A 65186

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

MedKoo CAT#: 571164

CAS#: 119295-94-2

Description: A 65186 is a Type A Cholecystokinin (CCK) receptor antagonist. Cholecystokinin (CCK) is a peptide hormone which is found both in the gastrointestinal tract throughout the human small intestine and in the enteric and central nervous system. It has a potential therapeutic role as an appetite suppressor.


Price and Availability

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A 65186 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 571164
Name: A 65186
CAS#: 119295-94-2
Chemical Formula: C25H35N3O4
Exact Mass: 441.2628
Molecular Weight: 441.57
Elemental Analysis: C, 68.00; H, 7.99; N, 9.52; O, 14.49


Synonym: A 65186; A-65186; A65186

IUPAC/Chemical Name: Pentanoic acid, 5-(dipentylamino)-5-oxo-4-((3-quinolinylcarbonyl)amino)-, (R)-

InChi Key: LVIZXRRZYVZZEN-JOCHJYFZSA-N

InChi Code: InChI=1S/C25H35N3O4/c1-3-5-9-15-28(16-10-6-4-2)25(32)22(13-14-23(29)30)27-24(31)20-17-19-11-7-8-12-21(19)26-18-20/h7-8,11-12,17-18,22H,3-6,9-10,13-16H2,1-2H3,(H,27,31)(H,29,30)/t22-/m1/s1

SMILES Code: O=C(O)CC[C@@H](NC(C1=CC2=CC=CC=C2N=C1)=O)C(N(CCCCC)CCCCC)=O


Technical Data

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).

Harmonized System Code:
293490


References

1: Woltman TA, Hulce M, Reidelberger RD. Relative blood-brain barrier permeabilities of the cholecystokinin receptor antagonists devazepide and A-65186 in rats. J Pharm Pharmacol. 1999 Aug;51(8):917-20. PubMed PMID: 10504030.

2: Asin KE, Bednarz L, Nikkel AL, Gore PA Jr, Nadzan AM. A-71623, a selective CCK-A receptor agonist, suppresses food intake in the mouse, dog, and monkey. Pharmacol Biochem Behav. 1992 Aug;42(4):699-704. PubMed PMID: 1513850.

3: Britton DR, Yahiro L, Cullen MJ, Kerwin JF Jr, Kopecka H, Nadzan AM. Centrally administered CCK-8 suppresses activity in mice by a "peripheral-type" CCK receptor. Pharmacol Biochem Behav. 1989 Dec;34(4):779-83. PubMed PMID: 2623030.

4: Peter SA, D'Amato M, Beglinger C. CCK1 antagonists: are they ready for clinical use? Dig Dis. 2006;24(1-2):70-82. Review. PubMed PMID: 16699265.

5: Shigeri Y, Shinohara S, Murata S, Fujimoto M, Kawasaki K. Expression of two different cholecystokinin receptors in Xenopus oocytes injected with mRNA from rabbit pancreas and rat hippocampus. Jpn J Pharmacol. 1996 Sep;72(1):9-15. PubMed PMID: 8902594.

6: Parrott RF. Central effects of CCK ligands in pigs making operant responses for food. Pharmacol Biochem Behav. 1994 Nov;49(3):463-9. PubMed PMID: 7862695.

7: Reidelberger RD, Hernandez J, Fritzsch B, Hulce M. Abdominal vagal mediation of the satiety effects of CCK in rats. Am J Physiol Regul Integr Comp Physiol. 2004 Jun;286(6):R1005-12. Epub 2003 Dec 30. PubMed PMID: 14701717.

8: Reidelberger RD, Castellanos DA, Hulce M. Effects of peripheral CCK receptor blockade on food intake in rats. Am J Physiol Regul Integr Comp Physiol. 2003 Aug;285(2):R429-37. Epub 2003 May 8. PubMed PMID: 12738611.

9: Reidelberger RD, Kelsey L, Heimann D, Hulce M. Effects of peripheral CCK receptor blockade on gastric emptying in rats. Am J Physiol Regul Integr Comp Physiol. 2003 Jan;284(1):R66-75. Epub 2002 Oct 3. PubMed PMID: 12388446.

10: van Westerloo DJ, Helmerhorst HJ. A little fat every day keeps the doctor away*. Crit Care Med. 2013 Nov;41(11):2662-3. doi: 10.1097/CCM.0b013e3182963e7c. PubMed PMID: 24162686.

11: Lubbers T, de Haan JJ, Luyer MD, Verbaeys I, Hadfoune M, Dejong CH, Buurman WA, Greve JW. Cholecystokinin/Cholecystokinin-1 receptor-mediated peripheral activation of the afferent vagus by enteral nutrients attenuates inflammation in rats. Ann Surg. 2010 Aug;252(2):376-82. doi: 10.1097/SLA.0b013e3181dae411. PubMed PMID: 20585240.

12: de Haan JJ, Windsant IV, Lubbers T, Hanssen SJ, Hadfoune M, Prinzen FW, Greve JW, Buurman WA. Prevention of hemolysis-induced organ damage by nutritional activation of the vagal anti-inflammatory reflex*. Crit Care Med. 2013 Nov;41(11):e361-7. doi: 10.1097/CCM.0b013e31828e9262. PubMed PMID: 24105450.

13: Kerwin JF Jr, Wagenaar F, Kopecka H, Lin CW, Miller T, Witte D, Stashko M, Nadzan AM. Cholecystokinin antagonists: (R)-tryptophan-based hybrid antagonists of high affinity and selectivity for CCK-A receptors. J Med Chem. 1991 Dec;34(12):3350-9. PubMed PMID: 1766000.

14: Ebenezer IS. The effects of a peripherally acting cholecystokinin1 receptor antagonist on food intake in rats: implications for the cholecystokinin-satiety hypothesis. Eur J Pharmacol. 2003 Feb 14;461(2-3):113-8. PubMed PMID: 12586206.

15: Ebenezer IS, Parrott RF. A70104 and food intake in pigs: implication for the CCK 'satiety' hypothesis. Neuroreport. 1993 May;4(5):495-8. PubMed PMID: 8513125.

16: Reidelberger RD, Heimann D, Kelsey L, Hulce M. Effects of peripheral CCK receptor blockade on feeding responses to duodenal nutrient infusions in rats. Am J Physiol Regul Integr Comp Physiol. 2003 Feb;284(2):R389-98. Epub 2002 Oct 31. PubMed PMID: 12414437.