F13714 | CAS#208109-38

MedKoo Cat#: 555606 | Name: F13714 free base

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Description:

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

F13714 is a Serotonin 5-HT1A Receptor Agonist. F13714 shows antidepressant-like properties after a single administration in the mouse model of chronic mild stress. F13714 has a high affinity (0.1 nM) and selectivity for 5-HT(1A) receptors. In vitro (18)F-F13714 binding in rats was consistent with the known 5-HT(1A) receptors distribution (hippocampus and cortical areas) and was particularly high in the dorsal raphe. In vitro binding of (18)F-F13714 was blocked in a dose-dependent fashion by WAY100635, the prototypical 5-HT(1A) antagonist, and by the endogenous agonist, serotonin (5-HT). Addition of Gpp(NH)p also inhibited in vitro (18)F-F13714 binding, consistent with a preferential binding of the compound to G-protein-coupled receptors. Ex vivo tissue measurements in rat revealed an absence of brain radioactive metabolites.

Chemical Structure

F13714 free base

CAS#208109-38-0 (free base)

Theoretical Analysis

MedKoo Cat#: 555606

Name: F13714 free base

CAS#: 208109-38-0 (free base)

Chemical Formula: C21H25ClF2N4O

Exact Mass: 422.1685

Molecular Weight: 422.90

Elemental Analysis: C, 59.64; H, 5.96; Cl, 8.38; F, 8.98; N, 13.25; O, 3.78

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 450.00	2 Weeks
50mg	USD 1,350.00	2 Weeks

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Related CAS #

208109-39-1 (fumarate) 208109-38-0 (free base)

Synonym

F13714; F-13714; F 13714; F 14679; F-14679; F14679;

IUPAC/Chemical Name

3-chloro-4-fluorophenyl-(4-fluoro-4-(((5-methyl-6-methylaminopyridin-2-ylmethyl)amino)methyl)piperidin-1-yl)methanone

InChi Key

QILKJZOYDVAGPZ-UHFFFAOYSA-N

InChi Code

InChI=1S/C21H25ClF2N4O/c1-14-3-5-16(27-19(14)25-2)12-26-13-21(24)7-9-28(10-8-21)20(29)15-4-6-18(23)17(22)11-15/h3-6,11,26H,7-10,12-13H2,1-2H3,(H,25,27)

SMILES Code

O=C(C1=CC=C(F)C(Cl)=C1)N2CCC(CNCC3=NC(NC)=C(C)C=C3)(F)CC2

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 422.90 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

