1205-74-9

Usage

Uses

Used in Pharmaceutical Research:
4-Bromo-3-oxo-N-phenylbutanamide is used as a research chemical for studying the effects and mechanisms of action of opioids, particularly at the mu-opioid receptor. This helps scientists understand the potential therapeutic applications and risks associated with the use of such compounds.
Used in Drug Enforcement and Policy Making:
Due to its classification as a Schedule I controlled substance, 4-Bromo-3-oxo-N-phenylbutanamide is used as a reference point in drug enforcement and policy making to address the challenges posed by the emergence of new synthetic opioids and their potential impact on public health and safety.

InChI:InChI=1/C10H10BrNO2/c11-7-9(13)6-10(14)12-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,12,14)

Upstream product

• 52148-44-4 4-bromo-3-oxobutyric acid bromide 
• 62-53-3 aniline 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 102-01-2 N-phenylacetoacetamide 
• 674-82-8 4-methyleneoxetan-2-one 

Downstream Products

• 142168-57-8 3-cyano-4,5-diamino-2-imino-6-formanilidoacetyl-thieno<2,3-b>pyridine 
• 142168-50-1 ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate 
• 138990-67-7 Cyano-[3-phenyl-4-phenylcarbamoylmethyl-3H-thiazol-(2Z)-ylidene]-acetic acid ethyl ester 
• 138990-69-9 2-[2-(1-Acetyl-2-oxo-propylidene)-3-phenyl-2,3-dihydro-thiazol-4-yl]-N-phenyl-acetamide 
• 138990-65-5 2-(2-Dicyanomethylene-3-phenyl-2,3-dihydro-thiazol-4-yl)-N-phenyl-acetamide 
• 138481-41-1 2-(2-Hydroxy-[1,4]dithian-2-yl)-N-phenyl-acetamide 
• 142168-60-3 4-acetyl-3-amino-2-formanilidoacetyl-5-phenylaminothiophene 
• 126800-39-3 N-Phenyl-2-thiomorpholin-(3Z)-ylidene-acetamide 
• 102998-83-4 2-Hydroxy-2-acetanilido-1,4-oxathian 
• 77067-23-3 1-phenyl-4-hydroxy-2-pyrrolidinone 
• 138990-79-1 3-<2'-(dicyanomethylene)-2',3'-dihydro-1'-phenyl-1',3'-thiazol-4'-yl>-4,6-dimethyl-1-phenyl-2-one 
• 138990-74-6 4-(benzalacetanilido-α-yl)-2-(dicyanomethylene)-2,3-dihydro-3-phenyl-1,3-thiazole 
• 139023-07-7 4,6-diamino-3-<2'-(dicyanomethylene)-2',3'-dihydro-1'-phenyl-1',3'-thiazol-4'-yl>-1-phenylpyridin-2-one 
• 138990-76-8 2,3-(dihydro)-2-(dicyanomethylene)-1-phenyl-4-(phenylazo-acetanilido-α-yl)-1,3-thiazole 

Relevant academic research and scientific papers

Click chemistry approach for the regioselective synthesis of iso-indoline-1,3-dione-linked 1,4 and 1,5 coumarinyl 1,2,3-triazoles and their photophysical properties

Copper-catalyzed reaction of N-propargyl isoindoline-1,3-dione and 4-azidomethyl coumarins / 4-azidomethyl-1-aza coumarins under click chemistry conditions afforded 1,4-disubstituted 1,2,3-triazoles, whereas ruthenium catalysis yielded isomeric 1,5-disubstituted 1,2,3-triazoles. The two regioisomers have been distinguished by NOE studies. UV absorption for a given pair of isomers exhibited similar trend, whereas fluorescence measurements showed considerable differences. Photo physical studies on the interaction of azides with copper and ruthenium have also been performed.

Synthesis method of 4-bromo-3-oxo-N-phenylbutyrylamide

The invention is applicable to the field of chemical synthesis, and provides a synthesis method of 4-bromo-3-oxo-N-phenylbutyramide, which comprises the following steps: putting diketene into an organic solvent, dropwisely adding bromine at -15 to 50 DEG C to react, thereby obtaining a reaction solution, adding alkali and aniline into the reaction solution to carry out heat preservation reaction,and filtering to obtain the 4bromo-3oxo-Nphenyl butyramide. According to the invention, diketene is used for reacting with bromine, then diketene is condensed with aniline to generate 4-bromo-3oxo-N-phenylbutyramide, the reaction conditions are mild, and the purpose of generating high-content 4-bromo-3-oxo-N-phenylbutyramide by a one-step method can be achieved, and the produced product can reachthe content required by subsequent production without refining, so that the method is suitable for industrial production.

