88561-91-5

Basic information

• Product Name: Pyrazolo[1,5-b]pyridazine-3-carboxylicacid
• Synonyms: Pyrazolo[1,5-b]pyridazine-3-carboxylicacid
• CAS NO: 88561-91-5
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.1335
• Mol File: 88561-91-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.58±0.1 g/cm3(Predicted)
• PKA: -0.80±0.41(Predicted)
• CAS DataBase Reference: Pyrazolo[1,5-b]pyridazine-3-carboxylicacid(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrazolo[1,5-b]pyridazine-3-carboxylicacid(88561-91-5)
• EPA Substance Registry System: Pyrazolo[1,5-b]pyridazine-3-carboxylicacid(88561-91-5)

Safety Data

• Hazardous Substances Data: 88561-91-5(Hazardous Substances Data)

Usage

Description

Pyrazolo[1,5-b]pyridazine-3-carboxylic acid is a heterocyclic chemical compound with the molecular formula C9H6N4O2. It features a pyrazolo-pyridazine ring system and a carboxylic acid functional group, which contribute to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
Pyrazolo[1,5-b]pyridazine-3-carboxylic acid is used as a potential candidate for the development of new drugs due to its unique molecular structure and possible biological activities. It may be effective in the treatment of various medical conditions, making it a valuable compound for further research and development.
Used in Organic Synthesis:
In the field of organic synthesis, Pyrazolo[1,5-b]pyridazine-3-carboxylic acid serves as a building block for creating more complex molecules with specific properties. Its versatile structure allows for the synthesis of a range of compounds with potential applications in different industries.
Further research and development of Pyrazolo[1,5-b]pyridazine-3-carboxylic acid may lead to significant advancements in medicine and other related fields, highlighting its importance as a versatile and promising chemical compound.

Upstream product

• 74301-99-8 2-Chloro-pyrazolo[1,5-b]pyridazine-3-carboxylic acid 
• 107968-07-0 2-Chloro-pyrazolo[1,5-b]pyridazine-3-carboxylic acid methyl ester 
• 74301-95-4 2-Chloro-pyrazolo[1,5-b]pyridazine-3-carbaldehyde 
• 70015-06-4 2-Chloro-3-dichloromethyl-pyrazolo[1,5-b]pyridazine 
• 35073-08-6 pyridazine N-acetylimine 
• 70014-98-1 (4aα,4bβ,5aβ)-6-acetyl-4b,5,5,5a-tetrachloro-4a,4b,5a,6-tetrahydro-5H-cyclopropa<3,4>pyrazolo<1,5-b>pyridazine 
• 70015-01-9 Phenyl-((1aS,6aR)-1,1,1a,6a-tetrachloro-1,1a,1b,6a-tetrahydro-5,5a,6-triaza-cyclopropa[a]inden-6-yl)-methanone 
• 53946-83-1 methyl pyrazolo[1,5-b]pyridazine-3-carboxylate 
• 67-56-1 methanol 

Downstream Products

• 1137949-68-8 3-bromopyrazolo[1,5-b]pyridazine 

Relevant articles and documents

Discovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors

Dual-specificity tyrosine-regulated kinase 1A (DYRK1A) regulates the proliferation and differentiation of neuronal progenitor cells during brain development. Consequently, DYRK1A has attracted interest as a target for the treatment of neurodegenerative diseases, including Alzheimer's disease (AD) and Down's syndrome. Recently, the inhibition of DYRK1A has been investigated as a potential treatment for diabetes, while DYRK1A's role as a mediator in the cell cycle has garnered interest in oncologic indications. Structure-activity relationship (SAR) analysis in combination with high-resolution X-ray crystallography leads to a series of pyrazolo[1,5-b]pyridazine inhibitors with excellent ligand efficiencies, good physicochemical properties, and a high degree of selectivity over the kinome. Compound 11 exhibited good permeability and cellular activity without P-glycoprotein liability, extending the utility of 11 in an in vivo setting. These pyrazolo[1,5-b]pyridazines are a viable lead series in the discovery of new therapies for the treatment of diseases linked to DYRK1A function.

Structure-activity relationship study of EphB3 receptor tyrosine kinase inhibitors

A structure-activity relationship study for a 2-chloroanilide derivative of pyrazolo[1,5-a]pyridine revealed that increased EphB3 kinase inhibitory activity could be accomplished by retaining the 2-chloroanilide and introducing a phenyl or small electron donating substituents to the 5-position of the pyrazolo[1,5-a]pyridine. In addition, replacement of the pyrazolo[1,5-a]pyridine with imidazo[1,2-a]pyridine was well tolerated and resulted in enhanced mouse liver microsome stability. The structure-activity relationship for EphB3 inhibition of both heterocyclic series was similar. Kinase inhibitory activity was also demonstrated for representative analogs in cell culture. An analog (32, LDN-211904) was also profiled for inhibitory activity against a panel of 288 kinases and found to be quite selective for tyrosine kinases. Overall, these studies provide useful molecular probes for examining the in vitro, cellular and potentially in vivo kinase-dependent function of EphB3 receptor.

THERMAL DECOMPOSITION OF 1,3-DIPOLAR CYCLOADDUCTS OF PYRIDAZINE N-ACETYLIMINES AND TETRACHLOROCYCLOPROPENE

Thermolysis of 6-acetyl-4b,5,5,5a-tetrachloro-4a,4b,5a,6-tetrahydro-5H-cyclopropapyrazolopyridazines afforded 2-chloro-3-(dichloromethyl)pyrazolopyridazines which were converted to various types of pyrazolopyridazines.