5.38256

IDO Inhibitor

• Synonym(s): IDO Inhibitor, 4-Amino-N-(3-chloro-4-fluorophenyl)-Nʹ-hydroxy-1,2,5-oxadiazole-3-carboximidamide, IDOi, Indoleamine 2,3-Dioxygenase Inhibitor
• Empirical Formula (Hill Notation): C₉H₇ClFN₅O₂
• CAS Number: 914471-09-3
• Molecular Weight: 271.64
• MDL number: MFCD28142835
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: OK to freeze, protect from light

Properties

• assay: ≥98% (HPLC)
• Quality Segment: 100
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: off-white
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C
• SMILES string: Fc1c(cc(cc1)\N=C(\NO)/c2n[o]nc2N)Cl
• InChI key: HGXSLPIXNPASGZ-UHFFFAOYSA-N

Description

General description

A cell-permeable, bioactive, non-toxic oxadiazolohydroxyamidine based compound that acts as a potent, selective and competitive inhibitor of indoleamine 2,3-dioxygenase (IDO; IC₅₀ = 67 nM for hIDO). Reversibly binds to the catalytically active heme iron (Fe²⁺) and is inactive towards closely related tryptophan 2,3-dioxygenase (TDO; IC₅₀ >10 µM). Shown to dose-dependently decrease kynurenine levels (IC₅₀ = 19 & 46 nM in HeLa treated with IFN-γ & B16-GM-CSF melanoma cells, respectively) and suppress B16-GM-CSF xenograft tumor growth in C57BL/6 mice (75 mg/kg, s.c., b.i.d.). Though orally bioavailable, but undergoes a rapid clearance (t_1/2<0.5 h).

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Biochem/physiol Actions

Cell permeable: no

Primary Target
IDO

Reversible: yes

Target IC₅₀: 67 nM for hIDO

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Yue, E.W., et al. 2009. J. Med. Chem.52, 7364.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable