113778-69-1

Basic information

• Product Name: N-Methoxy-N,2-dimethylpropanamide
• Synonyms: N-Methoxy-N,2-dimethylpropanamide;N-Methoxy-N-MethylisobutyraMide;N-METHOXY-N,2-DIMETHYLPROPANAMIDE(WX619185)
• CAS NO: 113778-69-1
• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.17292
• Mol File: 113778-69-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 137.7±23.0 °C(Predicted)
• Appearance: /
• Density: 0.945±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DCM, Ethyl Acetate
• CAS DataBase Reference: N-Methoxy-N,2-dimethylpropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methoxy-N,2-dimethylpropanamide(113778-69-1)
• EPA Substance Registry System: N-Methoxy-N,2-dimethylpropanamide(113778-69-1)

Safety Data

• Hazardous Substances Data: 113778-69-1(Hazardous Substances Data)

Usage

Description

N-Methoxy-N,2-dimethylpropanamide is an organic compound that serves as an intermediate in the synthesis of various chemical compounds. It is characterized by the presence of a methoxy group and two methyl groups attached to the propanamide backbone, which contributes to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
N-Methoxy-N,2-dimethylpropanamide is used as an intermediate in the synthesis of pteridine derivatives, which have potential protective effects against Vibrio cholerae infection. This application is significant in the development of treatments and preventative measures for cholera, a severe diarrheal disease caused by this bacterium.

Upstream product

• 79-31-2 isobutyric Acid 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 79-30-1 isobutyryl chloride 

Downstream Products

• 156481-04-8 1-(3-Benzyloxy-phenyl)-4-methyl-pent-1-yn-3-one 
• 1015070-48-0 4-Fluoro-3-(2-methylpropanoyl)benzene carbonitrile 
• 81535-81-1 6,6-diethoxy-2-methyl-4-hexyn-3-one 
• 10330-59-3 3-methyl-1-(pyridin-2-yl)butan-2-one 
• 1147871-74-6 1-(3-bromo-5-fluorophenyl)-2-methylpropan-1-one 
• 1572438-43-7 C₁₇H₂₅NO₄ 
• 637-69-4 4-Methoxystyrene 
• 1373368-63-8 2-(4-methoxyphenyl)-4-methylpenten-3-one 
• 27257-18-7 2-Isopropyl<1H>-pyrrolo<2,3-b>pyridine 

Relevant articles and documents

Inhibitors of plasmodial serine hydroxymethyltransferase (SHMT): Cocrystal structures of pyrazolopyrans with potent blood- and liver-stage activities

Several of the enzymes related to the folate cycle are well-known for their role as clinically validated antimalarial targets. Nevertheless for serine hydroxymethyltransferase (SHMT), one of the key enzymes of this cycle, efficient inhibitors have not been described so far. On the basis of plant SHMT inhibitors from an herbicide optimization program, highly potent inhibitors of Plasmodium falciparum (Pf) and Plasmodium vivax (Pv) SHMT with a pyrazolopyran core structure were identified. Cocrystal structures of potent inhibitors with PvSHMT were solved at 2.6 ? resolution. These ligands showed activity (IC50/EC50 values) in the nanomolar range against purified PfSHMT, blood-stage Pf, and liver-stage P. berghei (Pb) cells and a high selectivity when assayed against mammalian cell lines. Pharmacokinetic limitations are the most plausible explanation for lack of significant activity of the inhibitors in the in vivo Pb mouse malaria model.

Utilizing Carbonyl Coordination of Native Amides for Palladium-Catalyzed C(sp3)?H Olefination

PdII-catalyzed C(sp3)?H olefination of weakly coordinating native amides is reported. Three major drawbacks of previous C(sp3)?H olefination protocols, 1) in situ cyclization of products, 2) incompatibility with α-H-containing substrates, and 3) installation of exogenous directing groups, are addressed by harnessing the carbonyl coordination ability of amides to direct C(sp3)?H activation. The method enables direct C(sp3)?H functionalization of a wide range of native amide substrates, including secondary, tertiary, and cyclic amides, for the first time. The utility of this process is demonstrated by diverse transformations of the olefination products.

Antimalarial Inhibitors Targeting Serine Hydroxymethyltransferase (SHMT) with in Vivo Efficacy and Analysis of their Binding Mode Based on X-ray Cocrystal Structures

Target-based approaches toward new antimalarial treatments are highly valuable to prevent resistance development. We report several series of pyrazolopyran-based inhibitors targeting the enzyme serine hydroxymethyltransferase (SHMT), designed to improve microsomal metabolic stability and to identify suitable candidates for in vivo efficacy evaluation. The best ligands inhibited Plasmodium falciparum (Pf) and Arabidopsis thaliana (At) SHMT in target assays and PfNF54 strains in cell-based assays with values in the low nanomolar range (3.2-55 nM). A set of carboxylate derivatives demonstrated markedly improved in vitro metabolic stability (t1/2 > 2 h). A selected ligand showed significant in vivo efficacy with 73% of parasitemia reduction in a mouse model. Five new cocrystal structures with PvSHMT were solved at 2.3-2.6 ? resolution, revealing a unique water-mediated interaction with Tyr63 at the end of the para-Aminobenzoate channel. They also displayed the high degree of conformational flexibility of the Cys364-loop lining this channel.