847591-62-2

Basic information

• Product Name: ICG-001
• Synonyms: ICG-001;ICG-1;(6S,9aS)-Hexahydro-6-[(4-hydroxyphenyl)methyl]-8-(1-naphthalenylmethyl)-4,7-dioxo-N-(phenylmethyl)-2H-pyrazino[1,2-a]pyrimidine-1(6H)-carboxamide;2H-Pyrazino[1,2-a]pyriMidine-1(6H)-carboxaMide, hexahydro-6-[(4-hydroxyphenyl)Methyl]-8-(1-naphthalenylMethyl)-4,7-dioxo-N-(phenylMethyl)-, (6S,9aS)-;ICG-001/ICG001;(6S,9aS)-Hexahydro-6-[(4-hydroxyphenyl)methyl]-8-(1-naphthalenylmethyl)-4,7-dioxo-N-(phenylmethyl)-2H-pyrazino[1,2-a]pyrimidine-1(6H)-carboxamide ICG001;ICG 001, >=98%;(6S,9AS)-6-(4-hydroxybenzyl)-N-benzyl-8-(naphthalen-1-ylmethyl)-4,7-dioxo-hexahydro-2H-pyrazin
• CAS NO: 847591-62-2
• Molecular Formula: C33H32N4O4
• Molecular Weight: 548.63158
• EINECS: -0
• Product Categories: Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors
• Mol File: 847591-62-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 895.6 °C at 760 mmHg
• Flash Point: 495.4 °C
• Appearance: /
• Density: 1.37
• Storage Temp.: +2C to +8C
• Solubility: Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 25 mg/ml).
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
• CAS DataBase Reference: ICG-001(CAS DataBase Reference)
• NIST Chemistry Reference: ICG-001(847591-62-2)
• EPA Substance Registry System: ICG-001(847591-62-2)

Safety Data

• Hazardous Substances Data: 847591-62-2(Hazardous Substances Data)

Usage

Description

ICG-001 (847591-62-2) inhibits TCF/β-catenin mediated transcription by specifically blocking β-catenin/CBP interaction

Uses

(S,S)-ICG 001 is a β-turn peptidomimetic molecule inhibitor of β-catenin-Tcf-mediated transcription.

General Description

A cell-permeable pyrazinopyrimidinecarboxamide that competes against β-catenin for CBP (CREB-binding protein) binding and selectively prevents CBP- but not p300-, dependent TCF/β-catenin transcriptional regulations both in cultures in vitro (5 to 25 μM) and in mice in vivo (5 mg/kg/day via osmotic pump infusion), while not affecting CBP-dependent transcriptional activities mediated by the AP-1 or CRE complex. Shown to reactivate p300//TCF/β-catenin-mediated neuronal differentiation upon NGF stimulation in PS-1 L286V mutant-expressing PC-12 cultures and be efficacious in alleviating bleomycin- (0,08 units/50 μL/mouse; administered intranasally; Cat. No. 203401) induced pulmonary fibrosis in mice.

Biochem/physiol Actions

Cell permeable: yes

References

1) Emami?et al.?(2004),?A small molecule inhibitor of β-catenin/CREB-binding protein transcription;? Proc. Natl. Acad. Sci. USA,?101?12682 2) Zhou?et al.?(2012), Interactions?between β-catenin and transforming growth factor-β signaling pathways mediate epithelial-mesenchymal transition and are dependent on the transcription co-activator cAMP-response element-binding protein (CERB)-binding protein (CBP);??J. Biol. Chem.,?287?7026

Upstream product

• 952110-63-3 2,2-diethoxy-N-(naphthalen-1-ylmethyl)ethan-1-amine 
• 66-77-3 1-naphthaldehyde 

Relevant articles and documents

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