373403

Hh/Gli Antagonist, GANT61

InSolution, ≥95%

• Synonym(s): InSolution Hh/Gli Antagonist, GANT61, 2,2ʹ-(2-(Pyridin-4-yl)dihydropyrimidine-1,3(2H,4H)-diyl) bis(methylene) bis(N,N-dimethylaniline), NSC 136476, 2-((3-(2-(Dimethylamino)benzyl)-2-(4-pyridinyl)tetrahydro-1(2H)-pyrimidinyl)methyl)-N,N-dimethylaniline
• Empirical Formula (Hill Notation): C₂₇H₃₅N₅
• CAS Number: 500579-04-4
• Molecular Weight: 429.60
• UNSPSC Code: 51111800
• NACRES: NA.77
• MDL number: MFCD14635408
• Assay: ≥95% (HPLC)
• Form: liquid
• Storage condition: OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

Properties

• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: CN(C)C1=CC=CC=C1CN2CCCN(CC3=CC=CC=C3N(C)C)C2C4=CC=NC=C4
• InChI: 1S/C27H35N5/c1-29(2)25-12-7-5-10-23(25)20-31-18-9-19-32(27(31)22-14-16-28-17-15-22)21-24-11-6-8-13-26(24)30(3)4/h5-8,10-17,27H,9,18-21H2,1-4H3
• InChI key: KVQOGDQTWWCZFX-UHFFFAOYSA-N

Description

General description

A cell-permeable hexahydropyrimidine compound that displays similar pharmacological property as, but is structurally disctinct from, GANT58 (Cat. No. 373400). While both compounds act as downstream Hedgehog (Hh) pathway-selective blockers and target Gli-mediated gene transactivation with similar potency (IC₅₀ ~5 µM) in SAG-stimulated Shh-L2 cells, GANT61 does exhibit better in vivo antitumor efficacy, presumably due to its superior pharmacokinetics, and only GANT61, but not GANT58, is shown to inhibit Gli DNA binding in HEK293 cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Gli1 and Gli2

Packaging

Packaged under inert gas

Physical form

A 25 mM (2 mg/186 µL) solution of Hh/Gli Antagonist, GANT61 (Cat. No. 373401) in DMSO.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

Safety Information

• Storage Class: 10 - Combustible liquids
• WGK: WGK 2
• Flash Point (°F): 188.6 °F - closed cup - (refers to pure substance)
• Flash Point (°C): 87 °C - closed cup - (refers to pure substance)