17364-04-4

Basic information

• Product Name: 1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol
• Synonyms: 1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol;N-[2-(4-Aminophenyl)-2-hydroxy-1-(hydroxymethyl)ethyl]-2,2-dichloroacetamide
• CAS NO: 17364-04-4
• Molecular Formula: C₁₁H₁₄Cl₂N₂O₃
• Molecular Weight: 0
• Mol File: 17364-04-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol(17364-04-4)
• EPA Substance Registry System: 1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol(17364-04-4)

Safety Data

• Hazardous Substances Data: 17364-04-4(Hazardous Substances Data)

Usage

General Description

1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol is a chemical compound that belongs to the class of glycopyrrolate derivatives. It is a synthetic organic compound with the formula C11H12Cl2N2O3. 1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol has two dichloroacetylamino groups attached to a 1,3-propanediol backbone, as well as a 4-aminophenyl group. It is commonly used as a pharmaceutical agent for its antimuscarinic properties, which make it useful in the treatment of conditions such as excessive sweating, incontinence, and gastrointestinal disorders. Additionally, it has been investigated for potential applications in cancer therapy due to its ability to inhibit tumor growth and angiogenesis. However, further research is needed to fully understand its mechanisms and potential therapeutic uses.

Upstream product

• 56-75-7 chloramphenicol 
• 555-16-8 4-nitrobenzaldehdye 
• 116-54-1 dichloroacetic acid methyl ester 
• 2663-91-4 (1R,2R)-(-)-2-amino-1-(4-aminophenyl)-1,3-propanediol 
• 79-36-7 dichloroacethyl chloride 

Downstream Products

• 26784-13-4 (1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-hydroxy-phenyl)-propane-1,3-diol 
• 94708-47-1 (1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-phenylazo-phenyl)-propane-1,3-diol 
• 56-75-7 chloramphenicol 
• 16803-80-8 (1R,2R)-1-(4-acetylamino-phenyl)-2-(2,2-dichloro-acetylamino)-propane-1,3-diol 

Relevant articles and documents

Catalytic Syn-Selective Nitroaldol Approach to Amphenicol Antibiotics: Evolution of a Unified Asymmetric Synthesis of (-)-Chloramphenicol, (-)-Azidamphenicol, (+)-Thiamphenicol, and (+)-Florfenicol

A unified strategy for an efficient and high diastereo- and enantioselective synthesis of (-)-chloramphenicol, (-)-azidamphenicol, (+)-thiamphenicol, and (+)-florfenicol based on a key catalytic syn-selective Henry reaction is reported. The stereochemistry of the ligand-enabled copper(II)-catalyzed aryl aldehyde Henry reaction of nitroethanol was first explored to forge a challenging syn-2-amino-1,3-diol structure unit with vicinal stereocenters with excellent stereocontrol. Multistep continuous flow manipulations were carried out to achieve the efficient asymmetric synthesis of this family of amphenicol antibiotics.

Selective Photoinduced Reduction of Nitroarenes to N-Arylhydroxylamines

We report the selective photoinduced reduction of nitroarenes to N-arylhydroxylamines. The present methodology facilitates this transformation in the absence of catalyst or additives and uses only light and methylhydrazine. This noncatalytic photoinduced transformation proceeds with a broad scope, excellent functional-group tolerance, and high yields. The potential of this protocol reflects on the selective and straightforward conversion of two general antibiotics, azomycin and chloramphenicol, to the bioactive hydroxylamine species.

Process of preparing thiamphenicol

Process of preparing thiamphenicol represented by formula [II] below which comprises:, a step of diazotizing the aromatic amino group of the compound represented by formula [I] below;, a step of subsequently reacting a methylthio metal salt with said diazonium compound to convert the amino group into a methylthio group; and, a combination of a step of dichloroacetylating the aliphatic amino group and a step of oxidizing the methylthio group.