6623-41-2

Usage

Safety Profile

Questionable carcinogen withexperimental carcinogenic data. Whenheated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C8H11NO/c1-5-3-7(9)8(10)4-6(5)2/h3-4,10H,9H2,1-2H3

Upstream product

• 95-65-8 3,4-Dimethylphenol 
• 2154-66-7 4-sulfobenzenediazonium 
• 50-00-0 formaldehyd 
• 700-38-9 2-nitro-5-methylphenol 
• 18087-10-0 4,5-dimethyl-2-nitrophenol 
• 18087-12-2 2-methoxy-4,5-dimethyl-aniline 
• 59380-22-2 4,5-Dimethyl-2-phenylazo-phenol 
• 112656-91-4 sulfuric acid mono-(2-amino-4,5-dimethyl-phenyl ester) 
• 17739-97-8 4-methyl-2-[(4-methylphenyl)azo]-phenol 
• 64-17-5 ethanol 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 3845-63-4 3,4-dimethylphenyl benzoate 
• 38512-82-2 3-methoxy-4-nitrotoluene 

Downstream Products

• 107409-79-0 4,5-Dimethyl-2-piperidino-phenol 
• 63494-69-9 N-(2-hydroxy-4,5-dimethylphenyl)acetamide 
• 70637-61-5 2-acetamido-4,5-dimethylphenyl acetate 
• 25791-01-9 1-(4-Chloro-phenyl)-3-(2-hydroxy-4,5-dimethyl-phenyl)-urea 
• 25791-04-2 1-(2-Hydroxy-4,5-dimethyl-phenyl)-3-phenyl-urea 
• 16155-96-7 5,6-dimethyl-2-p-tolyl-benzooxazole 
• 25979-34-4 1-(3,5-Bis-trifluoromethyl-phenyl)-3-(2-hydroxy-4,5-dimethyl-phenyl)-urea 
• 25791-02-0 1-(3,4-Dichloro-phenyl)-3-(2-hydroxy-4,5-dimethyl-phenyl)-urea 
• 25979-33-3 1-(2-Hydroxy-4,5-dimethyl-phenyl)-3-(3-trifluoromethyl-phenyl)-urea 
• 25791-03-1 1-(3-Chloro-4-trifluoromethyl-phenyl)-3-(2-hydroxy-4,5-dimethyl-phenyl)-urea 
• 16155-54-7 2-biphenyl-4-yl-5,6-dimethyl-benzooxazole 
• 335209-83-1 2-Chloro-N-(2-hydroxy-4,5-dimethyl-phenyl)-5-nitro-benzamide 
• 196101-77-6 tert-butyl (2-hydroxy-4,5-dimethylphenyl)carbamate 
• 196494-54-9 3-(2-hydroxy-4,5-dimethylphenylamino)-1,1,4,4-tetramethyltetralin-2-one 

Relevant academic research and scientific papers

Synthetic method of aminophenol compounds

The invention provides a synthesis method of aminophenol compounds. The synthesis method comprises the following steps: taking an carbon-coated nickel nano composite material containing alkaline-earthmetals as a catalyst, and catalyzing a hydrogenation reduction reaction of nitro-phenol compounds in a hydrogen atmosphere; wherein the nano composite material contains a core-shell structure with ashell layer and an inner core, the shell layer is a graphitized carbon layer containing alkaline-earth metals and oxygen, and the inner core is nickel nano particles. According to the method, the nanocomposite material is used as a catalyst; a carbon material and the nickel nano particles generate a synergistic effect and a good catalytic effect, the alkaline-earth metals of the shell layer further synergistically improve the catalytic performance of the nano composite material, and the catalyst is used for hydrogenation reduction of nitro-phenol compounds to synthesize aminophenol compounds,and has excellent activity, selectivity and safety.

Discovery of 2-arylbenzoxazoles as upregulators of utrophin production for the treatment of duchenne muscular dystrophy

Figure Presented. A series of novel 2-arylbenzoxazoles that upregulate the production of utrophin in murine H2K cells, as assessed using a luciferase reporter linked assay, have been identified. This compound class appears to hold considerable promise as a potential treatment for Duchenne muscular dystrophy. Following the delineation of structure-activity relationships in the series, a number of potent upregulators were identified, and preliminary ADME evaluation is described. These studies have resulted in the identification of 1, a compound that has been progressed to clinical trials.

