AG 490

Base Information

• Chemical Name: AG 490
• CAS No.: 134036-52-5
• Molecular Formula: C₁₇H₁₄N₂O₃
• Molecular Weight: 294.31
• Hs Code.: 2926907090
• Mol file: 134036-52-5.mol

Synonyms:(2E)-3-(3,4-Dihydroxyphenyl)-2-cyano-N-benzylprop-2-enamide;

Chemical Property of AG 490

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 9.95E-16mmHg at 25°C
• Melting Point: 215 °C
• Refractive Index: 1.678
• Boiling Point: 615.2 °C at 760 mmHg
• PKA: 8.82±0.35(Predicted)
• Flash Point: 325.9 °C
• PSA: 93.35000
• Density: 1.337 g/cm³
• LogP: 2.71208
• Storage Temp.: −20°C
• Solubility.: ethanol: 5 mg/mL

Purity/Quality:

98% min ^*data from raw suppliers

Tyrphostin AG 490 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-50-25
• Safety Statements: 26-36-61-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A potent and specific inhibitor of the Jak-2 tyrosine kinase. In acute lymphoblastic leukemia (ALL) cells which abundantly express JAK-2, AG-490 dose-dependently inhibited DNA synthesis, blocked cell growth and induced apoptosis. AG-490 does not significantly inhibit other kinases such as Lck, Lyn, Btk, Syk and Src. AG-490 is cell permeable and is active in vivo. Tyrphostin B42 is used in acute lymphoblastic leukemia studies the compound has been reported to inhibit JAK2 from B cell precursors.

Technology Process of AG 490

There total 4 articles about AG 490 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

N-Benzylcyanoacetamide (10412-93-8) + 3,4-dihydroxybenzaldehyde (139-85-5) → tyrphostin B42 (133550-30-8,134036-52-5)

Guidance literature:

DOI:10.1021/jm00110a022

Reference yield:

benzylamine (100-46-9) → tyrphostin B42 (133550-30-8,134036-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / acetonitrile / 4 h / Heating

2: 36 percent / piperidine / 3 h / Heating

With piperidine; In acetonitrile; 1: Acylation / 2: Condensation;

DOI:10.1021/jm990199u

Reference yield:

benzylamine (100-46-9) → tyrphostin B42 (133550-30-8,134036-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / 16 h / 100 °C

2: 79 percent

DOI:10.1021/jm00110a022

upstream raw materials:

N-Benzylcyanoacetamide

3,4-dihydroxybenzaldehyde

benzylamine

Refernces

• 1、 -. "Antiangiogenic combination therapy for the treatment of cancer". . . Retrieved 2008/06/13.
• 2、 Gazit, Aviv,Osherov, Nir,Posner, Israel,Yaish, Pnina,Poradosu, Enrique,et al.. "Tyrphostins. 2. Heterocyclic and α-Substituted Benzylidenemalonitrile Tyrphostins as Potent Inhibitors of EGF Receptor and ErbB2/neu Tyrosine Kinases". . p. 1896 - 1907. Retrieved 2007/10/02.