5033-28-3

Basic information

• Product Name: 4-CHLORO-N'-HYDROXYBENZENECARBOXIMIDAMIDE
• Synonyms: BUTTPARK 52\12-19;ART-CHEM-BB B022963;AKOS B022963;4-CHLOROBENZAMIDE OXIME;4-CHLORO-N-HYDROXY-BENZAMIDINE;4-CHLORO-N'-HYDROXYBENZENECARBOXIMIDAMIDE;4-CHLORO-N-HYDROXYBENZENECARBOXIMIDAMIDE;(Z)-4-chloro-N'-hydroxybenzamidine
• CAS NO: 5033-28-3
• Molecular Formula: C₇H₇ClN₂O
• Molecular Weight: 170.6
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;pharmacetical
• Mol File: 5033-28-3.mol
• Article Data: 125

Chemical Properties

• Melting Point: 131 °C
• Boiling Point: 334.619 °C at 760 mmHg
• Flash Point: 156.172 °C
• Appearance: /
• Density: 1.368 g/cm³
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-CHLORO-N'-HYDROXYBENZENECARBOXIMIDAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-N'-HYDROXYBENZENECARBOXIMIDAMIDE(5033-28-3)
• EPA Substance Registry System: 4-CHLORO-N'-HYDROXYBENZENECARBOXIMIDAMIDE(5033-28-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5033-28-3(Hazardous Substances Data)

Usage

Description

4-Chloro-N'-hydroxybenzenecarboximidamide, also known as 4-chlorobenzamidoxime, is an organic compound with the molecular formula C7H6ClN2O2. It is a derivative of benzenecarboximidamide, featuring a chlorine atom at the 4-position and a hydroxyl group attached to the nitrogen atom. 4-CHLORO-N'-HYDROXYBENZENECARBOXIMIDAMIDE is known for its potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
4-Chloro-N'-hydroxybenzenecarboximidamide is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs with specific therapeutic properties.
Used in Chemical Synthesis:
In the field of organic chemistry, 4-chloro-N'-hydroxybenzenecarboximidamide serves as a versatile building block for the synthesis of a wide range of chemical compounds. Its reactivity and functional groups make it a valuable precursor for creating complex molecules with diverse applications.
Used in Research and Development:
Due to its unique chemical structure, 4-chloro-N'-hydroxybenzenecarboximidamide is utilized in research and development for studying various chemical reactions and exploring new synthetic pathways. It can be used to investigate the properties of related compounds and to develop new methodologies in organic synthesis.
Specific Application:
4-Chloro-N'-hydroxybenzenecarboximidamide is used to synthesize O-(3-piperidino-2-hydroxy-1-propyl)-4-chloro-benzamidoxime dihydrochloride, which is a compound with potential applications in various fields, such as pharmaceuticals or chemical research. The synthesis of this compound demonstrates the utility of 4-chloro-N'-hydroxybenzenecarboximidamide as a starting material for the development of new and innovative products.

Upstream product

• 68451-72-9 (Z)-O-Benzoyl-4-chlorbenzamidoxim 
• 68451-85-4 C₁₄H₁₀Cl₂N₂O₂ 
• 68451-91-2 C₁₄H₁₀ClN₃O₄ 
• 68451-78-5 C₁₅H₁₃ClN₂O₃ 
• 125338-28-5 3-(4-Chloro-phenyl)-5-{(E)-2-[3-(4-chloro-phenyl)-isoxazol-4-yl]-vinyl}-4,5-dihydro-[1,2,4]oxadiazole 
• 124-41-4 sodium methylate 
• 623-03-0 4-Cyanochlorobenzene 
• 125324-44-9 (3aR,9aR)-3,8-Bis-(4-chloro-phenyl)-3a,9a-dihydro-5aH-isoxazolo[4,5-e][1,2,4]oxadiazolo[4,5-a]pyridine 
• 503027-47-2 N,N'-bis(trimethylsilyl)sulfurdiimide 
• 15500-74-0 4-chlorobenzonitrile N-oxide 
• 172469-60-2 4-(4-Chloro-phenyl)-2λ⁴-[1,2,3,5]oxathiadiazol-2-ylamine 
• 28123-63-9 4-chlorobenzohydroximoyl chloride 
• 67-56-1 methanol 
• 766-84-7 3-chloro-benzonitrile 

