70744-03-5

Basic information

• Product Name: 2(1H)-Quinolinone, 3-amino-4-hydroxy-1-methyl-
• Synonyms: 2(1H)-Quinolinone, 3-amino-4-hydroxy-1-methyl-
• CAS NO: 70744-03-5
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.2
• Mol File: 70744-03-5.mol

Chemical Properties

• Melting Point: 322-327 °C (decomp)(Solv: ethanol (64-17-5))
• Boiling Point: 320.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.381±0.06 g/cm3(Predicted)
• PKA: 5.80±0.20(Predicted)
• CAS DataBase Reference: 2(1H)-Quinolinone, 3-amino-4-hydroxy-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinolinone, 3-amino-4-hydroxy-1-methyl-(70744-03-5)
• EPA Substance Registry System: 2(1H)-Quinolinone, 3-amino-4-hydroxy-1-methyl-(70744-03-5)

Safety Data

• Hazardous Substances Data: 70744-03-5(Hazardous Substances Data)

Usage

Chemical structure

2(1H)-Quinolinone with an amino group at the 3 position, a hydroxy group at the 4 position, and a methyl group at the 1 position.

Potential biological and pharmacological properties

The compound has been studied for its potential use in the treatment of various diseases, including cancer and neurodegenerative disorders, due to its ability to modulate various cellular pathways and processes.

Antioxidant and anti-inflammatory properties

The compound has been investigated for its antioxidant and anti-inflammatory properties, which could have applications in the development of novel medications.

Upstream product

• 36949-55-0 4-hydroxy-1-methyl-3-nitro-2-(1H)quinolinone 
• 1677-46-9 4-hydroxy-1-methyl-2(1H)-quinolone 
• 99105-33-6 N-chloroacetyl-N-methyl-anthranilic acid ethyl ester 
• 35472-56-1 N-methyl-anthranilic acid ethyl ester 
• 125552-72-9 C₁₅H₁₂N₂O₂ 

Downstream Products

• 1375313-74-8 3-(11-(1H-benzo[d][1,2,3]triazol-1-yloxy)undecanamido)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl 4-methylbenzenesulfonate 
• 1309362-10-4 C₂₀H₂₀N₂O₆ 
• 1309362-11-5 C₁₇H₁₃FN₂O₃ 
• 1309362-07-9 C₂₄H₂₂N₂O₈S₂ 
• 1309362-05-7 C₂₉H₂₆N₂O₆S 
• 1309362-04-6 C₂₉H₂₈N₂O₆S 
• 1309362-02-4 C₂₁H₂₂N₂O₅S 
• 1309362-01-3 C₂₆H₂₁N₃O₅S 
• 1309362-00-2 C₂₂H₁₈N₂O₅S₂ 
• 1309361-99-6 C₂₄H₁₉FN₂O₅S 
• 1309361-98-5 C₂₇H₂₆N₂O₈S 
• 1309361-97-4 C₂₅H₂₂N₂O₆S 
• 41878-54-0 3,4-Dihydroxy-1-methyl-chinolin-2(1H)-on 

Relevant articles and documents

Synthesis and antikinetoplastid activities of 3-substituted quinolinones derivatives

A new family of quinolinone derivatives has been synthesized and evaluated for their antikinetoplastid activities against Leishmania donovani and Trypanosoma brucei brucei. Results from these structure-activity relationship studies enabled identification of compounds 3a and 4g as the most active compounds against L. donovani promastigotes and amastigotes parasites (IC 50 values in a range of 2-11 μM). Additionally, compound 3b has emerged from this study as the most active compound in the series against T. b. brucei with a MEC value of 12 μM. These three compounds are worth of further in vivo evaluation.

Discovery and biological activity of 6BrCaQ as an inhibitor of the Hsp90 protein folding machinery

Heat shock protein90 (Hsp90) is a significant target in the development of rational cancer therapy, due to its role at the crossroads of multiple signaling pathways associated with cell proliferation and viability. Here, a novel series of Hsp90 inhibitors containing a quinolein-2-one scaffold was synthesized and evaluated in cell proliferation assays. Results from these structure-activity relationships studies enabled identification of the simplified 3-aminoquinolein-2-one analogue 2b (6BrCaQ), which manifests micromolar activity against a panel of cancer cell lines. The molecular signature of Hsp90 inhibition was assessed by depletion of standard known Hsp90 client proteins. Finally, processing and activation of caspases 7, 8, and 9, and the subsequent cleavage of PARP by 6BrCaQ, suggest stimulation of apoptosis through both extrinsic and intrinsic pathways. Hot stuff! A novel series of Hsp90 inhibitors containing a quinolein-2-one scaffold was synthesized and screened in cell proliferation assays. The most potent inhibitor, 6BrCaQ, exhibited strong antiproliferative activity against a panel of cancer cell lines and resulted in downregulation of Hsp90 client proteins. Moreover, 6BrCaQ induced a high level of apoptosis in MCF-7 breast cancer cells, and was found to mediate cell death in a p23-independent manner.

4-hydroxy-2-quinolones. 31. 3-amino-1R-2-oxo-4-hydroxyquinolines and their acyl derivatives

An alternative method has been developed for preparing and studying the antioxidant activity of 3-acylamino-2-oxo-4-hydroxyquinolones. Results are presented from an investigation of the antithyroid and antimicrobial action of the intermediate 2-oxo-3-(1-pyridinio)quinolin-4-olates and the 3-amino-2-oxo-4-hydroxyquinolines. 1997 Plenum Publishing Corporation.

Synthesis of oxazolo[4,5-c]quinolones by thermolytic degradation of 4-azido-2(1H)-quinolones

4-Azido-2(1H)-quinolones 1 are thermolyzed in the presence of carboxylic acids and polyphosphoric acid to yield oxazolo[4,5-c]quinolones 3. Formation of other possible isomeric ring closure products such as oxazolo[5,4-c]quinolones 2 or isoxazolo[4,3-c]qu