57835-96-8

Basic information

• Product Name: 6-Chlorophthalazinone
• Synonyms: 6-Chlorophthalazinone;6-chlorophthalazin-1-ol;6-chloro-1,2-dihydrophthalazin-1-one;1(2H)-PHTHALAZINONE, 6-CHLORO-
• CAS NO: 57835-96-8
• Molecular Formula: C₈H₅ClN₂O
• Molecular Weight: 181
• Mol File: 57835-96-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 272.2-273.5 °C
• Appearance: /
• Density: 1.50±0.1 g/cm3(Predicted)
• PKA: 11.66±0.20(Predicted)
• CAS DataBase Reference: 6-Chlorophthalazinone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chlorophthalazinone(57835-96-8)
• EPA Substance Registry System: 6-Chlorophthalazinone(57835-96-8)

Safety Data

• Hazardous Substances Data: 57835-96-8(Hazardous Substances Data)

Usage

Uses

6-Chlorophthalazin-1-ol is a useful reagent in the preparation of phthalazine compounds as p38 MAP kinase modulators useful in treatment and prophylaxis of protein kinase-mediated diseases.

Upstream product

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Downstream Products

• 909185-83-7 3-(1-hydroxyphthalazin-6-yl)-4-methylbenzoic acid 
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• 124556-77-0 8-Chloro-2-{3-[4-(3-chloro-phenyl)-piperazin-1-yl]-propyl}-2H-[1,2,4]triazolo[3,4-a]phthalazin-3-one 
• 124556-76-9 8-Chloro-2-[3-(4-phenyl-piperazin-1-yl)-propyl]-2H-[1,2,4]triazolo[3,4-a]phthalazin-3-one 

Relevant articles and documents

Regioselective Functionalization of Chlorophthalazine Derivatives

Chlorophthalazines were efficiently metalated using tmpZnClLiCl under microwave irradiation. This provided novel substituted phthalazine derivatives after subsequent trapping of the resulting organometallic reagents with various electrophiles. Moreover, Negishi cross-coupling reactions have been performed affording new polyfunctionalized phthalazine scaffolds in very good yields.

Development of a practical synthesis of a p38 MAP kinase inhibitor

A practical synthesis of the phthalazine-based p38 MAP kinase inhibitor [(S)-2] was needed for an ongoing program. Vibrational circular dichroism provided the assignment of the absolute stereochemistry of the target compound. The selected synthetic route

Process for producing phthalazinone and derivatives of the same

1-PHTHALAZINONE AND 1-PHTHALAZINONE DERIVATIVES OF THE FOLLOWING FORMULA: STR1 wherein R1 represents a hydrogen atom, an alkyl group, an aralkyl group, an acyloxyl group, an alkoxyl group, a halogen atom, a nitro group, an amino group or an amido group; and R2 represents a hydrogen atom, an alkyl group or an aryl group. Such can be prepared at good yields by the reaction of a benzoic acid derivative of the following formula: STR2 wherein R1 has the same meanings as defined above; X represents a halogen atom; and Y represents a hydroxyl group, an alkoxyl group or a halogen atom; with hydrazine or a hydrazine derivative of the following formula: wherein R2 has the same meanings as defined above.