3-Methyl-5-[(2S)-1-methyl-2-pyrrolidinyl]isoxazole hydrochloride

Names

[ Name ]:
3-Methyl-5-[(2S)-1-methyl-2-pyrrolidinyl]isoxazole hydrochloride

[Synonym ]:
3-Methyl-5-[(2S)-1-methyl-2-pyrrolidinyl]isoxazole hydrochloride
3-methyl-5-[(2S)-1-methylpyrrolidin-2-yl]-1,2-oxazole,hydrochloride

Biological Activity

[Description]:

ABT-418 hydrochloride is a potent and selective agonist of nAChRs with cognitive enhancing and anxiolytic activities. ABT-418 hydrochloride activates cholinergic channel and can be used for research of Alzheimer's disease[1][2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR

Signaling Pathways >> Neuronal Signaling >> nAChR

Research Areas >> Neurological Disease

[Target]

nAChRs[1][2]

[In Vivo]

ABT-418 hydrochloride (125.66 μg/kg; i.p.) induces a significant increase in the time spent by the rats in the open arms of the elevated plus maze[1]. Acute administration of ABT-418 (125.66μg/kg; i.p.) also attenuates the anxiogenic-like effect elicited by withdrawal from chronic (-)-nicotine treatment[1]. ABT-418 hydrochloride (0.6 mg/kg; i.p.; daily; for two weeks) effectively improves spatial memory in an animal model of ADHD[2]. ABT-418 hydrochloride significantly enhances the cortical α4 and β2 nAChR subunits and the hippocampal α4 subunit expression[2]. Animal Model: Male SHRs (4–5 weeks old), attention deficit hyperactivity disorder (ADHD) model[2] Dosage: 0.6 mg/kg Administration: Intraperitoneal injection; once daily; for two weeks Result: Effectively improved spatial memory.

[References]

[1]. Brioni JD, et al. Anxiolytic-like effects of the novel cholinergic channel activator ABT-418. J Pharmacol Exp Ther. 1994 Oct;271(1):353-61.

[2]. Guo T, et al. A comparative study of the effects of ABT-418 and methylphenidate on spatial memory in an animal model of ADHD. Neurosci Lett. 2012 Oct 18;528(1):11-5.

Chemical & Physical Properties

[ Boiling Point ]:
249.2ºC at 760 mmHg

[ Molecular Formula ]:
C₉H₁₅ClN₂O

[ Molecular Weight ]:
202.68100

[ Flash Point ]:
104.5ºC

[ Exact Mass ]:
202.08700

[ PSA ]:
29.27000

[ LogP ]:
2.48960

[ Vapour Pressure ]:
0.0232mmHg at 25°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300-H310-H330

[ Precautionary Statements ]:
P260-P264-P280-P284-P301 + P310-P302 + P350

[ Hazard Codes ]:
T+

[ Risk Phrases ]:
R26/27/28

[ Safety Phrases ]:
S22

[ RIDADR ]:
UN 2811 6.1/PG 1

Articles

Alzheimer's disease therapy - an update.

Drug News Perspect. 11 , 248-55, (1998)

The 5th International Geneva/Springfield Symposium on Advances in Alzheimer Therapy focused on new therapeutic approaches for the treatment of Alzheimer 's disease (AD) based on the latest basic scien...

Anxiolytic-like effects of the novel cholinergic channel activator ABT-418.

J. Pharmacol. Exp. Ther. 271 , 353-61, (1994)

The hydrochloride salt of (S)-3-methyl-5-(1-methyl-2-pyrrolidinyl) isoxazole (ABT-418), a potent activator of select subtypes of neuronal nicotinic acetylcholine receptors enhanced retention in memory...

ABT-418: discriminative stimulus properties and effect on ventral tegmental cell activity.

Psychopharmacology 119 , 368-75, (1995)

Previous studies have established that ABT-418 [(S)-3-methyl-5-(1 methyl-2-pyrrolidinyl)isoxazole hydrochloride] is a novel neuronal nicotinic acetylcholine receptor (nAChR) ligand with cognitive enha...