N-((1-(2-(tert-Butylamino)-2-oxoethyl)piperidin-4-yl)methyl)-3-chloro-5-fluorobenzamide

• CAT Number: R050690
• CAS Number: 1199236-64-0
• Molecular Formula: C19H27ClFN3O2
• Molecular Weight: 383.892
• Purity: ≥95%
• Synonyms: 4-[[(3-Chloro-5-fluorobenzoyl)amino]methyl]-N-(1,1-dimethylethyl)-1-piperidineacetamide
• Target: Neuronal Signaling
• Storage: -20°C
• IUPAC Name: N-[[1-[2-(tert-butylamino)-2-oxoethyl]piperidin-4-yl]methyl]-3-chloro-5-fluorobenzamide
• InChI: InChI=1S/C19H27ClFN3O2/c1-19(2,3)23-17(25)12-24-6-4-13(5-7-24)11-22-18(26)14-8-15(20)10-16(21)9-14/h8-10,13H,4-7,11-12H2,1-3H3,(H,22,26)(H,23,25)
• InChIKey: JOCLITFYIMJMNK-UHFFFAOYSA-N
• SMILES: CC(C)(C)NC(=O)CN1CCC(CC1)CNC(=O)C2=CC(=CC(=C2)Cl)F

Z944 is a T-type calcium channel antagonist potentially for the treatment of pain. Z944 disrupts prepulse inhibition in both epileptic and non-epileptic rats. Z944 rescues impairments in crossmodal and visual recognition memory in Genetic Absence Epilepsy Rats from Strasbourg. Z944 restores cortical synchrony and thalamocortical connectivity in a rat model of neuropathic pain. Z944 Delays the Progression of Seizures in the Amygdala Kindling Model.

Reference

1: Marks WN, Greba Q, Cain SM, Snutch TP, Howland JG. The T-type calcium channel antagonist Z944 disrupts prepulse inhibition in both epileptic and non-epileptic rats. Neuroscience. 2016 Sep 22;332:121-9. doi: 10.1016/j.neuroscience.2016.06.035. PubMed PMID: 27365170. 2: Marks WN, Cain SM, Snutch TP, Howland JG. The T-type calcium channel antagonist Z944 rescues impairments in crossmodal and visual recognition memory in Genetic Absence Epilepsy Rats from Strasbourg. Neurobiol Dis. 2016 Oct;94:106-15. doi: 10.1016/j.nbd.2016.06.001. PubMed PMID: 27282256. 3: LeBlanc BW, Lii TR, Huang JJ, Chao YC, Bowary PM, Cross BS, Lee MS, Vera-Portocarrero LP, Saab CY. T-type calcium channel blocker Z944 restores cortical synchrony and thalamocortical connectivity in a rat model of neuropathic pain. Pain. 2016 Jan;157(1):255-63. doi: 10.1097/j.pain.0000000000000362. PubMed PMID: 26683108. 4: Matschke LA, Bertoune M, Roeper J, Snutch TP, Oertel WH, Rinné S, Decher N. A concerted action of L- and T-type Ca(2+) channels regulates locus coeruleus pacemaking. Mol Cell Neurosci. 2015 Sep;68:293-302. doi: 10.1016/j.mcn.2015.08.012. PubMed PMID: 26319746. 5: Casillas-Espinosa PM, Hicks A, Jeffreys A, Snutch TP, O/’Brien TJ, Powell KL. Z944, a Novel Selective T-Type Calcium Channel Antagonist Delays the Progression of Seizures in the Amygdala Kindling Model. PLoS One. 2015 Aug 14;10(8):e0130012. doi: 10.1371/journal.pone.0130012. PubMed PMID: 26274319; PubMed Central PMCID: PMC4537250. 6: Lee M. Z944: a first in class T-type calcium channel modulator for the treatment of pain. J Peripher Nerv Syst. 2014 Oct;19 Suppl 2:S11-2. doi: 10.1111/jns.12080_2. PubMed PMID: 25269728. 7: Ranzato E, Magnelli V, Martinotti S, Waheed Z, Cain SM, Snutch TP, Marchetti C, Burlando B. Epigallocatechin-3-gallate elicits Ca2+ spike in MCF-7 breast cancer cells: essential role of Cav3.2 channels. Cell Calcium. 2014 Oct;56(4):285-95. doi: 10.1016/j.ceca.2014.09.002. PubMed PMID: 25260713. 8: Cain SM, Tyson JR, Jones KL, Snutch TP. Thalamocortical neurons display suppressed burst-firing due to an enhanced Ih current in a genetic model of absence epilepsy. Pflugers Arch. 2015 Jun;467(6):1367-82. doi: 10.1007/s00424-014-1549-4. PubMed PMID: 24953239; PubMed Central PMCID: PMC4435665. 9: Tringham E, Powell KL, Cain SM, Kuplast K, Mezeyova J, Weerapura M, Eduljee C, Jiang X, Smith P, Morrison JL, Jones NC, Braine E, Rind G, Fee-Maki M, Parker D, Pajouhesh H, Parmar M, O/’Brien TJ, Snutch TP. T-type calcium channel blockers that attenuate thalamic burst firing and suppress absence seizures. Sci Transl Med. 2012 Feb 15;4(121):121ra19. doi: 10.1126/scitranslmed.3003120. PubMed PMID: 22344687.