UR-AK49

UR-AK49

Identifiers
IUPAC name 3-cyclohexyl-N-[N'-[3-(1H-imidazol-5-yl)propyl]carbamimidoyl]propanamide
Synonyms	UR-AK49
PubChem (CID)	25149433
ChemSpider	21486130
ChEMBL	CHEMBL486974
Chemical and physical data
Formula	C16H27N5O
Molar mass	305.417 g/mol
3D model (Jmol)	Interactive image
SMILES c1c(nc[nH]1)CCCNC(=N)NC(=O)CCC2CCCCC2
InChI InChI=1S/C16H27N5O/c17-16(19-10-4-7-14-11-18-12-20-14)21-15(22)9-8-13-5-2-1-3-6-13/h11-13H,1-10H2,(H,18,20)(H3,17,19,21,22) Key:QBGKYFYOFBXHFM-UHFFFAOYSA-N
(verify)

UR-AK49 is a drug used in scientific research which acts as a potent antagonist for the Neuropeptide Y / Pancreatic polypeptide receptor Y₄, and also as a partial agonist at the histamine receptors H₁ and H₂.^[1] UR-AK49 is a pure antagonist at Y₄ with no partial agonist effects, and although it is only slightly selective for Y₄ over the related Y₁ and Y₅ receptors, as the first non-peptide Y₄ antagonist developed UR-AK49 is expected to be useful in the study of this receptor and its role in the body.^[2]

References

1. Xie SX, Kraus A, Ghorai P, Ye QZ, Elz S, Buschauer A, Seifert R (June 2006). "N1-(3-cyclohexylbutanoyl)-N2-[3-(1H-imidazol-4-yl)propyl]guanidine (UR-AK57), a potent partial agonist for the human histamine H1- and H2-receptors" (PDF). The Journal of Pharmacology and Experimental Therapeutics. 317 (3): 1262–1268. doi:10.1124/jpet.106.102897. PMID 16554355.
2. Ziemek R, Schneider E, Kraus A, Cabrele C, Beck-Sickinger AG, Bernhardt G, Buschauer A (2007). "Determination of affinity and activity of ligands at the human neuropeptide Y Y4 receptor by flow cytometry and aequorin luminescence". Journal of Receptor and Signal Transduction Research. 27 (4): 217–233. doi:10.1080/10799890701505206. PMID 17885919.