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{{Short description|Chemical compound}}
{{Chembox
{{Infobox drug
| verifiedrevid = 450345827
| drug_name =
| ImageFile = 77-LH-28-1.svg
| image = 77-LH-28-1.svg
| ImageSize = 200px
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| caption =
| IUPACName = 1-[3-(4-Butyl-1-piperidinyl)propyl]-3,4-dihydro-2(1''H'')-quinolinone

| OtherNames =
<!-- Clinical data -->
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 3271
| pronounce =
| tradename =
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| CASNo = 560085-11-2
| Drugs.com =
| CASNo_Ref = {{cascite|correct|??}}
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<!-- Identifiers -->
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| CAS_number = 560085-11-2
| CAS_supplemental =
| PubChem = 10236758
| PubChem = 10236758
| IUPHAR_ligand = 3271
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| DrugBank =
| ChemSpiderID = 8412246
| ChemSpiderID = 8412246
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<!-- Chemical data -->
| IUPAC_name = 1-[3-(4-butylpiperidin-1-yl)propyl]-3,4-dihydroquinolin-2-one
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| C=21 | H=32 | N=2 | O=1
| SMILES = O=C2N(c1ccccc1CC2)CCCN3CCC(CC3)CCCC
| SMILES = O=C2N(c1ccccc1CC2)CCCN3CCC(CC3)CCCC
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| StdInChI = 1S/C21H32N2O/c1-2-3-7-18-12-16-22(17-13-18)14-6-15-23-20-9-5-4-8-19(20)10-11-21(23)24/h4-5,8-9,18H,2-3,6-7,10-17H2,1H3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| StdInChI=1S/C21H32N2O/c1-2-3-7-18-12-16-22(17-13-18)14-6-15-23-20-9-5-4-8-19(20)10-11-21(23)24/h4-5,8-9,18H,2-3,6-7,10-17H2,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = PHMGZAICAOYEAF-UHFFFAOYSA-N
| StdInChIKey = PHMGZAICAOYEAF-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
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| C=21 | H=32 | N=2 | O=1
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|Section3={{Chembox Hazards
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}}
}}


'''77-LH-28-1''' is a selective [[agonist]] of [[muscarinic acetylcholine receptor]] subtype 1 ([[muscarinic acetylcholine receptor M1|M<sub>1</sub>]]) discovered in 2008. It is an [[allosteric]] agonist, exhibiting over 100-fold specificity for M<sub>1</sub> over other muscarinic receptor subtypes. 77-LH-28-1 penetrates the brain by crossing the [[blood brain barrier]] and is therefore a useful pharmocologic tool with cognition enhancing effects.<ref>{{cite journal|doi=10.1038/bjp.2008.152|author =C J Langmead, N E Austin, C L Branch, J T Brown, K A Buchanan, C H Davies, I T Forbes, V A H Fry, J J Hagan, H J Herdon, G A Jones, R Jeggo, J N C Kew, A Mazzali, R Melarange, N Patel, J Pardoe, A D Randall, C Roberts, A Roopun, K R Starr, A Teriakidis, M D Wood, M Whittington, Z Wu, and J Watson|title= Characterization of a CNS penetrant, selective M1 muscarinic receptor agonist, 77-LH-28-1|journal=Br J Pharmacol|year=2008|volume= 154|issue=5|pages=1104–1115|pmid=18454168|pmc=2451039}} </ref>
'''77-LH-28-1''' is a selective [[agonist]] of [[muscarinic acetylcholine receptor]] subtype 1 ([[muscarinic acetylcholine receptor M1|M<sub>1</sub>]]) discovered in 2008. It is an [[allosteric]] agonist, exhibiting over 100-fold specificity for M<sub>1</sub> over other muscarinic receptor subtypes. 77-LH-28-1 penetrates the brain by crossing the [[blood–brain barrier]] and is therefore a useful pharmacological tool with [[cognition]] enhancing effects.<ref>{{cite journal | vauthors = Langmead CJ, Austin NE, Branch CL, Brown JT, Buchanan KA, Davies CH, Forbes IT, Fry VA, Hagan JJ, Herdon HJ, Jones GA, Jeggo R, Kew JN, Mazzali A, Melarange R, Patel N, Pardoe J, Randall AD, Roberts C, Roopun A, Starr KR, Teriakidis A, Wood MD, Whittington M, Wu Z, Watson J | display-authors = 6 | title = Characterization of a CNS penetrant, selective M1 muscarinic receptor agonist, 77-LH-28-1 | journal = British Journal of Pharmacology | volume = 154 | issue = 5 | pages = 1104–1115 | date = July 2008 | pmid = 18454168 | pmc = 2451039 | doi = 10.1038/bjp.2008.152 | name-list-style = amp }}</ref>


==References==
== References ==
{{Reflist}}
{{Reflist}}


{{Muscarinic acetylcholine receptor modulators}}
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[[Category:Piperidines]]

[[Category:Lactams]]
[[Category:Lactams]]
[[Category:M1 receptor agonists]]
⚫
[[Category:Piperidines]]


{{nervous-system-drug-stub}}
{{nervous-system-drug-stub}}

Latest revision as of 06:58, 25 October 2024

77-LH-28-1
Identifiers
  • 1-[3-(4-butylpiperidin-1-yl)propyl]-3,4-dihydroquinolin-2-one
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H32N2O
Molar mass328.500 g·mol−1
3D model (JSmol)
  • O=C2N(c1ccccc1CC2)CCCN3CCC(CC3)CCCC
  • InChI=1S/C21H32N2O/c1-2-3-7-18-12-16-22(17-13-18)14-6-15-23-20-9-5-4-8-19(20)10-11-21(23)24/h4-5,8-9,18H,2-3,6-7,10-17H2,1H3
  • Key:PHMGZAICAOYEAF-UHFFFAOYSA-N

77-LH-28-1 is a selective agonist of muscarinic acetylcholine receptor subtype 1 (M1) discovered in 2008. It is an allosteric agonist, exhibiting over 100-fold specificity for M1 over other muscarinic receptor subtypes. 77-LH-28-1 penetrates the brain by crossing the blood–brain barrier and is therefore a useful pharmacological tool with cognition enhancing effects.[1]

References

[edit]
  1. ^ Langmead CJ, Austin NE, Branch CL, Brown JT, Buchanan KA, Davies CH, et al. (July 2008). "Characterization of a CNS penetrant, selective M1 muscarinic receptor agonist, 77-LH-28-1". British Journal of Pharmacology. 154 (5): 1104–1115. doi:10.1038/bjp.2008.152. PMC 2451039. PMID 18454168.
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