1503-53-3

Basic information

• Product Name: 2-Acetyloxy-5-bromobenzoic acid
• Synonyms: 2-(Acetyloxy)-5-bromobenzoic acid;2-Acetyloxy-5-bromobenzoic acid;5-Bromoaspirin;5-Bromosalyicylic acid acetate;5-BROMOSALICYLIC ACID ACETATE;Benzoic acid,2-(acetyloxy)-5-bromo-;2-Acetoxy-5-bromobenzoic acid
• CAS NO: 1503-53-3
• Molecular Formula: C₉H₇BrO₄
• Molecular Weight: 259.0535
• Mol File: 1503-53-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 60°C
• Boiling Point: 368.4°Cat760mmHg
• Flash Point: 176.6°C
• Appearance: /
• Density: 1.7516 (rough estimate)
• Vapor Pressure: 4.46E-06mmHg at 25°C
• Refractive Index: 1.4490 (estimate)
• CAS DataBase Reference: 2-Acetyloxy-5-bromobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetyloxy-5-bromobenzoic acid(1503-53-3)
• EPA Substance Registry System: 2-Acetyloxy-5-bromobenzoic acid(1503-53-3)

Safety Data

• Hazardous Substances Data: 1503-53-3(Hazardous Substances Data)

Usage

Purification Methods

Est Crystallise the acid from EtOH. [Robertson J Chem Soc 81 1482 1902, Beilstein 10 H 108, 10 II 64.]

InChI:InChI=1/C9H7BrO4/c1-5(11)14-8-3-2-6(10)4-7(8)9(12)13/h2-4H,1H3,(H,12,13)

Upstream product

• 89-55-4 5-bromosalicyclic acid 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 

Downstream Products

• 5485-91-6 2-acetoxy-5-bromo-benzoyl chloride 
• 1245209-64-6 5-bromo-2-acetoxybenzoyl azide 
• 1175095-00-7 4-hydroxy-6-(4-methoxy-phenyl)-2-oxo-2H-chromene-3-carboxylic acid methyl ester 
• 2411-23-6 Anhydrid der 2-Acetoxy-5-brom-benzoesaeure 
• 1237519-45-7 C₃₂H₂₉NO₅ 
• 1237519-42-4 C₂₄H₂₂BrNO₄ 
• 1237515-10-4 2-(5-(6-aminopyridin-2-yl)-2-hydroxybenzamido)-4-phenylbenzoic acid 
• 1237519-49-1 tert-butyl 2-(5-(6-aminopyridin-2-yl)-2-hydroxybenzamido)-4-phenylbenzoate 
• 1237515-09-1 tert-butyl 2-(2-acetoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamido)-4-phenylbenzoate 
• 1237514-87-2 tert-butyl 2-(2-acetoxy-5-bromobenzamido)-4-phenylbenzoate 
• 1237514-96-3 methyl 2-(2-acetoxy-5-bromobenzamido)-4-phenylbenzoate 
• 1237515-04-6 2-(2-hydroxy-5-phenylbenzamido)-4-phenylbenzoic acid 
• 1237519-46-8 tert-butyl 2-(2-hydroxy-5-phenylbenzamido)-4-phenylbenzoate 
• 1237515-00-2 2-(5-bromo-2-hydroxybenzamido)-4-phenylbenzoic acid 

Relevant articles and documents

COMPOUNDS AND USES THEREOF

The present invention relates to compositions and methods for the treatment of HA01 -associated disorders, such as primary hyperoxaluria 1.

Synthesis, biological evaluation and 3D-QSAR studies of 3-keto salicylic acid chalcones and related amides as novel HIV-1 integrase inhibitors

HIV-1 integrase is one of the three most important enzymes required for viral replication and is therefore an attractive target for anti retroviral therapy. We herein report the design and synthesis of 3-keto salicylic acid chalcone derivatives as novel HIV-1 integrase inhibitors. The most active compound, 5-bromo-2-hydroxy-3-[3-(2,3,6-trichlorophenyl)acryloyl]benzoic acid (25) was selectively active against integrase strand transfer, with an IC 50 of 3.7 μM. While most of the compounds exhibited strand transfer selectivity, a few were nonselective, such as 5-bromo-3-[3-(4- bromophenyl)acryloyl]-2-hydroxybenzoic acid (15), which was active against both 3′-processing and strand transfer with IC50 values of 11 ± 4 and 5 ± 2 μM, respectively. The compounds also inhibited HIV replication with potencies comparable with their integrase inhibitory potencies. Thus, 5-bromo-2-hydroxy-3-[3-(2,3,6-trichlorophenyl)acryloyl]benzoic acid (25) and 5-bromo-3-[3-(4-bromophenyl)acryloyl]-2-hydroxybenzoic acid (15) inhibited HIV-1 replication with EC50 values of 7.3 and 8.7 μM, respectively. A PHASE pharmacophore hypothesis was developed and validated by 3D-QSAR, which gave a predictive r2 of 0.57 for an external test set of ten compounds. Phamacophore derived molecular alignments were used for CoMFA and CoMSIA 3D-QSAR modeling. CoMSIA afforded the best model with q2 and r2 values of 0.54 and 0.94, respectively. This model predicted all the ten compounds of the test set within 0.56 log units of the actual pIC50 values; and can be used to guide the rational design of more potent novel 3-keto salicylic acid integrase inhibitors.

CHROMENONE ANALOGS AS SIRTUIN MODULATORS

Provided herein are novel sirtuin-modulating compounds and methods of use thereof. The sirtuin-modulating compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including, for e