WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 532088
CAS#: 189349-50-6
Description: L-765,314 is a drug which acts as a potent and selective antagonist for the Alpha-1 adrenergic receptor subtype α1B. It has mainly been used to investigate the role of α1B receptors in the regulation of blood pressure.
MedKoo Cat#: 532088
Name: L-765314
CAS#: 189349-50-6
Chemical Formula: C27H34N6O5
Exact Mass: 522.2591
Molecular Weight: 522.61
Elemental Analysis: C, 62.05; H, 6.56; N, 16.08; O, 15.31
Synonym: L-765314; L 765314; L765314.
IUPAC/Chemical Name: phenylmethyl (2S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate
InChi Key: CGWOIDCAGBKOQL-FQEVSTJZSA-N
InChi Code: InChI=1S/C27H34N6O5/c1-27(2,3)31-24(34)20-15-32(11-12-33(20)26(35)38-16-17-9-7-6-8-10-17)25-29-19-14-22(37-5)21(36-4)13-18(19)23(28)30-25/h6-10,13-14,20H,11-12,15-16H2,1-5H3,(H,31,34)(H2,28,29,30)/t20-/m0/s1
SMILES Code: O=C(N1[C@H](C(NC(C)(C)C)=O)CN(C2=NC(N)=C3C=C(OC)C(OC)=CC3=N2)CC1)OCC4=CC=CC=C4
1: Yoshiki H, Uwada J, Anisuzzaman AS, Umada H, Hayashi R, Kainoh M, Masuoka T, Nishio M, Muramatsu I. Pharmacologically distinct phenotypes of α1B -adrenoceptors: variation in binding and functional affinities for antagonists. Br J Pharmacol. 2014 Nov;171(21):4890-901. doi: 10.1111/bph.12813. PubMed PMID: 24923551; PubMed Central PMCID: PMC4294112.
2: Mori A, Hanada M, Sakamoto K, Nakahara T, Ishii K. Noradrenaline contracts rat retinal arterioles via stimulation of α(1A)- and α(1D)-adrenoceptors. Eur J Pharmacol. 2011 Dec 30;673(1-3):65-9. doi: 10.1016/j.ejphar.2011.10.012. PubMed PMID: 22040923.
3: Hillman KL, Doze VA, Porter JE. Alpha1A-adrenergic receptors are functionally expressed by a subpopulation of cornu ammonis 1 interneurons in rat hippocampus. J Pharmacol Exp Ther. 2007 Jun;321(3):1062-8. PubMed PMID: 17337632.
4: Jähnichen S, Eltze M, Pertz HH. Evidence that alpha(1B)-adrenoceptors are involved in noradrenaline-induced contractions of rat tail artery. Eur J Pharmacol. 2004 Mar 19;488(1-3):157-67. PubMed PMID: 15044047.
5: Yu Y, Koss MC. Functional characterization of alpha-adrenoceptors mediating pupillary dilation in rats. Eur J Pharmacol. 2003 Jun 20;471(2):135-40. PubMed PMID: 12818701.
6: Yang XP, Chiba S. Effects of L-765,314, a selective and potent alpha 1B-adrenoceptor antagonist, on periarterial nerve electrical stimulation-induced double-peaked constrictor responses in isolated dog splenic arteries. Jpn J Pharmacol. 2002 Aug;89(4):429-32. PubMed PMID: 12233824.
7: Willems EW, Heiligers JP, De Vries P, Kapoor K, Tom B, Villalón CM, Saxena PR. Alpha1-adrenoceptor subtypes mediating vasoconstriction in the carotid circulation of anaesthetized pigs: possible avenues for antimigraine drug development. Cephalalgia. 2001 Mar;21(2):110-9. PubMed PMID: 11422093.
8: Willems EW, Valdivia LF, Saxena PR, Villalón CM. The role of several alpha(1)- and alpha(2)-adrenoceptor subtypes mediating vasoconstriction in the canine external carotid circulation. Br J Pharmacol. 2001 Mar;132(6):1292-8. PubMed PMID: 11250880; PubMed Central PMCID: PMC1572658.
9: Patane MA, Scott AL, Broten TP, Chang RS, Ransom RW, DiSalvo J, Forray C, Bock MG. 4-Amino-2-[4-[1-(benzyloxycarbonyl)-2(S)- [[(1,1-dimethylethyl)amino]carbonyl]-piperazinyl]-6, 7-dimethoxyquinazoline (L-765,314): a potent and selective alpha1b adrenergic receptor antagonist. J Med Chem. 1998 Apr 9;41(8):1205-8. PubMed PMID: 9548811.