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Diampromide

From Wikipedia, the free encyclopedia
Diampromide
Clinical data
Other namesDiampromide
ATC code
  • none
Legal status
Legal status
Identifiers
  • N-[2-(Methyl-(2-phenylethyl)amino)propyl]-N-phenylpropanamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H28N2O
Molar mass324.468 g·mol−1
3D model (JSmol)
  • CCC(=O)N(CC(C)N(C)CCc1ccccc1)c1ccccc1
  • 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 checkY
  • Key:RXTHKWVSXOIHJS-UHFFFAOYSA-N checkY
  (verify)

Diampromide is an opioid analgesic from the ampromide family of drugs, related to other drugs such as propiram and phenampromide. It was invented in the 1960s by American Cyanamid,[2] and can be described as a ring-opened analogue of fentanyl.[3]

Diampromide produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea, and is around the same potency as morphine.[4]

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.[5] 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.

See also

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References

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  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. ^ US 2944081, "Diphenylalkylenediamines and Methods of Preparation of the Same" 
  3. ^ "Theoretical Study of Acyclic FENTANYL ANALOGS With Analgesic Activity: Diampromide and seco-Fentanyl".
  4. ^ Ivanovic MD, Micovic IV, Vuckovic S, Prostran M, Todorovic Z, Ivanovic ER, Kiricojevic VD, Djordjevic JB, Dosen-Micovic LJ (2004). "The synthesis and pharmacological evaluation of 2,3-seco-fentanyl analogues". Journal of the Serbian Chemical Society. 69 (11): 955–968. doi:10.2298/JSC0411955I.
  5. ^ "Final Adjusted Aggregate Production Quotas for Schedule I and II Controlled Substances and Assessment of Annual Needs for the List I Chemicals Ephedrine, Pseudoephedrine, and Phenylpropanolamine for 2014". Drug Enforcement Administration. Archived from the original on 2016-03-04. Retrieved 2016-02-26.