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
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: >2 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
The following data is based on the product molecular weight 522.61 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: 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.
