MedKoo Cat#: 585140 | Name: BRL 37344

Description:

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

BRL 37344 is a beta 3-adrenoceptor agonist.

Chemical Structure

BRL 37344
BRL 37344
CAS#114333-71-0 (free acid)

Theoretical Analysis

MedKoo Cat#: 585140

Name: BRL 37344

CAS#: 114333-71-0 (free acid)

Chemical Formula: C19H22ClNO4

Exact Mass: 363.1237

Molecular Weight: 363.84

Elemental Analysis: C, 62.72; H, 6.10; Cl, 9.74; N, 3.85; O, 17.59

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.
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Related CAS #
Synonym
BRL 37344; BRL37344; BRL-37344
IUPAC/Chemical Name
2-(4-((R)-2-(((R)-2-(3-chlorophenyl)-2-hydroxyethyl)amino)propyl)phenoxy)acetic acid
InChi Key
ZGGNJJJYUVRADP-ACJLOTCBSA-N
InChi Code
InChI=1S/C19H22ClNO4/c1-13(21-11-18(22)15-3-2-4-16(20)10-15)9-14-5-7-17(8-6-14)25-12-19(23)24/h2-8,10,13,18,21-22H,9,11-12H2,1H3,(H,23,24)/t13-,18+/m1/s1
SMILES Code
C[C@@H](NC[C@@H](C1=CC(Cl)=CC=C1)O)CC2=CC=C(C=C2)OCC(O)=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
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 363.84 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.

