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MedKoo Cat#: 525167 | Name: GI-181771X
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

GI-181771X is a novel oral CCK-1 agonist. GI-181771X effects satiation and gastric and gallbladder emptying.

Chemical Structure

GI-181771X
GI-181771X
CAS#305366-98-7

Theoretical Analysis

MedKoo Cat#: 525167

Name: GI-181771X

CAS#: 305366-98-7

Chemical Formula: C34H31N5O6

Exact Mass: 605.2274

Molecular Weight: 605.64

Elemental Analysis: C, 67.43; H, 5.16; N, 11.56; O, 15.85

Price and Availability

Size Price Availability Quantity
5mg USD 650.00 2 Weeks
10mg USD 1,150.00 2 Weeks
25mg USD 1,950.00 2 Weeks
50mg USD 3,650.00 2 Weeks
100mg USD 5,650.00 2 Weeks
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Related CAS #
No Data
Synonym
GI-181771X; GI181771X; GI 181771X; GSKI 181771X;GSKI-181771X; GSKI181771X.
IUPAC/Chemical Name
(S)-3-(3-(1-(2-(isopropyl(phenyl)amino)-2-oxoethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl)ureido)benzoic acid
InChi Key
CABBMMXFOOZVMS-PMERELPUSA-N
InChi Code
InChI=1S/C34H31N5O6/c1-22(2)38(25-14-5-3-6-15-25)29(40)21-37-27-18-9-10-19-28(27)39(26-16-7-4-8-17-26)32(42)30(31(37)41)36-34(45)35-24-13-11-12-23(20-24)33(43)44/h3-20,22,30H,21H2,1-2H3,(H,43,44)(H2,35,36,45)/t30-/m0/s1
SMILES Code
CC(C)N(c1ccccc1)C(=O)CN2c3ccccc3N(C(=O)[C@H](C2=O)NC(=O)Nc4cccc(c4)C(=O)O)c5ccccc5
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 605.64 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Myer JR, Romach EH, Elangbam CS. Species- and dose-specific pancreatic responses and progression in single- and repeat-dose studies with GI181771X: a novel cholecystokinin 1 receptor agonist in mice, rats, and monkeys. Toxicol Pathol. 2014 Jan;42(1):260-74. doi: 10.1177/0192623313506792. Epub 2013 Oct 31. PubMed PMID: 24178573. 2: Harikumar KG, Cawston EE, Lam PC, Patil A, Orry A, Henke BR, Abagyan R, Christopoulos A, Sexton PM, Miller LJ. Molecular basis for benzodiazepine agonist action at the type 1 cholecystokinin receptor. J Biol Chem. 2013 Jul 19;288(29):21082-95. doi: 10.1074/jbc.M113.480715. Epub 2013 Jun 10. PubMed PMID: 23754289; PubMed Central PMCID: PMC3774375. 3: Roses AD. Stimulation of cholecystokinin-A receptors with Gl181771X: a failed clinical trial that did not test the pharmacogenetic hypothesis for reduction of food intake. Clin Pharmacol Ther. 2009 Apr;85(4):362-5. doi: 10.1038/clpt.2008.192. Review. PubMed PMID: 19295535. 4: Berger R, Zhu C, Hansen AR, Harper B, Chen Z, Holt TG, Hubert J, Lee SJ, Pan J, Qian S, Reitman ML, Strack AM, Weingarth DT, Wolff M, Macneil DJ, Weber AE, Edmondson SD. 2-Substituted piperazine-derived imidazole carboxamides as potent and selective CCK1R agonists for the treatment of obesity. Bioorg Med Chem Lett. 2008 Sep 1;18(17):4833-7. doi: 10.1016/j.bmcl.2008.07.083. Epub 2008 Jul 24. PubMed PMID: 18684621. 5: Jordan J, Greenway FL, Leiter LA, Li Z, Jacobson P, Murphy K, Hill J, Kler L, Aftring RP. Stimulation of cholecystokinin-A receptors with GI181771X does not cause weight loss in overweight or obese patients. Clin Pharmacol Ther. 2008 Feb;83(2):281-7. Epub 2007 Jun 27. PubMed PMID: 17597711. 6: Castillo EJ, Delgado-Aros S, Camilleri M, Burton D, Stephens D, O'Connor-Semmes R, Walker A, Shachoy-Clark A, Zinsmeister AR. Effect of oral CCK-1 agonist GI181771X on fasting and postprandial gastric functions in healthy volunteers. Am J Physiol Gastrointest Liver Physiol. 2004 Aug;287(2):G363-9. PubMed PMID: 15246968.