13138-76-6

Basic information

• Product Name: METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE
• Synonyms: 1-methyl-4-nitropyrrole-2-carboxylic acid methyl ester;methyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate;Methyl 1-methyl-4-nitro-pyrrole-2-carboxylate
• CAS NO: 13138-76-6
• Molecular Formula: C₇H₈N₂O₄
• Molecular Weight: 184.15
• Mol File: 13138-76-6.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 305.2 °C at 760 mmHg
• Flash Point: 138.4 °C
• Appearance: /
• Density: 1.36 g/cm³
• Vapor Pressure: 0.000831mmHg at 25°C
• Refractive Index: 1.561
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE(13138-76-6)
• EPA Substance Registry System: METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE(13138-76-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 13138-76-6(Hazardous Substances Data)

Usage

Description

METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and bioactive molecules. It is characterized by its unique chemical structure, which includes a nitro group and a carboxylate group, making it a versatile building block in the development of new drugs and therapies.

Uses

Used in Pharmaceutical Industry:
METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE is used as a synthetic intermediate for the preparation of Aminoglycosides, which are a class of antibiotics known for their broad-spectrum activity against both Gram-positive and Gram-negative bacteria. These antibiotics are essential in treating various bacterial infections and are particularly useful in cases where resistance to other antibiotics is a concern.
Additionally, METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE is used as a building block in the development of DNA binding agents with minor groove binding tail. These agents have potential applications in the treatment of cancer and other genetic disorders by targeting specific DNA sequences and modulating gene expression. The unique chemical structure of METHYL-4-NITRO-1-METHYL PYRROLE-2-CARBOXYLATE allows for the creation of highly specific and potent DNA binding agents, making it a valuable component in the development of novel therapeutic strategies.

InChI:InChI=1/C7H8N2O4/c1-8-4-5(9(11)12)3-6(8)7(10)13-2/h3-4H,1-2H3

Upstream product

• 67-56-1 methanol 
• 6973-60-0 1-Methyl-2-pyrrolecarboxylic acid 
• 37619-24-2 methyl N-methylpyrrole-2-carboxylate 
• 120122-47-6 1-methyl-4-nitro-2-trichloroacetylpyrrole 
• 13138-74-4 methyl 4-nitropyrrole-2-carboxylate 
• 74-88-4 methyl iodide 
• 13138-78-8 1-methyl-4-nitro-pyrrol-2-carboxylic acid 
• 96-54-8 N-Methylpyrrole 
• 21898-65-7 1-methyl-2-trichloroacetyl-1H-pyrrole 
• 124-41-4 sodium methylate 
• 76-02-8 trifluoroacetyl chloride 

Downstream Products

• 13138-78-8 1-methyl-4-nitro-pyrrol-2-carboxylic acid 
• 72083-62-6 methyl 4-amino-1-methyl-1H-pyrrole-2-carboxylate 
• 6973-60-0 1-Methyl-2-pyrrolecarboxylic acid 
• 861959-93-5 4-[4-(4-{(2S)-2-[bis(ethylsulfanyl)methyl]pyrrolidine-1-carbonyl}-2-methoxy-5-nitrophenoxy)butyrylamino]-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 67974-08-7 1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 335059-71-7 tert-butyl 4-amino-1-methy-1H-pyrrole-2-carboxylate 
• 633302-78-0 4-[4-(7-acetylamino-5-benzyloxy-1-chloromethyl-1,2-dihydrobenzo[e]indol-3-yl)-4-oxobutyrylamino]-1-methyl-1H-pyrrole-2-carboxylic acid 
• 633302-82-6 C₆₂H₅₉Cl₂N₉O₉ 
• 633302-83-7 C₆₈H₆₅Cl₂N₁₁O₁₀ 
• 454646-03-8 1-methyl-4-[2-(4-nitro-phenylsulfanyl)-ethoxycarbonylamino]-1H-pyrrole-2-carboxylic acid methyl ester 
• 454646-04-9 1-methyl-4-[2-(4-nitro-phenylsulfanyl)-ethoxycarbonylamino]-1H-pyrrole-2-carboxylic acid 
• 454646-02-7 1-methyl-4-[2-(4-nitro-benzenesulfonyl)-ethoxycarbonylamino]-1H-pyrrole-2-carboxylic acid 
• 28494-51-1 1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride 
• 536738-65-5 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester 

Relevant articles and documents

Redirection of the Transcription Factor SP1 to AT Rich Binding Sites by a Synthetic Adaptor Molecule

The ubiquitous transcription factor SP1 binds to a GC rich consensus sequence. Here we describe an adaptor molecule that mediates binding of SP1 to a non-cognate DNA site rich in AT. The adaptor is comprised of a Dervan-type hairpin polyamide with high affinity to an AT rich hexamer duplex. It also carries a 27mer DNA that contains the SP1 consensus sequence. The synthesis and purification of the polyamide-DNA conjugate is reported. Pulldown experiments and western blot analysis demonstrate adaptor mediated binding of SP1 to the hexamer duplex TTGTTA.

Discovery of D-amino acid oxidase inhibitors based on virtual screening against the lid-open enzyme conformation

D-Amino acid oxidase (DAAO) inhibitors are typically small polar compounds with often suboptimal pharmacokinetic properties. Features of the native binding site limit the operational freedom of further medicinal chemistry efforts. We therefore initiated a structure based virtual screening campaign based on the X-ray structures of DAAO complexes where larger ligands shifted the loop (lid opening) covering the native binding site. The virtual screening of our in-house collection followed by the in vitro test of the best ranked compounds led to the identification of a new scaffold with micromolar IC50. Subsequent SAR explorations enabled us to identify submicromolar inhibitors. Docking studies supported by in vitro activity measurements suggest that compounds bind to the active site with a salt-bridge characteristic to DAAO inhibitor binding. In addition, displacement of and interaction with the loop covering the active site contributes significantly to the activity of the most potent compounds.

Ortho -Fluoroazobenzene derivatives as DNA intercalators for photocontrol of DNA and nucleosome binding by visible light

We report a high-affinity photoswitchable DNA binder, which displays different nucleosome-binding capacities upon visible-light irradiation. Both photochemical and DNA-recognition properties were examined by UV-Vis, HPLC, CD spectroscopy, NMR, FID assays,