4521-18-0

Upstream product

• 1199-98-0 4-phenylbutyramide 
• 3984-34-7 4-(4-chlorophenyl)-4-oxobutanoic acid 
• 1336-21-6 ammonium hydroxide 
• 4619-18-5 4-(4-chlorophenyl)butanoic acid 
• 156-41-2 4-chlorophenylethylamine 
• 127404-70-0 (E)-4-(4-chlorophenyl)-3-butenoic acid 
• 54654-08-9 4-(4-chlorophenyl)butanoyl chloride 

Downstream Products

• 63998-62-9 4-(4-chlorophenyl)-butylamine 
• 79945-11-2 C₂₀H₂₇Cl₂N₃O₄S₂ 

Relevant academic research and scientific papers

Aromatic chlorination of ω-phenylalkylamines and ω- phenylalkylamides in carbon tetrachloride and α,α,α- trifluorotoluene

The aromatic halogenation of simple alkylbenzenes with chlorine proceeds smoothly in acetic acid but is much less efficient in less polar solvents. By contrast chlorination of ω-phenylalkylamines, such as 3-phenylpropylamine, occurs readily in either acetic acid, carbon tetrachloride or α,α,α-trifluorotoluene, and in the latter solvents gives high proportions of ortho-chlorinated products. These effects are attributable to the involvement of N-chloroamines as reaction intermediates, with intramolecular delivery of the chlorine electrophile. ω-Phenylalkylamides, such as 3-phenylpropionamide, also easily undergo aromatic chlorination in carbon tetrachloride and α,α,α-trifluorotoluene. These reactions generally show a first-order dependence on the substrate concentration, but not on the amount of chlorine. With carbon tetrachloride, very similar reaction rates are observed with chlorine concentrations ranging from 0.1-1.5 M. In α,α,α-trifluorotoluene, the rates reach a plateau at a chlorine concentration of approximately 0.2 M. These features indicate that the reactions proceed via the formation of intermediates which evidence suggests may be the corresponding O-chloroimidates. Irrespective of the mechanistic details, the reactions are remarkably rapid, being faster than analogous reactions in acetic acid and three to four orders of magnitude more rapid than reactions of simple alkylbenzenes in carbon tetrachloride. Therefore, chlorination of the amines and amides may be accomplished without the need for highly polar solvents, added catalysts or large excesses of chlorine, which are often employed for electrophilic aromatic substitutions. Although the use of carbon tetrachloride is becoming increasingly impractical due to environmental concerns, the trifluorotoluene is a suitable alternative. The Royal Society of Chemistry 2006.

Inhibitors of protein tyrosine phosphatase

The present invention comprises small molecular weight, non-peptidic inhibitors of formulae I-VII of Protein Tyrosine Phosphatase 1 (PTP1) which are useful for the treatment and/or prevention of Non-Insulin Dependent Diabetes Mellitus (NIDDM).

Process for the preparation of an intermediate of a benzo[a]quinolizinone derivative

The invention is concerned with a process for the preparation of a benzo[a]quinolizinone derivative of the formula STR1 by reacting a compound of the formula STR2 wherein X is halogen and Ph is phenyl, with carbon monoxide in the presence of a carbonylati

Vinylation of benzylic quaternary ammonium salts catalyzed by palladium

The palladium-catalyzed vinylation of benzylic tributylammonium salts with a variety of olefins has been studied. A possible free radical mechanism is proposed.

2-guanidino-4-arylthiazoles for treatment of peptic ulcers

2-Guanidino-4-arylthiazole compounds of the formula STR1 a pharmaceutically acceptable cationic or acid addition salt thereof wherein R1 is hydrogen, (C1 -C10)alkyl, optionally substituted phenyl or certain optionally substituted aralkyl groups; R2 is hydrogen or (C1 -C4)alkyl, and Ar is certain optionally substituted pyrrolyl or indolyl groups; method for their use in treatment of gastric ulcers, by inhibition of parietal cell H+ /K+ ATPase, and antiinflammatory conditions in combination with piroxicam, for use in mammals, and pharmaceutical compositions containing said compounds.

2-(N-SUBSTITUTED GUANIDINO)-4-HETERO-ARYLTHIAZOLE ANTIULCER AGENTS

2,4-Disubstituted thiazole compounds of the formula STR1 or a pharmaceutically acceptable acid addition salt thereof wherein X is NH and Y is CH or N, orX is S and Y is CH;R 1 is certain straight or branched chain alkyl groups, (R 3) 2 C 6 H 3, or (R 3) 2 Ar(CH 2) n where n is an integer from 1 to 4, R 3 is H or certain substituent groups and Ar is phenylene, naphthalene or the residue of certain heteroaromatic groups; R 2 is H or (C 1-C 4)alkyl; or R 1 and R 2 taken together with the nitrogen atom to which they are attached form certain heterocyclic groups; and R 4 is H, (C 1-C 5)alkyl, NH 2 or CH 2 OH; a method for their use in treatment of gastric ulcers in mammals and pharmaceutical compositions containing said compounds.

Imidodisulfamides. I. A novel class of antagonists of slow-reacting substance of anaphylaxis

A series of N',N''-bis(aryl)- and N',N''-(aralkyl)imidodisulfamides was prepared and evaluated as antagonists of slow-reacting substance of anaphylaxis (SRS-A) induced contractions of isolated guinea pig ileum. Some of these compounds, notably N',N''-bis(4-phenylbutyl)- N',N''-bis[2-(4-chlorophenyl)ethyl]-, and N',N''-bis[2-(4-bromophenyl)ethyl]imidodisulfamides (16, 22, and 26), were moderately potent and selective antagonists of SRS-A. The influence of lipophilic (π) and electronic (σ) factors on SRS-A antagonist activity appears to be of considerable importance to the derivation of potent and selective SRS-A antagonists.

Antiallergic imidodisulfamides

Imidodisulfamide derivatives useful in the treatment of allergic conditions are prepared by reaction of an appropriately substituted primary amine and bis(chlorosulfonyl) imide in the presence of a tertiary amine.