1242156-59-7

Basic information

• Product Name: 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one
• Synonyms: 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one;6-(tert-Butyl);-8-fluorophthalazin-1(2H)
• CAS NO: 1242156-59-7
• Molecular Formula: C₁₂H₁₃FN₂O
• Molecular Weight: 220.2428232
• Mol File: 1242156-59-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one(1242156-59-7)
• EPA Substance Registry System: 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one(1242156-59-7)

Safety Data

• Hazardous Substances Data: 1242156-59-7(Hazardous Substances Data)

Usage

General Description

The chemical 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, also known as 8-fluoro-6-tert-butyl-1H-phthalazin-1-one, is a heterocyclic compound with a phthalazine backbone and a tert-butyl and fluorine substituent. It has potential applications in pharmaceutical and agrochemical industries due to its unique structure and biological activity. 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one may have potential uses in the development of new drugs and agrochemicals due to its ability to interact with biological systems and its potential for therapeutic or agricultural uses. It is important to note that this chemical should be handled and used with caution, following proper safety protocols and regulations.

Upstream product

• 1242156-57-5 1-tert-Butyl-3-dimethoxymethyl-5-fluoro-benzene 
• 1123172-37-1 3-tert-butyl-5-fluoro-benzaldehyde 
• 1123172-38-2 1-bromo-3-(tert-butyl)-5-fluorobenzene 
• 1433849-07-0 5-(tert-butyl)-7-fluoro-3-methoxyisobenzofuran-1(3H)-one 
• 1242157-09-0 2-(4-tert-butyl-2-1,3-dioxinan-2-yl-6-fluoro-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 1242157-08-9 2-(4-(tert-butyl)-2-(1,3-dioxan-2-yl)phenyl)-4,4-dimethyl-4,5-dihydrooxazole 
• 1242157-07-8 5-tert-butyl-2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-benzaldehyde 
• 150943-13-8 2-(4-tert-butyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 438481-01-7 4-(tert-butyl)-N-(1-hydroxy-2-methylpropan-2-yl)benzamide 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 1242157-10-3 5-tert-butyl-7-fluoro-3-hydroxy-3H-isobenzofuran-1-one 
• 1242156-58-6 4-tert-Butyl-2-dimethoxymethyl-6-fluoro-benzoic acid 

Downstream Products

• 1433847-78-9 6-tert-butyl-8-fluoro-2-[3-(hydroxymethyl)-4-[1-methyl-5-[(5-methylisoxazol-3-yl)amino]-6-oxo-pyridazin-3-yl]-2-pyridyl]phthalazin-1-one 
• 1242156-61-1 6-tert-butyl-2-(3-chloro-2-(hydroxymethyl)phenyl)-8-fluorophthalazin-1(2H)-one 
• 1242156-24-6 6-tert-butyl-8-fluoro-2-(2-(hydroxymethyl)-3-(1-methyl-5-(5-(4-methylpiperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)phthalazin-1(2H)-one 
• 1433859-79-0 dibenzyl (2-(6-tert-Butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-(1-methyl-5-(5-methylisoxazol-3-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)pyridin-3-yl)methyl phosphite 
• 1433859-86-9 dibenzyl (2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-(1-methyl-5-(5-methylisoxazol-3-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)pyridin-3-yl)methyl phosphate 
• 1433849-20-7 2-bromo-6-(6-(tert-butyl)-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-fluorobenzaldehyde 
• 1242157-74-9 6-tert-Butyl-2-(3-{5-[5-(4-ethyl-piperazin-1-yl)-pyridin-2-ylamino]-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl}-2-hydroxymethyl-phenyl)-8-fluoro-2H-phthalazin-1-one 
• 1433855-51-6 (2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-(1-methyl-5-(5-methylisoxazol-3-ylamino)-6-oxo-1,6-dihydropyridazin-3-yl)pyridin-3-yl)methyl acetate 
• 1433846-72-0 6-tert-butyl-2-[4-[6-[(1-ethylpyrazol-4-yl)amino]-4-methyl-5-oxo-pyrazin-2-yl]-3-(hydroxymethyl)-2-pyridyl]-8-fluoro-phthalazin-1-one 
• 1433852-40-4 (2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-(6-(1-ethyl-1H-pyrazol-4-ylamino)-4-methyl-5-oxo-4,5-dihydropyrazin-2-yl)pyridin-3-yl)methyl acetate 
• 1433851-36-5 3-(acetoxymethyl)-2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)pyridin-4-ylboronic acid 
• 1413065-70-9 1-[3-(6-tert-Butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-2-formyl-phenyl]-1H-pyrazole-4-carbonitrile 
• 1413085-83-2 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-formylphenyl)-1H-pyrazole-3-carbonitrile 
• 1413065-38-9 1-[3-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-2-formyl-phenyl]-3-iodo-1H-pyrazole-4-carbonitrile 

Relevant articles and documents

Stereochemical Differences in Fluorocyclopropyl Amides Enable Tuning of Btk Inhibition and Off-Target Activity

Bruton's tyrosine kinase (Btk) is thought to play a pathogenic role in chronic immune diseases such as rheumatoid arthritis and lupus. While covalent, irreversible Btk inhibitors are approved for treatment of hematologic malignancies, they are not approved for autoimmune indications. In efforts to develop additional series of reversible Btk inhibitors for chronic immune diseases, we sought to differentiate from our clinical stage inhibitor fenebrutinib using cyclopropyl amide isosteres of the 2-aminopyridyl group to occupy the flat, lipophilic H2 pocket. While drug-like properties were retained - and in some cases improved - a safety liability in the form of hERG inhibition was observed. When a fluorocyclopropyl amide was incorporated, Btk and off-target activity was found to be stereodependent and a lead compound was identified in the form of the (R,R)- stereoisomer.

8-FLUOROPHTHALAZIN-1(2H)-ONE COMPOUNDS

8-Fluorophthalazin-1(2h)-one compounds of Formula II where one or two of X1, X2, and X3 are N, are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula II for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.