732308-80-4

Basic information

• Product Name: 1-(4-BROMOPHENYL)CYCLOHEXANECARBOXYLIC ACID
• Synonyms: 1-(4-BROMOPHENYL)CYCLOHEXANECARBOXYLIC ACID;1-(4-BROMOPHENYL)CYCLOHEXANE-1-CARBOXYLIC ACID;AKOS BBV-004937
• CAS NO: 732308-80-4
• Molecular Formula: C₁₃H₁₅BrO₂
• Molecular Weight: 283.16
• Mol File: 732308-80-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 394.5±35.0 °C(Predicted)
• Appearance: /
• Density: 1.433±0.06 g/cm3(Predicted)
• PKA: 4.34±0.20(Predicted)
• CAS DataBase Reference: 1-(4-BROMOPHENYL)CYCLOHEXANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-BROMOPHENYL)CYCLOHEXANECARBOXYLIC ACID(732308-80-4)
• EPA Substance Registry System: 1-(4-BROMOPHENYL)CYCLOHEXANECARBOXYLIC ACID(732308-80-4)

Safety Data

• Hazardous Substances Data: 732308-80-4(Hazardous Substances Data)

Usage

General Description

1-(4-Bromophenyl)cyclohexanecarboxylic acid is a chemical compound with the molecular formula C13H15BrO2. It is a white to pale yellow solid at room temperature and is commonly used in the field of organic synthesis and medicinal chemistry. 1-(4-BROMOPHENYL)CYCLOHEXANECARBOXYLIC ACID is a derivative of cyclohexanecarboxylic acid, with a bromine atom attached to the 4-position of the phenyl ring. It is a versatile intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its chemical properties make it suitable for use in the creation of new compounds with potentially valuable biological activity, making it of interest to researchers in drug discovery and development.

Upstream product

• 626603-27-8 1-(4-bromophenyl)cyclohexane-1-carbonitrile 
• 16532-79-9 4-Bromophenylacetonitrile 
• 1236357-63-3 methyl 1-(4-bromophenyl)cyclohexanecarboxylate 
• 111-24-0 1,5-dibromo-pentane 
• 133017-10-4 Butyl 2-(4-bromophenyl)acetate 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 

Downstream Products

• 732309-05-6 1-(4-bromophenyl)cyclohexanecarbonyl chloride 

Relevant articles and documents

GEM-DISUBSTITUTED HETEROCYCLIC COMPOUNDS AND THEIR USE AS IDH INHIBITORS

The present invention relates to certain gem-disubstituted heterocyclic compounds, which modulate the activity of Isocitrate Dehydrogenase (IDH). The compounds of this invention are therefore useful in treating diseases caused by mutated IDH1 and/or mutat

Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class i HDAC Enzymes and Cancer Cell Proliferation

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clinical trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogues incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC50 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86 was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Molecular modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.

General and cost-effective synthesis of 1-heteroaryl/arylcycloalkylamines and their broad applications

A general and cost-effective route has been developed to synthesize 1-heteroarylsubstituted cycloalkylamines from readily available heteroarylacetate in good yields. This synthesis features a LHMDS promoted cyclization and one-pot hydrolysis/Curtius rearr