.^[2]

Diampromide is in Schedule I of the Controlled Substances Act 1970 of the United States as a Narcotic with ACSCN 9615 with a zero aggregate manufacturing quota as of 2014. ^[3] It is listed under the Single Convention for the Control of Narcotic Substances 1961 and is controlled in most countries in the same fashion as is morphine.

References

1. US Patent 2944081
2. Ivanovic MD, Micovic IV, Vuckovic S, Prostran M, Todorovic Z, Ivanovic ER, Kiricojevic VD, Djordjevic JB, Dosen-Micovic LJ. The synthesis and pharmacological evaluation of 2,3-seco-fentanyl analogues. Journal of the Serbian Chemical Society. 2004; 69(11): 955-968.
3. http://www.deadiversion.usdoj.gov/fed_regs/quotas/2014/fr0825.htm