L-765,314 is a drug which acts as a potent and selective antagonist of the α1-adrenergic receptor subtype α1B.[1] It has mainly been used to investigate the role of α1B-adrenergic receptors in the regulation of blood pressure.[2][3] The α1B receptor is also thought to have an important role in the brain; however, L-765,314 does not cross the blood–brain barrier.[4]
Quick Facts Identifiers, CAS Number ...
L-765,314 |
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benzyl (2S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate
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Formula | C27H34N6O5 |
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Molar mass | 522.606 g·mol−1 |
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CC(C)(C)NC(=O)[C@@H]1CN(CCN1C(=O)OCc2ccccc2)c3nc4cc(c(cc4c(n3)N)OC)OC
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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 NKey:CGWOIDCAGBKOQL-FQEVSTJZSA-N N
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Patane MA, Scott AL, Broten TP, Chang RS, Ransom RW, DiSalvo J, Forray C, Bock MG (April 1998). "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 ". Journal of Medicinal Chemistry. 41 (8): 1205–8. doi:10.1021/jm980053f. PMID 9548811.
Görnemann T, Villalón CM, Centurión D, Pertz HH (June 2009). "Phenylephrine contracts porcine pulmonary veins via alpha(1B)-, alpha(1D)-, and alpha(2)-adrenoceptors". European Journal of Pharmacology. 613 (1–3): 86–92. doi:10.1016/j.ejphar.2009.04.011. PMID 19376108.
Hillman KL, Doze VA, Porter JE (June 2007). "Alpha1A-adrenergic receptors are functionally expressed by a subpopulation of cornu ammonis 1 interneurons in rat hippocampus". The Journal of Pharmacology and Experimental Therapeutics. 321 (3): 1062–8. doi:10.1124/jpet.106.119297. PMID 17337632. S2CID 8780600.