56222-08-3

Basic information

• Product Name: N-METHYL-2-NITROBENZYLAMINE
• Synonyms: N-METHYL-2-NITROBENZYLAMINE;2-Nitro-N-methylbenzylamine;N-METHYL-2-NITROBENZ;N-Methyl-1-(2-nitrophenyl)MethanaMine;N-Methyl-2-nitrobenzenemethanamine
• CAS NO: 56222-08-3
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.1772
• Product Categories: Polyamines;Amines;C8;Nitrogen Compounds
• Mol File: 56222-08-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 110-120 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.1750 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0205mmHg at 25°C
• Refractive Index: n20/D 1.5580(lit.)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.89±0.10(Predicted)
• CAS DataBase Reference: N-METHYL-2-NITROBENZYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-2-NITROBENZYLAMINE(56222-08-3)
• EPA Substance Registry System: N-METHYL-2-NITROBENZYLAMINE(56222-08-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 56222-08-3(Hazardous Substances Data)

Usage

Description

N-METHYL-2-NITROBENZYLAMINE is an organic compound that serves as a crucial intermediate in the synthesis of various biologically active molecules. It is characterized by its chemical structure, which features a nitro group and an amine group attached to a benzene ring with a methyl group.

Uses

Used in Pharmaceutical Industry:
N-METHYL-2-NITROBENZYLAMINE is used as a reactant for the synthesis of biologically active molecules for various applications in the pharmaceutical industry. Its versatility in chemical reactions allows for the creation of a wide range of therapeutic agents.
Used in the Synthesis of Calmodulin Kinase II Inhibitors:
N-METHYL-2-NITROBENZYLAMINE is used as a reactant for the synthesis of Calmodulin Kinase II inhibitors, which are important for the treatment of various neurological disorders and conditions related to calcium signaling.
Used in the Synthesis of AP2238 Derivatives:
N-METHYL-2-NITROBENZYLAMINE is used as a reactant in the synthesis of AP2238 derivatives, which are potential therapeutic agents for the treatment of cancer and other diseases.
Used in the Synthesis of Cholinesterase Inhibitors:
N-METHYL-2-NITROBENZYLAMINE is used as a reactant for the synthesis of Cholinesterase inhibitors, which are essential in the treatment of Alzheimer's disease and other cognitive disorders.
Used in the Synthesis of Azole Antifungal Agents:
N-METHYL-2-NITROBENZYLAMINE is used as a reactant in the synthesis of Azole antifungal agents, which are widely used in the treatment of fungal infections.

InChI:InChI=1/C8H10N2O2/c1-9-6-7-4-2-3-5-8(7)10(11)12/h2-5,9H,6H2,1H3

Upstream product

• 506-68-3 bromocyane 
• 854392-96-4 (2-iodo-benzyl)-methyl-(2-nitro-benzyl)-amine 
• 612-23-7 2-nitrobenzyl chloride 
• 74-89-5 methylamine 
• 619-23-8 3-Nitrobenzyl chloride 
• 88-72-2 1-methyl-2-nitrobenzene 
• 593-51-1 methylamine hydrochloride 
• 552-89-6 2-nitro-benzaldehyde 
• 612-25-9 2-Nitrobenzyl alcohol 
• 163915-96-6 (2-nitrophenyl)methyl methanesulfonate 
• 57707-11-6 N-(2-nitrobenzylidene)methanamine 

Downstream Products

• 65514-97-8 N-(2-Aminobenzyl)-2-(methylamino)-1-phenyl-1-ethanol 
• 24526-64-5 nomifensine 
• 85660-33-9 N-(2-Nitrobenzyl)-2-(methylamino)-1-phenyl-1-ethanol 
• 128739-13-9 2--4-methoxyacetophenone 
• 102436-71-5 2--4'-isopropylacetophenone 
• 98159-53-6 2--4'-fluoroacetophenone 
• 620598-73-4 (S)-N-methyl-N-(2-nitrobenzyl)-2-acetyloxy-2-phenylethanamide 
• 620598-83-6 (S)-N-methyl-N-(2-aminobenzyl)-2-acetyloxy-2-phenylethanamide 
• 868783-47-5 N-methyl-N-(2-nitrobenzyl)-4-chlorobenzamide 
• 1283519-43-6 C₁₇H₁₉ClN₂O₂ 
• 102436-67-9 2-acetophenone 

Relevant articles and documents

Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin-3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides

A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research.

GLUCURONIDE PRODRUGS OF TOFACITINIB

The invention relates to glucuronide prodrug compounds of the Janus kinase (JAK) inhibitor tofacitinib having formula (I): (Formula (I)) where A1 and R1 are as defined. The invention also relates to pharmaceutical compositions comprising such compounds; methods of using such compounds to treat gastrointestinal inflammatory diseases; and processes and intermediates for preparing such compounds.

Stable and Rapid Thiol Bioconjugation by Light-Triggered Thiomaleimide Ring Hydrolysis

Maleimide-mediated thiol-specific derivatization of biomolecules is one of the most efficacious bioconjugation approaches currently available. Alarmingly, however, recent work demonstrates that the resulting thiomaleimide conjugates are susceptible to breakdown via thiol exchange reactions. Herein, we report a new class of maleimides, namely o-CH2NHiPr phenyl maleimides, that undergo unprecedentedly rapid ring hydrolysis after thiol conjugation to form stable thiol exchange-resistant conjugates. Furthermore, we overcome the problem of low shelf lives of maleimide reagents owing to their propensity to undergo ring hydrolysis prior to bioconjugation by developing a photocaged version of this scaffold that resists ring hydrolysis. UV irradiation of thiol bioconjugates formed with this photocaged maleimide unleashes rapid thiomaleimide ring hydrolysis to yield the desired stable conjugates within 1 h under gentle, ice-cold conditions.