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MedKoo Cat#: 599292 | Name: Citalopram
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Citalopram is a furancarbonitrile that is one of the SEROTONIN UPTAKE INHIBITORS used as an antidepressant. The drug is also effective in reducing ethanol uptake in alcoholics and is used in depressed patients who also suffer from tardive dyskinesia in preference to tricyclic antidepressants, which aggravate this condition.

Chemical Structure

Citalopram
Citalopram
CAS#59729-33-8 (free base)

Theoretical Analysis

MedKoo Cat#: 599292

Name: Citalopram

CAS#: 59729-33-8 (free base)

Chemical Formula: C20H21FN2O

Exact Mass: 324.1638

Molecular Weight: 324.39

Elemental Analysis: C, 74.05; H, 6.53; F, 5.86; N, 8.64; O, 4.93

Price and Availability

Size Price Availability Quantity
50mg USD 250.00 2 Weeks
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Related CAS #
207559-01-1 (oxalate) 59729-33-8 (free base) 59729-32-7 (HBr)
Synonym
Citalopram; Lu 10-171; Lu-10-171; Lu10-171; Cipram; Nitalapram; (±)-Citalopram
IUPAC/Chemical Name
1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile
InChi Key
WSEQXVZVJXJVFP-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3
SMILES Code
N#CC1=CC=C2C(C3=CC=C(F)C=C3)(CCCN(C)C)OCC2=C1
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 324.39 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.

