77716-14-4

Basic information

• Product Name: Benzyl 4-Amino-1-methylpyrrole-2-carboxylate
• Synonyms: Benzyl 4-Amino-1-methylpyrrole-2-carboxylate
• CAS NO: 77716-14-4
• Molecular Weight: 230.266
• Mol File: 77716-14-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzyl 4-Amino-1-methylpyrrole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl 4-Amino-1-methylpyrrole-2-carboxylate(77716-14-4)
• EPA Substance Registry System: Benzyl 4-Amino-1-methylpyrrole-2-carboxylate(77716-14-4)

Safety Data

• Hazardous Substances Data: 77716-14-4(Hazardous Substances Data)

Upstream product

• 77716-12-2 Caesium; 4-tert-butoxycarbonylamino-1-methyl-1H-pyrrole-2-carboxylate 
• 2853-29-4 ethyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate 
• 13138-78-8 1-methyl-4-nitro-pyrrol-2-carboxylic acid 
• 126092-96-4 methyl 4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrole-2-carboxylate 
• 72083-62-6 methyl 4-amino-1-methyl-1H-pyrrole-2-carboxylate 
• 13138-76-6 1-methyl-4-nitropyrrole-2-carboxylic acid methyl ester 
• 77716-11-1 4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid 
• 37619-24-2 methyl N-methylpyrrole-2-carboxylate 
• 6973-60-0 1-Methyl-2-pyrrolecarboxylic acid 
• 77716-13-3 benzyl 4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrole-2-carboxylate 
• 120095-66-1 benzyl 1-methyl-4-nitropyrrole-2-carboxylate 

Downstream Products

• 158811-72-4 benzyl 4-(3-tert-butoxycarbonylamino-1-methylpyrazole-5-carbamide)-1-methylpyrrole-2-carboxylate 
• 552318-07-7 dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate 
• 77716-20-2 Benzyl 4-<<<4-<<<4-(Formylamino)-1-methylpyrrol-2-yl>carbonyl>amino>-1-methylpyrrol-2-yl>carbonyl>amino>-1-methylpyrrole-2-carboxylate 
• 132584-70-4 1-Methyl-4-{[1-methyl-4-({1-methyl-4-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1H-pyrrole-2-carbonyl]-amino}-1H-pyrrole-2-carboxylic acid benzyl ester 
• 132553-02-7 1-Methyl-4-({1-methyl-4-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1H-pyrrole-2-carboxylic acid benzyl ester 
• 183853-88-5 4-({4-[(4-Amino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 6576-51-8 distamycin A hydrochloride 
• 107164-67-0 C₂₃H₂₉N₉O₄*BrH 
• 107164-64-7 4-({4-[(4-Formylamino-1-pentyl-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 107164-63-6 4-({4-[(1-Butyl-4-formylamino-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 107164-62-5 4-({4-[(4-Formylamino-1-propyl-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 107164-61-4 4-({4-[(1-Ethyl-4-formylamino-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 107164-60-3 4-({4-[(4-Formylamino-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 85406-68-4 benzyl 4-<<<4-aminopyrrole-2-yl>carbonyl>amino>-1-methylpyrrole-2-carboxylate 

Relevant articles and documents

Synthesis and evaluation of a netropsin-proximicin-hybrid library for DNA binding and cytotoxicity

The proximicins A-C (1-3) are novel naturally occurring γ-peptides with a hitherto unknown 2,4-disubstituted furan amino acid as a core structure. They show a moderate cytotoxic activity and induce upregulation of cell cycle regulating proteins (p53 and p21) and lead to cell cycle arrest in G0/G1-phase. Hybrid molecules combining structural motifs of the proximicins and of netropsin (4), a structurally related natural product, seem to have similar effects. Herein we describe the synthesis of a netropsin-proximicin-hybrid library and its evaluation regarding cytotoxicity and minor groove binding activity.

Method for the synthesis of pyrrole and imidazole carboxamides on a solid support

The present invention describes a novel method for the solid phase synthesis of polyamides containing imidazole and pyrrole carboxamides. The polyamides are prepared on a solid support from aromatic carboxylic acids and aromatic amines with high stepwise coupling yields (>99%), providing milligram quantities of highly pure polyamides. The present invention also describes the synthesis of analogs of the natural products Netropsin and Distamycin A, two antiviral antibiotics. The present invention also describes a novel method for the solid phase synthesis of imidazole and pyrrole carboxamide polyamide-oligonucleotide conjugates. This methodology will greatly increase both the complexity and quantity of minor-groove binding polyamides and minor-groove binding polyamide-oligonucleotide conjugates which can be synthesized and tested.

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.