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MedKoo Cat#: 584801 | Name: Talopram

Description:

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

Talopram is a putative PET ligand for the norepinephrine transporter.

Chemical Structure

Talopram
Talopram
CAS#7182-51-6

Theoretical Analysis

MedKoo Cat#: 584801

Name: Talopram

CAS#: 7182-51-6

Chemical Formula: C20H25NO

Exact Mass: 295.1936

Molecular Weight: 295.43

Elemental Analysis: C, 81.31; H, 8.53; N, 4.74; O, 5.42

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Talopram; Phthalapromine; Talopramum; Talopran
IUPAC/Chemical Name
N,3,3-Trimethyl-1-phenyl-1-phthalanpropylamin
InChi Key
LJBBMCNHIUJBDU-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H25NO/c1-19(2)17-12-7-8-13-18(17)20(22-19,14-9-15-21-3)16-10-5-4-6-11-16/h4-8,10-13,21H,9,14-15H2,1-3H3
SMILES Code
CC1(C)OC(CCCNC)(C2=CC=CC=C2)C3=CC=CC=C13
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 295.43 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: Schou M, Sóvágó J, Pike VW, Gulyás B, Bøgesø KP, Farde L, Halldin C. Synthesis and positron emission tomography evaluation of three norepinephrine transporter radioligands: [C-11]desipramine, [C-11]talopram and [C-11]talsupram. Mol Imaging Biol. 2006 Jan-Feb;8(1):1-8. PubMed PMID: 16322935. 2: Eildal JN, Andersen J, Kristensen AS, Jørgensen AM, Bang-Andersen B, Jørgensen M, Strømgaard K. From the selective serotonin transporter inhibitor citalopram to the selective norepinephrine transporter inhibitor talopram: synthesis and structure-activity relationship studies. J Med Chem. 2008 May 22;51(10):3045-8. doi: 10.1021/jm701602g. Epub 2008 Apr 23. PubMed PMID: 18429609. 3: McConathy J, Owens MJ, Kilts CD, Malveaux EJ, Camp VM, Votaw JR, Nemeroff CB, Goodman MM. Synthesis and biological evaluation of [11C]talopram and [11C]talsupram: candidate PET ligands for the norepinephrine transporter. Nucl Med Biol. 2004 Aug;31(6):705-18. PubMed PMID: 15246361. 4: Larsen MA, Plenge P, Andersen J, Eildal JN, Kristensen AS, Bøgesø KP, Gether U, Strømgaard K, Bang-Andersen B, Loland CJ. Structure-activity relationship studies of citalopram derivatives: examining substituents conferring selectivity for the allosteric site in the 5-HT transporter. Br J Pharmacol. 2016 Mar;173(5):925-36. doi: 10.1111/bph.13411. Epub 2016 Feb 8. PubMed PMID: 26699847; PubMed Central PMCID: PMC4761100. 5: Stadaas JO, Aune S, Petersen H. The effect of phthalapromine and prindamine on gastric motility. Scand J Gastroenterol Suppl. 1976;42:127-8. PubMed PMID: 796965. 6: Stadaas J, Aune S. The effect of phthalapromine (LU 3-010) on gastric motility in man. Scand J Gastroenterol. 1971;6(1):23-7. PubMed PMID: 5100065. 7: Andersen J, Stuhr-Hansen N, Zachariassen L, Toubro S, Hansen SM, Eildal JN, Bond AD, Bøgesø KP, Bang-Andersen B, Kristensen AS, Strømgaard K. Molecular determinants for selective recognition of antidepressants in the human serotonin and norepinephrine transporters. Proc Natl Acad Sci U S A. 2011 Jul 19;108(29):12137-42. doi: 10.1073/pnas.1103060108. Epub 2011 Jul 5. PubMed PMID: 21730142; PubMed Central PMCID: PMC3141962. 8: Zheng G, Yang F, Fu T, Tu G, Chen Y, Yao X, Xue W, Zhu F. Computational characterization of the selective inhibition of human norepinephrine and serotonin transporters by an escitalopram scaffold. Phys Chem Chem Phys. 2018 Nov 28;20(46):29513-29527. doi: 10.1039/c8cp06232c. PubMed PMID: 30457616. 9: Ding YS, Lin KS, Logan J. PET imaging of norepinephrine transporters. Curr Pharm Des. 2006;12(30):3831-45. Review. PubMed PMID: 17073682. 10: Dell'Osso B, Hadley S, Allen A, Baker B, Chaplin WF, Hollander E. Escitalopram in the treatment of impulsive-compulsive internet usage disorder: an open-label trial followed by a double-blind discontinuation phase. J Clin Psychiatry. 2008 Mar;69(3):452-6. PubMed PMID: 18312057. 11: Olsen CK, Hogg S, Lapiz MD. Tonic immobility in guinea pigs: a behavioural response for detecting an anxiolytic-like effect? Behav Pharmacol. 2002 Jul;13(4):261-9. PubMed PMID: 12218506. 12: Maxwell RA, Ferris RM, Woodward EC, Tang FL, Eckhardt SB. Structure-activity relationships for potent phthalane and thiophthalane inhibitors of norepinephrine uptake. A comparison with desipramine and related compounds. Mol Pharmacol. 1980 May;17(3):321-7. PubMed PMID: 7393212. 13: Falkin L, Varon D, Erez M, Neuman M, Manoach M, Bøgesø KP. The defibrillating effect of catecholamine reuptake inhibitors. J Basic Clin Physiol Pharmacol. 1993 Oct-Dec;4(4):291-7. PubMed PMID: 8664246. 14: Bauer VJ, Duffy BJ, Hoffman D, Klioze SS, Kosley RW Jr, McFadden AR, Martin LL, Ong HH. Synthesis of spiro[isobenzofuran-1(3H),4'-piperidines] as potential central nervous system agents. J Med Chem. 1976 Nov;19(11):1315-24. PubMed PMID: 1003409. 15: Hedner J, Almgren O, Jonason J, Lundberg D. Neuronal and extraneuronal uptake of 3H-noradrenaline in rat portal vein in vitro. Acta Physiol Scand. 1981 Feb;111(2):171-7. PubMed PMID: 7282392. 16: Nilsson H, Sjöblom N, Folkow B. Interaction between prejunctional alpha 2-receptors and neuronal transmitter reuptake in small mesenteric arteries from the rat. Acta Physiol Scand. 1985 Oct;125(2):245-52. PubMed PMID: 2866662.

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