55828-12-1

Basic information

• Product Name: Benzoyl chloride, 4-hydroxy-3-methoxy-
• Synonyms: 3-methoxy-4-hydroxybenzoyl chloride;vanilloyl chloride;4-hydroxy-3-methoxybenzoyl chloride
• CAS NO: 55828-12-1
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Mol File: 55828-12-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzoyl chloride, 4-hydroxy-3-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 4-hydroxy-3-methoxy-(55828-12-1)
• EPA Substance Registry System: Benzoyl chloride, 4-hydroxy-3-methoxy-(55828-12-1)

Safety Data

• Hazardous Substances Data: 55828-12-1(Hazardous Substances Data)

Upstream product

• 10543-12-1 4-acetoxy-3-methoxybenzoic acid 
• 121-33-5 vanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 121-34-6 3-methoxy-4-hydroxybenzoic acid 

Downstream Products

• 99499-12-4 4-hydroxy-N-isobutyl-3-methoxybenzamide 
• 316378-34-4 N-(4-hydroxy-3-methoxybenzoyl)-L-cysteine ethyl ester 
• 1346498-80-3 methyl 2-(2-methoxy-4-(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-ylcarbonyl)phenoxy)acetate 
• 1346496-41-0 2-(2-methoxy-4-(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-ylcarbonyl)phenoxy)acetic acid 
• 1346498-79-0 (4-hydroxy-3-methoxyphenyl)(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-yl)methanone 
• 1393588-64-1 2-methoxy-4-(5-methyloxazol-2-yl)phenol 
• 109257-46-7 4-hydroxy-3-methoxy-benzoic acid anilide 
• 100377-63-7 4-hydroxy-3-methoxybenzoic hydrazide 
• 1067189-58-5 N-[4-(1-cyano-cyclopentyl)-phenyl]-4-isopropoxy-3-methoxy-benzamide 

Relevant articles and documents

Optimization of physicochemical properties is a strategy to improve drug-likeness associated with activity: Novel active and selective compounds against Trypanosoma cruzi

Trypanosoma cruzi is the causing agent of Chagas disease, a parasitic infection without efficient treatment for chronic patients. Despite the efforts, no new drugs have been approved for this disease in the last 60 years. Molecular modifications based on

Synthesis and antioxidant activity of 1,3,4-oxadiazoles and their diacylhydrazine precursors derived from phenolic acids

Eight 1,3,4-oxadiazole derivatives containing phenolic acid moieties (7a-h) and eight of their diacylhydrazine precursors (6a-h) were synthesized, characterized using spectroscopic methods and examined by scavenging of stable DPPH (2,2-diphenyl-1-picrylhydrazyl) radicals. The most potent phenolic 1,3,4-oxadiazoles showed better DPPH scavenging activity in comparison with their corresponding diacylhydrazine precursors as a result of participation of both aromatic rings and a 1,3,4-oxadiazole moiety in resonance stabilization of the formed phenoxyl radical. Four diacylhydrazines (6d, 6e, 6g, and 6h) and four 1,3,4-oxadiazoles (7d, 7e, 7g and 7h) with the best DPPH scavenging activity, were chosen for further evaluation of their antioxidant potential through various assays. The investigated compounds exerted pronounced ABTS radical scavenging capacity, moderate to good H2O2 scavenging properties and strong ferric ion reducing capacity. Further in vitro evaluation of the antioxidant properties of the most active compounds demonstrated their protective effects in normal lung fibroblasts MRC-5 against hydrogen peroxide induced oxidative stress. Diacylhydrazine 6h increased two times the activity of glutathione peroxidase in treated cells in comparison with a control sample and did not affect the superoxide dismutase activity.

Diaryl-1,2,4-oxadiazole antioxidants: Synthesis and properties of inhibiting the oxidation of DNA and scavenging radicals

Six 1,2,4-oxadiazole derivatives were prepared in order to compare their abilities to protect DNA against radical-mediated oxidation and to scavenge radicals. These derivatives had a structure based on disubstituted 1,2,4-oxadiazole, in which a vanillin group (A ring) and a substituted benzene group (B ring) were the substituents. The functional group at B ring was assigned as ortho- or meta-hydroxylbenzene group, ortho-chlorobenzene group, no group contained, and pyridine group or vanillin group at B ring. It was found that the compound with two vanillin groups attaching to oxadiazole can trap 2.05 radicals in protecting DNA against 2,2′-azobis(2-amidinopropane hydrochloride) (AAPH)-induced oxidation, and the compound with an ortho-hydroxylbenzene group at B ring can trap 1.78 radicals. The compound with an ortho-chlorobenzene group at B ring exhibited the highest ability to inhibit ·OH-induced oxidation of DNA, while the compound with a meta-hydroxylbenzene group at B ring inhibited Cu2+/glutathione (GSH)-induced oxidation of DNA efficiently. The ortho- and para-hydroxylbenzene groups at B ring made the compounds possess the highest rate constant (k) in scavenging 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS+.) and 2,2′-diphenyl-1-picrylhydrazyl radical (DPPH). Therefore, only a few hydroxyl groups can markedly enhance the activity of the core-branched antioxidant, which may be a novel structural feature in designing antioxidant.