2-Isopropoxybenzamide CAS 63920-58-1 High Purity 98% Benzamide Derivative Pharmaceutical Intermediate

1. Product Overview

2-Isopropoxybenzamide (CAS: 63920-58-1) is an ortho-isopropoxy substituted benzamide with molecular formula C10H13NO2 and molecular weight 179.22 g/mol. It features a benzene ring bearing an isopropoxy ether at the 2-position and a primary carboxamide group at the 1-position. This compound serves as a versatile aromatic amide building block and pharmaceutical intermediate, commonly used in the synthesis of salicylamide-related scaffolds, heterocyclic condensations, and medicinal chemistry programs targeting benzamide-based bioactive molecules.

2. Key Features and Advantages

• Ortho-isopropoxy benzamide scaffold enables cyclization to benzoxazoles, quinazolinones, and other fused heterocycles via amide participation.

• Primary carboxamide group supports Hofmann rearrangement, amidation, reduction to amine, and condensation with aldehydes/ketones.

• Isopropoxy ether side chain provides moderate lipophilicity (predicted LogP ~1.75) and improved solubility in organic solvents vs unsubstituted benzamide.

• Standard purity grades of 95% and 98% (HPLC) ensure consistent performance in multistep API and fine chemical synthesis.

• Predicted physicochemical profile: bp ~307.8 ± 25.0 °C, density ~1.1 ± 0.1 g/cm³, stable under dry, cool storage.

3. Main Applications

• Pharmaceutical intermediate for benzamide- and salicylamide-based drug candidates in CNS, anti-inflammatory, and antimicrobial research.

• Building block in heterocyclic synthesis: conversion to benzoxazoles, benzimidazoles, and quinazolinone derivatives via amide cyclizations.

• Intermediate in medicinal chemistry library synthesis focused on amide-containing kinase inhibitors and GPCR modulators.

• Academic research on ortho-alkoxy benzamide reactivity, Hofmann rearrangement, and ether-linked benzamide functionalization.

• Used in the preparation of O-alkyl benzamide probes and materials when further functionalized with chromophores or chelating groups.

4. Technical Specifications

5. Storage and Handling

Store sealed in a cool, dry place at 2–8 °C, protected from moisture and light to prevent amide hydrolysis and ether oxidation. Keep container tightly closed under inert atmosphere (nitrogen or argon) after opening. For long-term storage, keep desiccated and refrigerated; avoid exposure to humid air which may cause slight caking or color change. Handle with standard laboratory PPE: gloves, safety goggles, lab coat. Use in a well-ventilated area or fume hood. Avoid dust generation and contact with skin/eyes. Amide group can hydrolyze under strong acidic/basic aqueous heating; handle under anhydrous organic conditions when used in sensitive condensations.

6. Safety Overview

For research and industrial use only; not for human consumption or clinical application. Benzamide derivatives may cause mild irritation to eyes, skin, and respiratory tract (GHS07 typical: H302, H315, H319, H335). Handle in accordance with good laboratory practices. Use appropriate PPE and avoid inhalation of dust. In case of eye contact, rinse immediately with plenty of water and seek medical advice. Dispose of as organic nitrogen-containing chemical waste per local regulations. Consult full SDS before handling. Keep away from strong oxidizers and avoid prolonged exposure to moisture.