(1S)-1-[2-[4-[4-(AMINOCARBONYL)PHENYL]-1-PIPERAZINYL]ETHYL]-3,4-DIHYDRO-N-METHYL-1H-2-BENZOPYRAN-6-C


CAS No. : 187665-65-2

(1S)-1-[2-[4-[4-(AMINOCARBONYL)PHENYL]-1-PIPERAZINYL]ETHYL]-3,4-DIHYDRO-N-METHYL-1H-2-BENZOPYRAN-6-C,187665-65-2
Product Details
For research use only. Not Intended for Therapeutic Use!
Cat No:M038152
Synonyms:(S)-1-(2-(4-(4-carbamoylphenyl)piperazin-1-yl)ethyl)-N-methylisochroman-6-carboxamide
Molecular Formula:C24H30N4O3
Molecular Weight:422.529
Target:5-HT Receptor
Price:Get quote
We would like to match the lowest price on market if possible.

Your information is safe with us.

refresh
Appearance:Solid powder
Purity: > 98%
Cat No:M038152
Cas No:187665-65-2
Product-Name:(1S)-1-[2-[4-[4-(AMINOCARBONYL)PHENYL]-1-PIPERAZINYL]ETHYL]-3,4-DIHYDRO-N-METHYL-1H-2-BENZOPYRAN-6-C
IUPAC Name:(1S)-1-[2-[4-(4-carbamoylphenyl)piperazin-1-yl]ethyl]-N-methyl-3,4-dihydro-1H-isochromene-6-carboxamide
InChI:InChI=1S/C24H30N4O3/c1-26-24(30)19-4-7-21-18(16-19)9-15-31-22(21)8-10-27-11-13-28(14-12-27)20-5-2-17(3-6-20)23(25)29/h2-7,16,22H,8-15H2,1H3,(H2,25,29)(H,26,30)/t22-/m0/s1
InChIKey:PNTVCCRNJOGKGA-QFIPXVFZSA-N
SMILES:CNC(=O)C1=CC2=C(C=C1)C(OCC2)CCN3CCN(CC3)C4=CC=C(C=C4)C(=O)N
PNU-142633 selective, high affinity 5-HT1D receptor antagonist and is an experimental drug candidate for the treatment of migraine.

