2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]-
- Product Name
- 2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]-
- CAS No.
- 574759-62-9
- Chemical Name
- 2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]-
- Synonyms
- VAF347;VAF347, 10 mM in DMSO;4-(3-Chlorophenyl)-N-[4-(trifluoromethyl)phenyl]pyrimidin-2-amine;2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]-;inhibit,Inhibitor,Aryl Hydrocarbon Receptor,VAF 347,AhR,VAF347,VAF-347
- CBNumber
- CB34808812
- Molecular Formula
- C17H11ClF3N3
- Formula Weight
- 349.74
- MOL File
- 574759-62-9.mol
2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]- Property
- Boiling point:
- 477.8±55.0 °C(Predicted)
- Density
- 1.384±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMF: 5 mg/ml; DMSO: 1 mg/ml; Ethanol: Slightly soluble
- form
- A solid
- pka
- 2.11±0.10(Predicted)
- color
- White to off-white
- InChIKey
- XTKUZTBZRIJTFR-UHFFFAOYSA-N
- SMILES
- C1=CC(=CC(=C1)Cl)C2=NC(=NC=C2)NC3=CC=C(C=C3)C(F)(F)F
Safety
- WGK Germany
- WGK 2
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- 182690
- Product name
- AhR Agonist V, VAF347
- Purity
- The AhR Agonist V, VAF347 controls the biological activity of AhR. This small molecule/inhibitor is primarily used for Biochemicals applications.
- Packaging
- 10 mg
- Price
- $210
- Updated
- 2026/04/30
- Product number
- 37328
- Product name
- VAF347
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $29
- Updated
- 2026/04/30
- Product number
- 37328
- Product name
- VAF347
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $113
- Updated
- 2026/04/30
- Product number
- 37328
- Product name
- VAF347
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $197
- Updated
- 2026/04/30
- Product number
- 37328
- Product name
- VAF347
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $422
- Updated
- 2026/04/30
2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]- Chemical Properties,Usage,Production
Description
VAF347 is an agonist of the aryl hydrocarbon receptor (AhR).1 It binds to AhR in a radioligand binding assay using guinea pig hepatic cytosol and induces mRNA expression of the AhR target gene CYP1A1 in isolated human peripheral blood mononuclear cells (PBMCs) when used at a concentration of 50 nM. VAF347 (20 μM) inhibits differentiation of HL-60 leukemia cells induced by 1,25-dihydroxy vitamin D3 (calcitriol; ) and promotes differentiation of HL-60 cells induced by all-trans retinoic acid .2 It decreases serum IgE levels and lung and bronchoalveolar lavage fluid (BALF) eosinophil infiltration in an ovalbumin-induced mouse model of allergic inflammation when administered at a dose of 30 mg/kg.3 VAF347 (30 mg/kg) also prevents retinal capillary degeneration in a mouse model of diabetic retinopathy induced by streptozotocin (STZ; ).4
Uses
VAF347 is a cell permeable and highly affinity aryl hydrocarbon receptor (AhR) agonist and induces AhR signaling. VAF347 inhibits the development of CD14+CD11b+ monocytes from granulo-monocytic (GM stage) precursors. VAF347 has anti-inflammatory effects[1].
in vivo
In wild-type mice, VAF347 treatment leads to a strong reduction of total serum IgE levels compared with vehicle-treated animals. IL-5 levels in the bronchoalveolar fluid are inhibited to a comparable degree. AhR-deficient mice are resistant to the VAF347's ability to block allergic lung inflammation in vivo[2].
References
1. Lawrence, B.P., Denison, M.S., Novak, H., et al. Activation of the aryl hydrocarbon receptor is essential for mediating the anti-
2. Ibabao, C.N., Bunaciu, R.P., Schaefer, D.M.W., et al. The AhR agonist VAF347 augments retinoic acid-
3. Ettmayer, P., Mayer, P., Kalthoff, F., et al. A novel low molecular weight inhibitor of dendritic cells and B cells blocks allergic inflammation Am. J. Respir. Crit. Care Med. 173(6),599-606(2006).
4. Zapadka, T.E., Lindstrom, S.I., Batoki, J.C., et al. Aryl hydrocarbon receptor agonist VAF347 impedes retinal pathogenesis in diabetic mice Int. J. Mol. Sci. 22(9),4335(2021).
2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]- Preparation Products And Raw materials
Raw materials
Preparation Products
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