50412-70-9

Usage

Derivative of oxadiazole family

Yes
It belongs to a group of chemical compounds that contain a five-membered ring with two nitrogen atoms and one oxygen atom.

Classification

Organic compound
It is a compound primarily containing carbon and hydrogen atoms, along with other elements.

Contains carbonyl group

Yes (C=O)
The presence of a carbonyl group indicates a carbon-oxygen double bond, which is a key structural feature of 1,2,5-Oxadiazole-3-carbonyl chloride, 4-methyl-, 5-oxide (9CI).

Contains chlorine atom

Yes
The presence of a chlorine atom classifies it as a carbonyl chloride.

4-methyl substituent

Yes
A methyl group (CH3) is attached to the fourth position of the oxadiazole ring, which influences its chemical properties.

5-oxide substituent

Yes
An oxide group is attached to the fifth position of the oxadiazole ring, further affecting its properties.

Potential applications

Organic synthesis, pharmaceuticals, and material science
Due to its unique chemical properties, it can be used as a building block or intermediate in various chemical reactions and industries.

Interest to researchers and chemists

High
It is considered a valuable compound for the synthesis of biologically active compounds and advanced materials.

Reactivity

Reactive
As a reactive chemical, it can participate in various chemical reactions, making it useful in synthesis but also requiring careful handling.

Hazardous nature

Potentially hazardous
It may pose risks to health and safety, so proper handling and safety precautions are necessary when working with 1,2,5-Oxadiazole-3-carbonyl chloride, 4-methyl-, 5-oxide (9CI).

Proper handling and safety precautions

Required
When working with 1,2,5-Oxadiazole-3-carbonyl chloride, 4-methyl-, 5-oxide (9CI) in a laboratory or industrial setting, it is crucial to follow safety guidelines and protocols to minimize risks.

Upstream product

• 37132-21-1 3-methyl-4-furoxancarboxylic acid 

Relevant academic research and scientific papers

2-Phenyl-substituited Imidazotriazinones as Phoshodiesterase Inhibitors

2-(Sulfamoyl-substituted phenyl)-3H-imidazo (5,1-f) (1,2,4) triazin-4-ones (I) are new. Imidazotriazinones of formula (I) and their salts, N-oxides and isomeric forms are new: R1 = H or 1-4C alkyl; R2 = 1-4C straight chain alkyl; R3, R4 = H, 2-8C alkenyl, 1-8C alkoxy or 1-10C alkyl (optionally interrupted by O and/or substituted by a very wide range of specific groups); or R3 or R4 = NR20R21, adamantyl, 2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl, sulfolanyl, hydroxy-sulfolanyl, 2-oxo-tetrahydrofuran-3-yl; or 3-8C cycloalkyl, 6-10C aryl or 5-7 membered heterocycle, all optionally substituted by specific groups; or NR3R4 = (a) optionally benzo-fused, saturated, partially unsaturated or unsaturated 5-7 membered heterocycle, optionally containing 1-3 of S, N, O and NR37 and optionally substituted by a very wide range of specific groups; or (b) a group of formula (i)-(iv); R20,R21 = H or 1-6C alkyl; R37 = H, OH, CHO, CF3, up to 4C acyl, up to 4C alkoxycarbonyl, 1-4C alkoxy, 1-6C alkyl (optionally substituted by specific groups) or -(CO)iE; i = 0 or 1; E = 3-7C cycloalkyl or benzyl; 6-10C aryl or 5- or 6-membered heteroaryl, both optionally substituted by specific groups ; or 5-methyl-1-oxo-2,1,3-oxadiazol-4-yl, N-methylpiperazino or morpholino; R5,R6 = H, 1-6C alkyl, OH or 1-6C alkoxy. The full definitions are given in the DEFINITIONS (Full Definitions) field. An Independent claim is included for the preparation of (I).

Study of synthesis and cardiovascular activity of some furoxan derivatives as potential NO-donors

A series of hybrid molecules incorporating the furoxan and nicorandil moieties were designed as potential NO donors with cardiovascular and cerebrovascular activities. Thirty-six target molecules were successfully synthesized by conventional methods and characterized by infrared spectroscopy, 1H-NMR spectroscopy and high resolution mass spectra. The compounds were tested for their effects on KCl-induced contraction of rabbit thoracic aorta whose endothelium was denuded. Eight compounds were found to reduce KCl-induced contraction by more than 30% at 10 μM. All except one of these compounds are characterized by the presence of electron withdrawing groups in the phenyl ring attached via an amide or ester linkage to the furoxan moiety. The nature of the terminal carbonyl linkage (ester or amide) and the length or type of the alkyl chain bridging the two carbonyl functions have little effect on the activity. One of the active compounds, N-(4- methoxy-benzoyl)-N'-[3-methylfuroxanyl-4-carbonyl)piperazine (17i) was tested for hypotensive effects on anaesthetized rats at 1.5 mg/kg, and found to demonstrate a gradual and sustained hypotensive effect. The results suggest that the furoxannicorandil derivatives are a useful lead in the design of NO- donor compounds for hypertension.

New 1,4-dihydropyridines conjugated to furoxanyl moieties, endowed with both nitric oxide-like and calcium channel antagonist vasodilator activities

A series of 4-phenyl-1,4-dihydropyridines substituted at the ortho and meta positions of the phenyl ring with NO-donating furoxan moieties and their non-NO-releasing furazan analogues were synthesized and pharmacologically characterized. The vasodilator a