Ingliforib
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MedKoo CAT#: 525286

CAS#: 186392-65-4

Description: 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

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Ingliforib
CAS# 186392-65-4
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 525286
Name: Ingliforib
CAS#: 186392-65-4
Chemical Formula: C23H24ClN3O5
Exact Mass: 457.14
Molecular Weight: 457.911
Elemental Analysis: C, 60.33; H, 5.28; Cl, 7.74; N, 9.18; O, 17.47

Price and Availability

Size Price Availability Quantity
50mg USD 550 2 Weeks
100mg USD 950 2 Weeks
200mg USD 1450 2 Weeks
500mg USD 3650 2 Weeks
1g USD 4850 2 Weeks
2g USD 8650 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/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 130.0 283.90

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.

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
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. doi: 10.1152/ajpheart.00652.2003. Epub 2003 Nov 13. PMID: 14615278.

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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.