1016721-13-3

Basic information

• Product Name: N-(3-amino-4-methylphenyl)cyclopropanecarboxamide
• Synonyms: N-(3-amino-4-methylphenyl)cyclopropanecarboxamide
• CAS NO: 1016721-13-3
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.24166
• Mol File: 1016721-13-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(3-amino-4-methylphenyl)cyclopropanecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-amino-4-methylphenyl)cyclopropanecarboxamide(1016721-13-3)
• EPA Substance Registry System: N-(3-amino-4-methylphenyl)cyclopropanecarboxamide(1016721-13-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1016721-13-3(Hazardous Substances Data)

Upstream product

• 549518-46-9 N-(4-methyl-3-nitrophenyl)cyclopropanecarboxamide 
• 119-32-4 4-Methyl-3-nitroanilin 
• 6228-73-5 Cyclopropancarbamid 
• 83863-33-6 5-iodo-o-toluidine 

Downstream Products

• 1082294-34-5 N-{5-[(cyclopropylcarbonyl)amino]-2-methylphenyl}-1-(2,6-dichlorophenyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide 

Relevant articles and documents

Room Temperature Cu-Catalyzed N-Arylation of Oxazolidinones and Amides with (Hetero)Aryl Iodides

N,N′-Bis(pyridin-2-ylmethyl)oxalamide (BPMO) was found to be an apposite promoter for the Cu-catalyzed N-arylation of oxazolidinones and primary and secondary amides with (hetero)aryl iodides at room temperature. Excellent chemoselectivity reached between

Design, Synthesis, and Biological Evaluation of Novel Type I1/2 p38α MAP Kinase Inhibitors with Excellent Selectivity, High Potency, and Prolonged Target Residence Time by Interfering with the R-Spine

We recently reported 1a (skepinone-L) as a type I p38α MAP kinase inhibitor with high potency and excellent selectivity in vitro and in vivo. However, as a type I inhibitor, it is entirely ATP-competitive and shows just a moderate residence time. Thus, the scope was to develop a new class of advanced compounds maintaining the structural binding features of skepinone-L scaffold like inducing a glycine flip at the hinge region and occupying both hydrophobic regions I and II. Extending this scaffold with suitable residues resulted in an interference with the kinase's R-Spine. By synthesizing 69 compounds, we could significantly prolong the target residence time with one example to 3663 s, along with an excellent selectivity score of 0.006 and an outstanding potency of 1.0 nM. This new binding mode was validated by cocrystallization, showing all binding interactions typifying type I1/2 binding. Moreover, microsomal studies showed convenient metabolic stability of the most potent, herein reported representatives.

NEW COMPOUNDS

A compound represented by the formula (I): wherein R1 is lower alkyl, cycloalkyl or aromatic hydrocarbon ring, each of which is optionally substituted with one or more substituents; R2 is hydrogen atom, halogen atom, lower alkyl, hal