ChemicalBook > CAS DataBase List > 2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]-

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
More
Less

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
More
Less

Safety

WGK Germany 
WGK 2
Storage Class
11 - Combustible Solids
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
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
Cayman Chemical
Product number
37328
Product name
VAF347
Purity
≥98%
Packaging
1mg
Price
$29
Updated
2026/04/30
Cayman Chemical
Product number
37328
Product name
VAF347
Purity
≥98%
Packaging
5mg
Price
$113
Updated
2026/04/30
Cayman Chemical
Product number
37328
Product name
VAF347
Purity
≥98%
Packaging
10mg
Price
$197
Updated
2026/04/30
Cayman Chemical
Product number
37328
Product name
VAF347
Purity
≥98%
Packaging
25mg
Price
$422
Updated
2026/04/30
More
Less

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-inflammatory effects of a novel low-molecular-weight compound Int. J. Mol. Sci. 112(4),1158-1165(2008).
2. Ibabao, C.N., Bunaciu, R.P., Schaefer, D.M.W., et al. The AhR agonist VAF347 augments retinoic acid-induced differentiation in leukemia cells FEBS Open Bio. 5,308-318(2015).
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

More
Less

2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]- Suppliers

Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4827
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
89689
Advantage
60
Shanghai Chaolan Chemical Technology Center
Tel
021-QQ:65489617 15618227136
Fax
21-5161 9052
Email
Sales@ATKchemical.com
Country
China
ProdList
9550
Advantage
58
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 18101056239
Email
3193328036@qq.com
Country
China
ProdList
29661
Advantage
68
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32467
Advantage
58
Shanghai Dongyang Biotechnology Co., Ltd.
Tel
0512-13601744364 13601744364
Email
chemsharker@126.com
Country
China
ProdList
1143
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
Advantage
58
InvivoChem
Tel
13549236410
Email
sales@invivochem.cn
Country
China
ProdList
6753
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24960
Advantage
58

574759-62-9, 2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]-Related Search:


  • 2-PYRIMIDINAMINE, 4-(3-CHLOROPHENYL)-N-[4-(TRIFLUOROMETHYL)PHENYL]-
  • 4-(3-Chlorophenyl)-N-[4-(trifluoromethyl)phenyl]pyrimidin-2-amine
  • VAF347
  • inhibit,Inhibitor,Aryl Hydrocarbon Receptor,VAF 347,AhR,VAF347,VAF-347
  • VAF347, 10 mM in DMSO
  • 574759-62-9