Imipramine

• CAT Number: I007286
• CAS Number: 50-49-7
• Molecular Formula: C19H24N2
• Molecular Weight: 280.415
• Purity: ≥95%
• Solubility: Soluble in DMSO, not in water
• Storage: 0 - 4°C for short term , or -20°C for long term.
• IUPAC Name: 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
• InChI: InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3
• InChIKey: BCGWQEUPMDMJNV-UHFFFAOYSA-N
• SMILES: CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31

Imipramine, sold as Tofranil and also known as melipramine, is a tricyclic antidepressant (TCA) of the dibenzazepine group. Imipramine is mainly used in the treatment of major depression and enuresis (inability to control urination).

Reference

1:Imipramine Therapy and CYP2D6 and CYP2C19 Genotype. Dean L.In: Pratt V, McLeod H, Dean L, Malheiro A, Rubinstein W, editors. Medical Genetics Summaries [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2012-.2017 Mar 23. PMID: 28520379 Free Books & Documents2:Imipramine Protects against Bone Loss by Inhibition of Osteoblast-Derived Microvesicles. Deng L, Peng Y, Jiang Y, Wu Y, Ding Y, Wang Y, Xu D, Fu Q.Int J Mol Sci. 2017 May 8;18(5). pii: E1013. doi: 10.3390/ijms18051013. PMID: 28481322 Free Article3:Differential Mechanisms underlying Antidepressant Responses of Ketamine and Imipramine. Wei Z, Zhang K, Zhou Q, Huang M, Xu T, Dong J, Zheng Y, Cai X.CNS Neurol Disord Drug Targets. 2017 Apr 28. doi: 10.2174/1871527316666170428123248. [Epub ahead of print] PMID: 28462695 4:Low dose imipramine for multiple functional somatic syndromes. Moore A, Aldington D.Lancet Psychiatry. 2017 May;4(5):349-351. doi: 10.1016/S2215-0366(17)30156-6. Epub 2017 Apr 10. No abstract available. PMID: 28408194 5:Imipramine versus placebo for multiple functional somatic syndromes (STreSS-3): a double-blind, randomised study. Agger JL, Schröder A, Gormsen LK, Jensen JS, Jensen TS, Fink PK.Lancet Psychiatry. 2017 May;4(5):378-388. doi: 10.1016/S2215-0366(17)30126-8. Epub 2017 Apr 10. PMID: 28408193 6:Antidepressant imipramine protects bupivacaine-induced neurotoxicity in dorsal root ganglion neurons through co-activation of TrkA and TrkB. Guo J, Wang H, Tao Q, Sun S, Liu L, Zhang J, Yang D.J Cell Biochem. 2017 Apr 11. doi: 10.1002/jcb.26051. [Epub ahead of print] PMID: 28398601 7:Co-treatment with imipramine averted haloperidol-instigated tardive dyskinesia: Association with serotonin in brain regions. Samad N, Yasmin F, Haleem DJ.Pak J Pharm Sci. 2016 Nov;29(6(Suppl)):2273-2279. PMID: 28375082 8:The Impact of Serum Drug Concentration on the Efficacy of Imipramine, Pregabalin and their Combination in Painful Polyneuropathy. Sindrup SH, Holbech JV, Bach FW, Finnerup NB, Brøsen K, Jensen TS.Clin J Pain. 2017 Mar 7. doi: 10.1097/AJP.0000000000000497. [Epub ahead of print] PMID: 28272120 9:Co-treatment with imipramine averted haloperidol-instigated tardive dyskinesia: Association with serotonin in brain regions. Samad N, Yasmin F, Haleem DJ.Pak J Pharm Sci. 2016 Nov;29(6(Suppl)):2273-2279. PMID: 28167465 10:Accelerated antidepressant response to lithium augmentation of imipramine. Saini R, Raju MS, Chaudhury S, Srivastava K.Ind Psychiatry J. 2016 Jan-Jun;25(1):93-100. doi: 10.4103/0972-6748.196057. PMID: 28163414 Free PMC Article