17815-20-2

Usage

Uses

Used in Pharmaceutical Research:
1-(4'-carboxyphenyl)-1,2-orthocarbane is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential therapeutic properties. Its unique structure allows for the development of new drugs and medicinal compounds, contributing to the advancement of pharmaceutical research.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(4'-carboxyphenyl)-1,2-orthocarbane serves as a valuable building block for creating more complex molecules. Its carboxyphenyl group provides a versatile functional group that can be further modified or reacted to produce a wide range of organic compounds with diverse applications.
Used in Medicinal Chemistry:
1-(4'-carboxyphenyl)-1,2-orthocarbane is used as a starting material or a structural component in the design and synthesis of novel therapeutic agents in medicinal chemistry. Its aromatic properties and carboxylic acid functional group make it an attractive candidate for the development of new drugs with improved efficacy and selectivity.
Used in Drug Delivery Systems:
Similar to gallotannin, 1-(4'-carboxyphenyl)-1,2-orthocarbane could potentially be employed in drug delivery systems to enhance its applications and efficacy. By incorporating 1-(4'-carboxyphenyl)-1,2-orthocarbane into various organic and metallic nanoparticles, its delivery, bioavailability, and therapeutic outcomes could be improved, making it a valuable asset in the development of targeted drug delivery platforms.

Upstream product

• 130574-55-9 methyl 4-[7,8-dicarba-closo-dodecaboronyl]-benzoate 

Relevant academic research and scientific papers

Synthesis and Initial Biological Evaluation of Boron-Containing Prostate-Specific Membrane Antigen Ligands for Treatment of Prostate Cancer Using Boron Neutron Capture Therapy

Boron neutron capture therapy (BNCT) is a therapeutic modality which has been used for the treatment of cancers, including brain and head and neck tumors. For effective treatment via BNCT, efficient and selective delivery of a high boron dose to cancer cells is needed. Prostate-specific membrane antigen (PSMA) is a target for prostate cancer imaging and drug delivery. In this study, we conjugated boronic acid or carborane functional groups to a well-established PSMA inhibitor scaffold to deliver boron to prostate cancer cells and prostate tumor xenograft models. Eight boron-containing PSMA inhibitors were synthesized. All of these compounds showed a strong binding affinity to PSMA in a competition radioligand binding assay (IC50 from 555.7 to 20.3 nM). Three selected compounds 1a, 1d, and 1f were administered to mice, and their in vivo blocking of 68Ga-PSMA-11 uptake was demonstrated through a positron emission tomography (PET) imaging and biodistribution experiment. Biodistribution analysis demonstrated boron uptake of 4-7 μg/g in 22Rv1 prostate xenograft tumors and similar tumor/muscle ratios compared to the ratio for the most commonly used BNCT compound, 4-borono-l-phenylalanine (BPA). Taken together, these data suggest a potential role for PSMA targeted BNCT agents in prostate cancer therapy following suitable optimization.

Method for regulating and controlling structure of o-carborane derivative through preoccupation

The invention discloses a method for regulating and controlling the structure of an o-carborane derivative through preoccupation. The method comprises the following steps: (1) subjecting o-carborane to lithiation to form a monolithium salt and then reacting the monolithium salt with a CH group protecting agent so as to quantitatively convert the o-carborane into C-H protected carborane; (2) activating C-H by using butyllithium and then carrying out functionalization of a second carbon position; and (3) carrying out deprotection by using tetrabutyl ammonium fluoride. According to the invention, the CH group protecting agent is introduced at first, then the group is subjected to functionalization, and finally deprotection of the group is carried out, so the structure of the o-carborane derivative is regulated and controlled through preoccupation; and thus, a monosubstituted or disubstituted o-carborane derivative is purposefully and selectively synthesized. The obtained monosubstituted or disubstituted o-carborane derivative can be applied to field of aerospace materials like high-temperature-resistant bonding materials and composite materials and has great application prospect in the fields like biological medicines, catalysts, supramolecular systems and high energy fuels.