403-15-6

Usage

Chemical Properties

White to light yellow crystal powder

Synthesis Reference(s)

Journal of Medicinal Chemistry, 21, p. 38, 1978 DOI: 10.1021/jm00199a007

InChI:InChI=1/C8H7FO2/c1-5-4-6(8(10)11)2-3-7(5)9/h2-4H,1H3,(H,10,11)/p-1

Upstream product

• 369-32-4 1-(4-fluoro-3-methylphenyl)ethanone 
• 396-85-0 4,4'-difluoro-3,3'-dimethyl-biphenyl 
• 452-65-3 2,4-dimethylfluorobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 74-88-4 methyl iodide 
• 124-38-9 carbon dioxide 
• 82297-89-0 (4-fluoro-3-methyl)phenylmagnesium bromide 
• 594-19-4 tert.-butyl lithium 
• 598-30-1 sec.-butyllithium 
• 1007-16-5 3-bromo-4-fluorobenzoic acid 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 455-84-5 4-fluoro-3-methylbonzoyl chloride 
• 398-79-8 4-fluoro-3-methyl-benzoic acid phenyl ester 
• 847862-92-4 4-fluoro-3-ethylbenzoic acid 
• 798533-19-4 N-(7-[1,4]Dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-4-fluoro-3-methyl-benzamide 
• 180636-50-4 methyl 4-fluoro-3-methylbenzoate 
• 1160749-63-2 N-(2-azido-ethyl)-4-fluoro-3-methyl-benzamide 
• 1110780-80-7 4-fluoro-N-(3-methoxy-phenyl)-3-methyl-benzamide 
• 878744-25-3 methyl 3-(bromomethyl)-4-fluorobenzoate 

Relevant academic research and scientific papers

Discovery and evaluation of 3,5-disubstituted indole derivatives as Pim kinase inhibitors

Pim kinases are promising therapeutic targets for the treatment of hematological cancers. A potent Pim kinase inhibitor 7f, derived from meridianin C, was further optimized by the replacement of 2-aminopyrimidine with substituted benzene. The optimization of the C-3 and C-5 positions of indole yielded compound 43 with improved cellular potency and high selectivity against a panel of 14 different kinases.

The first regioselective metalation and functionalization of unprotected 4-halobenzoic acids

(Chemical Equation Presented) By treatment with s-BuLi, s-BuLi/TMEDA, or t-BuLi at ～-78°C, 4-fluoro- and 4-chlorobenzoic acids (1a,b) are metalated preferentially in the position adjacent to the carboxylate. A complete reversal in regioselectivity is observed for 1a when treated with LTMP; a sequential process involving a rapid intraaggregate lithiation through a quasi dianion complex "QUADAC" is postulated to explain the unusual reactivity of Me2S2 and I2.

Substituted 1,3-thiazole compounds, their production and use

(1) A 1,3-thiazole compound of which the 5-position is substituted with a 4-pyridyl group having a substituent including no aromatic group or (2) a 1,3-thiazole compound of which the 5-position is substituted with a pyridyl group having at the position adjacent to a nitrogen atom of the pyridyl group a substituent including no aromatic group has an excellent p38 MAP kinase inhibitory activity.

JNK INHIBITOR

The present invention relates to a c-Jun N-terminal kinase inhibitor containing an azole compound (I) substituted by a nitrogen-containing aromatic group having substituent(s)(except a compound represented by the formula: ) or a salt thereof or a prodrug thereof.

Bicyclic fibrinogen antagonists

PCT No. PCT/US95/00248 Sec. 371 Date Jul. 3, 1996 Sec. 102(e) Date Jul. 3, 1996 PCT Filed Jan. 9, 1995 PCT Pub. No. WO96/18619 PCT Pub. Date Jul. 13, 1995Certain compounds within formula (I) are inhibitors of platelet aggregation: wherein A1 is NH or CH2;

Enantiospecific synthesis of SB 214857, a potent, orally active, nonpeptide fibrinogen receptor antagonist

An enantiospecific synthesis of SB 214857, a potent, nonpeptide fibrinogen receptor antagonist, is reported. The synthetic route employs as a key step an intramolecular aryl fluoride displacement to form the seven-membered ring of the 1,4-benzodiazepine s

Directed lithiation of unprotected benzoic acids

Benzoic acid gives the ortho-lithiated species 1 under standard conditions (s-BuLi-TMEDA-THF, -90 deg C).Reaction of 1 at -78 deg C with either methyl iodide, dimethyl disulfide, hexachloroethane, or 1,2-dibromotetrachloroethane gives the ortho-substituted product.Intramolecular competition between the carboxylic acid and methoxy, chloro, fluoro, or diethylamido functions in ortho- and -para-substituted benzoic acids establishes the carboxylic acid group to be of intermediate capacity in directing metallation.Complimentarity of directing effects is observed with the chloro and fluoro groups in the meta-substituted benzoic acid but not with the methoxy and trifluoromethyl groups.Electrophile introduction into meta- and para-lithiated benzoates occurs with equal efficacy and comparable scope.The 2,4-dihalogenobenzoic acids undergo hydrogen/metal exchange at the position flanked by both halogen substituents. 2,2-Difluoro-1,3-benzodioxole-4-carboxylic acid undergoes lithiation adjacent to the oxygen atom.By use of such methods, routes to benzoic acids contiguously tri- and tetra-substituted with a variety of functionalities have been developed.