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FAUC50

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FAUC50
Names
Preferred IUPAC name 5-propoxy}-3-methoxyphenyl)ethyl]amino}-1-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C25H33N3O5S2/c1-32-23-15-17(3-7-22(23)33-12-2-13-34-35-14-10-26)9-11-27-16-21(30)18-4-6-20(29)25-19(18)5-8-24(31)28-25/h3-8,15,21,27,29-30H,2,9-14,16,26H2,1H3,(H,28,31)/t21-/m0/s1Key: MQROXSOVKCABJV-NRFANRHFSA-N
SMILES
  • O=C1NC2=C(C((O)CNCCC3=CC=C(OCCCSSCCN)C(OC)=C3)=CC=C2O)C=C1
Properties
Chemical formula C25H33N3O5S2
Molar mass 519.67 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

FAUC50 is a covalent agonist of the β2 adrenoceptor. It has been used as a template to form covalent agonists for other receptors.

References

  1. Rosenbaum DM, Zhang C, Lyons JA, Holl R, Aragao D, Arlow DH, Rasmussen SG, Choi HJ, Devree BT, Sunahara RK, Chae PS, Gellman SH, Dror RO, Shaw DE, Weis WI, Caffrey M, Gmeiner P, Kobilka BK (January 2011). "Structure and function of an irreversible agonist-β(2) adrenoceptor complex". Nature. 469 (7329): 236–40. Bibcode:2011Natur.469..236R. doi:10.1038/nature09665. PMC 3074335. PMID 21228876.
  2. Weichert D, Kruse AC, Manglik A, Hiller C, Zhang C, Hübner H, Kobilka BK, Gmeiner P (July 2014). "Covalent agonists for studying G protein-coupled receptor activation". Proceedings of the National Academy of Sciences of the United States of America. 111 (29): 10744–8. Bibcode:2014PNAS..11110744W. doi:10.1073/pnas.1410415111. PMC 4115510. PMID 25006259.
Adrenergic receptor modulators
α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
Dopamine receptor modulators
D1-like
Agonists
PAMs
Antagonists
D2-like
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Antagonists
Phenethylamines
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
Phenylalkylpyrrolidines
Catecholamines
(and close relatives)
Miscellaneous
Pharmacomodulation
Types
Classes
Enzymesee Enzyme inhibition
Ion channelSee Ion channel modulators
Receptor &
transporter
BA/M
Adrenergic
Dopaminergic
Histaminergic
Serotonergic
AA
GABAergic
Glutamatergic
Cholinergic
Cannabinoidergic
Opioidergic
Other
Miscellaneous


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