Lesogaberan

Lesogaberan
Names
Preferred IUPAC name
[(2R)-3-Amino-2-fluoropropyl]phosphinic acid
Other names
AZD-3355
Identifiers
CAS Number
  • 344413-67-8 checkY=  checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL448343 ☒N
ChemSpider
  • 23254384 ☒N
ECHA InfoCard 100.133.162 Edit this at Wikidata
IUPHAR/BPS
  • 7705
PubChem CID
  • 9833984
UNII
  • 4D6Q6HGC7Z checkY
CompTox Dashboard (EPA)
  • DTXSID20188011 Edit this at Wikidata
InChI
  • InChI=1S/C3H9FNO2P/c4-3(1-5)2-8(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m1/s1 ☒N
    Key: LJNUIEQATDYXJH-GSVOUGTGSA-N ☒N
  • InChI=1/C3H9FNO2P/c4-3(1-5)2-8(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m1/s1
    Key: LJNUIEQATDYXJH-GSVOUGTGBQ
  • O=[PH](O)C[C@H](F)CN
Properties
Chemical formula
 C3H9FNO2P
Molar mass 141.082 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references
Chemical compound

Lesogaberan (AZD-3355) was[1] an experimental drug candidate developed by AstraZeneca for the treatment of gastroesophageal reflux disease (GERD).[2] As a GABAB receptor agonist,[3] it has the same mechanism of action as baclofen, but is anticipated to have fewer of the central nervous system side effects that limit the clinical use of baclofen for the treatment of GERD.[4]

References

  1. ^ AstraZeneca. "AZD3355". Retrieved 30 December 2011.
  2. ^ Bredenoord, Albert J. (2009). "Lesogaberan, a GABAB agonist for the potential treatment of gastroesophageal reflux disease". IDrugs. 12 (9): 576–584. PMID 19697277.
  3. ^ Alstermark; Amin, K; Dinn, SR; et al. (2008). "Synthesis and Pharmacological Evaluation of Novel γ-Aminobutyric Acid Type B (GABAB) Receptor Agonists as Gastroesophageal Reflux Inhibitors". Journal of Medicinal Chemistry. 51 (14): 4315–4320. doi:10.1021/jm701425k. PMID 18578471.
  4. ^ Brian E. Lacy; Robert Chehade; Michael D. Crowell (2010). "Lesogaberan". Drugs of the Future. 35 (12): 987–992. doi:10.1358/dof.2010.035.012.1540661. S2CID 258021903.
  • v
  • t
  • e
Drugs for peptic ulcer and GERD/GORD (A02B)
H2 antagonists ("-tidine")Prostaglandins (E)/
analogues ("-prost-")Proton-pump inhibitors
("-prazole")Potassium-competitive
acid blockers ("-prazan")OthersCombinations
  • See also: Helicobacter pylori eradication protocols
  • v
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  • e
GABA receptor modulators
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAA-ρTooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
Stub icon

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