77716-19-9

Basic information

• Product Name: 1H-Pyrrole-2-carboxylic acid, 4-[[(4-amino-1-methyl-1H-pyrrol-2-yl)carbonyl]amino]-1-methyl-, phenylmethyl ester
• CAS NO: 77716-19-9
• Molecular Formula: C19H20N4O3
• Molecular Weight: 352.393
• Mol File: 77716-19-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole-2-carboxylic acid, 4-[[(4-amino-1-methyl-1H-pyrrol-2-yl)carbonyl]amino]-1-methyl-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-2-carboxylic acid, 4-[[(4-amino-1-methyl-1H-pyrrol-2-yl)carbonyl]amino]-1-methyl-, phenylmethyl ester(77716-19-9)
• EPA Substance Registry System: 1H-Pyrrole-2-carboxylic acid, 4-[[(4-amino-1-methyl-1H-pyrrol-2-yl)carbonyl]amino]-1-methyl-, phenylmethyl ester(77716-19-9)

Safety Data

• Hazardous Substances Data: 77716-19-9(Hazardous Substances Data)

Upstream product

• 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 
• 37619-24-2 methyl N-methylpyrrole-2-carboxylate 
• 6973-60-0 1-Methyl-2-pyrrolecarboxylic acid 
• 77716-11-1 4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid 
• 77716-14-4 Benzyl 4-Amino-1-methylpyrrole-2-carboxylate 
• 77716-15-5 benzyl 4-<<<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrole-2-carboxylate 
• 132553-01-6 1-Methyl-4-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carboxylic acid benzyl ester 
• 120095-66-1 benzyl 1-methyl-4-nitropyrrole-2-carboxylate 
• 120122-47-6 1-methyl-4-nitro-2-trichloroacetylpyrrole 
• 77716-12-2 Caesium; 4-tert-butoxycarbonylamino-1-methyl-1H-pyrrole-2-carboxylate 
• 77716-16-6 4-tert-butoxycarbonylamino-1-methyl-1H-pyrrole-2-carboxylic acid benzotriazol-1yl ester 
• 2853-29-4 ethyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate 

Downstream Products

• 85406-69-5 4-({4-[(1-Ethyl-4-formylamino-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 85406-81-1 4-({4-[(4-Formylamino-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 85407-17-6 4-[(4-{[4-({4-[(4-Formylamino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 77716-20-2 Benzyl 4-<<<4-<<<4-(Formylamino)-1-methylpyrrol-2-yl>carbonyl>amino>-1-methylpyrrol-2-yl>carbonyl>amino>-1-methylpyrrole-2-carboxylate 
• 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 
• 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 
• 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 
• 85406-98-0 C₂₃H₂₉N₉O₄ 
• 158811-82-6 benzyl 4-<4-(3-formamido-1-methylpyrazole-5-carbamido)-1-methylpyrrole-2-carbamido>-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.

SYNTHESIS OF OLIGO-N-METHYLPYRROLECARBOXAMIDE DERIVATIVES AND THEIR PHOTOCHEMICAL DNA CLEAVING ACTIVITIES

Synthesis of various oligo-N-methylpyrrolecarboxamide derivatives and their DNA cleaving activities under UV-A irradiation were described.

Novel Efficient Total Synthesis of Antiviral Antibiotic Distamycin A

In connection with an attempt to design a flexible synthesis of analogues of distamycin A (14) for a structure-activity study, by starting from 4-amino>-1-methylpyrrole-2-carboxylic acid (3) and the corresponding formyl derivative (9), the distamycin A precursor 12 was prepared.The versatility of 12 is demonstrated by direct attachment, after activation, of preformed β-aminopropionamidine dihydrobromide to give 14 in fair yield.We conclude that N- and/or ring-substituted derivatives of 3 and 9 may lead to the corresponding analogues of 12 and thus serve as useful precursors, to which the amino amidine or derivatives thereof can be attached.After hydrogenation of the corresponding nitro compound, 3 and 9 were prepared with (tert-butyloxy)carbonyl fluoride and formic anhydride, respectively.Amide bond formations were accomplished with carbodiimides, occasionally via intermediary active esters (8,13).