Dexloxiglumide

Dexloxiglumide is a drug which acts as a cholecystokinin antagonist, selective for the CCKA subtype. It inhibits gastrointestinal motility and reduces gastric secretions, and despite older selective CCKA antagonists such as lorglumide and devazepide having had only limited success in trials and ultimately never making it into clinical use, dexloxiglumide is being investigated as a potential treatment for a variety of gastrointestinal problems including irritable bowel syndrome,[1] dyspepsia,[2] constipation[3] and pancreatitis,[4][5] and has had moderate success so far although trials are still ongoing.

Dexloxiglumide
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • (4R)-4-[(3,4-dichlorobenzoyl)amino]-5-(3-methoxypropylpentylamino)-5-oxopentanoic acid
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H30Cl2N2O5
Molar mass461.38 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCN(CCCOC)C(=O)[C@@H](CCC(=O)O)NC(=O)C1=CC(=C(C=C1)Cl)Cl
InChI
  • InChI=1S/C21H30Cl2N2O5/c1-3-4-5-11-25(12-6-13-30-2)21(29)18(9-10-19(26)27)24-20(28)15-7-8-16(22)17(23)14-15/h7-8,14,18H,3-6,9-13H2,1-2H3,(H,24,28)(H,26,27)/t18-/m1/s1 N
  • Key:QNQZBKQEIFTHFZ-GOSISDBHSA-N N
 NY (what is this?)  (verify)

References

  1. Cremonini F, Camilleri M, McKinzie S, Carlson P, Camilleri CE, Burton D, et al. (March 2005). "Effect of CCK-1 antagonist, dexloxiglumide, in female patients with irritable bowel syndrome: a pharmacodynamic and pharmacogenomic study". The American Journal of Gastroenterology. 100 (3): 652–63. PMID 15743365.
  2. Galligan JJ, Vanner S (October 2005). "Basic and clinical pharmacology of new motility promoting agents". Neurogastroenterology and Motility. 17 (5): 643–53. doi:10.1111/j.1365-2982.2005.00675.x. PMID 16185302. S2CID 7298061.
  3. Roberts DJ, Banh HL, Hall RI (August 2006). "Use of novel prokinetic agents to facilitate return of gastrointestinal motility in adult critically ill patients". Current Opinion in Critical Care. 12 (4): 295–302. doi:10.1097/01.ccx.0000235205.54579.5d. PMID 16810038. S2CID 32307333.
  4. Maselli MA, Mennuni L (September 2003). "CCK1 receptor antagonist, dexloxiglumide: effects on human isolated gallbladder. Potential clinical applications". Minerva Gastroenterologica e Dietologica. 49 (3): 211–6. PMID 16484960.
  5. Barrett TD, Yan W, Freedman JM, Lagaud GJ, Breitenbucher JG, Shankley NP (April 2008). "Role of CCK and potential utility of CCK1 receptor antagonism in the treatment of pancreatitis induced by biliary tract obstruction". British Journal of Pharmacology. 153 (8): 1650–8. doi:10.1038/bjp.2008.44. PMC 2438255. PMID 18297100.
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