Antitumor agents. 5. Synthesis, structure - activity relationships, and biological evaluation of dimethyl-5H-pyridophenoxazin-5-ones, tetrahydro-5H-benzopyridophenoxazin-5-ones, and 5H-benzopyridophenoxazin-5-ones with potent antiproliferative activity

New antiproliferative compounds, dimethyl-5H-pyrido[3,2-a]phenoxazin-5-ones (1-6), tetrahydro-5H-benzopyrido[2,3-j]phenoxazin-5-ones (7-9), and 5H-benzopyrido[3,2-a]phenoxazin-5-ones (10-12) were synthesized and evaluated against representative human neoplastic cell lines. Dimethyl derivatives 1-6 were more active against carcinoma than leukemia cell lines. The tetrahydrobenzo derivatives 7-9 were scarcely active, whereas the corresponding benzo derivatives 10-12 showed notable cytotoxicity against a majority of the tested cell lines. Molecular modeling studies indicated that the high potency of 10 and 11, the most cytotoxic compounds of the whole series, could be due to the position of the condensed benzene ring, which favors π-π stacking interactions with purine and pyrimidine bases in the DNA active site. Biological studies suggested that 10-12 have no effect on human topoisomerases I and II and that they induce arrest at the G2/M phase.

Piperazine derivatives and process for the preparation thereof

PCT No. PCT/KR97/00128 Sec. 371 Date Feb. 27, 1998 Sec. 102(e) Date Feb. 27, 1998 PCT Filed Jun. 28, 1997 PCT Pub. No. WO98/00402 PCT Pub. Date Jan. 8, 1998The present invention relates to novel compound having strong antimumor activities of the general formula(I) wherein R1 and R2 are independently hydrogen, substituted or unsubstituted C1-C8 alkyl, substituted or unsubstituted C3-C6 cycloalkyl, substituted or unsubstituted C2-C8 unsaturated alkyl, ketone, substituted or unsubstituted aryl, substituted or unsubstituted C1-C4 alkoxy, substituted or unsubstituted arylhydroxy, substituted or unsubstituted amino, C1-C4 lower ester, C1-C4 lower thioester, thiol, substituted or unsubstituted carboxyl, epoxy, substituted or unsubstituted C1-C4 lower thioalkoxy; or R1 and R2 are fused to form C3-C4 saturated or unsaturated chain; R3, R4, R5, R6 and R7 are independently hydrogen, halogen, hydroxy, nitro, C1-C4 lower ester, C1-C4 lower alkyl, C1-C4 lower thioalkyl, substituted or unsubstituted C3-C6 cycloalkyl, C1-C4 lower alkoxy, C1-C4 lower thioalkoxy, substituted or unsubstituted aryl, substituted or unsubstituted lower arylalkoxy, substituted or unsubstituted lower alkylamino, or lower alkyl substituted or unsubstituted carbamate; or among R3, R4, R5, R6 and R7, two adjacent groups are bonded with each other to form 1,2-phenylene or 2,3-naphthylene; X is oxygen, sulfur, or substituted or unsubstituted imino; Y is bonded at the 3-position or 4-position of the aromatic ring part wherein Y is oxygen or -NR8- (wherein, R8 is the same with the above-mentioned R3.); Z is hydroxy, C1-C4 lower alkoxy, C1-C4 lower thioalkoxy, substituted or unsubstituted aryloxy, C1-C4 lower alkylamino, substituted or unsubstituted cycloamino containing 1-5 nitrogen atoms; A is nitrogen or -CH=; its pharmaceutically acceptable acid addition salts and process for the preparation thereof.

Benzoxazole derivatives as novel 5-HT3 receptor partial agonists in the gut

A series of benzoxazoles with a nitrogen-containing heterocyclic substituent at the 2-position was prepared and evaluated for 5-HT3 partial agonist activity on isolated guinea pig ileum. The nature of the substituent at the 5-position of the benzoxazole ring affected the potency for the 5-HTs receptor, and the 5-chloro derivatives showed increased potency and lowered intrinsic activity. 5-Chloro-7-methyl-2-(4-methyl-1- homopiperazinyl)benzoxazole (6v) exhibited a high binding affinity in the same range as that of the 5-HT3 antagonist granisetron, and its intrinsic activity was 12% of that of 5-HT. Compound 6v inhibited 5-HT-evoked diarrhea but did not prolong the transition time of glass beads in the normal distal colon even at a dose of 100 times the ED50 for diarrhea inhibition in mice. Compounds of this type are expected to be effective for the treatment of irritable bowel syndrome without the side effect of constipation.

The synthesis of reduced phenoxazines as potential chain-breaking antioxidants

Routes to potential chain-breaking antioxidants, based upon phenoxazines, have been studied and a new synthesis of 1,2,3,4,4a,10a-hexahydro-10H-phenoxazines from trans-2-[N-(2-hydroxyphenyl)amino]cyclohexanols has been developed using a Mitsunobu reaction to form the oxazine ring.

Herbicidal sulfonylurea derivatives

Compounds of the formula and salts thereof, W and W, being independently O and S, A being a nitrogen-containing heterocyclic ring system, E being O, S(O)m or NR3 where m is 0-2, R1, R2 and R3 is hydrogen, C1-C4 alkyl or C2-C4 alkenyl or alkynyl and E1 being hydrogen, halogen or one of a variety of organic substituents. The compounds are effective herbicides.