33224-23-6

Basic information

• Product Name: 4-METHOXY-3-NITROBENZONITRILE
• Synonyms: SALOR-INT L170860-1EA;4-METHOXY-3-NITROBENZONITRILE;3-Nitro-4-Methoxybenzonitrile;3-Nitro-p-anisonitrile, 4-Cyano-2-nitroanisole
• CAS NO: 33224-23-6
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.14
• Mol File: 33224-23-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 148-150°C
• Boiling Point: 330.2 °C at 760 mmHg
• Flash Point: 153.5 °C
• Appearance: /
• Density: 1.32 g/cm³
• Vapor Pressure: 0.000169mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: Room temperature.
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-METHOXY-3-NITROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-3-NITROBENZONITRILE(33224-23-6)
• EPA Substance Registry System: 4-METHOXY-3-NITROBENZONITRILE(33224-23-6)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• Hazardous Substances Data: 33224-23-6(Hazardous Substances Data)

Usage

Description

4-Methoxy-3-nitrobenzonitrile, with the molecular formula C8H6N2O3, is a yellow solid chemical compound that is insoluble in water but soluble in organic solvents. It is a versatile and important chemical in the field of organic synthesis, known for its ability to undergo various chemical reactions and serve as an intermediate in the synthesis of pharmaceuticals, agrochemicals, dyes, and pigments.

Uses

Used in Pharmaceutical Industry:
4-Methoxy-3-nitrobenzonitrile is used as an intermediate in the synthesis of various pharmaceuticals for its ability to undergo chemical reactions that contribute to the formation of active pharmaceutical ingredients.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Methoxy-3-nitrobenzonitrile is utilized as an intermediate in the production of agrochemicals, playing a crucial role in the synthesis of compounds that help protect crops and enhance agricultural productivity.
Used in Dye and Pigment Production:
4-Methoxy-3-nitrobenzonitrile is used as a key component in the manufacturing of dyes and pigments, contributing to the development of a wide range of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a versatile chemical compound, 4-Methoxy-3-nitrobenzonitrile is employed in organic synthesis for its ability to participate in various chemical reactions, leading to the formation of diverse compounds used across different industries.

InChI:InChI=1/C8H6N2O3/c1-13-8-3-2-6(5-9)4-7(8)10(11)12/h2-4H,1H3

Upstream product

• 939-80-0 4-chloro-3-nitrobenzonitrile 
• 124-41-4 sodium methylate 
• 3424-93-9 4-methoxyphenylacetamide 
• 31680-08-7 4-methoxy-3-nitrobenzaldehyde 
• 3272-08-0 4-hydroxy-3-nitrobenzonitrile 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 186581-53-3 diazomethane 
• 353783-21-8 4-methoxy-3-nitro-benzaldehyde-(O-phenylcarbamoyl oxime ) 

Downstream Products

• 19018-96-3 2,6-dinitro-4-cyanoanisole 
• 10397-58-7 4-methoxy-3-nitro-benzoic acid amide 
• 124839-61-8 4-hydrazino-3-nitro-benzonitrile 
• 132370-35-5 (2-Cyano-5-methoxy-4-nitro-phenyl)-acetonitrile 
• 855290-75-4 3,5,3',5'-tetranitro-4,4'-ethanediyldiamino-di-benzonitrile 
• 60979-25-1 3-amino-4-methoxybenzonitrile 
• 1415213-92-1 tert-butyl (5-bromobenzo[d]thiazol-2-yl)(5-cyano-2-methoxyphenyl)carbamate 
• 1377582-30-3 (5-cyano-2-methoxy-phenyl)-thiourea 
• 1377582-29-0 3-Isothiocyanato-4-methoxy-benzonitrile 

Relevant articles and documents

New diarylsulfonamide inhibitors of Leishmania infantum amastigotes

New drugs against visceral leishmaniasis with mechanisms of action differing from existing treatments and with adequate cost, stability, and properties are urgently needed. No antitubulin drug is currently in the clinic against Leishmania infantum, the causative agent of visceral leishmaniasis in the Mediterranean area. We have designed and synthesized a focused library of 350 compounds against the Leishmania tubulin based on the structure-activity relationship (SAR) and sequence differences between host and parasite. The compounds synthesized are accessible, stable, and appropriately soluble in water. We assayed the library against Leishmania promastigotes, axenic, and intracellular amastigotes and found 0, 8, and 16 active compounds, respectively, with a high success rate against intracellular amastigotes of over 10%, not including the cytotoxic compounds. Five compounds have a similar or better potency than the clinically used miltefosine. 14 compounds showed a host-dependent mechanism of action that might be advantageous as it may render them less susceptible to the development of drug resistance. The active compounds cluster in five chemical classes that provide structure-activity relationships for further hit improvement and facilitate series development. Molecular docking is consistent with the proposed mechanism of action, supported by the observed structure-activity relationships, and suggests a potential extension to other Leishmania species due to sequence similarities. A new family of diarylsulfonamides designed against the parasite tubulins is active against Leishmania infantum and represents a new class of potential drugs with favorable cost, stability, and aqueous solubility for the treatment of visceral leishmaniasis (VL). These results could be extended to other clinically relevant species of Leishmania spp.

BENZOPYRAN DERIVATIVES

Benzopyran derivatives (I) (R = phenyl, alkoxycarbonyl, alkylcarbonyl, CONH2, CONH(alkyl), CON(alkyl)2, CN or alkoxycarbonylamino; R2 = alkyl, alkoxy, polyfluoroalkoxy, OH or CF3SO2O; each of R4 and R5 independently = H, halogen, polyfluoroalkyl, polyfluo

13C NMR Spectra of Substituted o-Nitroanisoles and n-Butyl o-Nitrophenyl Ethers

13C NMR analyses of substituted o-nitroanisoles and n-butyl o-nitrophenyl ethers are reported. Key Words: 13C NMR - o-Nitroanisoles - n-Butyl o-nitrophenyl ethers