458541-37-2

Basic information

• Product Name: Pyrimidine, 4-(4-chlorophenyl)- (9CI)
• Synonyms: Pyrimidine, 4-(4-chlorophenyl)- (9CI);4-(4-Chloro-phenyl)-pyrimidine
• CAS NO: 458541-37-2
• Molecular Formula: C₁₀H₇ClN₂
• Molecular Weight: 190.62898
• Product Categories: QUINAZOLINE
• Mol File: 458541-37-2.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrimidine, 4-(4-chlorophenyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrimidine, 4-(4-chlorophenyl)- (9CI)(458541-37-2)
• EPA Substance Registry System: Pyrimidine, 4-(4-chlorophenyl)- (9CI)(458541-37-2)

Safety Data

• Hazardous Substances Data: 458541-37-2(Hazardous Substances Data)

Upstream product

• 1956-39-4 4-chloroacetophenone oxime 
• 184849-67-0 1-(4-chlorophenyl)ethanone O-acetyl oxime 
• 149-73-5 trimethyl orthoformate 
• 99-91-2 para-chloroacetophenone 
• 28587-05-5 3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one 
• 3473-63-0 formamidine acetic acid 
• 290-87-9 1,3,5-Triazine 
• 6966-73-0 triformylaminomethane 
• 122-51-0 orthoformic acid triethyl ester 
• 77287-34-4 formamide 
• 17758-33-7 3-methyl-5-nitro-4(3H)-pyrimidinone 

Downstream Products

• 302912-63-6 C₂₃H₁₇ClN₂O₃ 
• 302913-70-8 C₂₄H₁₉ClN₂O₃ 
• 302912-65-8 C₂₃H₁₆ClFN₂O₃ 
• 1566622-82-9 C₂₂H₁₄Cl₂N₂O₂ 
• 302912-66-9 C₂₃H₁₆Cl₂N₂O₃ 
• 1235333-07-9 C₂₃H₁₆BrClN₂O₃ 
• 1235235-45-6 C₂₃H₁₆ClN₃O₅ 
• 1566622-83-0 C₂₂H₁₄ClN₃O₄ 
• 1368563-96-5 6-(4-chloro-phenyl)-pyrimidine-4-carboxylic acid 

Relevant articles and documents

Catalyst free synthesis of mono- and disubstituted pyrimidines from O-acyl oximes

Transition-metal or iodine catalyzed transformations of O-acyl oximes to various N-heterocycles are well established. Herein, we report a catalyst free, oxime carboxylate based, three-component condensation method to access mono- and disubstituted pyrimidines. A broad range of substituted pyrimidines were prepared in moderate to excellent yields. Control experiments reveal that in situ generated formamidine is the key intermediate.

Synthesis, and docking studies of phenylpyrimidine-carboxamide derivatives bearing 1H-pyrrolo[2,3-b]pyridine moiety as c-Met inhibitors

Four series of phenylpyrimidine-carboxamide derivatives bearing 1H-pyrrolo[2,3-b]pyridine moiety (14a-e, 15a-g, 16a-e and 17a-g) were designed, synthesized and evaluated for the IC50 values against three cancer cell lines (A549, PC-3 and MCF-7). Four selected compounds (15e, 16a-b and 17a) were further evaluated for the activity against c-Met kinase, HepG2 and Hela cell lines. Most of the compounds showed excellent cytotoxicity activity and selectivity with the IC50 valuables in single-digit μM to nanomole range. Eleven of them are equal to more active than positive control Foretinib against one or more cell lines. The most promising compound 15e showed superior activity to Foretinib against A549, PC-3 and MCF-7 cell lines, with the IC50 values of 0.14 ± 0.08 μM, 0.24 ± 0.07 μM and 0.02 ± 0.01 μM, which were 4.6, 1.6 and 473.5 times more active than Foretinib (0.64 ± 0.26 μM, 0.39 ± 0.11 μM, 9.47 ± 0.22 μM), respectively. Structure-activity relationships (SARs) and docking studies indicated that the replacement of phenylpicolinamide scaffold with phenylpyrimidine fragment of the target compounds was benefit for the activity. What's more, the introduction of fluoro atom to the aminophenoxy part played no significant impact on the activity and any substituent group on aryl group is unfavourable for the activity.

Direct access to pyrimidines through organocatalytic inverse-electron-demand Diels-Alder reaction of ketones with 1,3,5-triazine

An organocatalytic inverse-electron-demand Diels-Alder reaction of ketones with 1,3,5-triazine through enamine catalysis has been developed. This method could furnish 4,5-disubstituted pyrimidines in good yields and high levels of regioselectivities.