1: Amrutkar DV, Ploug KB, Hay-Schmidt A, Porreca F, Olesen J, Jansen-Olesen I. mRNA expression of 5-hydroxytryptamine 1B, 1D, and 1F receptors and their role in controlling the release of calcitonin gene-related peptide in the rat trigeminovascular system. Pain. 2012 Apr;153(4):830-8. doi: 10.1016/j.pain.2012.01.005. Epub 2012 Feb 4. PubMed PMID: 22305629.
2: González-Hernández A, Manrique-Maldonado G, Lozano-Cuenca J, Muñoz-Islas E, Centurión D, Maassen VanDenBrink A, Villalón CM. The 5-HT(1) receptors inhibiting the rat vasodepressor sensory CGRPergic outflow: further involvement of 5-HT(1F), but not 5-HT(1A) or 5-HT(1D), subtypes. Eur J Pharmacol. 2011 Jun 1;659(2-3):233-43. doi: 10.1016/j.ejphar.2011.03.035. Epub 2011 Apr 4. PubMed PMID: 21473863.
3: Muñoz-Islas E, Lozano-Cuenca J, González-Hernández A, Ramírez-Rosas MB, Sánchez-López A, Centurión D, Maassenvandenbrink A, Villalón CM. Spinal sumatriptan inhibits capsaicin-induced canine external carotid vasodilatation via 5-HT1B rather than 5-HT1D receptors. Eur J Pharmacol. 2009 Aug 1;615(1-3):133-8. doi: 10.1016/j.ejphar.2009.04.070. Epub 2009 May 19. PubMed PMID: 19460365.
4: Muñoz-Islas E, Gupta S, Jiménez-Mena LR, Lozano-Cuenca J, Sánchez-López A, Centurión D, Mehrotra S, MaassenVanDenBrink A, Villalón CM. Donitriptan, but not sumatriptan, inhibits capsaicin-induced canine external carotid vasodilatation via 5-HT1B rather than 5-HT1D receptors. Br J Pharmacol. 2006 Sep;149(1):82-91. Epub 2006 Jul 31. PubMed PMID: 16880765; PubMed Central PMCID: PMC1629409.
5: Villalón CM, Centurión D, Valdivia LF, de Vries P, Saxena PR. Migraine: pathophysiology, pharmacology, treatment and future trends. Curr Vasc Pharmacol. 2003 Mar;1(1):71-84. Review. PubMed PMID: 15320857.
6: Sánchez-López A, Centurión D, Vázquez E, Arulmani U, Saxena PR, Villalón CM. Further characterization of the 5-HT1 receptors mediating cardiac sympatho-inhibition in pithed rats: pharmacological correlation with the 5-HT1B and 5-HT1D subtypes. Naunyn Schmiedebergs Arch Pharmacol. 2004 Feb;369(2):220-7. Epub 2003 Dec 12. PubMed PMID: 14673512.
7: Sánchez-Lopez A, Centurión D, Vázquez E, Arulmani U, Saxena PR, Villalón CM. Pharmacological profile of the 5-HT-induced inhibition of cardioaccelerator sympathetic outflow in pithed rats: correlation with 5-HT1 and putative 5-ht5A/5B receptors. Br J Pharmacol. 2003 Oct;140(4):725-35. Epub 2003 Sep 22. PubMed PMID: 14504136; PubMed Central PMCID: PMC1574076.
8: McCall RB, Huff R, Chio CL, TenBrink R, Bergh CL, Ennis MD, Ghazal NB, Hoffman RL, Meisheri K, Higdon NR, Hall E. Preclinical studies characterizing the anti-migraine and cardiovascular effects of the selective 5-HT1D receptor agonist PNU-142633. Cephalalgia. 2002 Dec;22(10):799-806. PubMed PMID: 12485205.
9: Villalón CM, Centurión D, Valdivia LF, De Vries P, Saxena PR. An introduction to migraine: from ancient treatment to functional pharmacology and antimigraine therapy. Proc West Pharmacol Soc. 2002;45:199-210. Review. PubMed PMID: 12434581.
10: Ferrari MD. Re: Gomez-Mancilla et al. Safety and efficacy of PNU-142633, a selective 5-HT(1D) agonist, in patients with acute migraine. Cephalalgia 2001;21:727-32. Cephalalgia. 2001 Sep;21(7):711. PubMed PMID: 11603382.
11: Gomez-Mancilla B, Cutler NR, Leibowitz MT, Spierings EL, Klapper JA, Diamond S, Goldstein J, Smith T, Couch JR, Fleishaker J, Azie N, Blunt DE. Safety and efficacy of PNU-142633, a selective 5-HT1D agonist, in patients with acute migraine. Cephalalgia. 2001 Sep;21(7):727-32. PubMed PMID: 11595000.
12: Williamson DJ, Hill RG, Shepheard SL, Hargreaves RJ. The anti-migraine 5-HT(1B/1D) agonist rizatriptan inhibits neurogenic dural vasodilation in anaesthetized guinea-pigs. Br J Pharmacol. 2001 Aug;133(7):1029-34. PubMed PMID: 11487512; PubMed Central PMCID: PMC1572868.
13: Centurión D, Sánchez-López A, De Vries P, Saxena PR, Villalón CM. The GR127935-sensitive 5-HT(1) receptors mediating canine internal carotid vasoconstriction: resemblance to the 5-HT(1B), but not to the 5-HT(1D) or 5-ht(1F), receptor subtype. Br J Pharmacol. 2001 Mar;132(5):991-8. PubMed PMID: 11226129; PubMed Central PMCID: PMC1572652.
14: Villalón CM, Sánchez-López A, Centurión D, Saxena PR. Unravelling the pharmacological profile of the canine external carotid vasodilator /'5-HT1-like/' receptors: coexistence of sympatho-inhibitory 5-HT1B and postjunctional 5-HT7 receptors. Naunyn Schmiedebergs Arch Pharmacol. 2001 Jan;363(1):73-80. PubMed PMID: 11191839.
15: Fleishaker JC, Pearson LK, Knuth DW, Gomez-Mancilla B, Francom SF, McIntosh MJ, Freestone S, Azie NE. Pharmacokinetics and tolerability of a novel 5-HT1D agonist, PNU-142633F. Int J Clin Pharmacol Ther. 1999 Oct;37(10):487-92. PubMed PMID: 10543315.

Related Products
  • CAS No. :467459-31-0
    Product Name:

    Lu AE58054

    Cat No: I003621 View details
  • CAS No. :271780-64-4
    Product Name:

    LY 393558

    Cat No: R036339 View details
  • CAS No. :141474-54-6
    Product Name:

    SDZ SER 082

    Cat No: R042515 View details
  • CAS No. :15574-96-6
    Product Name:

    Pizotifen

    Cat No: I001976 View details