56546-36-2

Basic information

• Product Name: (2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID
• Synonyms: (2-Oxo-2H-pyridin-1-yl)acetic acid;(2-oxo-1(2H)-pyridinyl)acetic acid(SALTDATA: FREE);2-(2-oxopyridin-1(2H)-yl)acetic acid;2-oxo-1(2H)-Pyridineacetic acid
• CAS NO: 56546-36-2
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.13
• Mol File: 56546-36-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 220-223 °C
• Boiling Point: 440.8 °C at 760 mmHg
• Flash Point: 220.4 °C
• Appearance: /
• Density: 1.357g/cm³
• Vapor Pressure: 5.28E-09mmHg at 25°C
• Refractive Index: 1.567
• PKA: 3.67±0.10(Predicted)
• CAS DataBase Reference: (2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID(56546-36-2)
• EPA Substance Registry System: (2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID(56546-36-2)

Safety Data

• Hazardous Substances Data: 56546-36-2(Hazardous Substances Data)

Usage

General Description

(2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID is a chemical compound with the molecular formula C8H7NO3. It is a derivative of pyridine and contains a pyridine ring with a carboxylic acid and a ketone functional group. (2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID is a white crystalline solid and is often used as a building block for the synthesis of other organic compounds. It is also used in chemical research and as a reagent in various organic reactions. Additionally, (2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID may have potential pharmaceutical applications due to its unique structure and properties.

InChI:InChI=1/C7H7NO3/c9-6-3-1-2-4-8(6)5-7(10)11/h1-4H,5H2,(H,10,11)

Upstream product

• 40864-08-2 2-benzyloxypyridine 
• 109-09-1 2-chloropyridine 
• 142-08-5 2-hydroxypyridin 
• 105-36-2 ethyl bromoacetate 
• 126202-06-0 2-(2-imino-1,2-dihydropyridin-1-yl)acetic acid 
• 1628-89-3 2-methoxypyridine 
• 5199-50-8 methyl 2-iodoacetate 
• 142-08-5 2-Pyridone 
• 80056-43-5 (2-oxo-2H-pyridin-1-yl)-acetic acid ethyl ester 

Downstream Products

• 1586819-87-5 N-(2-benzoylphenyl)-2-(2-oxo-2H-pyridin-1-yl)acetamide 
• 1088201-27-7 N-(4-methoxyphenyl)-2-(2-oxopyridin-1(2H)-yl)acetamide 
• 22280-40-6 2-(2-oxopyridin-1(2H)-yl)-N-phenylacetamide 
• 106522-07-0 N-benzyl-2-(2-oxopyridin-1(2H)-yl)acetamide 
• 1222979-21-6 (2-oxo-2H-pyridin-1-yl)acetic acid 2-[2,5-dimethyl-1-(4-trifluoromethoxyphenyl)-1H-pyrrol-3-yl]-2-oxoethyl ester 
• 213550-26-6 N-{(R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethyl}-2-(2-oxo-2H-pyridin-1-yl)-acetamide 

Relevant articles and documents

Route exploration and synthesis of the reported pyridone-based PDI inhibitor STK076545

The enzyme protein disulfide isomerase (PDI) is essential for the correct folding of proteins and the activation of certain cell surface receptors, and is a promising target for the treatment of cancer and thrombotic conditions. A previous high-throughput screen identified the commercial compound STK076545 as a promising PDI inhibitor. To confirm its activity and support further biological studies, a resynthesis was pursued of the reported β-keto-amide with an N-alkylated pyridone at the α-position. Numerous conventional approaches were complicated by undesired fragmentations or rearrangements. However, a successful 5-step synthetic route was achieved using an aldol reaction with an α-pyridone allyl ester as a key step. An X-ray crystal structure of the final compound confirmed that the reported structure of STK076545 was achieved, however its lack of PDI activity and inconsistent spectral data suggest that the commercial structure was misassigned.

Nitrogen heterocyclic ring group substituted amide derivative and application thereof

The invention discloses a nitrogen heterocyclic ring group substituted amide derivative and application thereof, particularly relates to a novel nitrogen heterocyclic ring group substituted amide derivative and a drug composition comprising the compound, and further relates to methods for preparing the compound and the drug composition, and application of the compound and the drug composition to preparation of drugs for treating diseases or symptoms, particularly overactive bladder, excited and mediated by beta 3-adrenergic receptors. The compound and the drug composition can be used for activating the beta 3-adrenergic receptors.

Development of peptidomimetic boronates as proteasome inhibitors

Proteasome inhibition has emerged over the past decade as an effective therapeutic approach for the treatment of hematologic malignancies. It is a multicatalytic complex, whose proteolytic activity relies in three types of subunits: chymotrypsin-like (β5), trypsin-like (β2) and caspase-like (β1). Most important for the development of effective antitumor agents is the inhibition of the β5 subunits. In this context, the dipeptide boronate bortezomib (Velcade) represents the first proteasome inhibitor approved by the FDA and the lead compound in drug discovery. This paper describes the synthesis and biological evaluation of a series of conformationally constrained pseudopeptide boronates (1-3) structurally related to bortezomib. The synthesized compounds showed a promising inhibitory profile by blocking primarily the chymotrypsin-like activity of the proteasome with Ki values in submicromolar/micromolar range. These compounds also resulted quite selective since no significant inhibition was recorded in the test against bovine pancreatic α-chymotrypsin. The obtained results were rationalized by means of docking experiments based on a model of the crystal structure of bortezomib bound to the yeast 20S proteasome providing essential insights for further optimization of this class of inhibitors.