General Information
Drug ID
DR00501
Drug Name
Desipramine
Synonyms
(3-(10H,11H-Dibenzo[b,f]azepin-5-yl)propyl)methylamine; 10, 11-Dihydro-N-methyl-5H-dibez[b,f]azepine-5-propanamine; 10,11-Dihydro-5-(3-methylaminopropyl)-5H-dibenz(b,f)azepine; 3-(10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N-METHYLPROPAN-1-AMINE; 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine; 5-(gamma-Methylaminopropyl)iminodibenzyl; DMI (pharmaceutical); DMI 50475; Demethylimipramine; Desimipramine; Desimpramine; Desipramin; Desipramina; Desipramina [INN-Spanish]; Desipramine (D4); Desipramine (INN); Desipramine Hcl; Desipramine [INN:BAN]; Desipraminum; Desipraminum [INN-Latin]; Desmethylimipramine; Dezipramine; Dimethylimipramine; Methylaminopropyliminodibenzyl; Monodemethylimipramine; N-(3-Methylaminopropyl)iminobibenzyl; Norimipramine; Norpramin (TN); Norpramine; Pentofran; Pertofrane (TN); Pertrofane; Sertofran; ZERO/006017
Drug Type
Small molecular drug
Indication Attention deficit hyperactivity disorder [ICD11:6A05] Approved [1]
Depression [ICD11:6A8Z] Approved [1]
Therapeutic Class
Antidepressants
Structure
3D MOL 2D MOL
Formula
C18H22N2
Canonical SMILES
CNCCCN1C2=CC=CC=C2CCC3=CC=CC=C31
InChI
InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3
InChIKey
HCYAFALTSJYZDH-UHFFFAOYSA-N
CAS Number
CAS 50-47-5
Pharmaceutical Properties Molecular Weight 266.4 Topological Polar Surface Area 15.3
Heavy Atom Count 20 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
XLogP
4.9
PubChem CID
2995
PubChem SID
10524411 ,11111066 ,11111067 ,11335365 ,11360604 ,11363335 ,11365897 ,11368459 ,11371457 ,11374067 ,11376621 ,11461576 ,11466371 ,11467491 ,11483778 ,11486062 ,11487907 ,11490195 ,11492129 ,11494255 ,14774838 ,29214812 ,29222144 ,3249345 ,3727070 ,46504624 ,47291013 ,47291014 ,47736341 ,47736342 ,47736343 ,47959596 ,48259094 ,48259095 ,48415856 ,49698852 ,49961473 ,50100220 ,50104283 ,5321893 ,53787179 ,57321547 ,647048 ,76076257 ,7737258 ,7979043 ,8151907 ,85209781 ,85753308 ,9158
ChEBI ID
ChEBI:47781
TTD Drug ID
D01UTL
DT(s) Transporting This Drug 1-Oct Transporter Info Organic cation transporter 1 Substrate [2]
P-GP Transporter Info P-glycoprotein 1 Substrate [3]
References
1 Desipramine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Implications of genetic polymorphisms in drug transporters for pharmacotherapy. Cancer Lett. 2006 Mar 8;234(1):4-33.
3 A novel screening strategy to identify ABCB1 substrates and inhibitors. Naunyn Schmiedebergs Arch Pharmacol. 2009 Jan;379(1):11-26.

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