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147402-53-7

147402-53-7 | Isoxazole, 3-methyl-5-[(2S)-1-methyl-2-pyrrolidinyl]- (9CI)

CAS No: 147402-53-7 Catalog No: AG00B3YM MDL No:

Product Description

Catalog Number:
AG00B3YM
Chemical Name:
Isoxazole, 3-methyl-5-[(2S)-1-methyl-2-pyrrolidinyl]- (9CI)
CAS Number:
147402-53-7
IUPAC Name:
3-methyl-5-[(2S)-1-methylpyrrolidin-2-yl]-1,2-oxazole
InChI:
InChI=1S/C9H14N2O/c1-7-6-9(12-10-7)8-4-3-5-11(8)2/h6,8H,3-5H2,1-2H3/t8-/m0/s1
InChI Key:
ILLGYRJAYAAAEW-QMMMGPOBSA-N

Properties

Complexity:
163  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
166.111g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
166.224g/mol
Monoisotopic Mass:
166.111g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
29.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.2  

Literature

Title Journal
A comparative study of the effects of ABT-418 and methylphenidate on spatial memory in an animal model of ADHD. Neuroscience letters 20121018
[Stimulant and non-stimulant medication in current and future therapy for ADHD]. Fortschritte der Neurologie-Psychiatrie 20120301
Identification of novel α4β2-nicotinic acetylcholine receptor (nAChR) agonists based on an isoxazole ether scaffold that demonstrate antidepressant-like activity. Journal of medicinal chemistry 20120126
Synthesis of novel chiral Δ2-isoxazoline derivatives related to ABT-418 and estimation of their affinity at neuronal nicotinic acetylcholine receptor subtypes. European journal of medicinal chemistry 20101201
Extinction with varenicline and nornicotine, but not ABT-418, weakens conditioned responding evoked by the interoceptive stimulus effects of nicotine. Neuropharmacology 20100601
The enhancement of contextual fear conditioning by ABT-418. Behavioural pharmacology 20100501
Epiboxidine and novel-related analogues: a convenient synthetic approach and estimation of their affinity at neuronal nicotinic acetylcholine receptor subtypes. Bioorganic & medicinal chemistry letters 20080815
Neuronal nicotinic receptor agonists for the treatment of attention-deficit/hyperactivity disorder: focus on cognition. Biochemical pharmacology 20071015
Dopamine release in human neocortical slices: characterization of inhibitory autoreceptors and of nicotinic acetylcholine receptor-evoked release. Brain research bulletin 20060130
Ligand selectivity for the acetylcholine binding site of the rat alpha4beta2 and alpha3beta4 nicotinic subtypes investigated by molecular docking. Journal of medicinal chemistry 20050811
Synthesis and alpha4beta2 nicotinic affinity of 2-pyrrolidinylmethoxyimines and prolinal oxime ethers. Bioorganic & medicinal chemistry letters 20041206
GABAergic systems modulate nicotinic receptor-mediated seizures in mice. The Journal of pharmacology and experimental therapeutics 20030901
Attentional effects of nicotinic agonists in rats. Neuropharmacology 20030601
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Effects of histamine H(3) receptor ligands GT-2331 and ciproxifan in a repeated acquisition avoidance response in the spontaneously hypertensive rat pup. Behavioural brain research 20020401
Non-stimulant treatment for Attention-Deficit/Hyperactivity Disorder. Journal of attention disorders 20020101
Present and future pharmacotherapeutic options for adult attention deficit/hyperactivity disorder. Expert opinion on pharmacotherapy 20010401
Health news. The sleeper syndrome. Harvard health letter 20010101
Genetic and pharmacological strategies identify a behavioral function of neuronal nicotinic receptors. Behavioural brain research 20000801
Central nicotinic receptor agonists ABT-418, ABT-089, and (-)-nicotine reduce distractibility in adult monkeys. Psychopharmacology 19980301
(S)-3-methyl-5-(1-methyl-2-pyrrolidinyl)isoxazole (ABT 418): a novel cholinergic ligand with cognition-enhancing and anxiolytic activities: II. In vivo characterization. The Journal of pharmacology and experimental therapeutics 19940701

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