Recalculate based on batch purity %
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: Sharma V, Nair SV, Jaitley P, Nakade UP, Sharma A, Choudhury S, Garg SK. ATP-sensitive and maxi potassium channels regulate BRL 37344-induced tocolysis in buffaloes-an in vitro study. Theriogenology. 2018 Feb;107:194-202. doi: 10.1016/j.theriogenology.2017.10.044. Epub 2017 Nov 13. PubMed PMID: 29172176. 2: Wróbel A, Rechberger T. The effect of combined treatment with a β(3) AR agonist and a ROCK inhibitor on detrusor overactivity. Neurourol Urodyn. 2017 Mar;36(3):580-588. doi: 10.1002/nau.22978. Epub 2016 Feb 16. PubMed PMID: 26879338. 3: Takayama S, Furukawa Y, Ren LM, Inoue Y, Sawaki S, Chiba S. Positive chronotropic and inotropic responses to BRL 37344, a beta 3-adrenoceptor agonist in isolated, blood-perfused dog atria. Eur J Pharmacol. 1993 Feb 16;231(3):315-21. PubMed PMID: 8095462. 4: Topalkara A, Karadas B, Toker MI, Kaya T, Durmus N, Turgut B. Relaxant effects of beta-adrenoceptor agonist formoterol and BRL 37344 on bovine iris sphincter and ciliary muscle. Eur J Pharmacol. 2006 Oct 24;548(1-3):144-9. Epub 2006 Aug 16. PubMed PMID: 16973159. 5: Kozlovski VI, Chlopicki S, Gryglewski RJ. Effects of two beta3-agonists, CGP 12177A and BRL 37344, on coronary flow and contractility in isolated guinea pig heart. J Cardiovasc Pharmacol. 2003 May;41(5):706-13. PubMed PMID: 12717100. 6: MacDonald A, Watt K. Characterisation of the atypical beta-adrenoceptor in rabbit isolated jejunum using BRL 37344, cyanopindolol and SR 59230A. J Auton Pharmacol. 1999 Apr;19(2):91-5. PubMed PMID: 10466941. 7: Markiewicz W, Jaroszewski JJ. β- and β-adrenergic receptors stimulation relaxes porcine myometrium in the peri-implantation period. J Anim Sci. 2016 Nov;94(11):4611-4618. doi: 10.2527/jas.2016-0577. PubMed PMID: 27898948. 8: Kasahara H, Muto S, Motokawa Y, Arisaka N, Kobayashi S, Souma S, Kuroda J. β3-adrenoceptor-mediated increased circulating transaminase levels in mice treated with its agonist BRL 37344. J Toxicol Sci. 2010 Oct;35(5):779-84. PubMed PMID: 20930473. 9: Reverte M, Rivas-Cabañero L. Effects of the beta 3-adrenoceptor agonist BRL 37344 on lipomobilization and plasma glucose levels in conscious fasted rabbits. Can J Physiol Pharmacol. 1996 Mar;74(3):251-6. PubMed PMID: 8773403. 10: Oriowo MA, Chapman H, Kirkham DM, Sennitt MV, Ruffolo RR Jr, Cawthorne MA. The selectivity in vitro of the stereoisomers of the beta-3 adrenoceptor agonist BRL 37344. J Pharmacol Exp Ther. 1996 Apr;277(1):22-7. PubMed PMID: 8613923. 11: Linhares BL, Nascimento NRF, Gonzaga-Silva LF, Santos CF, Moraes MO, Marinho LB, Silva APG, Fonteles MC, Reges R. Effect of co-administration of two different phosphodiesterase inhibitors and a β(3)-adrenoceptor agonist in an experimental model of detrusor overactivity. Eur J Pharmacol. 2018 Aug 15;833:425-431. doi: 10.1016/j.ejphar.2018.06.018. Epub 2018 Jun 18. PubMed PMID: 29913125. 12: Markiewicz W, Jaroszewski JJ. Influence of β2- and β3-adrenoceptor agonists on contractile activity of the porcine myometrium in the luteal phase and the first days of pregnancy. Pol J Vet Sci. 2017 Mar 28;20(1):111-121. doi: 10.1515/pjvs-2017-0015. PubMed PMID: 28525334. 13: Yousif MH, Oriowo MA. BRL 37344 inhibited adrenergic transmission in the rat portal vein via atypical beta-adrenoceptors. Pharmacol Res. 2002 Apr;45(4):313-7. PubMed PMID: 12030795. 14: Simard PM, Atgié C, Mauriège P, D'Allaire F, Bukowiecki LJ. Comparison of the lipolytic effects of norepinephrine and BRL 37344 in rat brown and white adipocytes. Obes Res. 1994 Sep;2(5):424-31. PubMed PMID: 16353594. 15: Yurtcu N, Cetin A, Karadas B, Gonca Imir A, Kaya T, Erselcan T, Bagcivan I, Cetin M. Comparison of effects of formoterol and BRL 37344 on isolated term-pregnant rat myometrial strips in vitro. Eur J Pharmacol. 2006 Jan 20;530(3):263-9. Epub 2006 Jan 4. PubMed PMID: 16388799. 16: Karadas B, Kaya T, Cetin M, Parlak A, Durmus N, Bagcivan I, Gulturk S. Effects of formoterol and BRL 37344 on human umbilical arteries in vitro in normotensive and pre-eclamptic pregnancy. Vascul Pharmacol. 2007 May;46(5):360-6. Epub 2006 Dec 8. PubMed PMID: 17229593. 17: Tavernier G, Galitzky J, Bousquet-Melou A, Montastruc JL, Berlan M. The positive chronotropic effect induced by BRL 37344 and CGP 12177, two beta-3 adrenergic agonists, does not involve cardiac beta adrenoceptors but baroreflex mechanisms. J Pharmacol Exp Ther. 1992 Dec;263(3):1083-90. PubMed PMID: 1361569. 18: Muzzin P, Seydoux J, Giacobino JP, Venter JC, Fraser C. Discrepancies between the affinities of binding and action of the novel beta-adrenergic agonist BRL 37344 in rat brown adipose tissue. Biochem Biophys Res Commun. 1988 Oct 14;156(1):375-82. PubMed PMID: 2902858. 19: Kayki-Mutlu G, Arioglu-Inan E, Ozakca I, Ozcelikay AT, Altan VM. β3-Adrenoceptor-mediated responses in diabetic rat heart. Gen Physiol Biophys. 2014;33(1):99-109. doi: 10.4149/gpb_2013065. Epub 2013 Dec 13. PubMed PMID: 24334532. 20: Martin CA, Naline E, Manara L, Advenier C. Effects of two beta 3-adrenoceptor agonists, SR 58611A and BRL 37344, and of salbutamol on cholinergic and NANC neural contraction in guinea-pig main bronchi in vitro. Br J Pharmacol. 1993 Dec;110(4):1311-6. PubMed PMID: 7905768; PubMed Central PMCID: PMC2175861.