80621-56-3

Basic information

• Product Name: 2-Thiophenecarboxylicacid,3-amino-4-nitro-,methylester(9CI)
• Synonyms: 2-Thiophenecarboxylicacid,3-amino-4-nitro-,methylester(9CI);Methyl 3 - aMino - 4 - nitrothiophene - 2 - carboxylate
• CAS NO: 80621-56-3
• Molecular Formula: C₆H₆N₂O₄S
• Molecular Weight: 202.19
• Product Categories: AMINOACID
• Mol File: 80621-56-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Thiophenecarboxylicacid,3-amino-4-nitro-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenecarboxylicacid,3-amino-4-nitro-,methylester(9CI)(80621-56-3)
• EPA Substance Registry System: 2-Thiophenecarboxylicacid,3-amino-4-nitro-,methylester(9CI)(80621-56-3)

Safety Data

• Hazardous Substances Data: 80621-56-3(Hazardous Substances Data)

Upstream product

• 80615-53-8 methyl 3-acetamido-4-nitrothiophene-2-carboxylate 
• 22288-79-5 3-acetylamine-2-thiophenecarboxylic acid methyl ester 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 

Downstream Products

• 80615-58-3 N,N'-formyl-2 thiophenediyl-3,4 dibenzamide 
• 80615-57-2 C₁₉H₁₆N₂O₃S 
• 80615-56-1 3,4-Bis-benzoylamino-thiophene-2-carboxylic acid methyl ester 
• 80615-59-4 (2E,4E)-5-(3,4-Bis-benzoylamino-thiophen-2-yl)-penta-2,4-dienoic acid methyl ester 
• 80615-61-8 5-((2S,3S,4R)-3,4-Bis-benzoylamino-tetrahydro-thiophen-2-yl)-pentanoic acid methyl ester 
• 80615-60-7 5-(3,4-Bis-benzoylamino-thiophen-2-yl)-pentanoic acid methyl ester 
• 58-85-5 (+/-)-biotin 

Relevant articles and documents

Design, synthesis, and biological evaluation of novel PARP-1 inhibitors based on a 1H-thieno[3,4-d] imidazole-4-carboxamide scaffold

A series of poly(ADP-ribose)polymerase (PARP)-1 inhibitors containing a novel scaffold, the 1H-thieno[3,4-d]imidazole-4-carboxamide moiety, was designed and synthesized. These efforts provided some compounds with relatively good PARP-1 inhibitory activity

Distamycin-NA: A DNA Analog with an Aromatic Heterocyclic Polyamide Backbone: Part 1 - Synthesis and Structural Analysis of Monomers and Dimers Containing the Nucleobase Uracil

The synthesis of the monomeric building block 13 and its constitutional isomer 12 of a new type of DNA analog, distamycin-NA, is presented (Schemes 1 and 2). This building block consists of a uracil base attached to a thiophene core unit via a biaryl-like axis. Next to the biaryl-like axis on the thiophene chromophore, a carboxy and an amino substituent are located allowing for oligomerization via peptide coupling. The proof of constitution and the conformationsl preferences about the biaryl-like axis were established by means of X-ray analyses of the corresponding nitro derivatives 10 and 11. Thus, the uracil bases are propeller-twisted relative to the thiophene core, and bidentate H-bonds occur between two uracil bases in the crystals. The two amino-acid building blocks 12 and 13 were coupled to give the dimers 15 and 16 using dicyclohexylcarbodiimide (DCC) in THF/LiCl and DMF, respectively. While the dimer 15 showed no atropisomerism on the NMR time scale at room temperature, its isomer 16 occurred as distinct diastereoisomers due to the hindered rotation around its biaryl-like axis. Variable-temperature 1H-NMR experiments allowed to determine a rotational barrier of 19 ± 1 kcal/mol in 16. The experimental data were complemented by AM1 calculations.

A new synthesis of biotin

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