Introduction：Basic information about ICG-001 CAS 847591-62-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
ICG-001 Basic information
| Product Name: | ICG-001 |
| Synonyms: | ICG-001;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-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;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%;ICG-001;ICG 001;ICG001 |
| CAS: | 847591-62-2 |
| MF: | C33H32N4O4 |
| MW: | 548.63158 |
| EINECS: | |
| Product Categories: | Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors |
| Mol File: | 847591-62-2.mol |
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ICG-001 Chemical Properties
| 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). |
| form | Off-white powder |
| color | Off-white |
| 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. |
| InChIKey | HQWTUOLCGKIECB-PKGWHCLJNA-N |
| SMILES | C1C(=O)N2[C@@H](Cc3ccc(O)cc3)C(=O)N(Cc3c4ccccc4ccc3)C[C@@H]2N(C(=O)NCc2ccccc2)C1 |&1:4,28,r| |
Safety Information
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
ICG-001 Usage And Synthesis
| 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. |
| Definition | ChEBI: (6S,9aS)-6-[(4-hydroxyphenyl)methyl]-8-(1-naphthalenylmethyl)-4,7-dioxo-N-(phenylmethyl)-3,6,9,9a-tetrahydro-2H-pyrazino[1,2-a]pyrimidine-1-carboxamide is a peptide. |
| 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] KATAYOON H EMAMI. A small molecule inhibitor of beta-catenin/CREB-binding protein transcription [corrected].[J]. Proceedings of the National Academy of Sciences of the United States of America, 2004, 101 34: 12682-12687. DOI:10.1073/pnas.0404875101
[2] BEIYUN ZHOU. Interactions between β-catenin and transforming growth factor-β signaling pathways mediate epithelial-mesenchymal transition and are dependent on the transcriptional co-activator cAMP-response element-binding protein (CREB)-binding protein (CBP).[J]. The Journal of Biological Chemistry, 2012, 287 10: 7026-7038. DOI:10.1074/jbc.m111.276311 |
ICG-001 Preparation Products And Raw materials
