Tyrphostin 47

Base Information

• Chemical Name: Tyrphostin 47
• CAS No.: 122520-86-9
• Molecular Formula: C₁₀H₈N₂O₂S
• Molecular Weight: 220.252
• European Community (EC) Number: 683-081-0
• NSC Number: 638083
• DSSTox Substance ID: DTXSID701018041
• Nikkaji Number: J1.269.226I,J464.169H
• NCI Thesaurus Code: C1683
• ChEMBL ID: CHEMBL77030
• Mol file: 122520-86-9.mol

Synonyms:3,4-dihydroxy-alpha-cyanothiocinnamide;3,4-dihydroxy-alpha-cyanothiocinnamide, (E)-isomer;AG 213;AG-213;AG213;alpha-cyano-3,4-dihydroxythiocinnamamide;RG 50864;RG-50864;RG50864;tyrphostin 47;tyrphostin A47;tyrphostin AG-213;tyrphostin AG213;tyrphostin RG50864

Chemical Property of Tyrphostin 47

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.78
• Boiling Point: 474.497 °C at 760 mmHg
• Flash Point: 240.767 °C
• PSA: 122.36000
• Density: 1.512 g/cm³
• LogP: 1.99118
• Storage Temp.: 2-8°C
• Solubility.: DMSO: 50 mg/mL, clear, orange
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 220.03064868
• Heavy Atom Count: 15
• Complexity: 332

Purity/Quality:

98%Min ^*data from raw suppliers

Tyrphostin47 ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=C(C#N)C(=S)N)O)O
• Isomeric SMILES: C1=CC(=C(C=C1/C=C(\C#N)/C(=S)N)O)O
• 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 that act as PTK blockers. PTK inhibitors which preferentially inhibit the epidermal growth factor (EGF) receptor kinase block EGF-dependent cell proliferation. AG-213 is an inhibitor of epidermal growth factor (EGF) receptor kinase with an IC50 value of 2.4 μM in the human epidermoid carcinoma cell line A431.

Technology Process of Tyrphostin 47

There total 4 articles about Tyrphostin 47 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: 100.0%

Cyanothioacetamide (7357-70-2) + 3,4-dihydroxybenzaldehyde (139-85-5) → 2-cyano-3-(3,4-dihydroxyphenyl)-2-propenethioamide (118409-60-2,122520-86-9)

Guidance literature:

With Merrifields's resin-bound piperazine; In ethanol; for 2h; Heating;

DOI:10.1016/S0040-4039(99)01448-3

Reference yield: 41.0%

piperidine (110-89-4) + Cyanothioacetamide (7357-70-2) + 3,4-dihydroxybenzaldehyde (139-85-5) → tyrphostin 47 (122520-86-9)

Guidance literature:

In ethanol;

Reference yield: 41.0%

Cyanothioacetamide (7357-70-2) + 3,4-dihydroxybenzaldehyde (139-85-5) → tyrphostin 47 (122520-86-9)

Guidance literature:

With piperidine; In ethanol; Heating;

DOI:10.1021/jm00130a020

upstream raw materials:

Cyanothioacetamide

3,4-dihydroxybenzaldehyde

piperidine

Refernces

• 1、 Simpson, Julie,Rathbone, Daniel L.,Billington, David C.. "New solid phase Knoevenagel catalyst". . p. 7031 - 7033. Retrieved 2007/10/03.
• 2、 Buzzetti,Brasca,Crugnola,Fustinoni,Longo,Penco,Dalla Zonca,Comoglio. "cinnamamide analogs as inhibitors of protein tyrosine kinases". . p. 615 - 636. Retrieved 2007/10/02.