22479-76-1

Usage

Physical state

Pale yellow solid at room temperature.

Usage

Intermediate in the synthesis of pharmaceuticals, pesticides, and perfumes.

Properties

Antifungal and antimicrobial.

Applications

Ingredient in personal care and cosmetic products, flavoring agent in food and beverages.

Safety concerns

Potential health hazards, such as skin and eye irritation.

Reactivity

Reacts with oxidizing agents.

Handling precautions

Handle with caution due to potential health hazards and reactivity.

InChI:InChI=1/C13H11NO4/c1-17-12-3-2-4-13(9-12)18-11-7-5-10(6-8-11)14(15)16/h2-9H,1H3

Upstream product

• 22483-31-4 3-(4-Nitrophenoxy)phenol 
• 77-78-1 dimethyl sulfate 
• 52688-74-1 potassium 3-methoxyphenolate 
• 586-78-7 para-nitrophenyl bromide 
• 150-19-6 O-methylresorcine 
• 350-46-9 4-Fluoronitrobenzene 
• 100-00-5 4-chlorobenzonitrile 
• 100-02-7 4-nitro-phenol 
• 217813-03-1 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate 

Downstream Products

• 56705-86-3 4-(3-methoxyphenoxy)aniline 
• 22483-31-4 3-(4-Nitrophenoxy)phenol 

Relevant academic research and scientific papers

HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF EPILEPSY

The present invention provides a novel heterocyclic compound represented by Formula [I] and a salt thereof: wherein the symbols are as defined in the specification, which is useful for treating, preventing and/or diagnosing seizure and the like in disease involving epileptic seizure or convulsive seizure (including multiple drug resistant seizure, refractory seizure, acute symptomatic seizure, febrile seizure and status epilepticus), as well as a medical use therefor.

Facile N-arylation of amines and sulfonamides and O-arylation of phenols and arenecarboxylic acids

An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl inflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.

Derivatives of quinoline as inhibitors for MEK

1. A compound of formula (I) or a pharmaceutically acceptable salt thereof. wherein: n is 0-1; X and Y are independently selected from -NH-, -O-, -S-, or -NR8- where R8 is alkyl of 1-6 carbon atoms and X may additionally comprise a CH2 group; R7 is a group (CH2)mR9 where m is 0,or an integer of from 1-3 and R9 is a substituted aryl group, an optionally substituted cycloalkyl ring of up to 10 carbon atoms, or an optionally substituted heterocyclic ring or an N-oxide of any nitrogen containing ring; R6 is a divalent cycloalkyl of 3 to 7 carbon atoms, which may be optionally further substituted with one or more alkyl of 1 to 6 carbon atom groups; or is a divalent pyridinyl, pyimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be optionally further substituted with one or more specified groups; R1, R2, R3 and R4 are each independently selected from hydrogen or various specified organic groups. Compounds are useful as pharmaceuticals for the inhibition of MEK activity.

Facile O-Arylation of Phenols and Carboxylic Acids

(Equation presented) A facile, transition-metal-free O-arylation procedure for phenols and aromatic carboxylic acids has been developed that affords good to excellent yields of arylated products under very mild reaction conditions. A methoxy-substituted aryl triflate affords O-arylated products in high yields with excellent regioselectivity. This chemistry tolerates a variety of functional groups.

4-Substituted anilides as selective melatonin MT2 receptor agonists

A series of 4-substituted anilides with human melatonergic affinity is reported. Butyramides 26, 39, 42, 52, 57, and 58 all demonstrated subnanomolar MT2 binding affinity and MT2 selectivity of at least 70-fold over the MT1 receptor. Compound 26 demonstrated full agonism at the MT2 receptor.

Synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6: Expansion of scope and utility

An efficient alternative to the Ullmann ether synthesis of diaryl ethers, diaryl thioethers, and diarylamines involving the S(N)Ar addition of a phenol, thiophenol, or aniline to an appropriate aryl halide, mediated by potassium-fluoride alumina and 18-crown-6 in acetonitrile or DMSO, is described. Expansion of the reaction conditions to include DMSO as solvent has resulted in a far greater range of substitution patterns permitted on the electrophile. For example, it was found that electronically unfavorable 3- chlorobenzonitrile could be condensed with 3-methoxyphenol to form the corresponding diaryl ether in 66% yield, a combination not normally amenable to Ullmann coupling. Electron-withdrawing groups present on the electrophile may be as diverse as nitro, cyano, formyl, acetyl, ester, amide, and even aryl. The method features a simple reaction procedure that provides products in generally good to excellent purified yields.

Herbicidal N-[4-(3'-alkoxyphenoxy)-phenyl]-N'-methylureas

Novel ureas of the formula I have herbicidal activity and are suitable in small applied amounts for selectively combating weeds in cultivated crops of soya-bean, maize and cereals. They are advantgeously produced by the isocyanate method and correspond to the formula I STR1 wherein R1 is an unsubstituted or substituted C1 -C6 -alkyl, C2 -C6 -alkenyl, C2 -C6 -alkynyl, aralkyl, phenyl, acyl or C1 -C4 -alkylsulfonyl group or an aminoalkyl group, R2 is hydrogen, halogen, C1 -C4 -alkyl or C1 -C4 -alkoxy, R3 is hydrogen, halogen, cyano or trifluoromethyl, R4 is hydrogen, C1 -C6 -alkyl, C2 -C6 -alkenyl, C2 -C6 -alkynyl or C1 -C6 -alkoxy, R5 is hydrogen, C1 -C6 -alkyl or C2 -C6 -alkenyl, or R5 together with R4 and the nitrogen atom to which they are bound also form a 5-6-membered heterocycle, and X is oxygen, sulfur or the sulfinyl or sulfonyl group.