Synonym
Clomipramine; Anafranil (free base); Anafranil; Chlorimipramine; 3-Chloroimipramine; Clomicalm; Clomipramina; Clomipraminum; Monochlorimipramine; NSC 169865; NSC169865; NSC-169865
IUPAC/Chemical Name
5H-Dibenz(b,f)azepine, 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-
InChi Key
GDLIGKIOYRNHDA-UHFFFAOYSA-N
InChi Code
1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3
SMILES Code
N1(CCCN(C)C)c2c(CCc3ccccc13)ccc(c2)Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
314.86
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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2: Brown JT, Schneiderhan M, Eum S, Bishop JR. Serum clomipramine and desmethylclomipramine levels in a CYP2C19 and CYP2D6 intermediate metabolizer. Pharmacogenomics. 2017 May;18(7):601-605. doi: 10.2217/pgs-2017-0015. Epub 2017 May 4. Review. PubMed PMID: 28470111.
3: Hatalova H, Radostova D, Pistikova A, Vales K, Stuchlik A. Detrimental effect of clomipramine on hippocampus-dependent learning in an animal model of obsessive-compulsive disorder induced by sensitization with d2/d3 agonist quinpirole. Behav Brain Res. 2017 Jan 15;317:210-217. doi: 10.1016/j.bbr.2016.09.042. Epub 2016 Sep 19. PubMed PMID: 27659555.
4: Varigonda AL, Jakubovski E, Bloch MH. Systematic Review and Meta-Analysis: Early Treatment Responses of Selective Serotonin Reuptake Inhibitors and Clomipramine in Pediatric Obsessive-Compulsive Disorder. J Am Acad Child Adolesc Psychiatry. 2016 Oct;55(10):851-859.e2. doi: 10.1016/j.jaac.2016.07.768. Epub 2016 Aug 4. Review. PubMed PMID: 27663940.
5: Gellén B, Völgyi K, Györffy BA, Darula Z, Hunyadi-Gulyás É, Baracskay P, Czurkó A, Hernádi I, Juhász G, Dobolyi Á, Kékesi KA. Proteomic investigation of the prefrontal cortex in the rat clomipramine model of depression. J Proteomics. 2017 Feb 5;153:53-64. doi: 10.1016/j.jprot.2016.06.027. Epub 2016 Jun 29. PubMed PMID: 27371348.
6: Ter Horst PG, Proost JH, Smit JP, Vries MT, de Jong-van de Berg LT, Wilffert B. Pharmacokinetics of clomipramine during pregnancy. Eur J Clin Pharmacol. 2015 Dec;71(12):1493-500. doi: 10.1007/s00228-015-1944-6. Epub 2015 Sep 29. PubMed PMID: 26416100.
7: Karameh WK, Khani M. Intravenous Clomipramine for Treatment-Resistant Obsessive-Compulsive Disorder. Int J Neuropsychopharmacol. 2015 Jul 28;19(2). pii: pyv084. doi: 10.1093/ijnp/pyv084. PubMed PMID: 26221004; PubMed Central PMCID: PMC4772819.
8: Marcourakis T, Bernik MA, Lotufo Neto F, Gedanke Shavitt R, Gorenstein C. Clomipramine demethylation rate is important on the outcome of obsessive-compulsive disorder treatment. Int Clin Psychopharmacol. 2015 Jan;30(1):43-8. doi: 10.1097/YIC.0000000000000050. PubMed PMID: 25279584.
