4-[3-(pyridin-2-yl)-1H-pyrazol-4-yl]quinoline

• ChemBase ID: 3557
• Molecular Formular: C17H12N4
• Molecular Mass: 272.30398
• Monoisotopic Mass: 272.1061964
• SMILES: c1(c(n[nH]c1)c1ncccc1)c1c2c(ncc1)cccc2
• Canonical SMILES: c1ccc(nc1)c1n[nH]cc1c1ccnc2c1cccc2
• InChI: InChI=1S/C17H12N4/c1-2-6-15-13(5-1)12(8-10-19-15)14-11-20-21-17(14)16-7-3-4-9-18-16/h1-11H,(H,20,21)
• InChIKey: IBCXZJCWDGCXQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[3-(pyridin-2-yl)-1H-pyrazol-4-yl]quinoline
• IUPAC Traditional name: 4-[3-(pyridin-2-yl)-1H-pyrazol-4-yl]quinoline
• Synonyms: 4-(3-Pyridin-2-Yl-1h-Pyrazol-4-Yl)Quinoline; 4-(3-Pyridin-2-yl)-1H-pyrazol-4-ylquinoline; 4-[3-(2-pyridinyl)-1H-pyrazol-4-yl]-quinoline; HTS 466284; Transforming Growth Factor-β Type I Receptor Kinase Inhibitor; LY-364947; LY364947

Database IDs

• CAS Number: 396129-53-6
• MDL Number: MFCD00800758
• PubChem SID: 24724526; 160966995; 46505424
• PubChem CID: 447966

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.328872
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.2769015
• LogD (pH = 7.4): 3.2834787
• Log P: 3.2835634
• Molar Refractivity: 81.0382 cm^3
• Polarizability: 35.00989 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.38
• LOG S: -4.0
• Solubility (Water): 2.73e-02 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL; H2O: <2 mg/mL
• Apperance: tan solid
• Melting Point: >230°C(dec); 230(dec.)°C

Safety Information

• Storage Warning: Toxic/Irritant/Air Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36/37/38-50/53
• Safety Statements: 26-45-60-61
• TSCA Listed: false
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335-H400
• GHS Precautionary statements: P261-P273-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Smad; TGF-beta
• Gene Information: human ... TGFBR1(7046)

Product Information

• Purity: ≥98% (HPLC); 97%
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C17H12N4

DETAILS

DrugBank - DB03921

Drug information: experimental

Sigma Aldrich - L6293

Biochem/physiol Actions
LY-364947 is a selective, ATP-competitive inhibitor of Transforming Growth Factor-β Type I receptor kinase (TGF-β RI, ALK5) with IC50 = 59 nM. It is much less potent at related kinases, with IC50 = 400 nM for TGF-β RII and IC50 = 1400 nM for mixed lineage kinase-7 (MLK-7), a kinase in the MAP kinase signal pathway and closely related to TGF-β RII. LY-364947 inhibits TGF-β-dependent cellular growth (IC50 = 81 nM) in NIH 3T3 mouse fibroblasts.