AZD9164

Last updated

AZD9164
AZD9164 structure.png
Identifiers
  • [(3R)-1-[2-(4-fluorophenyl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] (2S)-2-phenyl-2-piperidin-1-ylpropanoate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
Chemical and physical data
Formula C29H38FN2O2
Molar mass 465.633 g·mol−1
3D model (JSmol)
  • C[C@](C1=CC=CC=C1)(C(=O)O[C@H]2C[N+]3(CCC2CC3)CCC4=CC=C(C=C4)F)N5CCCCC5
  • InChI=1S/C29H38FN2O2/c1-29(25-8-4-2-5-9-25,31-17-6-3-7-18-31)28(33)34-27-22-32(20-15-24(27)16-21-32)19-14-23-10-12-26(30)13-11-23/h2,4-5,8-13,24,27H,3,6-7,14-22H2,1H3/q+1/t24?,27-,29-,32?/m0/s1
  • Key:FNYFFCOCVNTJCD-NNMXADRKSA-N

AZD9164 is an experimental drug that acts as a potent and selective antagonist of the Muscarinic acetylcholine receptor M3. It contains a quaternary nitrogen atom with a permanent positive charge and so is always encountered as a salt, usually paired with a bromide. It has been investigated for the treatment of Chronic obstructive pulmonary disease (COPD) and reached phase II human clinical trials but did not progress to further development, however it is still used for research into the M3 receptor and its function. [1] [2] [3]

References

  1. Mete A, Bowers K, Chevalier E, Donald DK, Edwards H, Escott KJ, et al. (December 2011). "The discovery of AZD9164, a novel muscarinic M3 antagonist". Bioorganic & Medicinal Chemistry Letters. 21 (24): 7440–7446. doi:10.1016/j.bmcl.2011.10.002. PMID   22047691.
  2. Bjermer L, Bengtsson T, Jorup C, Lötvall J (January 2013). "Local and systemic effects of inhaled AZD9164 compared with tiotropium in patients with COPD". Respiratory Medicine. 107 (1): 84–90. doi:10.1016/j.rmed.2012.09.014. PMID   23098686.
  3. Mastrodicasa MA, Droege CA, Mulhall AM, Ernst NE, Panos RJ, Zafar MA (February 2017). "Long acting muscarinic antagonists for the treatment of chronic obstructive pulmonary disease: a review of current and developing drugs". Expert Opinion on Investigational Drugs. 26 (2): 161–174. doi:10.1080/13543784.2017.1276167. PMID   28004591.