| Identification | Back Directory | [Name]
9H-Purin-6-aMine, 9-(1-Methylethyl)-N-[[3-(trifluoroMethyl)phenyl]Methyl]- | [CAS]
1353867-91-0 | [Synonyms]
Reaxys ID: 25796871
9-propan-2-yl-N-[[3-(trifluoromethyl)phenyl]methyl]purin-6-amine
9H-Purin-6-aMine, 9-(1-Methylethyl)-N-[[3-(trifluoroMethyl)phenyl]Methyl]- | [EINECS(EC#)]
604-604-1 | [Molecular Formula]
C16H16F3N5 | [MOL File]
1353867-91-0.mol | [Molecular Weight]
335.33 |
| Chemical Properties | Back Directory | [Boiling point ]
447.6±55.0 °C(Predicted) | [density ]
1.35±0.1 g/cm3(Predicted) | [storage temp. ]
4°C, protect from light | [solubility ]
DMSO : 125 mg/mL (372.77 mM);Water : < 0.1 mg/mL (insoluble) | [form ]
Solid | [pka]
3.42±0.10(Predicted) | [color ]
White to off-white | [InChI]
1S/C16H16F3N5/c1-10(2)24-9-23-13-14(21-8-22-15(13)24)20-7-11-4-3-5-12(6-11)16(17,18)19/h3-6,8-10H,7H2,1-2H3,(H,20,21,22) | [InChIKey]
REKSFCCYDQMSIN-UHFFFAOYSA-N | [SMILES]
CC(C)N(C=N1)C2=C1C(NCC3=CC(C(F)(F)F)=CC=C3)=NC=N2 |
| Hazard Information | Back Directory | [Uses]
Longdaysin may be used to study cell signaling th at regulate the circadian clock and behavior. | [Biological Activity]
Longdaysin inhibits CK1ERK2and CDK7 kinases in low mM concentrations. The activity of longdaysin results in a lengthening of circadian periods in cell based and in vivo systems. Transgenic zebrafish harboring a per3-luc reporter gene displayed a 10 hour lengthening of circadian period when treated with longdaysin. Longdaysin reduces the phosphorylation of PER1 the regulator of molecular clock function and manipulates the circadian clock. | [in vivo]
Longdaysin (0-9 μM; 1 week) increases circadian period in zebrafish[2].
Longdaysin (5 mg/kg, i.p., every 3 days for 3 weeks) inhibits tumor growth in MDA-MB-231 xenografts mice[3].
| Animal Model: | MDA-MB-231 xenografts[3] | | Dosage: | 5 mg/kg | | Administration: | i.p., every 3 days for 3 weeks | | Result: | Decreased tumor cell density and proliferation (indicated by Ki-67).
Reduced the expression of active and total β-catenin, and decreased the expression of phosphorylated and total LRP6, phosphorylated DVL2, and active and total β-catenin.
Reduced mRNA expression of the Wnt target genes including Axin2, DKK1, LEF1, and Survivin.
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| [IC 50]
CKIα: 5.6 μM (IC50); CKIδ: 8.8 μM (IC50); CDK7: 29 μM (IC50); ERK2: 52 μM (IC50) | [storage]
4°C, protect from light |
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