Cyclopropanes in water: A diastereoselective synthesis of substituted 2H-chromen-2-one and quinolin-2(1H)-one linked cyclopropanes

A one-pot three component reaction has been developed for the synthesis of substituted cyclopropanes employing 4-bromomethyl-2H-chromen-2-one/quinolin-2(1H)-ones, aromatic aldehydes and activated nitriles. The room temperature reaction in aqueous medium has been found to be diastereoselective and high yielding.

Synthesis and anti-bacterial evaluation of 4-aryloxymethyl carbostyrils derived from substructures and degradation products of Vancomycin

Vancomycin has been used as an antibiotic selectively against Gram-positive bacteria; however in the past decade they have grown resistant against it. The present work describes synthesis of a series of 4-aryloxymethyl carbostyrils derived from the reaction of 4-bromomethyl carbostryils with degradation products of Vancomycin (ethyl gallate and ethyl ester of N-benzoyl tyrosine ethyl ester). Further, gallate ethers 4a-d and tyrosine ethers 5a-d have been found to be selectively active against Gram-positive bacteria.

A new route for the synthesis of 4-arylacetamido-2-aminothiazoles and their biological evaluation

A series of 4-arylacetamido-2-amino- and 2-arylamino-1,3-thiazoles (4a-o) were synthesized in a single step in high yields from ?-bromoacetoacetanilides and thiourea/phenyl thioureas and were characterized by spectral and analytical methods. The compounds were evaluated for their in vitro antibacterial antifungal and antioxidant activities. In vitro antimicrobial evaluation of these compounds indicated their specificity towards Gram-positive species. p-Tolyl and m-chlorophenyl substituents on the arylamino moiety (compounds 4b and 4g) exhibited the lowest minimum inhibitory concentration values. The other compounds exhibited promising antimicrobial and moderate antioxidant activity.

QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS

The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.

Synthesis and biological activities of some new fluorinated coumarins and 1-aza coumarins

A series of new fluorinated coumarins and 1-aza coumarins have been synthesized and the presence of fluorine in these molecules and its effect on their anti-microbial, anti-inflammatory and analgesic activities are discussed. The results of bioassay showed that these newly synthesized compounds containing fluorine exhibit moderate analgesic and excellent anti-inflammatory and potential anti-bacterial and anti-fungal activities, compared to the other halogenated compounds. All the newly synthesized compounds were characterized by elemental analysis, IR, 1H NMR, 13C NMR, 19F NMR, EI-MS, and FAB-MS. The ORTEP diagram of one of the compounds is reported herein.

Drug-induced modifications of the immune response. 12. 4,5-Dihydro-4-oxo-2-(substituted amino)-3-furancarboxylic acids and derivatives as novel antiallergic agents

The synthesis of a series of novel 4,5-dihydro-4-oxo-2-(substituted amino)-3-furancarboxylic acids, salts, esters, and amides is described. The title compounds when tested in the mediator-induced dermal vascular permeability and active anaphylaxis assays in rats demonstrated moderate to potent antiallergic activity. The [2-trans-(4-methyl-phenyl)cyclopropyl]amino analogue 53 emerged as the most active derivative. Thus, when administered intraperitoneally to rate at a dose of 100 mg/kg, it inhibited the action of the mediators serotonin, histamine, and bradykinin by 100%. In the active anaphylaxis assay in rats, compound 30 suppressed the edema by 81% at a dose of 100 mg/kg, following intraperitoneal administration.

Thiocyanation Reaction of Mercury(II) Complexes of Some Substituted Aromatic Acetoacetamides

Complexes of Hg(II) with acetoacetanilide (AAAH), acetoacet-ortho-toluidide (OAATH), 2,4-acetoacetxylidide (AAXH); 2,4-acetoacet-para-anisidide (PAAAH); acetoacet-para-chloroanilide (PCAAAH), ω-bromo-acetoacetanilide (ω-BrAAAH), ω-bromoacetoacet-ortho-tol