Tyrphostin A51

Base Information

• Chemical Name: Tyrphostin A51
• CAS No.: 122520-90-5
• Molecular Formula: C₁₃H₈N₄O₃
• Molecular Weight: 268.232
• DSSTox Substance ID: DTXSID501017104
• Nikkaji Number: J663.639J
• NCI Thesaurus Code: C1341
• ChEMBL ID: CHEMBL78257
• Mol file: 122520-90-5.mol

Synonyms:tyrphostin 51;Tyrphostin A51;126433-07-6;122520-90-5;AG-183;Tyrphostin A 51;Tyrphostin AG 183;AG 183;2-Amino-1,1,3-tricyano-4-(3',4',5'-trihydroxyphenyl)butadiene;(3Z)-2-amino-4-(3,4,5-trihydroxyphenyl)buta-1,3-diene-1,1,3-tricarbonitrile;(Z)-2-amino-4-(3,4,5-trihydroxyphenyl)buta-1,3-diene-1,1,3-tricarbonitrile;1,3-Butadiene-1,1,3-tricarbonitrile, 2-amino-4-(3,4,5-trihydroxyphenyl)-;3-Amino-2,4-dicyano-5-(3',4',5'-trihydroxyphenyl)penta-2,4-dienonitrile;tyrphostin-51;(Z)-Tyrphostin A51;2-Amino-1,1,3-tricyano-4-[3',4',5'-trihydroxyphenyl]butadiene;(Z)-AG-183;Tyrphostin A-51;Tyrphostin AG-183;BiomolKI_000015;BiomolKI2_000025;BMK1-C3;Tyrphostin 51, >=98%;MLS002153329;SCHEMBL241622;CHEBI:94636;DTXSID501017104;BFA43307;HSCI1_000160;AKOS040744924;CCG-100619;HY-101960A;NCGC00163372-01;MS-23786;SMR001230742;J-004816;J-005382;BRD-K47943470-001-02-8;BRD-K47943470-001-03-6;2-amino-4-(3,4,5-trihydroxyphenyl)-1,3-butadiene-1,1,3-tricarbonitrile;1,3-Butadiene-1,1,3-tricarbonitrile, 2-amino-4-(3,4,5-trihydroxyphenyl)-, (Z)-

Chemical Property of Tyrphostin A51

Chemical Property:

• Appearance/Colour: Brown solid
• Vapor Pressure: 8.64E-26mmHg at 25°C
• Melting Point: 278ºC
• Boiling Point: 788.2 °C at 760 mmHg
• PKA: 8.46±0.15(Predicted)
• Flash Point: 430.5 °C
• PSA: 158.08000
• Density: 1.591 g/cm³
• LogP: 1.67064
• Storage Temp.: 2-8°C
• Solubility.: ≤20mg/ml in DMSO;20mg/ml in dimethyl formamide
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 268.05964013
• Heavy Atom Count: 20
• Complexity: 565

Purity/Quality:

98%Min ^*data from raw suppliers

Tyrphostin 51 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C=C(C#N)C(=C(C#N)C#N)N
• Isomeric SMILES: C1=C(C=C(C(=C1O)O)O)/C=C(\C#N)/C(=C(C#N)C#N)N
• Description: Protein tyrosine kinase (PTK) inhibitors are potential antiproliferative agents for diseases caused by the hyperactivity of PTKs. Tyrphostins are a class of antiproliferative compounds which act as PTK blockers. PTK inhibitors which preferentially inhibit the epidermal growth factor (EGF) receptor kinase block EGF-dependent cell proliferation. AG-183 is an inhibitor of epidermal growth factor (EGF) receptor kinase with an IC50 value of 0.8 μM in the human epidermoid carcinoma cell line A431.
• Uses: Tyrphostin 51 is a potent inhibitor of EGFRK activity showing mixed competitive inhibition with ATP and substrate1-3..

Technology Process of Tyrphostin A51

There total 1 articles about Tyrphostin A51 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: 87.0%

gallaldehyde (13677-79-7) + 1,1,3-tricyano-2-amino-1-propene (868-54-2) → Tyrphostin A 51 (122520-90-5,126433-07-6)

Guidance literature:

With piperidine; In ethanol; Heating;

DOI:10.1021/jm00130a020

upstream raw materials:

gallaldehyde

1,1,3-tricyano-2-amino-1-propene

Refernces