72078-82-1

Basic information

• Product Name: N-METHYL-2-NITROACETAMIDE
• Synonyms: RANITIDINE IMPURITY H;N-METHYL-2-NITROACETAMIDE;N-MethylnitroacetaMide-d3;N-MethylnitroacetaMide;N-(Methyl-d3)-2-nitroacetaMide;AcetaMide, N-Methyl-2-nitro-;Ranitidine EP Impurity H;Ranitidine Impurity H (EP)
• CAS NO: 72078-82-1
• Molecular Formula: C₃H₆N₂O₃
• Molecular Weight: 118.09
• Product Categories: Aliphatics;Impurities;Isotope Labelled Compounds
• Mol File: 72078-82-1.mol

Chemical Properties

• Melting Point: 68-69 °C
• Boiling Point: 325.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.304 g/cm³
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 6.75±0.58(Predicted)
• CAS DataBase Reference: N-METHYL-2-NITROACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-2-NITROACETAMIDE(72078-82-1)
• EPA Substance Registry System: N-METHYL-2-NITROACETAMIDE(72078-82-1)

Safety Data

• Hazardous Substances Data: 72078-82-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-METHYL-2-NITROACETAMIDE is used as a degradation product for [application reason] in the pharmaceutical industry. It is utilized in the development and testing of Ranitidine, a medication used for treating conditions like peptic ulcers and gastroesophageal reflux disease (GERD). Its presence helps in understanding the stability and quality control of Ranitidine formulations.
Used in Research and Development:
N-METHYL-2-NITROACETAMIDE-d3 is used as a labeled degradation product for [application reason] in research and development. The labeled compound aids scientists in tracing and analyzing the degradation pathways of Ranitidine, providing valuable insights into the compound's stability and potential impurities.
Used in Quality Control and Impurity Profiling:
N-METHYL-2-NITROACETAMIDE (Ranitidine EP Impurity H) is used as a degradation product for [application reason] in quality control and impurity profiling. It helps ensure the safety and efficacy of Ranitidine by identifying and monitoring the presence of impurities in the final product, adhering to regulatory standards.

Upstream product

• 41613-26-7 1,3-dimethyl-5-nitrouracil 
• 108-13-4 malonodiamide 
• 98-86-2 acetophenone 
• 17758-33-7 3-methyl-5-nitro-4(3H)-pyrimidinone 
• 97055-51-1 4-Methoxy-1-methyl-3,5-dinitro-2-pyridone 
• 100-19-6 (4-nitrophenyl)ethanone 
• 120-92-3 cyclopentanone 
• 66357-35-5 ranitidine hydrochloride 
• 97055-50-0 1,6-Dimethyl-3,5-dinitro-2-pyridone 
• 97055-58-8 1,4-Dimethyl-3,5-dinitro-2-pyridone 
• 108-94-1 cyclohexanone 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 14150-94-8 3,5-dinitro-1-methyl-2-pyridone 

Downstream Products

• 1446238-47-6 4,5-dihydro-N-methyl-5-(phenylsulfonyl)isoxazole-3-carboxamide 
• 144537-05-3 5-phenylisoxazole-3-(N-methyl)carboxamide 
• 41168-87-0 N²-methyl-thiooxalamide 
• 16890-71-4 N-methyldithio-oxamide 
• 13621-47-1 N-methylcyanothioformamide 

Relevant articles and documents

Ring Transformation of 1,4 (or 1,6)-Disubstituted 3,5-Dinitro-2-pyridones with Sodio β-Keto Esters

The ring transformation of 1,6-dimethyl-, 1,4-dimethyl- and 4-methoxy-1-methyl-3,5-dinitro-2-pyridones with sodio β-keto esters to nitrosalicylic esters was investigated concerning the electronic effects of 4 and 6-substitutents.The results were explained by the HSAB principle.

NOVEL SYNTHESIS OF SUBSTITUTED PYRIMIDINES: A RING TRANSFORMATION OF 3-METHYL-5-NITROPYRIMIDIN-4(3H)-ONE

A novel ring transformation of 3-methyl-5-nitropyrimidin-4(3H)-one with ketones in the presence of ammonia was found to be an elegant method for synthesizing 5,6-disubstituted pyrimidines.Tetrahydroquinazoline was readily obtained in good yields when cyclohexanone was employed as a substrate.The present reaction was applicable to cyclopentanone, acetophenone and p-nitroacetophenone to give corresponding pyrimidine derivatives.

Isolation and Identification of the Hydrolytic Degradation Products of Ranitidine Hydrochloride

Hydrolytic degradative studies on ranitidine hydrochloride (1) have shown that two different pathways are operative under strongly acid and strongly alkaline conditions.At intermediate pH values both pathways are operative whilst at very low pH values ranitidine hydrochloride is resistant to hydrolytic cleavage.This resistance to hydrolysis may be ascribed to C- protonation of the enediamine.

Pyrimidine Derivatives and Related Compounds. Part 48. Uracil Ring Transformation: Conversion of 5-Nitrouracils into 5-Carbamoyluracils

1,3-Disubstituted 5-nitrouracils (1) react with malonamide in ethanolic sodium ethoxide to afford 1-substituted 5-carbamoyluracils (3) via rearrangement of the N(3)-C(4)-C(5) portion of the uracil.This ring transformation has been applied to the preparation of 2',3',5'-tri-O-acetyl-5-carbamoyluridine (8).

Nucleophilic Reaction upon Electron-deficient Pyridone Derivatives. IV. Ring Transformation of 1-Substituted 3,5-Dinitro-2-pyridones with Ketones in the Presence of Amines

Ring transformation of 1-substituted 3,5-dinitro-2-pyridones with 1,3-disubstituted acetones in the presence of secondary or primary amines gave p-nitroaniline derivatives and N-substituted 2-nitroacetamide.Two types of enamine intermediates, 2-azabicyclononene derivatives and N-substituted 2-(5-amino-2-nitro-2,4-cyclohexadienyl)-2-nitroacetamides were isolated and characterized.The course of the base-catalyzed reaction is interpreted.

A NOVEL RING TRANSFORMATION OF 5-NITROURACILS INTO 5-CARBAMOYLURACILS VIA THE RETRO-MICHAEL REACTION

Treatment of 1,3-disubstituted 5-nitrouracils(5) with malonamide in ethanolic sodium ethoxide caused a ring transformation to afford 1-substituted 5-carbamoyluracils(6) in good yields.