175478-19-0 Usage
Description
(2S,6S)-2-ALLYL-6-BUTYL-1,2,3,6-TETRAHYDROPYRIDINE, also known as ABT-418, is a chemical compound with the molecular formula C13H23N. It is a potent and selective agonist for the α4β2 subtype of nicotinic acetylcholine receptors in the brain, which are involved in cognitive function and the release of various neurotransmitters.
Uses
Used in Pharmaceutical Industry:
ABT-418 is used as a potential treatment for cognitive impairment associated with conditions such as Alzheimer's disease and attention deficit hyperactivity disorder. Its agonistic action on the α4β2 nicotinic acetylcholine receptors aids in enhancing cognitive function and neurotransmitter release.
Used in Smoking Cessation Aids:
ABT-418 is used as a smoking cessation aid due to its ability to mimic the effects of nicotine without the harmful side effects of tobacco smoke. This selective agonism helps in reducing nicotine cravings and withdrawal symptoms, thereby supporting individuals in their efforts to quit smoking.
Used in Neurological and Psychiatric Disorders Research:
ABT-418 is used as a subject of research for its potential therapeutic applications in a range of neurological and psychiatric disorders. Its interaction with the α4β2 nicotinic acetylcholine receptors suggests that it may have broader implications for the treatment of various brain-related conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 175478-19-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,5,4,7 and 8 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 175478-19:
(8*1)+(7*7)+(6*5)+(5*4)+(4*7)+(3*8)+(2*1)+(1*9)=170
170 % 10 = 0
So 175478-19-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H21N/c1-3-5-8-12-10-6-9-11(13-12)7-4-2/h4,6,10-13H,2-3,5,7-9H2,1H3/t11-,12-/m0/s1
175478-19-0Relevant articles and documents
Preparation of trans- and cis-2-allyl-6-alkyl(aryl)-1,2,3,6-tetrahydropyridines based on the reductive trans-2,6-dialkylation of pyridine. Synthesis of (+/-)-epidihydropinidine and (+/-)-dihydropinidine
Bubnov, Yu. N.,Klimkina, E. V.,Ignatenko, A. V.
, p. 451 - 458 (2007/10/03)
A general method for the preparation of unsymmetrical trans-2-allyl-6-alkyl(aryl)-1,2,3,6-tetrahydropyridine 6 based on a combination of 1,2-addition of RLi to pyridine and trans-6-allylation with triallylborane in the presence of methanol was elaborated.It was shown that trans-piperidines 6 (R = Alk, Ph) isomerize into the corresponding cis-2-allyl-6-alkyl(phenyl)-3-piperidines 14 on heating with triallylborane followed by deboronation of aminoborane (16) with methanol and an alkali.The stereochemistry of compounds 6 and 14 was determined by two-dimensional NOE spectroscopy.A possible mechanism of the formation of trans-amines 6 and their transformation into cis-isomers discussed.Alkaloids (+/-)-epidihydropinidine (trans-2-methyl-6-propylpiperidine 2a, 70percent) and (+/-)-dihydropinidine (cis-2-methyl-6-propylpiperidine 1d, 71percent) were synthesized by hydrogenation of compound 6a (R = Me) and 14a (R = Me), respectively, over Raney nickel. - Keywords: allylboration; pyridine, 1,2-addition, alkyl(aryl)lithium, triallylborane; trans- and cis-2-allyl-6-alkyl(aryl)-1,2,3,6-tetrahydropyridines; trans-cis-isomerization; stereochemistry; piperidine alkaloids; (+/-)-epidihydropinidine; (+/-)-dihydropinidine.