1: van Hagen BTJ, van Goethem NP, Nelissen E, Paes D, Koymans K, van Hoof S, Schreiber R, Varney M, Newman-Tancredi A, Prickaerts J. Biased 5-HT1A receptor agonists F13714 and NLX-101 differentially affect pattern separation and neuronal plasticity in rats after acute and chronic treatment. Mol Cell Neurosci. 2022 Mar 10;120:103719. doi: 10.1016/j.mcn.2022.103719. Epub ahead of print. PMID: 35283305. 2: Beecher K, Wang J, Chehrehasa F, Depoortere R, Varney MA, Newman-Tancredi A, Bartlett SE, Belmer A. Dissecting the contribution of 5-HT1A auto- and heteroreceptors in sucrose overconsumption in mice. Biomed Pharmacother. 2022 Apr;148:112699. doi: 10.1016/j.biopha.2022.112699. Epub 2022 Feb 11. PMID: 35152045. 3: Broadbear JH, Depoortere RY, Vacy K, Ralph D, Tunstall BJ, Newman-Tancredi A. Discriminative stimulus properties of the 5-HT1A receptor biased agonists NLX-101 and F13714, in rats trained to discriminate 8-OH-DPAT from saline. Behav Pharmacol. 2021 Dec 1;32(8):652-659. doi: 10.1097/FBP.0000000000000659. PMID: 34751175; PMCID: PMC8589115. 4: Głuch-Lutwin M, Sałaciak K, Gawalska A, Jamrozik M, Sniecikowska J, Newman- Tancredi A, Kołaczkowski M, Pytka K. The selective 5-HT1A receptor biased agonists, F15599 and F13714, show antidepressant-like properties after a single administration in the mouse model of unpredictable chronic mild stress. Psychopharmacology (Berl). 2021 Aug;238(8):2249-2260. doi: 10.1007/s00213-021-05849-0. Epub 2021 May 10. PMID: 33973045; PMCID: PMC8292235. 5: Depoortère R, Auclair AL, Newman-Tancredi A. NLX-101, a highly selective 5-HT1A receptor biased agonist, mediates antidepressant-like activity in rats via prefrontal cortex 5-HT1A receptors. Behav Brain Res. 2021 Mar 5;401:113082. doi: 10.1016/j.bbr.2020.113082. Epub 2020 Dec 25. PMID: 33358917. 6: Depoortere R, Bardin L, Auclair AL, Bruins Slot LA, Newman-Tancredi A. Marble Burying in NMRI Male Mice Is Preferentially Sensitive to Pre- Versus Postsynaptic 5-HT1A Receptor Biased Agonists. Pharmacology. 2021;106(1-2):114-118. doi: 10.1159/000509729. Epub 2020 Sep 18. PMID: 32950991. 7: Esquivel-Franco DC, de Boer SF, Waldinger M, Olivier B, Olivier JDA. Pharmacological Studies on the Role of 5-HT1A Receptors in Male Sexual Behavior of Wildtype and Serotonin Transporter Knockout Rats. Front Behav Neurosci. 2020 Mar 31;14:40. doi: 10.3389/fnbeh.2020.00040. PMID: 32296313; PMCID: PMC7136541. 8: Newman-Tancredi A, Cussac D, Ormière AM, Lestienne F, Varney MA, Martel JC. Bell-shaped agonist activation of 5-HT1A receptor-coupled Gαi3 G-proteins: Receptor density-dependent switch in receptor signaling. Cell Signal. 2019 Nov;63:109383. doi: 10.1016/j.cellsig.2019.109383. Epub 2019 Jul 31. PMID: 31376526. 9: Depoortère R, Bardin L, Varney MA, Newman-Tancredi A. Serotonin 5-HT1A Receptor Biased Agonists Display Differential Anxiolytic Activity in a Rat Social Interaction Model. ACS Chem Neurosci. 2019 Jul 17;10(7):3101-3107. doi: 10.1021/acschemneuro.8b00661. Epub 2019 Apr 2. PMID: 30929419. 10: Zhao Y, Bijlsma EY, Ter Heegde F, Verdouw MP, Garssen J, Newman-Tancredi A, Groenink L. Activation of somatodendritic 5-HT1A autoreceptors reduces the acquisition and expression of cued fear in the rat fear-potentiated startle test. Psychopharmacology (Berl). 2019 Apr;236(4):1171-1185. doi: 10.1007/s00213-018-5124-0. Epub 2018 Dec 12. PMID: 30539269; PMCID: PMC6591185. 11: Newman-Tancredi A, Varney MA, McCreary AC. Effects of the Serotonin 5-HT1A Receptor Biased Agonists, F13714 and F15599, on Striatal Neurotransmitter Levels Following L-DOPA Administration in Hemi-Parkinsonian Rats. Neurochem Res. 2018 May;43(5):1035-1046. doi: 10.1007/s11064-018-2514-y. Epub 2018 Mar 23. PMID: 29572645. 12: Brys I, Halje P, Scheffer-Teixeira R, Varney M, Newman-Tancredi A, Petersson P. Neurophysiological effects in cortico-basal ganglia-thalamic circuits of antidyskinetic treatment with 5-HT1A receptor biased agonists. Exp Neurol. 2018 Apr;302:155-168. doi: 10.1016/j.expneurol.2018.01.010. Epub 2018 Jan 13. PMID: 29339052. 13: Jastrzębska-Więsek M, Partyka A, Rychtyk J, Śniecikowska J, Kołaczkowski M, Wesołowska A, Varney MA, Newman-Tancredi A. Activity of Serotonin 5-HT1A Receptor Biased Agonists in Rat: Anxiolytic and Antidepressant-like properties. ACS Chem Neurosci. 2018 May 16;9(5):1040-1050. doi: 10.1021/acschemneuro.7b00443. Epub 2018 Jan 11. PMID: 29266914. 14: Meadows SM, Chambers NE, Conti MM, Bossert SC, Tasber C, Sheena E, Varney M, Newman-Tancredi A, Bishop C. Characterizing the differential roles of striatal 5-HT1A auto- and hetero-receptors in the reduction of l-DOPA-induced dyskinesia. Exp Neurol. 2017 Jun;292:168-178. doi: 10.1016/j.expneurol.2017.03.013. Epub 2017 Mar 23. PMID: 28342749. 15: Mombereau C, Arnt J, Mørk A. Involvement of presynaptic 5-HT1A receptors in the low propensity of brexpiprazole to induce extrapyramidal side effects in rats. Pharmacol Biochem Behav. 2017 Feb;153:141-146. doi: 10.1016/j.pbb.2016.12.015. Epub 2017 Jan 3. PMID: 28057524. 16: Yokoyama C, Mawatari A, Kawasaki A, Takeda C, Onoe K, Doi H, Newman-Tancredi A, Zimmer L, Onoe H. Marmoset Serotonin 5-HT1A Receptor Mapping with a Biased Agonist PET Probe 18F-F13714: Comparison with an Antagonist Tracer 18F-MPPF in Awake and Anesthetized States. Int J Neuropsychopharmacol. 2016 Dec 30;19(12):pyw079. doi: 10.1093/ijnp/pyw079. PMID: 27608810; PMCID: PMC5203761. 17: Becker G, Bolbos R, Costes N, Redouté J, Newman-Tancredi A, Zimmer L. Selective serotonin 5-HT1A receptor biased agonists elicitdistinct brain activation patterns: a pharmacoMRI study. Sci Rep. 2016 May 23;6:26633. doi: 10.1038/srep26633. PMID: 27211078; PMCID: PMC4876409. 18: de Boer SF, Newman-Tancredi A. Anti-aggressive effects of the selective high-efficacy 'biased' 5-HT₁A receptor agonists F15599 and F13714 in male WTG rats. Psychopharmacology (Berl). 2016 Mar;233(6):937-47. doi: 10.1007/s00213-015-4173-x. Epub 2015 Dec 23. PMID: 26694810; PMCID: PMC4759229. 19: Iderberg H, McCreary AC, Varney MA, Cenci MA, Newman-Tancredi A. Activity of serotonin 5-HT(1A) receptor 'biased agonists' in rat models of Parkinson's disease and L-DOPA-induced dyskinesia. Neuropharmacology. 2015 Jun;93:52-67. doi: 10.1016/j.neuropharm.2015.01.012. Epub 2015 Jan 31. PMID: 25645393. 20: van Goethem NP, Schreiber R, Newman-Tancredi A, Varney M, Prickaerts J. Divergent effects of the 'biased' 5-HT1 A receptor agonists F15599 and F13714 in a novel object pattern separation task. Br J Pharmacol. 2015 May;172(10):2532-43. doi: 10.1111/bph.13071. Epub 2015 Feb 27. PMID: 25572672; PMCID: PMC4409905.