Ethyl 4-(methyl(2-phenylthiazol-4-yl)amino)benzoate

Base Information

• Chemical Name: Ethyl 4-(methyl(2-phenylthiazol-4-yl)amino)benzoate
• CAS No.: 880090-88-0
• Molecular Formula: C₁₉H₁₈N₂O₂S
• Molecular Weight: 338.43
• Hs Code.: 2934100090
• ChEMBL ID: CHEMBL4303651
• DSSTox Substance ID: DTXSID80470323
• Nikkaji Number: J2.288.945A
• Wikidata: Q72494074
• Mol file: 880090-88-0.mol

Synonyms:neuropathiazol

Chemical Property of Ethyl 4-(methyl(2-phenylthiazol-4-yl)amino)benzoate

Chemical Property:

• Boiling Point: 517.1±56.0 °C(Predicted)
• PKA: 1.97±0.10(Predicted)
• PSA: 70.67000
• Density: 1.224
• LogP: 4.75470
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in DMSO (up to 10 mg/ml).
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 338.10889899
• Heavy Atom Count: 24
• Complexity: 406

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl4-(methyl(2-phenylthiazol-4-yl)amino)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N(C)C2=CSC(=N2)C3=CC=CC=C3
• Description: Neuropathiazol (880090-88-0) induces neuronal differentiation of multipotent hippocampal neural progenitor cells. It is more potent and selective compared to retinoic acid (Cat.# 10-1138). Suppresses astrogliogenesis.

Technology Process of Ethyl 4-(methyl(2-phenylthiazol-4-yl)amino)benzoate

There total 3 articles about Ethyl 4-(methyl(2-phenylthiazol-4-yl)amino)benzoate 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: 90.0%

ethyl 4-(2-phenylthiazol-4-ylamino)benzoate (939373-42-9) + methyl iodide (74-88-4) → neuropathiazol (880090-88-0)

Guidance literature:

ethyl 4-(2-phenylthiazol-4-ylamino)benzoate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

methyl iodide; In tetrahydrofuran; at 0 ℃; for 0.333333h;

Reference yield:

benzenecarbothioamide (2227-79-4) → neuropathiazol (880090-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 12 h / 80 °C

2: 94 mg / NaH / tetrahydrofuran / 0 - 20 °C

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/anie.200503089

Reference yield:

4-[(chloroacetyl)amino]-benzoic acid, ethyl ester (26226-72-2) → neuropathiazol (880090-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 12 h / 80 °C

2: 94 mg / NaH / tetrahydrofuran / 0 - 20 °C

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/anie.200503089

upstream raw materials:

ethyl 4-(2-phenylthiazol-4-ylamino)benzoate

methyl iodide

benzenecarbothioamide

4-[(chloroacetyl)amino]-benzoic acid, ethyl ester

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