173206-13-8

Basic information

• Product Name: 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one
• Synonyms: 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one;3(2H)-Pyridazinone, 4,5-Dichloro-2-(Tetrahydro-2H-Pyran-2-Yl)-;5-dichloro-2-(tetrahydropyran -2-yl)-2H-pyridazin-3-one;3(2H)-Pyridazinone, 4,5-Dichloro-2-(Tetrahydro-2H-Pyran-2-Yl)-(WX636096)
• CAS NO: 173206-13-8
• Molecular Formula: C₉H₁₀Cl₂N₂O₂
• Molecular Weight: 249.0939
• Mol File: 173206-13-8.mol
• Article Data: 20

Chemical Properties

• Melting Point: 75-77 °C(Solv: ethyl acetate (141-78-6); cyclohexane (110-82-7))
• Boiling Point: 318.7±52.0 °C(Predicted)
• Appearance: /
• Density: 1.57±0.1 g/cm3(Predicted)
• PKA: -3.81±0.20(Predicted)
• CAS DataBase Reference: 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one(173206-13-8)
• EPA Substance Registry System: 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one(173206-13-8)

Safety Data

• Hazardous Substances Data: 173206-13-8(Hazardous Substances Data)

Usage

General Description

4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one is a chemical compound that belongs to the pyridazinone family. It is a pale yellow solid that is soluble in organic solvents and has a molecular formula of C10H10Cl2N2O2. 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one has potential applications in the pharmaceutical industry as a building block for the synthesis of various drugs and biologically active molecules. Its structure contains a pyridazinone ring with two chlorine atoms and a tetrahydro-pyran-2-yl side chain, which gives it unique properties and potential uses in medicinal chemistry. It is important to handle this chemical with caution and in accordance with safety guidelines due to its potential health hazards.

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 932-22-9 4,5-dichloro-2H-pyridazin-3-one 
• 932-22-9 4,5-Dichloro-3-hydroxypyridazine 

Downstream Products

• 645405-25-0 4-(3,4-dimethoxyphenethyl)-7-(tetrahydro-2H-pyran-2-yl)-2H-pyridazino[4,5-b][1,4]oxazine-3,8(4H,7H)-dione 
• 645405-29-4 2-[5-chloro-6-oxo-1-(tetrahydro-pyran-2-yl)-1,6-dihydro-pyridazin-4-yloxy]-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide 
• 897661-93-7 4-chloro-2-(tetrahydropyran-2-yl)-5-(4-fluorophenylethynyl)-2H-pyridazin-3-one 
• 897661-92-6 4-chloro-2-(tetrahydropyran-2-yl)-5-(4-chlorophenylethynyl)-2H-pyridazin-3-one 
• 897661-95-9 4-chloro-2-(tetrahydropyran-2-yl)-5-(4-ethylphenylethynyl)-2H-pyridazin-3-one 
• 897661-94-8 4-chloro-2-(tetrahydropyran-2-yl)-5-(4-methoxyphenylethynyl)-2H-pyridazin-3-one 
• 868662-18-4 6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-6H-furo[2,3-d]pyridazin-7-one 
• 868662-20-8 1-methyl-6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrrolo[2,3-d]pyridazin-7-one 
• 868662-14-0 4-chloro-2-(tetrahydropyran-2-yl)-5-(4-trifluoromethylphenylethynyl)-2H-pyridazin-3-one 
• 868662-15-1 6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-6H-thieno[2,3-d]pyridazin-7-one 
• 868662-19-5 4-methylamino-2-(tetrahydro-pyran-2-yl)-5-(4-trifluoromethyl-phenylethynyl)-2H-pyridazin-3-one 
• 935509-46-9 6-(tetrahydro-pyran-2-yl)-2-(4-trifluoromethyl-phenyl)-6H-selenolo[2,3-d]pyridazin-7-one 

Relevant articles and documents

COMPOUNDS AND METHODS FOR CD73 MODULATION AND INDICATIONS THEREFOR

Disclosed are compounds of Formula I: or a pharmaceutically acceptable salt, a solvate, a tautomer, a stereoisomer or a deuterated analog thereof, wherein R1, R2, R3, A, L, and G are as described in any of the embodiments described in this disclosure; compositions thereof; and uses thereof.

Designing Functionally Selective Noncatechol Dopamine D1 Receptor Agonists with Potent in Vivo Antiparkinsonian Activity

Dopamine receptors are important G protein-coupled receptors (GPCRs) with therapeutic opportunities for treating Parkinson's Disease (PD) motor and cognitive deficits. Biased D1 dopamine ligands that differentially activate G protein over β-arrestin recruitment pathways are valuable chemical tools for dissecting positive versus negative effects in drugs for PD. Here, we reveal an iterative approach toward modification of a D1-selective noncatechol scaffold critical for G protein-biased agonism. This approach provided enhanced understanding of the structural components critical for activity and signaling bias and led to the discovery of several novel compounds with useful pharmacological properties, including three highly GS-biased partial agonists. Administration of a potent, balanced, and brain-penetrant lead compound from this series results in robust antiparkinsonian effects in a rodent model of PD. This study suggests that the noncatechol ligands developed through this approach are valuable tools for probing D1 receptor signaling biology and biased agonism in models of neurologic disease.

One-Pot Highly Regioselective Synthesis of Indole-Fused Pyridazino[4,5- b ][1,4]benzoxazepin-4(3 H)-ones by a Smiles Rearrangement

A simple and convenient synthesis of indole-fused pyridazino[4,5- b ][1,4]benzoxazepin-4(3 H)-ones is described. A range of 2-(1 H -indol-2-yl)phenols and 4,5-dichloropyridazin-3-ones are compatible with this reaction. A Smiles rearrangement is proposed as a key step in the highly regioselective construction of the products. The easy availability of the starting materials makes this an appealing method in organic synthesis.