Ingliforib | CAS#186392-65-4 | glycogen phosphorylase inhibitor

MedKoo Cat#: 525286 | Name: Ingliforib

Description:

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

Ingliforib, also known as CP-368296, is a novel glycogen phosphorylase inhibitor. Ingliforib has antihyperglycemic and cardioprotective properties. Ingliforib inhibits glycogen phosphorylase, the rate-limiting enzyme in glycogenolysis, thereby preventing the release of glucose-1 phosphate from a glycogen molecule in liver. This agent also inhibits glycogen phosphorylase in cardiac muscle and may protect the heart from myocardial ischemic injury by preserving glycogen content and improving glycolytic-oxidative coupling.

Chemical Structure

Ingliforib

CAS#186392-65-4

Theoretical Analysis

MedKoo Cat#: 525286

Name: Ingliforib

CAS#: 186392-65-4

Chemical Formula: C23H24ClN3O5

Exact Mass: 457.1404

Molecular Weight: 457.91

Elemental Analysis: C, 60.33; H, 5.28; Cl, 7.74; N, 9.18; O, 17.47

Price and Availability

Size	Price	Availability
50mg	USD 550.00	2 Weeks
100mg	USD 950.00	2 Weeks
200mg	USD 1,450.00	2 Weeks
500mg	USD 3,650.00	2 Weeks
1g	USD 4,850.00	2 Weeks
2g	USD 8,650.00	2 Weeks

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Synonym

Ingliforib; CP-296; CP-368; CP-368,296; CP296; CP 296; CP-368296; CP368296; CP 368296.

IUPAC/Chemical Name

(R-(R*,S*-(cis)))-5-Chloro-N-(3-(3,4-dihydroxy-1-pyrrolidinyl)-2-hydroxy-3-oxo-1-(phenylmethyl)propyl)-1H-indole-2-carboxamide

InChi Key

GVDRRZOORHCTAN-MJUUVYJYSA-N

InChi Code

InChI=1S/C23H24ClN3O5/c24-15-6-7-16-14(9-15)10-18(25-16)22(31)26-17(8-13-4-2-1-3-5-13)21(30)23(32)27-11-19(28)20(29)12-27/h1-7,9-10,17,19-21,25,28-30H,8,11-12H2,(H,26,31)/t17-,19-,20+,21+/m0/s1

SMILES Code

O=C(C(N1)=CC2=C1C=CC(Cl)=C2)N[C@@H](CC3=CC=CC=C3)[C@@H](O)C(N4C[C@H](O)[C@H](O)C4)=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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Ingliforib (CP 368296) is a glycogen phosphorylase inhibitor, with IC50s of 52, 352 and 150 nM for liver, muscle and brain glycogen phosphorylase, and has cardioprotective activity.

In vitro activity:

TBD

In vivo activity:

In open-chest anesthetized rabbits, a dose of ingliforib (15 mg/kg loading dose; 23 mg.kg(-1).h(-1) infusion) selected to achieve a free plasma concentration equivalent to an estimated EC(50) in the isolated hearts (1.2 microM, 0.55 microg/ml) significantly reduced infarct size by 52%, and reduced plasma glucose and lactate concentrations. Reference: Am J Physiol Heart Circ Physiol. 2004 Mar;286(3):H1177-84. https://pubmed.ncbi.nlm.nih.gov/14615278/

	Solvent	mg/mL	mM
Solubility
	DMSO	130.0	283.90

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 457.91 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

Formulation protocol:

1. Tracey WR, Treadway JL, Magee WP, Sutt JC, McPherson RK, Levy CB, Wilder DE, Yu LJ, Chen Y, Shanker RM, Mutchler AK, Smith AH, Flynn DM, Knight DR. Cardioprotective effects of ingliforib, a novel glycogen phosphorylase inhibitor. Am J Physiol Heart Circ Physiol. 2004 Mar;286(3):H1177-84. doi: 10.1152/ajpheart.00652.2003. Epub 2003 Nov 13. PMID: 14615278.

In vitro protocol:

TBD

In vivo protocol:

1: Tracey WR, Treadway JL, Magee WP, Sutt JC, McPherson RK, Levy CB, Wilder DE, Yu LJ, Chen Y, Shanker RM, Mutchler AK, Smith AH, Flynn DM, Knight DR. Cardioprotective effects of ingliforib, a novel glycogen phosphorylase inhibitor. Am J Physiol Heart Circ Physiol. 2004 Mar;286(3):H1177-84. Epub 2003 Nov 13. PubMed PMID: 14615278.