2-Amino-N-methylbenzamide

2-Amino-N-methylbenzamide can be prepared from indocyanine anhydride. The reaction formula is shown in the figure below: Figure 1. Reaction formula for the preparation of 2-amino-N-methylbenzamide from indocyanine anhydride.

White Solid

2-Amino-N-methylbenzamide is a plant safening agent selected from auxins, auxin precursors, metabolites or derivatives, and acetaminophen or a derivative. Safening examples are provided for fertilizer s, fungicides, insecticides, and herbicides.

ChEBI: N-Methylanthranilamide is an aminobenzoic acid.

2-AMINO-N-METHYLBENZAMIDE is a key synthetic intermediate used to construct the core skeleton of FAK inhibitors (PA-DPPYs). It first reacts with 2,4,5-trichloropyrimidine (or 2,4-dichloro-5-nitropyrimidine) to form the 2-(2-chloro-5-substituted-pyrimidin-4-ylamino) -N-methylbenzamide intermediate, which is subsequently coupled with an aromatic amine containing a phosphate group to ultimately yield a series of bispyrimidine derivatives exhibiting anti-pancreatic cancer activity[6].

[1] Bioorganic and Medicinal Chemistry Letters,  2011,  vol. 21,  # 1,  p. 164 - 167
[2] Patent: WO2011/140338,  2011,  A1. Location in patent: Page/Page column 41
[3] Patent: WO2012/92880,  2012,  A1. Location in patent: Page/Page column 61
[4] Patent: WO2004/80980,  2004,  A1. Location in patent: Page 110-111
[5] Patent: US2013/225585,  2013,  A1. Location in patent: Paragraph 0215; 0216
[6] He Liu . (2017). Phosphamide-containing diphenylpyrimidine analogues (PA-DPPYs) as potent focal adhesion kinase (FAK) inhibitors with enhanced activity against pancreatic cancer cell lines. Bioorganic & Medicinal Chemistry, 25 24, Pages 6313-6321. https://doi.org/10.1016/j.bmc.2017.09.041