657423-51-3

Basic information

• Product Name: 3-(CHLOROMETHYL)-5-(3-METHYLPHENYL)-1,2,4-OXADIAZOLE
• Synonyms: 3-(CHLOROMETHYL)-5-(3-METHYLPHENYL)-1,2,4-OXADIAZOLE;3-CHLOROMETHYL-5-M-TOLYL-[1,2,4]OXADIAZOLE
• CAS NO: 657423-51-3
• Molecular Formula: C₁₀H₉ClN₂O
• Molecular Weight: 208.64
• Mol File: 657423-51-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(CHLOROMETHYL)-5-(3-METHYLPHENYL)-1,2,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(CHLOROMETHYL)-5-(3-METHYLPHENYL)-1,2,4-OXADIAZOLE(657423-51-3)
• EPA Substance Registry System: 3-(CHLOROMETHYL)-5-(3-METHYLPHENYL)-1,2,4-OXADIAZOLE(657423-51-3)

Safety Data

• Hazardous Substances Data: 657423-51-3(Hazardous Substances Data)

Upstream product

• 660416-41-1 C₁₀H₁₁ClN₂O₂ 
• 1711-06-4 3-Methylbenzoyl chloride 
• 3272-96-6 2-chloro-N-hydroxyethanimidamide 
• 3272-96-6 (Z)-2-chloro-N'-hydroxyethanimidamide 
• 660416-41-1 C₁₀H₁₁ClN₂O₂ 

Relevant articles and documents

New GABA-modulating 1,2,4-oxadiazole derivatives and their anticonvulsant activity

A series of 3- and 5-aryl-1,2,4-oxadiazole derivatives were prepared and tested for anticonvulsant activity in a variety of models. These 1,2,4-oxadiazoles exhibit considerable activity in both pentylenetetrazole (PTZ) and maximal electroshock seizure (MES) models. Compound 10 was protective in the PTZ model in rats with an oral ED50 of 25.5 mg/kg and in the MES model in rats with an oral ED50 of 14.6 mg/kg. Neurotoxicity (rotarod) was observed with an ED50 of 335 mg/kg. We found several oxadiazoles that acted as selective GABA potentiating compounds with no interaction to the benzodiazepine binding site.

The discovery of a selective, high affinity A2B adenosine receptor antagonist for the potential treatment of asthma

Adenosine has been suggested to play a role in asthma, possibly via activation of A2B adenosine receptors on mast cells and other pulmonary cells. We describe our initial efforts to discover a xanthine based selective A2B AdoR antagonist that resulted in the discovery of CVT-5440, a high affinity A2B AdoR antagonist with good selectivity (A2B AdoR Ki = 50 nM, selectivity A1 > 200: A2A > 200: A3 > 167).

NEW COMPOUNDS

The present invention relates to new compounds of formula (I), wherein P, Q, X1, X2, X3, X4, R, R1, R2, R3, R4, R5, R6, R7, m, n, o, p and q are defined as in any one of claims 1 to 12, a process for their preparation and new intermediates prepared therein, pharmaceutical formulations containing said compounds and to the use of said compounds in therapy.