2-{[4-(5-ethylpyrimidin-4-yl)piperazin-1-yl]methyl}-5-(trifluoromethyl)-1H-1,3-benzodiazole

• ChemBase ID: 154750
• Molecular Formular: C19H21F3N6
• Molecular Mass: 390.4054496
• Monoisotopic Mass: 390.17797936
• SMILES: CCc1cncnc1N1CCN(CC1)Cc1[nH]c2ccc(cc2n1)C(F)(F)F
• Canonical SMILES: CCc1cncnc1N1CCN(CC1)Cc1nc2c([nH]1)ccc(c2)C(F)(F)F
• InChI: InChI=1S/C19H21F3N6/c1-2-13-10-23-12-24-18(13)28-7-5-27(6-8-28)11-17-25-15-4-3-14(19(20,21)22)9-16(15)26-17/h3-4,9-10,12H,2,5-8,11H2,1H3,(H,25,26)
• InChIKey: FBLPQCAQRNSVHB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4-(5-ethylpyrimidin-4-yl)piperazin-1-yl]methyl}-5-(trifluoromethyl)-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-{[4-(5-ethylpyrimidin-4-yl)piperazin-1-yl]methyl}-5-(trifluoromethyl)-1H-1,3-benzodiazole
• Synonyms: 2-[[4-(5-ethyl-4-pyrimidinyl)-1-piperazinyl]methyl]-6-(trifluoromethyl)-1H-benzimidazole; PF 4708671; PF-4708671; 2-((4-(5-Ethylpyrimidin-4-yl)piperazin-1-yl)methyl)-5-(trifluoromethyl)-1H-benzo[d]imidazole; PF-4708671; PF-04708671

Database IDs

• CAS Number: 1255517-76-0
• MDL Number: MFCD18086922
• PubChem SID: 162248888
• PubChem CID: 51371303

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.8925872
• LogD (pH = 7.4): 3.5038738
• Log P: 3.5190928
• Molar Refractivity: 101.9805 cm^3
• Polarizability: 38.17423 Å^3
• Polar Surface Area: 60.94 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 11.393908

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: ≥20 mg/mL; Methanol
• Apperance: off-white powder; Pale purple Solid
• Melting Point: 189-191°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Storage Temperature: room temp

Pharmacology Properties

• Target: S6 Kinase
• Gene Information: human ... RPS6KB1(6198)mouse ... Rps6kb1(72508)rat ... Rps6kb1(83840)

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C19H21F3N6

DETAILS

Sigma Aldrich - PZ0143

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
PF-4708671 is a selective p70 ribosomal S6 kinase (S6K1) inhibitor. PF-4708671 inhibits S6K1 with a Ki of 20 nM and IC50 of 160 nM, while having no effect on the closely related RSK and MSK kinases.

Toronto Research Chemicals - P294010

PF-4708671 is a highly specific inhibitor of p70 ribosomal S6 kinase (S6K1). PF-4708671 inhibits S6K1-mediated phosphorylation of S6 protein in response to IGF-1 (insulin-like growth factor 1), while having no effect on highly related RSK (p90 ribosomal S

REFERENCES

• Pearce, L.R. et al.: Biochem. J., 431, 245 (2010)