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BRL 44408 MALEATE

Product Name
BRL 44408 MALEATE
CAS No.
118343-19-4
Chemical Name
BRL 44408 MALEATE
Synonyms
BRL 44408;BRL 44408 MALEATE;BRL 44408 maleate salt;2-[2H-(1-METHYL-1,3-DIHYDROISOINDOLE)METHYL]-4,5-DIHYDROIMIDAZOLE MALEATE;2-[(4,5-Dihydro-1H-imidazol-2-yl)methyl]-2,3-dihydro-1-methyl-1H-isoindole;2-[[(1-Methyl-1,3-dihydro-2H-isoindol)-2-yl]methyl]-4,5-dihydro-1H-imidazole;1H-Isoindole, 2-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-2,3-dihydro-1-methyl-;2-[2H-(1-Methyl-1,3-dihydroisoindole)methyl]-4,5-dihydroimidazole maleate salt;2-[(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)METHYL]-2,3-DIHYDRO-1-METHYL-1H-ISOINDOLE MALEATE;2-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2,3-dihydro-1-methyl-1H-isoindole BRL 44408
CBNumber
CB9159570
Molecular Formula
C13H17N3
Formula Weight
215.29
MOL File
118343-19-4.mol
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BRL 44408 MALEATE Property

Boiling point:
365.8±30.0 °C(Predicted)
Density 
1.22±0.1 g/cm3(Predicted)
storage temp. 
Desiccate at -20°C
solubility 
H2O: ~26 mg/mL, soluble
form 
solid
pka
10.29±0.40(Predicted)
color 
off-white
Water Solubility 
H2O: soluble 15mg/mL, clear
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-
InChIKey
DDIQGSUEJOOQQQ-BTJKTKAUSA-N
SMILES
OC(=O)\C=C/C(O)=O.CC1N(CC2=NCCN2)Cc3ccccc13
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Safety

WGK Germany 
3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B4559
Product name
BRL 44408 maleate salt
Purity
≥98% (HPLC)
Packaging
10mg
Price
$182.4
Updated
2025/07/31
Sigma-Aldrich
Product number
B4559
Product name
BRL 44408 maleate salt
Purity
≥98% (HPLC)
Packaging
50mg
Price
$811
Updated
2025/07/31
Tocris
Product number
1133
Product name
BRL44408maleate
Purity
≥98%(HPLC)
Packaging
10
Price
$173
Updated
2021/12/16
Tocris
Product number
1133
Product name
BRL44408maleate
Purity
≥98%(HPLC)
Packaging
50
Price
$724
Updated
2021/12/16
TRC
Product number
B677680
Product name
BRL44408
Packaging
100mg
Price
$1175
Updated
2021/12/16
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BRL 44408 MALEATE Chemical Properties,Usage,Production

Uses

Selective a2A-adrenoceptor antagonist . Increases hippocampal noradrenaline release following systemic administration

Uses

Selective α2A-adrenoceptor antagonist . Increases hippocampal noradrenaline release following systemic administration.

Uses

BRL 44408 Maleate was used to study for norepinephrine reuptake modulators for preventing and treating vasomotor symptoms.

Biological Activity

Selective α 2A -adrenoceptor antagonist (K i = 1.7 nM and 144.5 nM at α 2A and α 2B -adrenergic receptors respectively). Increases hippocampal noradrenalin release following systemic administration. Also available as part of the α 2 -Adrenoceptor Tocriset™ .

Biochem/physiol Actions

BRL 44408 maleate is a selective α2A-adrenoceptor antagonist.

References

[1]. meana jj, callado lf, pazos a, et al. 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, 312(3): 385-388.
[2]. owesson ca, seif i, mclaughlin dp, et al. different alpha(2) adrenoceptor subtypes control noradrenaline release and cell firing in the locus coeruleus of wildtype and monoamine oxidase-a knockout mice. eur j neurosci, 2003, 18(1): 34-42.
[3]. dwyer jm, platt bj, rizzo sj, et al. preclinical characterization of brl 44408: antidepressant- and analgesic-like activity through selective alpha2a-adrenoceptor antagonism. int j neuropsychopharmacol, 2010, 13(9): 1193-1205.

BRL 44408 MALEATE Preparation Products And Raw materials

Raw materials

Preparation Products

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BRL 44408 MALEATE Suppliers

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118343-19-4, BRL 44408 MALEATERelated Search:


  • 2-[(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)METHYL]-2,3-DIHYDRO-1-METHYL-1H-ISOINDOLE MALEATE
  • 2-[2H-(1-METHYL-1,3-DIHYDROISOINDOLE)METHYL]-4,5-DIHYDROIMIDAZOLE MALEATE
  • BRL 44408 MALEATE
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  • BRL 44408 maleate salt
  • 2-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2,3-dihydro-1-methyl-1H-isoindole BRL 44408
  • 1H-Isoindole, 2-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-2,3-dihydro-1-methyl-
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