5930-93-8

Basic information

• Product Name: 4-NITROPYRROLE-2-CARBOXYLIC ACID
• Synonyms: 4-NITRO-1H-PYRROLE-2-CARBOXYLIC ACID;4-NITROPYRROLE-2-CARBOXYLIC ACID;4-NITROPYRROLE-2-CARBOXYLIC ACID HYDRATE;Nitropyrrolecarboxylicacid;4-Nitro-1H-pyrrol-2-carboxylic acid;1H-Pyrrole-2-carboxylic acid, 4-nitro-;4-nitro-1H-pyrrole-2-carboxylic acid hydrate
• CAS NO: 5930-93-8
• Molecular Formula: C₅H₄N₂O₄
• Molecular Weight: 156.1
• Mol File: 5930-93-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 217 °C
• Boiling Point: 435.8 °C at 760 mmHg
• Flash Point: 217.4 °C
• Appearance: /
• Density: 1.694 g/cm³
• Vapor Pressure: 2.29E-08mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: 2-8°C
• PKA: 3.38±0.10(Predicted)
• CAS DataBase Reference: 4-NITROPYRROLE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPYRROLE-2-CARBOXYLIC ACID(5930-93-8)
• EPA Substance Registry System: 4-NITROPYRROLE-2-CARBOXYLIC ACID(5930-93-8)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 5930-93-8(Hazardous Substances Data)

Usage

General Description

4-Nitropyrolle-2-carboxylic acid is a chemical compound with the molecular formula C5H3N2O4. It is a yellow solid with a molecular weight of 161.09 g/mol. 4-NITROPYRROLE-2-CARBOXYLIC ACID is known for its use in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. It is also used as a building block in the synthesis of heterocyclic compounds. 4-Nitropyrolle-2-carboxylic acid is a nitro-substituted aromatic compound, and its nitro group makes it an important intermediate for various chemical reactions. It is important to handle this compound with care, as it is known to be toxic if ingested or inhaled.

InChI:InChI=1/C5H4N2O4/c8-5(9)4-1-3(2-6-4)7(10)11/h1-2,6H,(H,8,9)

Upstream product

• 32116-24-8 5-acetyl-3-nitro-1H-pyrrole 
• 13138-74-4 methyl 4-nitropyrrole-2-carboxylate 
• 5930-92-7 Ethyl 4-nitropyrrole-2-carboxylate 
• 7732-18-5 water 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 634-97-9 pyrrole-2-carboxyl acid 
• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 
• 53391-50-7 2,2,2-trichloro-1-(4-nitro-1H-pyrrol-2-yl)ethan-1-one 
• 1072-83-9 2-Acetylpyrrole 
• 879369-38-7 nitromalondialdehyde monohydrate 
• 459-73-4 GlyOEt*HCl 

Downstream Products

• 28494-49-7 4-nitropyrrole-2-carboxylic acid chloride 
• 3130-54-9 2,4-dinitro-1H-pyrrole 
• 265664-80-0 {4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-benzyl}-carbamic acid tert-butyl ester 
• 67974-07-6 4-nitro-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 913960-95-9 1-Methyl-4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide 
• 945255-45-8 C₃₇H₅₇N₇O₈ 
• 936027-39-3 4-[4-(2,6-dimethyl-benzoylamino)-3,5-dimethyl-phenyl]-4-{3,5-dimethyl-4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid benzyl ester 
• 936027-40-6 4-{4-[(acridine-9-carbonyl)-amino]-3,5-dimethyl-phenyl}-4-{3,5-dimethyl-4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid benzyl ester 
• 936027-41-7 4-[4-(2,6-dimethyl-4-nitro-benzoylamino)-3,5-dimethyl-phenyl]-4-{3,5-dimethyl-4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid benzyl ester 
• 402912-79-2 4-{4-[(anthracene-9-carbonyl)-amino]-3,5-dimethyl-phenyl}-4-{3,5-dimethyl-4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid benzyl ester 
• 402912-86-1 4-{3,5-dimethyl-4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-4-(3,5-dimethyl-4-pentafluorobenzoylamino-phenyl)-piperidine-1-carboxylic acid benzyl ester 
• 863974-94-1 C₂₄H₃₂N₈O₄ 
• 851590-00-6 N-(1-methyl-4-aminopyrrole-2-carbonyl)pyrrolidine 

Relevant articles and documents

Novel non-steroidal/non-anilide type androgen antagonists: Discovery of 4-substituted pyrrole-2-carboxamides as a new scaffold for androgen receptor ligands

We designed and synthesized novel pyrrole-2-carboxamide derivatives as androgen antagonists. Compounds 10 and 13 bearing benzylamine or aniline at the 4-position of the pyrrole ring showed moderate androgen antagonistic activity, and inhibited the androgen-dependent growth of Shionogi carcinoma cells (SC-3). Study of the structure-activity relationships of compound 13 led to a potent androgen antagonist 36, which has higher affinity than flutamide (4) for androgen nuclear receptor (AR). Thus, pyrrole-2-carboxamide is a new scaffold for developing AR antagonists.

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.

Total synthesis and absolute configuration of the antibiotic oligopeptide (4S)-(+)-anthelvencin A and its 4R-(-) enantiomer

-