147388-83-8 Usage
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.
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
Check Digit Verification of cas no
The CAS Registry Mumber 147388-83-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,7,3,8 and 8 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 147388-83:
(8*1)+(7*4)+(6*7)+(5*3)+(4*8)+(3*8)+(2*8)+(1*3)=168
168 % 10 = 8
So 147388-83-8 is a valid CAS Registry Number.
InChI:InChI=1/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
147388-83-8Relevant articles and documents
A short, efficient synthesis of the novel cholinergic channel activator, ABT 418, from L-proline
Elliott,Kopecka,Lin,He,Garvey
, p. 772 - 774 (1995)
A short and efficient synthesis of the novel cholinergic channel activator ABT 418, (S)-3-methyl-5-(1-methyl-2-pyrrolidinyl)isoxazole, has been developed. The four-step route from L-proline afforded the target compound in ca. 35% overall yield in very high chemical and enantiomeric purity. This route has afforded multigram quantities of the clinical candidate and should be amenable to kilogram-scale reactions.
