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460746-46-7

460746-46-7 Structure

460746-46-7 Structure
IdentificationBack Directory
[Name]

(R)-4-(2-(2-(2-METHYLPYRROLIDIN-1-YL)ETHYL)BENZOFURAN-5-YL)BENZONITRILE
[CAS]

460746-46-7
[Synonyms]

ABT 239
ABT-239 (ABT239
(R)-4-[2-[2-(2-Methylpyrrolidinyl)ethyl]benzofuran-5-yl]benzonitrile
(R)-4-(2-(2-(2-METHYLPYRROLIDIN-1-YL)ETHYL)BENZOFURAN-5-YL)BENZONITRILE
(R)-4-(2-(2-(2-Methylpyrrolidin-1-yl)- ethyl)benzofuran-5-yl)benzonitril
4-(2-{2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl}-1-benzofuran-5-yl)benzonitrile
Benzonitrile, 4-[2-[2-[(2R)-2-methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]-
[Molecular Formula]

C22H22N2O
[MDL Number]

MFCD13248643
[MOL File]

460746-46-7.mol
[Molecular Weight]

330.42
Chemical PropertiesBack Directory
[Boiling point ]

493.5±40.0 °C(Predicted)
[density ]

1.18±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥ 100 mg/mL (302.65 mM); Water: < 0.1 mg/mL (insoluble)
[form ]

Solid
[pka]

10.13±0.40(Predicted)
[color ]

Light yellow to khaki
Hazard InformationBack Directory
[Uses]

ABT-239 is a novel, highly efficacious, non-imidazole class of H3R antagonist and a transient receptor potential vanilloid type 1 (TRPV1) antagonist.
[in vivo]

ABT-239 (3 mg/kg, i.p.) significantly delays onset of seizure, reduces behavioral seizures elicited by KA, and reduces in the incidence of head bobbing and forelimb clonus in mice. ABT-239 (1 mg/kg, i.p.) in conbination with sub-therapeutic dose of SVP (150 mg/kg, i.p.), significantly decreases the number of immobility, head bobbing and forelimb clonus, where as a higher dose combination of ABT-239 (3 mg/kg, i.p.) causes enhanced reduction in all the stages. ABT-239 (3 mg/kg, i.p.) and TDZD-8 (10 mg/kg, i.p.) have more powerful reduction in the number of pyknotic neurons in mice hippocampi. The high dose combination of ABT-239 and TDZD-8 produces the most pronounced increase in Bcl-2 expression as well as decrease in the level of Bax[1]. ABT-239 (3 mg/kg, i.p.) administration transforms a short-term learning event into a long-term remembered experience in WT but not in histamine-depleted mice[2]. Concomitant administration of either ABT-239 (1 and 3 mg/kg, i.p.) and nicotine (0.035 mg/kg, i.p.), or ABT-239 (0.1 mg/kg, i.p.) and nicotine (0.0175 mg/kg, i.p.) further increases nicotine-induced improvement in both memory acquisition and consolidation[3].

[IC 50]

H3 receptor
[References]

[1] Bhowmik M, et al. Histamine H3 receptor antagonism by ABT-239 attenuates kainic acid induced excitotoxicity in mice. Brain Res. 2014 Sep 18;1581:129-40. DOI:10.1016/j.brainres.2014.06.012
[2] Provensi G, et al. Donepezil, an acetylcholine esterase inhibitor, and ABT-239, a histamine H3 receptor antagonist/inverse agonist, require the integrity of brain histamine system to exert biochemical and procognitive effects in the mouse. Neuropharmacolo DOI:10.1016/j.neuropharm.2016.06.010
[3] Kruk M, e tal. Effects of the histamine H2 receptor antagonist ABT-239 on cognition and nicotine-induced memory enhancement in mice. Pharmacol Rep. 2012;64(6):1316-25. DOI:10.1016/s1734-1140(12)70929-5
[4] Munari L, et al. Selective brain region activation by histamine H2 receptor antagonist/inverse agonist ABT-239 enhances acetylcholine and histamine release and increases c-Fos expression. Neuropharmacology. 2013 Jul;70:131-40. DOI:10.1016/j.neuropharm.2013.01.021
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-4-(2-(2-(2-METHYLPYRROLIDIN-1-YL)ETHYL)BENZOFURAN-5-YL)BENZONITRILE(460746-46-7)1HNMR
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