Tyrphostin A23

Base Information

• Chemical Name: Tyrphostin A23
• CAS No.: 118409-57-7
• Molecular Formula: C10H6N2O2
• Molecular Weight: 186.17
• European Community (EC) Number: 834-432-3
• UNII: RV0GCD31OJ
• DSSTox Substance ID: DTXSID9045215
• Nikkaji Number: J377.763D
• Wikidata: Q27164614
• NCI Thesaurus Code: C1769
• ChEMBL ID: CHEMBL76904
• Mol file: 118409-57-7.mol

Synonyms:(3,4-dihydroxybenzylidene)malononitrile;(3,4-dihydroxyphenyl)methylene propanedinitrile;3,4-dihydroxybenzylidenemalononitrile;RG 50810;RG-50810;tyrphostin 23;tyrphostin A1;tyrphostin A23;tyrphostin AG18;tyrphostin RG50810

Chemical Property of Tyrphostin A23

Chemical Property:

• Appearance/Colour: Yellow-tan solid
• Vapor Pressure: 1.09E-07mmHg at 25°C
• Melting Point: 225oC
• Refractive Index: 1.696
• Boiling Point: 421.1 °C at 760 mmHg
• PKA: 7.26±0.18(Predicted)
• Flash Point: 208.5 °C
• PSA: 88.04000
• Density: 1.428 g/cm³
• LogP: 1.52836
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO, ethanol, or DMF
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 186.042927438
• Heavy Atom Count: 14
• Complexity: 313

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tyrphostin 23 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=C(C#N)C#N)O)O
• Uses: A specific inhibitor for the epidermal growth factor receptor. Also inhibits EGF-dependent cell proliferation (IC50=35uM) AG 18 inhibits EGFR with IC50 of 35 μM. A specific inhibitor for the epidermal growth factor receptor. Also inhibits EGF-dependent cell proliferation (IC50=35uM).

Technology Process of Tyrphostin A23

There total 4 articles about Tyrphostin A23 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: 98.05%

malononitrile (109-77-3) + 3,4-dihydroxybenzaldehyde (139-85-5) → α-cyano-(3,4-dihydroxy)cinnamonitrile (118409-57-7)

Guidance literature:

With 1-hexyl-3-methylimidazolium 2-hydroxybenzoate; In water; at 20 ℃; for 0.0166667h; Sonication;

DOI:10.1016/j.molliq.2019.112372

Reference yield: 94.0%

3,4-bis-methoxymethoxy-benzaldehyde (6515-06-6) + malononitrile (109-77-3) → 2-(3,4-bis-methoxymethoxy-benzylidene)-malononitrile (495411-89-7) + α-cyano-(3,4-dihydroxy)cinnamonitrile (118409-57-7)

Guidance literature:

With sodium hydroxide; In methanol; ethyl acetate;

Reference yield: 86.0%

piperidine (110-89-4) + malononitrile (109-77-3) + 3,4-dihydroxybenzaldehyde (139-85-5) → α-cyano-(3,4-dihydroxy)cinnamonitrile (118409-57-7)

Guidance literature:

In ethanol;

upstream raw materials:

malononitrile

3,4-dihydroxybenzaldehyde

3,4-bis-methoxymethoxy-benzaldehyde

piperidine

Downstream raw materials:

AG 99

Refernces

• 1、 Muhammad, Shoaib,Ali, Firdous Imran,Javed, Muhammad Naveed,Wasim, Agha Arsalan,Bari, Ahmed,Rafique, Faisal,Ilyas, Muhammad Amjad,Riaz, Kashif,Mahmood, Syed Junaid,Ahmed, Amir,Hashmi, Imran Ali. "Effect of supramolecular polymeric aggregation in room temperature ionic liquids (RTILs) on catalytic activity in the synthesis of 4H-chromene derivatives and Knoevenagel condensation". . . Retrieved 2021.
• 2、 Appelhans, Dietmar,Berg, Patrik,Kuckling, Dirk,Obst, Franziska,Richter, Andreas,Simon, David. "Novel Application of Polymer Networks Carrying Tertiary Amines as a Catalyst Inside Microflow Reactors Used for Knoevenagel Reactions". . p. 5765 - 5774. Retrieved 2020/09/07.