Downstream Products

• 69793-02-8 3-(4-chloro-phenyl)-5-(1-ethyl-propyl)-2⁽⁴⁾,5-dihydro-[1,2,4]oxadiazole 
• 32212-16-1 4-(4-chloro-phenyl)-2-(2,4,6-trimethyl-phenyl)-2,3-dihydro-[1,3,5,2]oxadiazaborole 
• 32212-14-9 4-(4-chloro-phenyl)-2-p-tolyl-2,3-dihydro-[1,3,5,2]oxadiazaborole 
• 32212-17-2 4-(4-chloro-phenyl)-2-naphthalen-1-yl-2,3-dihydro-[1,3,5,2]oxadiazaborole 
• 32212-21-8 4-(4-chloro-phenyl)-3H-[1,3,5,2]oxadiazaborol-2-ol 
• 16013-21-1 p-chlorophenyl-5,5-pentamethylene-Δ²-1,2,4-oxadiazoline 
• 16013-25-5 5-benzyl-3-(4-chloro-phenyl)-2⁽⁴⁾,5-dihydro-[1,2,4]oxadiazole 
• 16013-22-2 3-(4-chloro-phenyl)-5-methyl-2⁽⁴⁾,5-dihydro-[1,2,4]oxadiazole 
• 10550-15-9 3-(4-chlorophenyl)-1,2,4-oxadiazole 
• 57238-75-2 5-(chloromethyl)-3-(4-chlorophenyl)-1,2,4-oxadiazole 
• 33229-30-0 (4-chloro-benzimidoylaminooxy)-butenedioic acid dimethyl ester 
• 69792-85-4 5-(4-chlorophenyl)-3-(2,4-dichlorophenyl)-1,2,4-oxadiazole 
• 93030-74-1 4-chloro-N-(3-chloro-propionyloxy)-benzamidine 
• 16013-23-3 3-(4-chloro-phenyl)-5-isobutyl-2⁽⁴⁾,5-dihydro-[1,2,4]oxadiazole 

Relevant articles and documents

Novel O-acylated amidoximes and substituted 1,2,4-oxadiazoles synthesised from (+)-ketopinic acid possessing potent virus-inhibiting activity against phylogenetically distinct influenza A viruses

This article describes the synthesis and antiviral activity evaluation of new substituted 1,2,4-oxadiazoles containing a bicyclic substituent at position 5 of the heterocycle and O-acylated amidoximes as precursors for their synthesis. New compounds were

Novel chalcone/aryl carboximidamide hybrids as potent anti-inflammatory via inhibition of prostaglandin E2 and inducible NO synthase activities: design, synthesis, molecular docking studies and ADMET prediction

Two series of chalcone/aryl carboximidamide hybrids 4a–f and 6a–f were synthesised and evaluated for their inhibitory activity against iNOS and PGE2. The most potent derivatives were further checked for their in?vivo anti-inflammatory activity utilising carrageenan-induced rat paw oedema model. Compounds 4c, 4d, 6c and 6d were proved to be the most effective inhibitors of PGE2, LPS-induced NO production, iNOS activity. Moreover, 4c, 4d, 6c and 6d showed significant oedema inhibition ranging from 62.21% to 78.51%, compared to indomethacin (56.27 ± 2.14%) and celecoxib (12.32%). Additionally, 4c, 6a and 6e displayed good COX2 inhibitory activity while 4c, 6a and 6c exhibited the highest 5LOX inhibitory activity. Compounds 4c, 4d, 6c and 6d fit nicely into the pocket of iNOS protein (PDB ID: 1r35) via the important amino acid residues. Prediction of physicochemical parameters exhibited that 4c, 4d, 6c and 6d had acceptable physicochemical parameters and drug-likeness. The results indicated that chalcone/aryl carboximidamides 4c, 4d, 6c and 6d, in particular 4d and 6d, could be used as promising lead candidates as potent anti-inflammatory agents.

Novel 1,2,4-oxadiazole derivatives as selective butyrylcholinesterase inhibitors: Design, synthesis, and biological evaluation

Alzheimer’s disease (AD) is a progressive mental disorder that brings a huge economic burden to the healthcare systems. During this illness, acetylcholine levels in the cholinergic systems gradually diminish, which results in severe memory loss and cognitive impairments. Moreover, Butyrylcholinesterase (BuChE) enzyme participates in cholinergic neurotransmission regulation by playing a prominent role in the latter phase of AD. In this study, based on donepezil, which is an effective acetylcholinesterase (AChE) inhibitor, a series of 1,2,4-oxadiazole compounds were designed, synthesized and their inhibitory activities towards AChE and BuChE enzymes were evaluated. Some structures exhibited a higher selectivity rate towards BuChE in comparison to donepezil. Notably, compound 6n with an IC50 value of 5.07 μM and an SI ratio greater than 19.72 showed the highest potency and selectivity towards BuChE enzyme. The docking result revealed that compound 6n properly fitted the active site pocket of BuChE enzyme, and formed desirable lipophilic interactions and hydrogen bonds. Moreover, according to in silico ADME studies, these compounds have proper potential for being developed as new oral anti-Alzheimer’s agents.