A-349821

Chemical compound
A-349821
Identifiers
  • [4-[4-[3-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]propoxy]phenyl]phenyl]-morpholin-4-ylmethanone
CAS Number
  • 372513-99-0 ☒N 556835-30-4 (trifluoroacetate salt)
PubChem CID
  • 9954017
IUPHAR/BPS
  • 1217
ChemSpider
  • 8129627 checkY
UNII
  • 67WL275ISI
ChEMBL
  • ChEMBL179702 checkY
CompTox Dashboard (EPA)
  • DTXSID701116601 Edit this at Wikidata
Chemical and physical data
FormulaC26H34N2O3
Molar mass422.569 g·mol−1
3D model (JSmol)
  • Interactive image
  • C[C@@H]1CC[C@H](N1CCCOC2=CC=C(C=C2)C3=CC=C(C=C3)C(=O)N4CCOCC4)C
InChI
  • InChI=1S/C26H34N2O3/c1-20-4-5-21(2)28(20)14-3-17-31-25-12-10-23(11-13-25)22-6-8-24(9-7-22)26(29)27-15-18-30-19-16-27/h6-13,20-21H,3-5,14-19H2,1-2H3/t20-,21-/m1/s1 checkY
  • Key:CFUHKRLMDNFZED-NHCUHLMSSA-N checkY
 ☒NcheckY (what is this?)  (verify)

A-349,821 is a potent and selective histamine H3 receptor antagonist[1] (or possibly an inverse agonist).[2] It has nootropic effects in animal studies,[3] although there do not appear to be any plans for clinical development at present and it is currently only used in laboratory research.[citation needed]

See also

  • H3 receptor antagonist

References

  1. ^ Faghih R, Dwight W, Pan JB, Fox GB, Krueger KM, Esbenshade TA, et al. (April 2003). "Synthesis and SAR of aminoalkoxy-biaryl-4-carboxamides: novel and selective histamine H3 receptor antagonists". Bioorganic & Medicinal Chemistry Letters. 13 (7): 1325–8. doi:10.1016/S0960-894X(03)00118-5. PMID 12657274.
  2. ^ Witte DG, Yao BB, Miller TR, Carr TL, Cassar S, Sharma R, et al. (July 2006). "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. 148 (5): 657–70. doi:10.1038/sj.bjp.0706752. PMC 1751875. PMID 16715122.
  3. ^ Esbenshade TA, Fox GB, Krueger KM, Baranowski JL, Miller TR, Kang CH, et al. (September 2004). "Pharmacological and behavioral properties of A-349821, a selective and potent human histamine H3 receptor antagonist". Biochemical Pharmacology. 68 (5): 933–45. doi:10.1016/j.bcp.2004.05.048. PMID 15294456.
  • v
  • t
  • e
Histamine receptor modulators
H1
Agonists
Antagonists
  • Unknown/unsorted: Azanator
  • Belarizine
  • Elbanizine
  • Flotrenizine
  • GSK1004723
  • Napactadine
  • Tagorizine
  • Trelnarizine
  • Trenizine
H2
Agonists
Antagonists
H3
Agonists
Antagonists
H4
Agonists
Antagonists
See also
Receptor/signaling modulators
Monoamine metabolism modulators
Monoamine reuptake inhibitors


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