Tyrphostin AG 528

Base Information

• Chemical Name: Tyrphostin AG 528
• CAS No.: 133550-49-9
• Molecular Formula: C₁₈H₁₄N₂O₃
• Molecular Weight: 306.321
• European Community (EC) Number: 834-693-3
• Nikkaji Number: J412.890G
• Pharos Ligand ID: GTUKH45M4VYH
• ChEMBL ID: CHEMBL56542
• Mol file: 133550-49-9.mol

Synonyms:Tyrphostin AG 528;133550-49-9;Tyrphostin AG-528;Tyrphostin B66;Tyrphostin AG528;AG 528;(E)-3-(3,4-Dihydroxyphenyl)-2-(indoline-1-carbonyl)acrylonitrile;(E)-2-(2,3-dihydroindole-1-carbonyl)-3-(3,4-dihydroxyphenyl)prop-2-enenitrile;N-(3',4'-Dihydroxybenzylidenecyanoacetyl)indoline;MFCD01076474;Tyrphostin deriv. 66;AG-528;MLS002153157;CHEMBL56542;BDBM4314;Tyrphostin AG 528, ~90%;cid_1838043;AG528;HMS2234E10;BCP24141;EX-A2364;s6805;AC-35701;SMR001230652;HY-100499;CS-0019575;T3504;A17072;D92708;N-(3a?4a?Dihydroxybenzylidenecyanoacetyl)indoline;(2E)-2-(2,3-dihydro-1H-indol-1-ylcarbonyl)-3-(3,4-dihydroxyphenyl)prop-2-enenitrile;3-(3,4-Dihydroxyphenyl)-2-[(2,3-dihydro-1H-indol)-1-ylcarbonyl]acrylonitrile

Chemical Property of Tyrphostin AG 528

Chemical Property:

• Melting Point: 215 °C
• Boiling Point: 529.4±50.0 °C(Predicted)
• PKA: 8.80±0.10(Predicted)
• PSA: 84.56000
• Density: 1.416±0.06 g/cm3(Predicted)
• LogP: 2.65908
• Storage Temp.: −20°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 306.10044231
• Heavy Atom Count: 23
• Complexity: 536

Purity/Quality:

99% ^*data from raw suppliers

Tyrphostin AG528 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(C2=CC=CC=C21)C(=O)C(=CC3=CC(=C(C=C3)O)O)C#N
• Isomeric SMILES: C1CN(C2=CC=CC=C21)C(=O)/C(=C/C3=CC(=C(C=C3)O)O)/C#N
• Uses: Tyrphostin AG 528, is an inhibitor of EGFR and ErbB2 with IC50s of 4.9 and 2.1 μM, respectively.

Technology Process of Tyrphostin AG 528

There total 2 articles about Tyrphostin AG 528 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: 42.0%

3-(indolin-1-yl)-3-oxopropanenitrile (133550-48-8) + 3,4-dihydroxybenzaldehyde (139-85-5) → Tyrphostin AG 528 (133550-49-9)

Guidance literature:

DOI:10.1021/jm00110a022

Reference yield:

1-indoline (496-15-1) → Tyrphostin AG 528 (133550-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 21 percent / 16 h / 100 °C

2: 42 percent

DOI:10.1021/jm00110a022

upstream raw materials:

3-(indolin-1-yl)-3-oxopropanenitrile

3,4-dihydroxybenzaldehyde

1-indoline

Refernces