A-349,821

Drugbox
IUPAC_name = (4'- [3-(2R,5R-dimethylpyrrolidin-1-yl)propoxy] biphenyl-4-yl)morpholin-4-ylmethanone


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PubChem= 9954017
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C=26 | H=34 | N=2 | O=3
molecular_weight = 422.558
smiles = C [C@@H] 1CC [C@H] (N1CCCOC2=CC=C(C=C2)C3=CC=C(C=C3)C(=O)N4CCOCC4)C
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A-349,821 is a potent and selective histamine H₃ receptor antagonist [Faghih R, Dwight W, Pan JB, Fox GB, Krueger KM, Esbenshade TA, McVey JM, Marsh K, Bennani YL, Hancock AA. Synthesis and SAR of aminoalkoxy-biaryl-4-carboxamides: novel and selective histamine H3 receptor antagonists. "Bioorganic and Medicinal Chemistry Letters". 2003 Apr 7;13(7):1325-8. PMID 12657274] (or possibly an inverse agonist). [Witte DG, Yao BB, Miller TR, Carr TL, Cassar S, Sharma R, Faghih R, Surber BW, Esbenshade TA, Hancock AA, Krueger KM. Detection of multiple H3 receptor affinity states utilizing [3H] A-349821, a novel, selective, non-imidazole histamine H3 receptor inverse agonist radioligand. "British Journal of Pharmacology". 2006 Jul;148(5):657-70. PMID 16715122] It has nootropic effects in animal studies, [Esbenshade TA, Fox GB, Krueger KM, Baranowski JL, Miller TR, Kang CH, Denny LI, Witte DG, Yao BB, Pan JB, Faghih R, Bennani YL, Williams M, Hancock AA. Pharmacological and behavioral properties of A-349821, a selective and potent human histamine H3 receptor antagonist. "Biochemical Pharmacology". 2004 Sep 1;68(5):933-45. PMID 15294456] although there do not appear to be any plans for clinical development at present and it is currently only used in laboratory research.

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