L-748337 | CAS#244192-94-7 |Adrenergic β3 Receptor Antagonist

MedKoo Cat#: 532082 | Name: L-748337

Description:

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

L-748337 is a competitive β3-adrenoceptor antagonist that displays selectivity over β1 and β2 receptors (Ki values are 4.0, 204 and 390 nM for β3-, β2- and β1-adrenoceptors respectively). L-748337 inhibits cAMP accumulation in response to isoproterenol (IC50 = 6 nM).

Chemical Structure

L-748337

CAS#244192-94-7

Theoretical Analysis

MedKoo Cat#: 532082

Name: L-748337

CAS#: 244192-94-7

Chemical Formula: C26H31N3O5S

Exact Mass: 497.1984

Molecular Weight: 497.61

Elemental Analysis: C, 62.76; H, 6.28; N, 8.44; O, 16.08; S, 6.44

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

L-748337; L 748337; L748337.

IUPAC/Chemical Name

N-[[3-[(2S)-2-hydroxy-3-[2-[4-(phenylsulfonylamino)phenyl]ethylamino]propoxy]phenyl]methyl]acetamide

InChi Key

AWIONHVPTYTSHZ-DEOSSOPVSA-N

InChi Code

InChI=1S/C26H31N3O5S/c1-20(30)28-17-22-6-5-7-25(16-22)34-19-24(31)18-27-15-14-21-10-12-23(13-11-21)29-35(32,33)26-8-3-2-4-9-26/h2-13,16,24,27,29,31H,14-15,17-19H2,1H3,(H,28,30)/t24-/m0/s1

SMILES Code

CC(NCC1=CC=CC(OC[C@@H](O)CNCCC2=CC=C(NS(=O)(C3=CC=CC=C3)=O)C=C2)=C1)=O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 497.61 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: Wang X, Wang R, Liu G, Dong J, Zhao G, Tian J, Sun J, Jia X, Wei L, Wang Y, Li W. The β3 Adrenergic Receptor Agonist BRL37344 Exacerbates Atrial Structural Remodeling Through iNOS Uncoupling in Canine Models of Atrial Fibrillation. Cell Physiol Biochem. 2016;38(2):514-30. doi: 10.1159/000438647. PubMed PMID: 26828873. 2: Dong J, Zhao J, Zhang M, Liu G, Wang X, Liu Y, Yang N, Liu Y, Zhao G, Sun J, Tian J, Cheng C, Wei L, Li Y, Li W. β3-Adrenoceptor Impairs Mitochondrial Biogenesis and Energy Metabolism During Rapid Atrial Pacing-Induced Atrial Fibrillation. J Cardiovasc Pharmacol Ther. 2016 Jan;21(1):114-26. doi: 10.1177/1074248415590440. PubMed PMID: 26130614. 3: Wu MJ, Shin DH, Kim MY, Park CG, Kim YD, Lee J, Park IK, Choi S, So I, Park JS, Jun JY. Functional effects of β3-adrenoceptor on pacemaker activity in interstitial cells of Cajal from the mouse colon. Eur J Pharmacol. 2015 May 5;754:32-40. doi: 10.1016/j.ejphar.2015.02.031. PubMed PMID: 25725113. 4: Oikawa F, Nakahara T, Akanuma K, Ueda K, Mori A, Sakamoto K, Ishii K. Protective effects of the β3-adrenoceptor agonist CL316243 against N-methyl-D-aspartate-induced retinal neurotoxicity. Naunyn Schmiedebergs Arch Pharmacol. 2012 Nov;385(11):1077-81. doi: 10.1007/s00210-012-0796-1. PubMed PMID: 22965472. 5: Sheng L, Shen Q, Huang K, Liu G, Zhao J, Xu W, Liu Y, Li W, Li Y. Upregulation of β3-adrenergic receptors contributes to atrial structural remodeling in rapid pacing induced atrial fibrillation canines. Cell Physiol Biochem. 2012;30(2):372-81. doi: 10.1159/000339031. PubMed PMID: 22739404. 6: Sauvaget F, Mallem MY, Bucas V, Gogny M, Desfontis JC, Noireaud J. Positive influence of AT(1) receptor antagonism upon the impaired celiprolol-induced vasodilatation in aorta from spontaneously hypertensive rats. Eur J Pharmacol. 2010 Oct 10;644(1-3):169-75. doi: 10.1016/j.ejphar.2010.07.003. PubMed PMID: 20637193. 7: Sato M, Hutchinson DS, Evans BA, Summers RJ. The beta3-adrenoceptor agonist 4-[[(Hexylamino)carbonyl]amino]-N-[4-[2-[[(2S)-2-hydroxy-3-(4-hydroxyphenoxy)prop yl]amino]ethyl]-phenyl]-benzenesulfonamide (L755507) and antagonist (S)-N-[4-[2-[[3-[3-(acetamidomethyl)phenoxy]-2-hydroxypropyl]amino]-ethyl]phenyl] benzenesulfonamide (L748337) activate different signaling pathways in Chinese hamster ovary-K1 cells stably expressing the human beta3-adrenoceptor. Mol Pharmacol. 2008 Nov;74(5):1417-28. doi: 10.1124/mol.108.046979. PubMed PMID: 18684840. 8: Holopherne D, Mallem MY, Le Strat E, Belin de Chantemèle EJ, Gogny M, Henrion D, Noireaud J, Desfontis JC. CGP12177-induced haemodynamic and vascular effects in normotensive and hypertensive rats. Eur J Pharmacol. 2008 Sep 4;591(1-3):196-202. doi: 10.1016/j.ejphar.2008.06.060. PubMed PMID: 18601917. 9: Neidhold S, Eichhorn B, Kasper M, Ravens U, Kaumann AJ. The function of alpha- and beta-adrenoceptors of the saphenous artery in caveolin-1 knockout and wild-type mice. Br J Pharmacol. 2007 Feb;150(3):261-70. PubMed PMID: 17179950; PubMed Central PMCID: PMC2013897. 10: Dimarino M, Banwait K, Rattan S, Cohen S, DiMarino AJ. Beta3 adrenergic stimulation inhibits the opossum lower esophageal sphincter. Gastroenterology. 2002 Nov;123(5):1508-15. PubMed PMID: 12404226.