Lorglumide

Lorglumide (CR-1409) is a drug which inhibits gastrointestinal motility and reduces gastric secretions, acting as a cholecystokinin antagonist,[1] with fairly high selectivity for the CCK_A subtype.[2] It has been suggested as a potential treatment for a variety of gastrointestinal problems including stomach ulcers, irritable bowel syndrome, dyspepsia, constipation and pancreatitis, as well as some forms of cancer, but animal and human testing has produced inconsistent results and no clear therapeutic role has been established, although it is widely used in scientific research.[3][4][5][6]

Lorglumide

Clinical data
Other names	4-[(3,4-dichlorobenzoyl)amino]-5-(dipentylamino)-5-oxopentanoic acid
ATC code	none
Identifiers
IUPAC name N^2-(3,4-Dichlorobenzoyl-N,N-dipentyl-α-glutamine
CAS Number	97964-56-2^Y
PubChem CID	3960
IUPHAR/BPS	891
ChemSpider	3823^N
UNII	LAD1UQ73BE
ChEBI	CHEBI:88305^N
ChEMBL	ChEMBL24938^N
CompTox Dashboard (EPA)	DTXSID2046961
Chemical and physical data
Formula	C22H32Cl2N2O4
Molar mass	459.41 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CCCCCN(CCCCC)C(=O)C(CCC(=O)O)NC(=O)C1=CC(=C(C=C1)Cl)Cl
InChI InChI=1S/C22H32Cl2N2O4/c1-3-5-7-13-26(14-8-6-4-2)22(30)19(11-12-20(27)28)25-21(29)16-9-10-17(23)18(24)15-16/h9-10,15,19H,3-8,11-14H2,1-2H3,(H,25,29)(H,27,28)^N Key:IEKOTSCYBBDIJC-UHFFFAOYSA-N^N
^NY (what is this?)  (verify)

References

1. Makovec F, Bani M, Cereda R, Chisté R, Pacini MA, Revel L, et al. (November 1987). "Pharmacological properties of lorglumide as a member of a new class of cholecystokinin antagonists". Arzneimittel-Forschung. 37 (11): 1265–8. PMID 3440035.
2. González-Puga C, García-Navarro A, Escames G, León J, López-Cantarero M, Ros E, Acuña-Castroviejo D (October 2005). "Selective CCK-A but not CCK-B receptor antagonists inhibit HT-29 cell proliferation: synergism with pharmacological levels of melatonin". Journal of Pineal Research. 39 (3): 243–50. doi:10.1111/j.1600-079X.2005.00239.x. PMID 16150104.
3. de Tullio P, Delarge J, Pirotte B (June 1999). "Recent advances in the chemistry of cholecystokinin receptor ligands (agonists and antagonists)". Current Medicinal Chemistry. 6 (6): 433–55. PMID 10213792.
4. de Tullio P, Delarge J, Pirotte B (January 2000). "Therapeutic and chemical developments of cholecystokinin receptor ligands". Expert Opinion on Investigational Drugs. 9 (1): 129–46. doi:10.1517/13543784.9.1.129. PMID 11060666.
5. Herranz R (September 2003). "Cholecystokinin antagonists: pharmacological and therapeutic potential". Medicinal Research Reviews. 23 (5): 559–605. doi:10.1002/med.10042. PMID 12789687.
6. Berna MJ, Tapia JA, Sancho V, Jensen RT (December 2007). "Progress in developing cholecystokinin (CCK)/gastrin receptor ligands that have therapeutic potential". Current Opinion in Pharmacology. 7 (6): 583–92. doi:10.1016/j.coph.2007.09.011. PMC 2186776. PMID 17997137.