40705-22-4

Basic information

• Product Name: 4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde
• Synonyms: 4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde;2-bromo-5-methoxy-4-phenylmethoxybenzaldehyde
• CAS NO: 40705-22-4
• Molecular Formula: C₁₅H₁₃BrO₃
• Molecular Weight: 321.16592
• Mol File: 40705-22-4.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde(40705-22-4)
• EPA Substance Registry System: 4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde(40705-22-4)

Safety Data

• Hazardous Substances Data: 40705-22-4(Hazardous Substances Data)

Usage

General Description

4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde is a compound with the chemical formula C15H13BrO3. It is an organic compound with a benzene ring substituted with a methoxy group, a bromine atom and an aldehyde functional group. 4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde is commonly used in organic synthesis as a building block for the production of various pharmaceuticals and agrochemicals. It is also utilized in the preparation of a wide range of heterocyclic compounds. Additionally, it has potential applications in the development of new materials and as a reagent in chemical research. However, it should be handled with care due to its potential hazards, including irritant and toxic properties.

Upstream product

• 60632-40-8 6-bromovanillin 
• 100-44-7 benzyl chloride 
• 82583-95-7 2-amino-4-(benzyloxy)-5-methoxybenzaldehyde 
• 40705-19-9 4-benzyloxy-6-bromo-3-hydroxybenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 65341-82-4 [4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol 
• 100-39-0 benzyl bromide 
• 121-33-5 vanillin 
• 881-68-5 vanillin acetate 
• 52783-83-2 4-acetoxy-2-bromo-5-methoxybenzaldehyde 
• 2454-72-0 6-nitrovanillin 
• 2426-84-8 4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 

Downstream Products

• 214848-02-9 4-benzyloxy-2-bromo-5-methoxybenzoic acid 
• 127027-63-8 Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat 
• 106412-24-2 4-benzyloxy-2-(3-hydroxy-3-methyl-1-butenyl)-5-methoxybenzaldehyde 
• 65341-82-4 [4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol 
• 222622-96-0 5-(benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene 
• 331248-70-5 dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate 
• 331248-77-2 (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene 
• 331248-79-4 (E)-1-[[4-(5-dimethylphosphonomethyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene 
• 331248-82-9 4-{4-[(E)-2-(4-Benzyloxy-2-bromo-5-methoxy-phenyl)-vinyl]-phenoxy}-6-[(E)-2-(5-benzyloxy-2-bromo-phenyl)-vinyl]-2,2-diphenyl-benzo[1,3]dioxole 
• 106412-26-4 4-<5-benzyloxy-4-methoxy-2-(2-nitrovinyl)phenyl>-2-methyl-3-buten-2-ol 
• 106412-28-6 4-<5-benzyloxy-4-methoxy-2-(2-nitroethyl)phenyl>-2-methyl-3-buten-2-ol 

Relevant articles and documents

An Expeditious Modular Hybrid Strategy for the Diversity-Oriented Synthesis of Lamellarins/Azalamellarins with Anticancer Cytotoxicity

A modular hybrid strategy has been developed for the diversity-oriented synthesis of lamellarins/azalamellarins. The common pentacyclic pyrrolodihydroisoquinoline lactone/lactam core was formed via the Michael addition/ring closure (Mi-RC) and the copper(I) thiophene-2-carboxylate (CuTC)-catalyzed C-O/C-N Ullmann coupling. Subsequent direct functionalization at C1, DDQ-mediated C5C6 oxidation, and global deprotection of all benzyl-type O- and N-protecting groups furnished the desired lamellarins/azalamellarins. The late-stage functionalization at C1 provided a handle to accommodate a wider scope of functional groups as they need to tolerate only the DDQ oxidation and global deprotection. Moreover, with the C1-H pyrrole as the late-stage common intermediate, it was also possible to divergently exploit not only its nucleophilic nature to react with some electrophilic species but also some transition-metal-catalyzed cross-coupling reactions (via the intermediacy of the C1-iodopyrrole) to incorporate diversity at this position. Overall, this strategy simplifies the preparation of lamellarins/azalamellarins; including the Mi-RC, these C1-structurally diverse analogues could be prepared efficiently in 6-7 steps from the easily accessed 1-acetoxymethyldihydroisoquinoline and β-nitrocinnamate. Some selected azalamellarins were evaluated for their inhibitory effect against HeLa cervical cancer cells. An acute induction of intrinsic apoptosis was detected and may lead to growth suppression of or cytotoxicity against cancer cells.

ARYLNAPHTHALENE LACTONE DERIVATIVES AND METHODS OF MAKING AND USING THEREOF

A series of natural products including phyllanthusum, an arylnaphthalene lignan derivative, with anticancer and antitumor and immurtostimulating activity are disclosed. The invention further encompasses methods of adding water solubilizing groups to the arylrings that include phosphonyl groups.

Exploring the formation and recognition of an important G-quadruplex in a HIF1α promoter and its transcriptional inhibition by a benzo[c]phenanthridine derivative

Four putative G-quadruplex sequences (PGSs) in the HIF1α promoter and the 5′UTR were evaluated for their G-quadruplex-forming potential using ESI-MS, CD, FRET, DMS footprinting, and a polymerase stop assay. An important G-quadruplex (S1) has been proven to inhibit HIF1α transcription by blocking AP2 binding. A benzo[c]phenanthridine derivative was found to target the S1 G-quadruplex and induce its conformational conversion from antiparallel to parallel orientation. The transcriptional suppression of HIF1α by this compound was demonstrated using western blotting, Q-RT-PCR, luciferase assay, and ChIP. Our new findings provided a novel strategy for HIF1α regulation and potential insight for cancer therapy.