Tyrphostin A46

Base Information

• Chemical Name: Tyrphostin A46
• CAS No.: 122520-85-8
• Molecular Formula: C10H8 N2 O3
• Molecular Weight: 204.185
• European Community (EC) Number: 634-191-2,878-366-3
• NSC Number: 666250,638077
• UNII: ARL2OF9022
• Nikkaji Number: J377.764B,J412.912A
• Wikidata: Q76304046
• NCI Thesaurus Code: C1540
• ChEMBL ID: CHEMBL296407
• Mol file: 122520-85-8.mol

Synonyms:3,4-dihydroxy-alpha-cyanocinnamamide;3,4-dihydroxybenzylidene cyanoacetamide;AG 99;alpha-cyano-(3,4-dihydroxy)cinnamide;tyrphostin 46;tyrphostin A46;tyrphostin AG99;tyrphostin B40

Chemical Property of Tyrphostin A46

Chemical Property:

• Melting Point: 247 °C
• Boiling Point: 544.4°Cat760mmHg
• PKA: 8.81±0.10(Predicted)
• Flash Point: 283°C
• PSA: 107.34000
• Density: 1.482g/cm³
• LogP: 1.19038
• Storage Temp.: Desiccate at +4°C
• Solubility.: Soluble in DMSO
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 204.05349212
• Heavy Atom Count: 15
• Complexity: 329

Purity/Quality:

99.3% ^*data from raw suppliers

AG99 ^*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(=O)N)O)O
• Isomeric SMILES: C1=CC(=C(C=C1/C=C(\C#N)/C(=O)N)O)O

Technology Process of Tyrphostin A46

There total 6 articles about Tyrphostin A46 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: 99.0%

(E)-t-butyl 2-cyano-3-(3,4-dihydroxyphenyl)acryloyl-carbamate → AG 99 (122520-85-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.6b01285

Reference yield: 70.0%

3,4-dihydroxybenzaldehyde (139-85-5) + cyanoacetic acid amide (107-91-5) → AG 99 (122520-85-8)

Guidance literature:

With piperidine; In ethanol; Heating;

DOI:10.1021/jm00130a020

Reference yield: 70.0%

α-cyano-(3,4-dihydroxy)cinnamonitrile (118409-57-7) → AG 99 (122520-85-8)

Guidance literature:

With sulfuric acid; for 24h; Ambient temperature;

DOI:10.1002/jps.2600800503

upstream raw materials:

α-cyano-(3,4-dihydroxy)cinnamonitrile

3,4-dihydroxybenzaldehyde

cyanoacetic acid amide

sulfuric acid

Refernces

• 1、 Son, Sujin,Kim, Haewon,Yun, Hwi Young,Kim, Do Hyun,Ullah, Sultan,Kim, Seong Jin,Kim, Yeon-Jeong,Kim, Min-Soo,Yoo, Jin-Wook,Chun, Pusoon,Moon, Hyung Ryong. "(E)-2-Cyano-3-(substituted phenyl)acrylamide analogs as potent inhibitors of tyrosinase: A linear β-phenyl-α,β-unsaturated carbonyl scaffold". . p. 7728 - 7734. Retrieved 2015/12/20.
• 2、 -. "STYRYL COMPOUNDS WHICH INHIBIT EGF RECEPTOR PROTEIN TYROSINE KINASE". . . Retrieved 2008/06/13.