13138-74-4

Basic information

• Product Name: methyl 4-nitro-1H-pyrrole-2-carboxylate
• Synonyms: 2-(Methoxycarbonyl)-4-nitro-1H-pyrrole;1H-Pyrrole-2-carboxylic acid, 4-nitro-, Methyl ester;4-Nitropyrrole-2-carboxylic Acid Methyl Ester;methyl 4-nitro-1H-pyrrole-2-carboxylate
• CAS NO: 13138-74-4
• Molecular Formula: C₆H₆N₂O₄
• Molecular Weight: 170.12284
• Mol File: 13138-74-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 192-193°
• Boiling Point: 342.2°C at 760mmHg
• Flash Point: 160.7°C
• Appearance: /
• Density: 1.447g/cm³
• Vapor Pressure: 7.67E-05mmHg at 25°C
• Refractive Index: 1.578
• PKA: 12.12±0.50(Predicted)
• CAS DataBase Reference: methyl 4-nitro-1H-pyrrole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-nitro-1H-pyrrole-2-carboxylate(13138-74-4)
• EPA Substance Registry System: methyl 4-nitro-1H-pyrrole-2-carboxylate(13138-74-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13138-74-4(Hazardous Substances Data)

Usage

General Description

Methyl 4-nitro-1H-pyrrole-2-carboxylate is a chemical compound with the molecular formula C7H6N2O4. It is a nitro-substituted pyrrole derivative that is commonly used in organic synthesis and medicinal chemistry. methyl 4-nitro-1H-pyrrole-2-carboxylate is known for its potential use in the preparation of various pharmaceuticals and agrochemicals due to its diverse reactivity and structural motifs. Methyl 4-nitro-1H-pyrrole-2-carboxylate is also used as a building block in the synthesis of heterocyclic compounds and exhibits moderate to high antibacterial and antifungal activity, making it a valuable compound in the field of chemical and biological research.

InChI:InChI=1/C6H6N2O4/c1-12-6(9)5-2-4(3-7-5)8(10)11/h2-3,7H,1H3

Upstream product

• 1193-62-0 methyl Pyrrole-2-carboxylate 
• 53391-50-7 2,2,2-trichloro-1-(4-nitro-1H-pyrrol-2-yl)ethan-1-one 
• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 53391-41-6 2,2,2-trichloro-1-(5-nitro-1H-pyrrol-2-yl)ethan-1-one 
• 120122-47-6 1-methyl-4-nitro-2-trichloroacetylpyrrole 
• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 
• 40824-82-6 nitromalonic aldehyde 
• 616-34-2 methoxycarbonylmethylamine 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 34461-00-2 nitromalondialdehyde sodium salt 

Downstream Products

• 1263419-21-1 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1263419-22-2 4-((1R,2S)-2-methylcyclohexylamino)-6-nitropyrrolo[1,2-b]pyridazine-3-carbonitrile 
• 1263419-23-3 4-((1R,2S)-2-methylcyclohexylamino)-6-nitropyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1263419-24-4 6-amino-4-((1R,2S)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1263419-65-3 6-nitro-4-(phenylamino)pyrrolo[1,2-b]pyridazine-3-carbonitrile 
• 1263419-66-4 6-nitro-4-(phenylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1263419-67-5 6-amino-4-(phenylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1263419-74-4 4-(2-methylcyclohexylamino)-6-nitropyrrolo[1,2-b]pyridazine-3-carbonitrile 
• 1263419-75-5 4-(2-methylcyclohexylamino)-6-nitropyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1263419-76-6 6-amino-4-(2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1263419-19-7 4-((1S,2R)-2-methylcyclohexylamino)-6-nitropyrrolo[1,2-b]pyridazine-3-carbonitrile 
• 1263419-20-0 4-((1S,2R)-2-methylcyclohexylamino)-6-nitropyrrolo[1,2-b]pyridazine-3-carboxamide 
• 1245644-73-8 6-nitropyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione 
• 1160995-45-8 2,4-dichloro-6-nitropyrrolo[2,1-f][1,2,4]triazine 

Relevant articles and documents

Design, synthesis, DNA-binding and cytotoxicity evaluation of new potential combilexines

Combilexines, compounds in which a DNA intercalator is linked to a minor groove binding component, interact with the DNA in a sequence specific manner to yield in most cases compounds with anticancer activity. A series of new compounds closely related to netropsin in which the two components were linked by an amide group was synthesised as potential combilexines. As some of these compounds showed cytotoxic activity in vitro, an attempt was made to rationalise their mechanism of action. The DNA binding characteristics of the carboxamides were evaluated by thermal denaturation experiments and by ethidium bromide displacement assay. Their ability to inhibit the topoisomerase I was also determined. It was concluded that the new compounds were only weak DNA ligands although able in some cases to inhibit topoisomerase I.

A sweet origin for the key congocidine precursor 4-acetamidopyrrole-2- carboxylate

Feeding (Streptomyces) frenzy: Natural products belonging to the pyrrolamide family are defined by their pyrrole-2-carboxamide moiety. 4-acetamidopyrrole-2-carboxylate is identified as the key pyrrolamide congocidine precursor (see scheme) through feeding studies using Streptomyces ambofaciens. The biosynthetic pathway of congocidine starts with the carbohydrate N-acetylglucosamine and involves carbohydrate-processing enzymes. Copyright

HETEROCYCLIC COMPOUNDS AS JANUS KINASE INHIBITORS

The invention provides compounds of formula I: or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula I, processes for preparing compounds of formula I, intermediates useful for preparing compounds of formula I and therapeutic methods for suppressing an immune response or treating cancer or a hematologic malignancy using compounds of formula I.