82552-86-1

Basic information

• Product Name: 1-(4-Nitrophenyl)-1H-pyrrole-2-carboxylic acid
• Synonyms: 1-(4-Nitrophenyl)-1H-pyrrole-2-carboxylic acid
• CAS NO: 82552-86-1
• Molecular Formula: C₁₁H₈N₂O₄
• Molecular Weight: 232.19222
• Mol File: 82552-86-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-Nitrophenyl)-1H-pyrrole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Nitrophenyl)-1H-pyrrole-2-carboxylic acid(82552-86-1)
• EPA Substance Registry System: 1-(4-Nitrophenyl)-1H-pyrrole-2-carboxylic acid(82552-86-1)

Safety Data

• Hazardous Substances Data: 82552-86-1(Hazardous Substances Data)

Usage

Chemical structure

A derivative of pyrrole with a nitrophenyl group attached to the first carbon and a carboxylic acid group attached to the second carbon.

Appearance

Yellow crystalline substance

Usage

Often used in organic synthesis and pharmaceutical research

Carboxylic acid group

Enables participation in various chemical reactions, making it a versatile building block for creating other organic compounds.

Nitrophenyl group

Contributes to the compound's reactivity and potential applications in medicinal chemistry and drug development.

Aromatic structure

The presence of an aromatic ring in the nitrophenyl group provides stability and contributes to the compound's reactivity.

Nitro group

Acts as an electron-withdrawing group, influencing the compound's reactivity and potential applications in the synthesis of functionalized pyrroles.

Potential applications

Valuable precursor for the synthesis of various functionalized pyrroles, which have potential applications in medicinal chemistry and drug development.

Upstream product

• 30186-41-5 1-(4-nitrophenyl)pyrrole-2-carbaldehyde 
• 124475-67-8 1-(4-nitrophenyl)-pyrrole-2-carboxylic acid methyl ester 

Downstream Products

• 1211829-24-1 1-(4-nitrophenyl)-2-phenylpyrrole 

Relevant articles and documents

Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic Carboxylic acids and Aryl halides

"Chemical Equation Presented" A full overview of the decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides is described. This transformation employs palladium catalysts with short reaction times providing facile synthesis of aryl-substituted heteroaromatics. The effect of each reaction parameter including solvent, base, and additive employed as well as the full substrate scope of this transformation are reported. Mechanistic evidence is also disclosed that sheds light on possible reaction pathways.

New derivatives of 2-(iminomethyl)amino-phenyl, their preparation, their use as medicaments and the pharmaceutical compositions containing them

The invention relates to new derivatives of 2-(iminomethyl)amino-phenyl which are NO synthase inhibitors and can trap reactive oxygen species. These compounds can notably be used for the treatment of stroke, of neurodegenerative diseases and of ischemic or hemorragic cardiac or cerebral infarctions. These compounds include: N-{4-[({[4-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3-thiazol-2-yl]methyl}amino)methyl]phenyl}thiophene-2-carboximidamide; N-{3-[({[4-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3-thiazol-2-yl]methyl}amino)methyl]phenyl}thiophene-2-carboximidamide; N-(4-{[{[4-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3-thiazol-2-yl]methyl}(methyl)amino]methyl}phenyl)thiophene-2-carboximidamide; N-[3-({[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propyl]amino}methyl) phenyl]thiophene-2-carboximidamide; N-(3-{[(3,5-di-tert-butyl-4-hydroxybenzyl)amino]methyl}phenyl) thiophene-2-carboximidamide; N-[3-({[2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethyl]amino}methyl) phenyl]thiophene-2-carboximidamide; N-[3-({[3-(4-hydroxy-3,5-diisopropylphenyl)propyl]amino}methyl) phenyl]thiophene-2-carboximidamide; N-(3-{[(4-hydroxy-3,5-diisopropylbenzyl)amino]methyl}phenyl) thiophene-2-carboximidamide; N-[3-({[2-(4-hydroxy-3,5-diisopropylphenyl)ethyl]amino}methyl) phenyl]thiophene-2-carboximidamide; N-2-(3,5-di-tert-butyl-4-hydroxybenzoyl)-N-1-(4-{[imino(thien-2-yl)methyl]amino}phenyl)-L-leucinamide; and pharmaceutically acceptable salts thereof.

SPATIAL STRUCTURE OF DERIVATIVES OF 1-NITROPHENYLPYRROLES

Combined 1H and 13C NMR data were used to show that 2-carbonyl derivatives of 1-nitrophenylpyrroles (aldehydes, acids, esters, and amides) have primarily the s-trans-configuration.Oximes of 1-nitrophenyl-2-formylpyrroles exist as a mixture of s-trans-syn-