118183-92-9

Basic information

• Product Name: 3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE
• Synonyms: 3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE;4-(5-Methyl-1,2,4-oxadiazol-3-yl)bromobenzene;1-Bromo-4-(5-methyl-1,2,4-oxadiazol-3-yl)benzene
• CAS NO: 118183-92-9
• Molecular Formula: C₉H₇BrN₂O
• Molecular Weight: 239.07
• Product Categories: blocks;Bromides;Heterocycles
• Mol File: 118183-92-9.mol

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 327.9 ºC at 760 mmHg
• Flash Point: 152.1 ºC
• Appearance: White Solid
• Density: 1.528 g/cm³
• Vapor Pressure: 0.000375mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: 2-8°C
• PKA: -0.50±0.25(Predicted)
• CAS DataBase Reference: 3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE(118183-92-9)
• EPA Substance Registry System: 3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE(118183-92-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 118183-92-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE is used as a key intermediate in the synthesis of new drugs for its potential biological activity and ability to be chemically modified for optimization.
Used in Medicinal Chemistry:
3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE serves as a building block in the design and development of novel therapeutic agents, leveraging its unique structural features for targeted drug delivery and enhanced pharmacological effects.
Used in Drug Discovery:
3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE is utilized in the identification and optimization of lead compounds with potential therapeutic applications, taking advantage of its chemical versatility and the presence of the 1,2,4-oxadiazole ring for improved binding affinity and selectivity.
Used in Material Science:
3-(4-BROMOPHENYL)-5-METHYL-1,2,4-OXADIAZOLE is employed in the development of advanced materials with specific properties, such as sensors, catalysts, or functional coatings, due to its chemical stability and the possibility of further modification.

InChI:InChI=1/C9H7BrN2O/c1-6-11-9(12-13-6)7-2-4-8(10)5-3-7/h2-5H,1H3

Upstream product

• 19227-14-6 (Z)-4-bromo-N′-hydroxybenzimidamide 
• 76670-28-5 C₉H₉BrN₂O₂ 
• 25062-46-8 4-bromobenzaldehyde Oxime 
• 75-05-8 acetonitrile 
• 2033-24-1 cycl-isopropylidene malonate 
• 19227-14-6 p-bromobenzamidoxime 
• 108-24-7 acetic anhydride 
• 19227-14-6 4-bromo-N-hydroxybenzenecarboximidamide 
• 18871-66-4 N,N-dimethylacetamide dimethyl acetal 
• 75-36-5 acetyl chloride 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 845616-96-8 4-[4-(5-Methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester 
• 873934-00-0 4'-(5-methyl-[1,2,4]oxadiazol-3-yl)-biphenyl-4-carbaldehyde 

Relevant articles and documents

Cobalt(III)-Catalyzed Oxadiazole-Directed C-H Activation for the Synthesis of 1-Aminoisoquinolines

Aromatic heterocycles have been identified as effective directing groups (DGs) in C-H functionalization but can be retained as undesired bulky substituents in the final products. Herein, we report a Co(III)-catalyzed 1-aminoisoquinoline synthesis strategy based on oxadiazole-directed aromatic C-H coupling with alkynes and a subsequent redox-neutral C-N cyclization reaction. This labile N-O bond-based protocol has allowed the toleration of a broad range of functional groups.

Efficient Synthesis of Functionalized Indene Derivatives via Rh(III)-Catalyzed Cascade Reaction between Oxadiazoles and Allylic Alcohols

A highly efficient rhodium(III)-catalyzed synthesis of novel functionalized indene derivatives has been achieved via C?H activation/intramolecular aldol condensation. This cascade reaction is an atom economical protocol which could be further applied to build more complex compounds. (Figure presented.).

NOVEL PHENYLPROPIONIC ACID DERIVATIVES AS PEROXISOME PROLIFERATOR-ACTIVATED GAMMA RECEPTOR MODULATORS, METHOD OF THE SAME, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention provides a novel phenylpropionic acid derivative and a PPAR-γ modulator comprising the same as an active ingredient. The phenylpropionic acid derivative of the present invention has modulatory action on function of PPAR-γ and then exhibits hypoglycemic, hypolipidemic and insulin resistance-reducing effects on PPAR-mediated diseases or disorders. Therefore, the present invention is prophylactically or therapeutically effective for diabetes and metabolic diseases.

NOVEL PHENYLPROPIONIC ACID DERIVATIVES AS PEROXISOME PROLIFERATOR-ACTIVATED GAMMA RECEPTOR MODULATORS, METHOD OF THE SAME, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention provides a novel phenylpropionic acid derivative and a PPAR-γ modulator comprising the same as an active ingredient. The phenylpropionic acid derivative of the present invention has modulatory action on function of PPAR-γ and then exhibits hypoglycemic, hypolipidemic and insulin resistance-reducing effects on PPAR-mediated diseases or disorders. Therefore, the present invention is prophylactically or therapeutically effective for diabetes and metabolic diseases.

PYRROLIDINE DERIVATIVES AS HISTAMINE RECEPTORS LIGANDS

The present invention relates to pyrrolidine derivatives of formula (I) having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

Histamine-3 receptor antagonist

This invention is directed to a compound of the formula I as defined herein, or a pharmaceutically acceptable salt thereof; a pharmaceutical composition containing a compound of formula I, a method of treatment of a disorder or condition that may be treat

A novel, one-pot, three-component synthesis of 1,2,4-oxadiazoles under microwave irradiation and solvent-free conditions

A novel synthesis of 3,5-disubstituted 1,2,4-oxadiazoles is described from a one-pot, three-component reaction between nitriles, hydroxylamine, and Meldrum's acids under microwave irradiation and solvent-free conditions in good to excellent yields. Georg

SUBSTITUTED PIPERIDINES AS HISTAMINE H3 RECEPTOR LIGANDS

The present invention relates to novel piperidine ether derivatives having affinity for the histamine H3 receptor, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

NOVEL COMPOUNDS

The present invention relates to novel diazepanyl derivatives of formula (I) having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

PIPERAZINE DERIVATIVES AND THEIR USE FOR THE TREATMENT OF NEUROLOGICAL AND PSYCHIATRIC DISEASES

The present invention relates to novel piperidine carbonyl piperazine derivatives having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.