1698-53-9

Basic information

• Product Name: 1-PHENYL-4,5-DICHLORO-6-PYRIDAZONE
• Synonyms: 4-Hydroxy-7-(trifluoromethyl)quinoline-3-carboxylic acid 85%;4-Hydroxy-7-(trifluoromethyl)quinoline-3-carboxylicacid85%;4,5-Dichlor-2-phenyl-3(2H)pyridazinon;1-Phenyl-4,5-dichloro-6-pyridazine, GC 99%;4,5-DICHLORO-2-PHENYLPYRIDAZINE-3-ONE;4,5-Dichloro-2-phenyl-2H-pyridazin-3-one;2-Phenyl-4,5-dichloro-2,3-dihydropyridazine-3-one;2-Phenyl-4,5-dichloropyridazine-3(2H)-one
• CAS NO: 1698-53-9
• Molecular Formula: C₁₀H₆Cl₂N₂O
• Molecular Weight: 241.07
• EINECS: 216-917-6
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridazines;PyridazinesHeterocyclic Building Blocks
• Mol File: 1698-53-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 164-166 °C(lit.)
• Boiling Point: 354.7°Cat760mmHg
• Flash Point: 168.3°C
• Appearance: Light beige/Crystalline Powder
• Density: 1.4887 (rough estimate)
• Vapor Pressure: 4.74E-05mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -3.44±0.60(Predicted)
• CAS DataBase Reference: 1-PHENYL-4,5-DICHLORO-6-PYRIDAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-4,5-DICHLORO-6-PYRIDAZONE(1698-53-9)
• EPA Substance Registry System: 1-PHENYL-4,5-DICHLORO-6-PYRIDAZONE(1698-53-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 2
• RTECS: UR6200000
• Hazardous Substances Data: 1698-53-9(Hazardous Substances Data)

Usage

Chemical Properties

light beige crystalline powder

Uses

1-Phenyl-4,5-dichloro-6-pyridazone is part of a group of arylated pyridazin-3(2H)-one compounds that act as anti-cancer agents. 1-Phenyl-4,5-dichloro-6-pyridazone also has herbicidal activity.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 1909, 1953 DOI: 10.1021/ja01104a038

InChI:InChI=1/C4H2Cl2N2O/c5-2-1-7-8-4(9)3(2)6/h1H,(H,8,9)

Upstream product

• 60420-82-8 2,3-dichloro-4-phenylhydrazono-cis-crotonic acid 
• 766-40-5 Mucochloric acid 
• 100-63-0 phenylhydrazine 
• 932-22-9 4,5-dichloro-2H-pyridazin-3-one 
• 71-43-2 benzene 
• 62-53-3 aniline 
• 87-56-9 mucochloric acid 
• 59-88-1 phenylhydrazine hydrochloride 
• 1698-60-8 chloridazon 

Downstream Products

• 39227-38-8 3-phenyl-3H,10H-benzo[b]pyridazino[4,5-e][1,4]thiazin-4-one 
• 55271-59-5 3-phenyl-3H,10H-dipyridazino[4,5-b;4',5'-e][1,4]thiazin-4-one 
• 5557-49-3 2,7-diphenyl-2H,7H-[1,4]dithiino[2,3-d;5,6-d']dipyridazine-1,6-dione 
• 66597-67-9 4-Chloro-5-[(2-hydroxy-ethyl)-methyl-amino]-2-phenyl-2H-pyridazin-3-one 
• 2514-18-3 4-chloro-5-methoxy-2-phenyl-3(2H)-pyridazinone 
• 77541-60-7 5-chloro-4-ethoxy-2-phenyl-3(2H)-pyridazinone 
• 5509-73-9 4-chloro-5-ethoxy-2-phenyl-3(2H)-pyridazinone 
• 40849-58-9 5-chloro-4-ethylthio-2-phenyl-3(2H)-pyridazinone 
• 143703-07-5 (5-Chloro-6-oxo-1-phenyl-1,6-dihydro-pyridazin-4-ylamino)-acetic acid ethyl ester 
• 38387-54-1 5-chloro-4-phenoxy-2-phenyl-2H-pyridazin-3-one 
• 10005-39-7 2-phenyl-4,5-bis-phenylsulfanyl-2H-pyridazin-3-one 
• 92961-87-0 5-Chloro-4-cyclohexylamino-2-phenyl-2H-pyridazin-3-one 
• 98796-13-5 4-Chloro-5-cyclohexylamino-2-phenyl-2H-pyridazin-3-one 
• 82412-96-2 4-chloro-5-(2-hydroxyetylamino)-2-phenyl-3(2H)-pyridazinone 

Relevant articles and documents

Deaminative chlorination of aminoheterocycles

Selective modification of heteroatom-containing aromatic structures is in high demand as it permits rapid evaluation of molecular complexity in advanced intermediates. Inspired by the selectivity of deaminases in nature, herein we present a simple methodology that enables the NH2 groups in aminoheterocycles to be conceived as masked modification handles. With the aid of a simple pyrylium reagent and a cheap chloride source, C(sp2)?NH2 can be converted into C(sp2)?Cl bonds. The method is characterized by its wide functional group tolerance and substrate scope, allowing the modification of >20 different classes of heteroaromatic motifs (five- and six-membered heterocycles), bearing numerous sensitive motifs. The facile conversion of NH2 into Cl in a late-stage fashion enables practitioners to apply Sandmeyer- and Vilsmeier-type transforms without the burden of explosive and unsafe diazonium salts, stoichiometric transition metals or highly oxidizing and unselective chlorinating agents. [Figure not available: see fulltext.]

COMPOSITIONS, METHODS, AND SYSTEMS FOR THE SYNTHESIS AND USE OF IMAGING AGENTS

The present invention provides compounds with imaging moieties for imaging a subject. The present invention also relates to systems, compositions, and methods for the synthesis and use of imaging agents, or precursors thereof. An imaging agent precursor may be converted to an imaging agent using the methods described herein. In some cases, a composition or plurality of imaging agents is enriched in 18 F. In some cases, an imaging agent may be used to image an area of interest in a subject, including, but not limited to, the heart, cardiovascular system, cardiac vessels, brain, and other organs.

Design, synthesis and SAR analysis of novel potent and selective small molecule antagonists of NPBWR1 (GPR7)

Novel small molecule antagonists of NPBWR1 (GPR7) are herein reported. A high-throughput screening (HTS) of the Molecular Libraries-Small Molecule Repository library identified 5-chloro-4-(4-methoxyphenoxy)-2-(p-tolyl) pyridazin-3(2H)-one as a NPBWR1 hit antagonist with micromolar activity. Design, synthesis and structure-activity relationships study of the HTS-derived hit led to the identification of 5-chloro-2-(3,5-dimethylphenyl)-4-(4-methoxyphenoxy) pyridazin-3(2H)-one lead molecule with submicromolar antagonist activity at the target receptor and high selectivity against a panel of therapeutically relevant off-target proteins. This lead molecule may provide a pharmacological tool to clarify the molecular basis of the in vivo physiological function and therapeutic utility of NPBWR1 in diverse disease areas including inflammatory pain and eating disorders.