20000-96-8

Basic information

• Product Name: 5-(2-NITROPHENYL)-2-FURALDEHYDE
• Synonyms: ASISCHEM N32003;ART-CHEM-BB B022242;5-(2-NITROPHENYL)-2-FURALDEHYDE;5-(2-NITROPHENYL)-2-FURANCARBOXALDEHYDE;5-(2-NITRO-PHENYL)-FURAN-2-CARBALDEHYDE;5-(2-NITROPHENYL)FURFURAL;AKOS BB-8348;AKOS B022242
• CAS NO: 20000-96-8
• Molecular Formula: C₁₁H₇NO₄
• Molecular Weight: 217.18
• Product Categories: API intermediates
• Mol File: 20000-96-8.mol
• Article Data: 28

Chemical Properties

• Melting Point: 94-97 °C(lit.)
• Boiling Point: 105-107 °C30 mm Hg(lit.)
• Flash Point: 189.3 °C
• Appearance: orange-brown crystalline powder
• Density: 1.3654 (rough estimate)
• Vapor Pressure: 2.84E-06mmHg at 25°C
• Refractive Index: 1.4900 (estimate)
• CAS DataBase Reference: 5-(2-NITROPHENYL)-2-FURALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-NITROPHENYL)-2-FURALDEHYDE(20000-96-8)
• EPA Substance Registry System: 5-(2-NITROPHENYL)-2-FURALDEHYDE(20000-96-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 20000-96-8(Hazardous Substances Data)

Usage

Description

5-(2-Nitrophenyl)furfural, also known as 5-(2-NITROPHENYL)-2-FURALDEHYDE, is a furfural derivative characterized by its orange-brown crystalline powder appearance. It is a chemical compound derived from furfural, which is an important intermediate in the chemical industry.

Uses

Used in Chemical Synthesis:
5-(2-NITROPHENYL)-2-FURALDEHYDE is used as a key intermediate in the synthesis of various organic compounds. Its unique chemical structure allows it to be a valuable building block for creating a range of molecules with different applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-(2-NITROPHENYL)-2-FURALDEHYDE is used as a starting material for the synthesis of (5-(2-nitrophenyl)furfuran-2-yl)methanol, which can be further utilized in the development of pharmaceutical compounds with potential therapeutic applications.
Used in Research and Development:
5-(2-NITROPHENYL)-2-FURALDEHYDE is also used in research and development for the synthesis of 2-[5-(2-nitrophenyl)furan-2-yl]methyleneaminobenzoic acid (HOBZ) by reacting with 2-aminobenzoic acid. 5-(2-NITROPHENYL)-2-FURALDEHYDE may have potential applications in various fields, including pharmaceuticals and materials science.

InChI:InChI=1/C11H7NO4/c13-7-8-5-6-11(16-8)9-3-1-2-4-10(9)12(14)15/h1-7H

Upstream product

• 609-73-4 o-nitroiodobenzene 
• 13529-27-6 2-(diethoxymethyl)furan 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 98-01-1 furfural 
• 88-73-3 2-Chloronitrobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 378185-02-5 (5-(diethoxymethyl)furan-2-yl)boronic acid 
• 88-74-4 2-nitro-aniline 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 25910-37-6 2-Nitrophenyldiazonium 
• 88-14-2 2-furanoic acid 
• 29048-34-8 5-(2-nitrophenyl)-2-furoic acid 
• 5570-19-4 2-nitrophenylboronic acid 

