13138-75-5

Basic information

• Product Name: 1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester
• Synonyms: 1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester;Methyl 1-Methyl-5-nitro-1H-pyrrole-2-carboxylate;Methyl N-methyl-5-nitro-2-pyrrolecarboxylate
• CAS NO: 13138-75-5
• Molecular Formula: C7H8N2O4
• Molecular Weight: 184.14942
• EINECS: -0
• Mol File: 13138-75-5.mol

Chemical Properties

• Melting Point: 112 °C(Solv: methanol (67-56-1))
• Boiling Point: 305.2±22.0 °C(Predicted)
• Appearance: /
• Density: 1.36±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -14.94±0.70(Predicted)
• CAS DataBase Reference: 1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester(13138-75-5)
• EPA Substance Registry System: 1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester(13138-75-5)

Safety Data

• Hazardous Substances Data: 13138-75-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester is used as a key intermediate in the synthesis of pharmaceutical compounds for its potential antimicrobial and antifungal properties. Its unique structure allows for the development of new drugs targeting a wide range of microbial infections.
Used in Agrochemical Development:
In the agrochemical industry, 1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester is utilized as a starting material for the creation of novel agrochemicals with antimicrobial and antifungal activities. This helps in addressing the growing demand for effective solutions to combat crop diseases and pests.
Used in Organic Synthesis:
1H-Pyrrole-2-carboxylic acid, 1-Methyl-5-nitro-, Methyl ester serves as a valuable building block in organic synthesis, enabling the construction of various biologically active compounds. Its versatile chemical properties facilitate the synthesis of a wide array of organic molecules with potential applications in various fields, including medicine, materials science, and chemical research.

Upstream product

• 67-56-1 methanol 
• 53391-42-7 5-nitro-2-(trichloroacetyl)-1-methylpyrrole 
• 13138-73-3 methyl 5-nitro-1H-pyrrole-2-carboxylate 
• 74-88-4 methyl iodide 
• 6973-60-0 1-Methyl-2-pyrrolecarboxylic acid 
• 37619-24-2 methyl N-methylpyrrole-2-carboxylate 

Downstream Products

• 1873-12-7 1-Methyl-5-nitro-pyrrol-2-carbonsaeure 
• 166182-90-7 methyl 5-amino-1-methylpyrrole-2-carboxylate 

Relevant articles and documents

Synthesis of distamycin a polyamides targeting G-quadruplex DNA

A number of amide-linked oligopyrroles based on distamycin molecules have been synthesized by solid-state methods, and their interactions with a human intramolecular G-quadruplex have been measured by a melting procedure. Several of these molecules show an enhanced ratio of quadruplex vs. duplex DNA binding compared to distamycin itself, including one with a 2,5-disubstituted pyrrole group. Quadruplex affinity increases with the number of pyrrole groups, and it is suggested that this is consistent with a mixed groove/G-quartet stacking binding mode. The Royal Society of Chemistry 2006.

Polyaromatic amide compounds and pharmaceutical/cosmetic compositions comprised thereof

Novel pharmaceutically/cosmetically-active polyaromatic amides have the structural formula (I): STR1 wherein Z is a radical --CO--NH-- or --NH--CO--, and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.

Design, synthesis, DNA binding, and biological activity of a series of DNA minor-groove-binding intercalating drugs

A group of pseudopeptides, molecular combination of the natural antitumor agents distamycin or netropsin and the anilinoacridine chromophore (which is related to the synthetic antileukemic drug amsacrine) has been synthesized. Their DNA binding properties were determined and discussed in terms of their structural differences and in relation to their observed base-dependent binding. Binding data are consistent with a model in which the acridine nucleus occupies an intercalation site and the netropsin or distamycin residue resides in the DNA minor groove. Cytostatic and cytotoxic activities against a murine cell line are reported, as well as significant differences in the inhibition of DNA synthesis.

Synthesis, DNA binding, and biological evaluation of synthetic precursors and novel analogues of netropsin

A series of oligopeptides have been synthesized that are structurally related to the natural agent netropsin. The binding constants to double-stranded polynucleotides as well as the cytostatic activity against both murine human tumor cell lines and the in