21604

2-Bromohexadecanoic acid

≥99.0% (GC)

• Synonym(s): 2-Bromopalmitic acid
• Linear Formula: CH₃(CH₂)₁₃CH(Br)CO₂H
• CAS Number: 18263-25-7
• Molecular Weight: 335.32
• Beilstein/REAXYS Number: 1726517
• EC Number: 242-137-0
• MDL number: MFCD00004215
• UNSPSC Code: 12352100
• PubChem Substance ID: 57647932
• NACRES: NA.22

Properties

• assay: ≥99.0% (GC)
• form: solid
• mp: 52-54 °C
• solubility: methanol: soluble 1 g/10 mL, clear, colorless; chloroform: soluble; ethanol: soluble; water: insoluble
• SMILES string: CCCCCCCCCCCCCCC(Br)C(O)=O
• InChI: 1S/C16H31BrO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14H2,1H3,(H,18,19)
• Inchi Key: DPRAYRYQQAXQPE-UHFFFAOYSA-N
• Gene Information: human ... PPARD(5467)

Description

General description

2-Bromohexadecanoic acid, also known as 2-Bromopalmitic acid, is a long chain 2-haloalkanoic halogenated fatty acid that is commonly used as a building block in various organic reaction such as 2′-(2-bromohexadecanoyl)-docetaxel synthesis.

Application

<ul>
<li><strong>Chemo-immunotherapy Applications:</strong> 2-Bromohexadecanoic acid has been utilized to create bioactive fatty acid analog-derived hybrid nanoparticles for chemo-immunotherapy against carcinoma, demonstrating potential in cancer treatment without the need for antibodies (Tan et al., 2023).</li>
<li><strong>Drug Target Identification for Coronavirus:</strong> 2-bromopalmitate (2-BP) can be used as an inhibitor and is used to suppressed SADS-CoV treatment (Luo et al., 2021).</li>
<li><strong>Cancer Therapy Enhancement:</strong> This compound has shown efficacy in sensitizing osteosarcoma cells to adriamycin-induced apoptosis through modulation of CHOP, indicating its therapeutic potential in enhancing cancer treatment (Xu et al., 2019).</li>
<li><strong>Membrane Protein Localization in Sertoli Cells: </strong>It has been involved in studies related to the localization of the androgen receptor to plasma membranes by binding to caveolin-1 in mouse Sertoli cells, contributing to the understanding of cellular signaling pathways. It is Used to inhibit palmitoylation of androgen receptor (AR) and used to evaluate the effect of the inhibitor on androgen receptor (AR) translocation (Deng et al., 2017).</li>
<li><strong>Palmitoylation Inhibition:</strong> 2-Bromohexadecanoic acid has been profiled as an irreversible inhibitor of palmitoylation, providing insights into the regulation of protein modifications and their implications in various diseases (Davda et al., 2013).</li>
</ul>

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves