84459-32-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-5-nitrobenzaldehyde is used as a cholesteryl ester transfer protein (CETP) inhibitor for the development of drugs targeting lipid metabolism disorders. By inhibiting CETP, it helps regulate the balance of cholesterol in the body, potentially reducing the risk of cardiovascular diseases.
Used in Neuroprotective Applications:
2-Bromo-5-nitrobenzaldehyde is used as a reactant for the synthesis of (-)-Linarinic acid derivatives, which are neuroprotective agents. These derivatives exhibit protective effects against oxygen glucose deprivation (OGD)-induced cell damage, making them valuable in the development of treatments for neurological disorders and conditions associated with oxidative stress and cell damage.

InChI:InChI=1/C7H4BrNO3/c8-7-2-1-6(9(11)12)3-5(7)4-10/h1-4H

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 332883-48-4 (2-bromo-5-nitro-phenyl)methanol 
• 68-12-2 N,N-dimethyl-formamide 
• 586-78-7 para-nitrophenyl bromide 
• 373622-95-8 2-bromo-N-methoxy-N-methyl-5-nitrobenzamide 
• 80887-01-0 2-bromo-5-nitrobenzoyl chloride 
• 99-61-6 3-nitro-benzaldehyde 
• 33499-33-1 3-nitrobenzaldoxime O-methyl ether 
• 943-14-6 2-bromo-5-nitrobenzoic acid 

Downstream Products

• 90987-43-2 10-(2,4-Dimethyl-phenyl)-7-nitro-10H-pyrimido[4,5-b]quinoline-2,4-dione 
• 139527-76-7 methyl 3-<2'-(2-carbomethoxyethyl)-5'-nitrophenyl>-2-propenoate 
• 84459-42-7 10-(3,4-Dimethyl-phenyl)-3-methyl-7-nitro-10H-pyrimido[4,5-b]quinoline-2,4-dione 
• 895170-18-0 methyl 2-[(2-bromo-5-nitrophenyl)(hydroxy)methyl]acrylate 
• 895170-19-1 ethyl 2-[(2-bromo-5-nitrophenyl)(hydroxy)methyl]acrylate 
• 332883-51-9 3-{[(2-bromo-5-nitrophenyl)methyl]amino}propan-1-ol 
• 1101131-28-5 2-(2-bromo-5-nitrophenyl)-1,3-dioxolane 
• 1341231-15-9 2-(hex-1-yn-1-yl)-5-nitrobenzaldehyde 
• 16732-57-3 5-nitro-indole-2-carboxylic acid ethyl ester 
• 1393679-82-7 C₁₇H₁₅BrN₂O₃ 
• 1432493-84-9 C₉H₈BrNO₃ 
• 1432493-89-4 C₉H₈BrNO₃ 
• 1629024-45-8 [(2-bromo-5-nitrophenyl)methyl]diphenylphosphine oxide 
• 1629024-55-0 5,6-dihydro-8-nitro-5-phenyl-phosphanthridine 5-oxide 

Relevant academic research and scientific papers

Gold-Catalyzed Cyclization of 2-Alkynylaldehyde Cyclic Acetals via Hydride Shift for the Synthesis of Indenone Derivatives

An efficient gold-catalyzed cyclization of 2-alkynylaldehyde cyclic acetals has been developed for the synthesis of indenone derivatives. A wide variety of functionalized indenone derivatives can be obtained in good-to-excellent yields. HMBC and NOESY NMR analyses and mechanistic elucidation experiments revealed that the cyclization occurs via a 1,5-H shift. The cyclic acetal group promoted the 1,5-H shift by activating the benzylic C-H bond and preventing the migration of the alkoxy group by tethering both alkoxy groups.

DIARYLTHIOHYDANTOIN COMPOUND AS ANDROGEN RECEPTOR ANTAGONIST

The present application belongs to the field of medicine. In particular, the present application relates to a diarylthiohydantoin compound as an androgen receptor antagonist or a pharmaceutically acceptable salt thereof, a preparation method of the same, a pharmaceutical composition comprising the compound, and a use thereof in treating a cell proliferative disease mediated by androgen. The compound of the present application has good antagonistic effect on androgen receptor and exhibits excellent antitumor effect.

Sequential Assembly of Morita-Baylis-Hillman Carbonates and Activated ortho-Vinylbenzaldehydes to Construct Chiral Methanobenzo[7]annulenone Frameworks

The α-regioselective asymmetric [3 + 2] annulation reaction of Morita-Baylis-Hillman carbonates from isatins and activated ortho-vinylbenzaldehyses was developed by the catalysis of a chiral tertiary amine. The sequential N-heterocyclic carbene-mediated intramolecular Stetter reaction was conducted to finally furnish the bridged 5,8-methanobenzo[7]annulen-9-one architectures incorporating a spirooxindole motif with excellent stereoselectivity.

Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy

A facile and efficient monodentate transient directing group strategy was developed to enable the palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes. A broad scope of benzaldehydes were transformed into the desired products by employing 2-amino-5-chlorobenzotrifluoride as a monodentate transient directing group, demonstrating good functional group tolerance. Mild reaction conditions and no requirement for a silver salt are also features of this strategy.

Method for preparing 3,5-disubstituted oxadiazole compound

The invention discloses a method for preparing a 3,5-disubstituted oxadiazole compound N-((3-(2-bromo-5-nitrophenyl)-1,2,4-oxadiazole-5-yl)methyl)ethylamine. 4-nitrobromobenzene used as a starting material undergoes hydroformylation, oximation, eliminatio

Enantioselective, Catalytic Vicinal Difluorination of Alkenes

The enantioselective, catalytic vicinal difluorination of alkenes is reported by II/IIII catalysis using a novel, C2-symmetric resorcinol derivative. Catalyst turnover via in situ generation of an ArIIIIF2 species is enabled by Selectfluor oxidation and addition of an inexpensive HF–amine complex. The HF:amine ratio employed in this process provides a handle for regioselective orthogonality as a function of Br?nsted acidity. Selectivity reversal from the 1,1-difluorination pathway (geminal) to the desired 1,2-difluorination (vicinal) is disclosed (>20:1 in both directions). Validation with electron deficient styrenes facilitates generation of chiral bioisosteres of the venerable CF3 unit that is pervasive in drug discovery (20 examples, up to 94:06 e.r.). An achiral variant of the reaction is also presented using p-TolI (up to >95 % yield).

Organocatalytic regiospecific synthesis of 1H-indene-2-carbaldehyde derivatives: suppression of cycloolefin isomerisation by employing sterically demanding catalysts

The regiospecific synthesis of 1H-indene-2-carbaldehyde derivatives was achieved through transition-metal-free, reductive cyclisation of ortho-formyl trans-cinnamaldehydes with Hantzsch ester in the presence of an aminocatalyst. In particular, cycloolefin isomerisation of the resulting products could be inhibited efficiently by the introduction of a sterically demanding stereo-defined aminocatalyst.

Tandem Pd-catalyzed C-C coupling/recyclization of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitro alkanes

The first successful synthesis of 1H-2,3-benzoxazine 3-oxides has been described. The efficiency of the approach is provided by the C-C-coupling of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitroalkanes catalyzed by Pd(dba)2/JohnPhos system followed by in situ recyclization of the intermediates. Several representative transformations allowing selective modification of the nitronate as well as malonate functionalities in the resulting compounds are demonstrated.

Synthesis and P1′ SAR exploration of potent macrocyclic tissue factor-factor VIIa inhibitors

Selective tissue factor-factor VIIa complex (TF-FVIIa) inhibitors are viewed as promising compounds for treating thrombotic disease. In this contribution, we describe multifaceted exploratory SAR studies of S1′-binding moieties within a macrocyclic chemotype aimed at replacing cyclopropyl sulfone P1′ group. Over the course of the optimization efforts, the 1-(1H-tetrazol-5-yl)cyclopropane P1′ substituent emerged as an improved alternative, offering increased metabolic stability and lower clearance, while maintaining excellent potency and selectivity.

Discovery of a Highly Potent, Selective, and Orally Bioavailable Macrocyclic Inhibitor of Blood Coagulation Factor VIIa-Tissue Factor Complex

Inhibitors of the tissue factor (TF)/factor VIIa complex (TF-FVIIa) are promising novel anticoagulants which show excellent efficacy and minimal bleeding in preclinical models. Starting with an aminoisoquinoline P1-based macrocyclic inhibitor, optimizatio