L-748337

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

MedKoo CAT#: 532082

CAS#: 244192-94-7

Description: 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).


Price and Availability

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L-748337 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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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


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


Technical Data

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).

Harmonized System Code:
293490


References

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.