L-765314 | CAS#189349-50-6 | α1B -adrenoceptor Antagonist

MedKoo Cat#: 532088 | Name: L-765314

Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

L-765314

CAS#189349-50-6

Theoretical Analysis

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

Price and Availability

Size	Price	Availability
25mg	USD 350.00	2 Weeks
50mg	USD 550.00	2 Weeks
100mg	USD 950.00	2 Weeks
200mg	USD 1,650.00	2 Weeks
500mg	USD 2,450.00	2 Weeks
1g	USD 3,250.00	2 Weeks
2g	USD 5,650.00	2 Weeks

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Related CAS #

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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

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

L-765314 is a potent and selective α1b adrenergic receptor antagonist with Kis of 5.4 nM and 2.0 nM for rat and human α1b adrenergic receptor, respectively.

In vitro activity:

This study performed high-throughput melanin content assay screening using the B16F10 melanoma cell line and identified L-765,314 as a drug that suppressed melanin production in cultured melanocytes in a dose-dependent manner as well as cAMP- or 12-O-tetradecanoylphorbol 13-acetate (TPA)-stimulated melanin production without cytotoxicity. Reference: Molecules. 2019 Feb 21;24(4):773. https://pubmed.ncbi.nlm.nih.gov/30795539/

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMSO	75.0	143.51
	Ethanol	100.0	191.35

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

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

Formulation protocol:

1. Kim J, Kim YH, Bang S, Yoo H, Kim I, Chang SE, Song Y. L-765,314 Suppresses Melanin Synthesis by Regulating Tyrosinase Activity. Molecules. 2019 Feb 21;24(4):773. doi: 10.3390/molecules24040773. PMID: 30795539; PMCID: PMC6412649. 2. 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. doi: 10.1124/jpet.106.119297. Epub 2007 Mar 2. PMID: 17337632.

In vitro protocol:

In vivo protocol:

TBD

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.