BRL-44408 maleate | CAS#681806-46-2 | α2A-adrenoceptor antagonist

MedKoo Cat#: 531642 | Name: BRL-44408 maleate

Featured

Description:

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

BRL 44408 Maleate Salt is a selective α2A-adrenoceptor antagonist (Ki = 1.7 nM and 144.5 nM at α2A and α2B-adrenergic receptors respectively). BRL 44408 Maleate Salt increases hippocampal noradrenalin release following systemic administration. BRL 44408 has potential therapeutic application in the treatment of extrapyramidal side effects produced by some antipsychotic medications.

Chemical Structure

BRL-44408 maleate

CAS#681806-46-2 (maleate)

Theoretical Analysis

MedKoo Cat#: 531642

Name: BRL-44408 maleate

CAS#: 681806-46-2 (maleate)

Chemical Formula: C17H21N3O4

Exact Mass: 0.0000

Molecular Weight: 331.37

Elemental Analysis: C, 61.62; H, 6.39; N, 12.68; O, 19.31

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 290.00	2 Weeks
10mg	USD 520.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

681806-46-2 (maleate) 118343-19-4 (free base)

Synonym

BRL 44408; BRL44408; BRL-44408.

IUPAC/Chemical Name

2-[2H-(1-Methyl-1,3-dihydroisoindole)methyl]-4,5-dihydroimidazole maleate salt

InChi Key

DDIQGSUEJOOQQQ-BTJKTKAUSA-N

InChi Code

InChI=1S/C13H17N3.C4H4O4/c1-10-12-5-3-2-4-11(12)8-16(10)9-13-14-6-7-15-13;5-3(6)1-2-4(7)8/h2-5,10H,6-9H2,1H3,(H,14,15);1-2H,(H,5,6)(H,7,8)/b;2-1-

SMILES Code

CC1N(CC2=NCCN2)CC3=C1C=CC=C3.O=C(O)/C=C\C(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

>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:

BRL 44408 maleate is an α2A-adrenoceptor antagonist (Ki = 1.7 nM and 144.5 nM at α2A and α2B-adrenergic receptors respectively).

In vitro activity:

TBD

In vivo activity:

Preadministration of BRL-44408 maleate significantly alleviated CLP-induced histological injury, macrophage infiltration, inflammatory response, and wet/dry ratio in lung tissue. Reference: J Cell Physiol. 2020 Oct;235(10):6905-6914. https://pubmed.ncbi.nlm.nih.gov/32003020/

	Solvent	mg/mL	mM
Solubility
	DMSO	30.0	90.53
	DMF	30.0	90.53
	PBS (pH 7.2)	10.0	30.18
	Water	33.1	100.01

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 331.37 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. Cong Z, Li D, Tao Y, Lv X, Zhu X. α2A -AR antagonism by BRL-44408 maleate attenuates acute lung injury in rats with downregulation of ERK1/2, p38MAPK, and p65 pathway. J Cell Physiol. 2020 Oct;235(10):6905-6914. doi: 10.1002/jcp.29586. Epub 2020 Jan 31. PMID: 32003020. 2. Lyu X, Cong Z, Tao Y, Li D, Zhu X. [BRL-44408 maleate, the antagonist of α2A-adrenoceptor, attenuates endogenous lipopolysacchride-induced acute lung injury through inhibiting the mitogen-activated protein kinase kinase/extracellular regulated protein kinases signaling pathway in mice]. Zhonghua Wei Zhong Bing Ji Jiu Yi Xue. 2018 Feb;30(2):101-106. Chinese. doi: 10.3760/cma.j.issn.2095-4352.2018.02.002. PMID: 29402356.

In vitro protocol:

TBD

In vivo protocol:

1: Dwyer JM, Platt BJ, Rizzo SJ, Pulicicchio CM, Wantuch C, Zhang MY, Cummons T, Leventhal L, Bender CN, Zhang J, Kowal D, Lu S, Rajarao SJ, Smith DL, Shilling AD, Wang J, Butera J, Resnick L, Rosenzweig-Lipson S, Schechter LE, Beyer CE. Preclinical characterization of BRL 44408: antidepressant- and analgesic-like activity through selective alpha2A-adrenoceptor antagonism. Int J Neuropsychopharmacol. 2010 Oct;13(9):1193-205. doi: 10.1017/S1461145709991088. PubMed PMID: 20047711. 2: Meana JJ, Callado LF, Pazos A, Grijalba B, García-Sevilla JA. The subtype-selective alpha 2-adrenoceptor antagonists BRL 44408 and ARC 239 also recognize 5-HT1A receptors in the rat brain. Eur J Pharmacol. 1996 Oct 3;312(3):385-8. PubMed PMID: 8894622.