Recalculate based on batch purity %
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
1: Cooke MJ, Waring WS. Citalopram and cardiac toxicity. Eur J Clin Pharmacol. 2013 Apr;69(4):755-60. doi: 10.1007/s00228-012-1408-1. Epub 2012 Sep 21. Review. PubMed PMID: 22996077. 2: Richter T, Alusik S, Paluch Z, Burianova I, Cybulja A, Sadilkova L. Suppressive effect of citalopram on plasma concentrations of thromboxane B2. Scand J Clin Lab Invest. 2015 Nov;75(7):615-20. doi: 10.3109/00365513.2015.1066848. Epub 2015 Jul 28. PubMed PMID: 26205292. 3: Drye LT, Spragg D, Devanand DP, Frangakis C, Marano C, Meinert CL, Mintzer JE, Munro CA, Pelton G, Pollock BG, Porsteinsson AP, Rabins PV, Rosenberg PB, Schneider LS, Shade DM, Weintraub D, Yesavage J, Lyketsos CG; CitAD Research Group. Changes in QTc interval in the citalopram for agitation in Alzheimer's disease (CitAD) randomized trial. PLoS One. 2014 Jun 10;9(6):e98426. doi: 10.1371/journal.pone.0098426. eCollection 2014. PubMed PMID: 24914549; PubMed Central PMCID: PMC4051660. 4: Velez de Mendizabal N, Jackson K, Eastwood B, Swanson S, Bender DM, Lowe S, Bies RR. A population PK model for citalopram and its major metabolite, N-desmethyl citalopram, in rats. J Pharmacokinet Pharmacodyn. 2015 Dec;42(6):721-33. doi: 10.1007/s10928-015-9448-7. Epub 2015 Sep 22. PubMed PMID: 26395999. 5: Sladky R, Spies M, Hoffmann A, Kranz G, Hummer A, Gryglewski G, Lanzenberger R, Windischberger C, Kasper S. (S)-citalopram influences amygdala modulation in healthy subjects: a randomized placebo-controlled double-blind fMRI study using dynamic causal modeling. Neuroimage. 2015 Mar;108:243-50. doi: 10.1016/j.neuroimage.2014.12.044. Epub 2014 Dec 20. PubMed PMID: 25536499. 6: Kumar Y, Kung S, Shinozaki G. CYP2C19 variation, not citalopram dose nor serum level, is associated with QTc prolongation. J Psychopharmacol. 2014 Dec;28(12):1143-8. doi: 10.1177/0269881114543720. Epub 2014 Aug 13. PubMed PMID: 25122046. 7: Li H, Li T, Li G, Luo J. Citalopram and escitalopram in the treatment of major depressive disorder: a pooled analysis of 3 clinical trials. Ann Clin Psychiatry. 2014 Nov;26(4):281-7. PubMed PMID: 25401715. 8: Richter T, Paluch Z, Alusik S. The non-antidepressant effects of citalopram: a clinician's perspective. Neuro Endocrinol Lett. 2014;35(1):7-12. Review. PubMed PMID: 24625921. 9: Sayin A, Derinöz O, Yüksel N, Şahin S, Bolay H. The effects of the estrus cycle and citalopram on anxiety-like behaviors and c-fos expression in rats. Pharmacol Biochem Behav. 2014 Sep;124:180-7. doi: 10.1016/j.pbb.2014.06.002. Epub 2014 Jun 13. PubMed PMID: 24933337. 10: Ji Y, Schaid DJ, Desta Z, Kubo M, Batzler AJ, Snyder K, Mushiroda T, Kamatani N, Ogburn E, Hall-Flavin D, Flockhart D, Nakamura Y, Mrazek DA, Weinshilboum RM. Citalopram and escitalopram plasma drug and metabolite concentrations: genome-wide associations. Br J Clin Pharmacol. 2014 Aug;78(2):373-83. doi: 10.1111/bcp.12348. PubMed PMID: 24528284; PubMed Central PMCID: PMC4137829. 11: Porsteinsson AP, Keltz MA, Smith JS. Role of citalopram in the treatment of agitation in Alzheimer's disease. Neurodegener Dis Manag. 2014;4(5):345-9. doi: 10.2217/nmt.14.35. PubMed PMID: 25405648; PubMed Central PMCID: PMC4262920. 12: Jakubovski E, Bloch MH. Prognostic subgroups for citalopram response in the STAR*D trial. J Clin Psychiatry. 2014 Jul;75(7):738-47. doi: 10.4088/JCP.13m08727. PubMed PMID: 24912106; PubMed Central PMCID: PMC4471174. 13: Eleftheriou G, Butera R, Cotti Cottini F, Bonati M, Farina M. Neonatal toxicity following maternal citalopram treatment. Fetal Pediatr Pathol. 2013 Oct;32(5):362-6. doi: 10.3109/15513815.2013.768743. Epub 2013 Feb 25. PubMed PMID: 23438790. 14: Uckun Z, Baskak B, Ozel-Kizil ET, Ozdemir H, Devrimci Ozguven H, Suzen HS. The impact of CYP2C19 polymorphisms on citalopram metabolism in patients with major depressive disorder. J Clin Pharm Ther. 2015 Dec;40(6):672-9. doi: 10.1111/jcpt.12320. Epub 2015 Sep 7. PubMed PMID: 26343256. 15: Paulzen M, Lammertz SE, Gründer G, Veselinovic T, Hiemke C, Tauber SC. Measuring citalopram in blood and cerebrospinal fluid: revealing a distribution pattern that differs from other antidepressants. Int Clin Psychopharmacol. 2016 May;31(3):119-26. doi: 10.1097/YIC.0000000000000114. Erratum in: Int Clin Psychopharmacol. 2016 Sep;31(5):300. PubMed PMID: 26650488. 16: Blonk MI, Langemeijer CC, Colbers AP, Hoogtanders KE, van Schaik RH, Schouwenberg BJ, Burger DM. Pharmacokinetic drug-drug interaction study between raltegravir and citalopram. Antivir Ther. 2016;21(2):143-52. doi: 10.3851/IMP2993. Epub 2015 Sep 16. PubMed PMID: 26375942. 17: Akil A, Bies RR, Pollock BG, Avramopoulos D, Devanand DP, Mintzer JE, Porsteinsson AP, Schneider LS, Weintraub D, Yesavage J, Shade DM, Lyketsos CG. A population pharmacokinetic model for R- and S-citalopram and desmethylcitalopram in Alzheimer's disease patients with agitation. J Pharmacokinet Pharmacodyn. 2016 Feb;43(1):99-109. doi: 10.1007/s10928-015-9457-6. Epub 2015 Nov 26. PubMed PMID: 26611790; PubMed Central PMCID: PMC4720707. 18: Quante A, Regen F, Schindler F, Volkmer K, Severus E, Urbanek C, Luborzewski A, Roepke S, Anghelescu I. Quetiapine as combination treatment with citalopram in unipolar depression with prominent somatic symptoms: a randomised, double-blind, placebo-controlled pilot study. Psychiatr Danub. 2013 Sep;25(3):214-20. PubMed PMID: 24048387. 19: Ho T, Pollock BG, Mulsant BH, Schantz O, Devanand DP, Mintzer JE, Porsteinsson AP, Schneider LS, Weintraub D, Yesavage J, Drye LT, Munro CA, Shade DM, Lyketsos C, Bies R. R- and S-citalopram concentrations have differential effects on neuropsychiatric scores in elders with dementia and agitation. Br J Clin Pharmacol. 2016 Sep;82(3):784-92. doi: 10.1111/bcp.12997. Epub 2016 Jun 20. PubMed PMID: 27145364. 20: Karlsson L, Carlsson B, Hiemke C, Ahlner J, Bengtsson F, Schmitt U, Kugelberg FC. Altered brain concentrations of citalopram and escitalopram in P-glycoprotein deficient mice after acute and chronic treatment. Eur Neuropsychopharmacol. 2013 Nov;23(11):1636-44. doi: 10.1016/j.euroneuro.2013.01.003. Epub 2013 Feb 19. PubMed PMID: 23428338.