Downstream Products

• 312756-56-2 BI-11A₁₂ 
• 400750-84-7 2-methyl-5-(2-aminophenyl)furan 
• 121818-13-1 3-<5-(2-nitrophenyl)-2-furyl>propenoic acid chloride 
• 1352444-90-6 (2E)-1-(1',3'-benzodioxol-5-yl)-3-[5-(2-nitrophenyl)-furan-2-yl]-2-propen-1-one. 
• 1355970-20-5 (2E)-1-(2',5'-dimethoxyphenyl)-3-[5-(2-nitrophenyl)-furan-2-yl]-2-propen-1-one 
• 1355970-64-7 C₁₈H₁₃N₃O₄ 
• 1352445-00-1 (2E)-1-(2'-naphthyl)-3-[5-(2-nitrophenyl)-furan-2-yl]-2-propen-1-one 
• 273731-31-0 5-[5-(2-nitro-phenyl)furan-2-ylmethylene]thiazolidine-2,4-dione 
• 301160-73-6 5-[5-(2-nitro-phenyl)furan-2-ylmethylene]-2-thioxo-dihydropyrimidine-4,6-dione 
• 862676-35-5 2-[5-(2-nitro-phenyl)-furan-2-ylmethylene]indan-1-one 
• 1428422-58-5 2-chloro-5-{5-[5-(2-nitro-phenyl)-furan-2-ylmethylene]-4-oxo-thiazolidin-2-ylideneamino}-benzoic acid 

Relevant articles and documents

Discovery of novel inhibitors of human phosphoglycerate dehydrogenase by activity-directed combinatorial chemical synthesis strategy

Serine, the source of the one-carbon units essential for de novo purine and deoxythymidine synthesis plays a crucial role in the growth of cancer cells. Phosphoglycerate dehydrogenase (PHGDH) which catalyzes the first, rate-limiting step in de novo serine biosynthesis has become a promising target for the cancer treatment. Here we identified H-G6 as a potential PHGDH inhibitor from the screening of an in-house small molecule library based on the enzymatic assay. We adopted activity-directed combinatorial chemical synthesis strategy to optimize this hit compound. Compound b36 was found to be the noncompetitive and the most promising one with IC50 values of 5.96 ± 0.61 μM against PHGDH. Compound b36 inhibited the proliferation of human breast cancer and ovarian cancer cells, reduced intracellular serine synthesis, damaged DNA synthesis, and induced cell cycle arrest. Collectively, our results suggest that b36 is a novel PHGDH inhibitor, which could be a promising modulator to reprogram the serine synthesis pathway and might be a potential anticancer lead worth further exploration.

5-Aryl-2-furaldehydes in the synthesis of tetrahydropyrimidinones by Biginelli reaction

5-Aryl-2-furaldehydes, obtained by furfural arylation with arenediazonium salts, react with ethyl acetoacetate or acetylacetone and (thio)- urea in the presence of FeCl3·6H2O as a catalyst. A series of ethyl 4-(5-aryl-2-furyl)-6-methyl-2-oxo(thioxo)-1,2,3,4-tetrahydropyrimidine- 5-carboxylates was obtained.

Discovery of selective protein arginine methyltransferase 5 inhibitors and biological evaluations

Protein arginine methyltransferase 5 (PRMT5) is an important protein arginine methyltransferase that catalyzes the symmetric dimethylation of arginine resides on histones or non-histone substrate proteins. It has been thought as a promising target for many diseases, particularly cancer. Despite the potential applications of PRMT5 inhibitors in cancer treatment, very few of PRMT5i have been publicly reported. In this investigation, virtual screening and structure–activity relationship studies were carried out to discover novel PRMT5i, which finally led to the identification of a number of new PRMT5i. The most active compound, P5i-6, exhibited a considerable inhibitory potency against PRMT5 with an IC50 value of 0.57?μm, and a high selectivity for PRMT5 against other tested PRMTs. It displayed a very good antiviability activity against two colorectal cancer cell lines, HT-29 and DLD-1, and one hepatic cancer cell line, HepG2, in a sensitivity assay against 36 different cancer cell lines. Western blot assays indicated that P5i-6 selectively inhibited the symmetric dimethylations of H4R3 and H3R8 in DLD-1 cells. Overall, P5i-6 could be used as a chemical probe to investigate new functions of PRMT5 in biology and also served as a good lead compound for the development of new PRMT5-targeting therapeutic agents.