A 65186 | CAS# 119295-94-2 | Type A CCK receptor antagonist

MedKoo Cat#: 571164 | Name: A-65186

Description:

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

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.

Chemical Structure

A-65186

CAS#119295-94-2

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

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

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

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 441.57 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.

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: 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.