A-423579
Stereo, Kekulé, skeletal formula of A-423,579 (({[(3R)-3-amino]}))
Names
Preferred IUPAC name
4′-{3-[(3R)-3-(Dimethylamino)pyrrolidin-1-yl]propoxy}-3′,5′-difluoro[1,1′-biphenyl]-4-carbonitrile
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C22H25F2N3O/c1-26(2)19-8-10-27(15-19)9-3-11-28-22-20(23)12-18(13-21(22)24)17-6-4-16(14-25)5-7-17/h4-7,12-13,19H,3,8-11,15H2,1-2H3/t19-/m1/s1 checkY
    Key: DJXFZKXYKKBTDR-LJQANCHMSA-N checkY
  • CN(C)C1CCN(CCCOC2=C(F)C=C(C=C2F)C2=CC=C(C=C2)C#N)C1
  • CN(C)C1CCN(CCCOc2c(F)cc(cc2F):c2ccc(cc2)C#N)C1
Properties
C22H25F2N3O
Molar mass 385.4502 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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A-423,579 is one of a range of histamine antagonists developed by Abbott Laboratories which are selective for the H3 subtype, and have stimulant and anorectic effects in animal studies making them potentially useful treatments for obesity. A-423,579 has improved characteristics over earlier drugs in the series with both high efficacy and low toxicity in studies on mice, and is currently in clinical development.[1][2]

References

  1. ^ Hancock AA, Diehl MS, Faghih R, Bush EN, Krueger KM, Krishna G, Miller TR, Wilcox DM, Nguyen P, Pratt JK, Cowart MD, Esbenshade TA, Jacobson PB (September 2004). "In vitro optimization of structure activity relationships of analogues of A-331440 combining radioligand receptor binding assays and micronucleus assays of potential antiobesity histamine H3 receptor antagonists". Basic & Clinical Pharmacology & Toxicology. 95 (3): 144–52. doi:10.1111/j.1742-7843.2004.950307.x. PMID 15447739.
  2. ^ Hancock AA, Diehl MS, Fey TA, Bush EN, Faghih R, Miller TR, Krueger KM, Pratt JK, Cowart MD, Dickinson RW, Shapiro R, Knourek-Segel VE, Droz BA, McDowell CA, Krishna G, Brune ME, Esbenshade TA, Jacobson PB (April 2005). "Antiobesity evaluation of histamine H3 receptor (H3R) antagonist analogs of A-331440 with improved safety and efficacy". Inflammation Research. 54: S27–9. doi:10.1007/s00011-004-0412-z. PMID 15928821. S2CID 22094031.


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