ChemicalBook--->CAS DataBase List--->147388-83-8

147388-83-8

147388-83-8 Structure

147388-83-8 Structure
IdentificationBack Directory
[Name]

ABT-418 HYDROCHLORIDE
[CAS]

147388-83-8
[Synonyms]

ABT-418 HCl
ABT-418 HYDROCHLORIDE
(S)-3-Methyl-5-(1-methylpyrrolidin-2-yl)-isoxazolea€¢HCl
3-Methyl-5-[(2S)-1-Methylpyrrolidin-2-yl]isoxazole hydrochloride
[Molecular Formula]

C9H14N2O.ClH
[MDL Number]

MFCD00870490
[MOL File]

147388-83-8.mol
[Molecular Weight]

202.684
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

H2O: 15 mg/mL, soluble
[form ]

solid
[color ]

white to off-white
[Water Solubility ]

H2O: soluble 15mg/mL
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months.
[InChI]

1S/C9H14N2O.ClH/c1-7-6-9(12-10-7)8-4-3-5-11(8)2;/h6,8H,3-5H2,1-2H3;1H/t8-;/m0./s1
[InChIKey]

VOXHERKWAIEJQF-QRPNPIFTSA-N
[SMILES]

Cl.CN1CCC[C@H]1c2cc(C)no2
Safety DataBack Directory
[Hazard Codes ]

T+
[Risk Statements ]

26/27/28
[Safety Statements ]

22-28-36/37-45-7/9
[RIDADR ]

UN 2811 6.1/PG 1
[WGK Germany ]

3
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 2 Dermal
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
Hazard InformationBack Directory
[Description]

ABT-418 (CAS 147388-83-8) is an agonist at neuronal nicotinic acetylcholine receptors displaying the highest potency at α4β2 and α2β2 subtypes (EC50= approximately 6 and 11 μM, respectively).1 Displays anxiolytic activity in a rat model and was 6-fold more potent than diazepam.2 Reduces distractibility in a primate model3 and may have relevance in attention deficit hyperactivity disorder4. Improves cognition in Alzheimer’s disease patients.5
[Uses]

ABT-418 Hydrochloride is a neuronal nicotinic acetylcholine receptor agonist or activator which can be synthesized from L-proline.
[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.
[storage]

4°C, away from moisture
[References]

1) Papke et al. (1997), Activation and inhibition of rat neuronal nicotinic receptors by ABT-418; Br. J. Pharmacol., 120 429 2) Brioni et al. (1994), Anxiolytic-like effects of the novel cholinergic channel activator ABT-418; J. Pharmacol. Exp. Therap., 271 353 3) Prendergast et al. (1998), Central nicotinic receptor agonists ABT-418, ABT089, and (-)-nicotine reduce distractibility in adult monkey; Psychopharmacology (Berl), 136 50 4) Beiderman and Spencer (2000), Non-stimulant treatments for ADHD; Eur. Child Adolesc. Psychiatry, 9 Suppl1 151 5) Potter et al. (1999), Acute effects of the selective cholinergic channel activator (nicotinic agonist) ABT-418 in Alzheimer’s disease; Psychopharmacology (Berl), 142 334
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