Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR5606)
Drug Name
Amfepramone
Synonyms
Diethylpropion; DIETHYLPROPION; Diethylpropione; Amfepramon; Tepanil; Anorex; Nopropiophenone; Frekentine; Amphepramon; Amfepramonum; Amphepramone; Adiposon; Tylinal; Magrene; Dobesin; Neobes; Danylen; alpha-Benzoyltriethylamine; Anfepramona; Cegramine; Obesitex; Silutin; Regenon; Prefamone; Derfon; alpha-Diethylaminopropiophenone; 90-84-6; Diethylcathinone; Amfepramonum [INN-Latin]; Anfepramona [INN-Spanish]; Amfepramone [INN]; Parabolin; Modulor; Keramik; Keramin; Anfamon; 2-(Diethylamino)propiophenone; 1-Phenyl-2-diethylamino-1-propanone; Adiposon; Danylen;Derfon; Phepranon; Reginon; Amfepramone HCL; Amfepramone hydrochloride; Amphepramonum hydrochloride; Diethylpropion HCL; Diethylpropione hydrochloride; Tenuate hydrochloride; UR 1423; Alpha-Benzoyltriethylamine; Alpha-Diethylaminopropiophenone; Amfepramone (INN); Diethylpropion (BAN); Fenyl-(1-diethylaminoethyl)keton; Fenyl-(1-diethylaminoethyl)keton [Czech]; (+-)-diethylpropion; 2-(Diethylamino)-1-phenyl-1-propanone; 2-(diethylamino)-1-phenylpropan-1-one; 2-Diethylaminopropiophenone
Indication Migraine [ICD11: 8A80] Approved [1]
Obesity [ICD11: ICD11: 5B80-5B81] Approved [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 205.3 Topological Polar Surface Area 20.3
Heavy Atom Count 15 Rotatable Bond Count 5
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
7029
ChEBI ID
CHEBI:4530
CAS Number
90-84-6
TTD Drug ID
D0B7OD
Formula
C13H19NO
Canonical SMILES
CCN(CC)C(C)C(=O)C1=CC=CC=C1
InChI
InChI=1S/C13H19NO/c1-4-14(5-2)11(3)13(15)12-9-7-6-8-10-12/h6-11H,4-5H2,1-3H3
InChIKey
XXEPPPIWZFICOJ-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
N-diethylnorephedrine DM015753
11356230
Unclear 1 [3]
N-ethylaminopropiophenone DM015305
458519
Oxidation - Deethylation 1 [3]
Cathinone DM015030
62258
Oxidation - Deethylation 2 [4]
N-ethylnorephedrine DM015015
44480
Oxidation - N-Dealkylation 2 [3]
Amfepramone Metabolite VII DM017433 N. A. Unclear 3 [3]
Norephedrine DM001363
26934
Oxidation - N-Dealkylation 3 [3]
Norephedrine DM001363
26934
Reduction - Carbonyl-reduction 3 [3]
Amfepramone Metabolite VIII DM017434 N. A. Unclear 4 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR013522 Amfepramone N-ethylaminopropiophenone Oxidation - Deethylation . [3]
MR013529 Amfepramone N-diethylnorephedrine Unclear . [3]
MR013530 N-diethylnorephedrine N-ethylnorephedrine Oxidation - N-Dealkylation . [3]
MR013523 N-ethylaminopropiophenone Cathinone Oxidation - Deethylation . [4]
MR013527 N-ethylaminopropiophenone N-ethylnorephedrine Oxidation - N-Dealkylation . [3]
MR013524 Cathinone Amfepramone Metabolite VII Unclear . [3]
MR013526 Cathinone Norephedrine Reduction - Carbonyl-reduction . [3]
MR013528 N-ethylnorephedrine Norephedrine Oxidation - N-Dealkylation . [3]
MR013525 Amfepramone Metabolite VII Amfepramone Metabolite VIII Unclear . [3]
⏷ Show the Full List of 9 MR(s)
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7161).
2 Pharmacotherapy for obesity. Drugs. 2005;65(10):1391-418.
3 Re-evaluation of the metabolism and excretion of diethylpropion in non-sustained and sustained release formulations
4 Detection of amfepramone and its metabolite cathinone in human hair: Application to a uthentic cases of amfepramone use

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