872-26-4

Basic information

• Product Name: Hexadecylbromomagnesium
• Synonyms: Hexadecylbromomagnesium;Hexadecylmagnesium bromide
• CAS NO: 872-26-4
• Molecular Formula: C₁₆H₃₃BrMg
• Molecular Weight: 0
• Mol File: 872-26-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Hexadecylbromomagnesium(CAS DataBase Reference)
• NIST Chemistry Reference: Hexadecylbromomagnesium(872-26-4)
• EPA Substance Registry System: Hexadecylbromomagnesium(872-26-4)

Safety Data

• Hazardous Substances Data: 872-26-4(Hazardous Substances Data)

Upstream product

• 112-82-3 hexadecanyl bromide 

Downstream Products

• 75163-99-4 2,3-dimethyl-nonadecane 
• 408321-28-8 2-ethoxy-1-bromo-octadecane 
• 544-85-4 n-dotriacontane 
• 2400-03-5 4-Phenyl-eicosan 
• 4443-58-7 4-cyclohexyl-eicosane 
• 859977-28-9 1-(2-methoxy-phenyl)-heptadecan-1-ol 
• 1560-88-9 2-methyloctadecane 
• 6418-45-7 3-methylnonadecane 
• 859977-30-3 1-(2,3-dimethoxy-phenyl)-heptadecan-1-ol 
• 5862-27-1 3-heptadecylbenzene-1,2-diol (hydrolaccol) 
• 55517-88-9 1,4-dihexadecyl-benzene 
• 630-05-7 tritriacontane 
• 96850-26-9 2-Hydroxy-1-heptadecyl-benzol 
• 22165-12-4 2-heptadecyl-anisole 

Relevant articles and documents

8-Cetylcoptisine, a new coptisine derivative, induces mitochondria-dependent apoptosis and G0/G1 cell cycle arrest in human A549?cells

Lung cancer is the worldwide leading cause of cancer-related death. Here, we described the synthesis and the anticancer activity of a novel coptisine derivative 8-cetylcoptisine (CCOP) on lung carcinoma in vitro and in vivo. CCOP inhibited the cell viability of A549, BGC-823, MDA-MB-231, HCT-116 and HepG2 cell lines. In A549 cells, CCOP induced apoptosis, G0/G1 cell cycle arrest and decreased mitochondrial membrane potential (MMP) in a dose-dependent manner. Western blot analysis showed that CCOP increased the expression of Bcl-2-associated X protein (Bax), cleaved caspase 3 and 9, while decreased B-cell lymphoma 2 (Bcl-2), cyclins D and E, cyclin dependent kinases (CDKs) 2, 4 and 6, along with the inactivation of the upstream phosphoinositide 3-kinase (Pi3k)/protein kinase B (Akt) signaling. Further in vivo studies showed that CCOP (10 mg/kg) significantly delayed tumor growth in A549 xenograft nude mice, which is stronger than that of coptisine (100 mg/kg). These data suggested that CCOP could be a candidate for lung cancer therapy.

Chromium(II)-Catalyzed Diastereoselective and Chemoselective Csp2-Csp3 Cross-Couplings Using Organomagnesium Reagents

A simple protocol for performing chromium-catalyzed highly diastereoselective alkylations of arylmagnesium halides with cyclohexyl iodides at ambient temperature has been developed. Furthermore, this ligand-free CrCl2 enables efficient electrophilic alkenylations of primary, secondary, and tetiary alkylmagnesium halides with readily available alkenyl acetates. Moreover, this chemoselective C-C coupling reaction with stereodefined alkenyl acetates proceeds in a stereoretentive fashion. A wide range of functional groups on alkyl iodides and alkenyl acetates are well tolerated, thus furnishing functionalized Csp2-Csp3 coupling products in good yields and high diastereoselectivity. Detailed mechanistic studies suggest that the in situ generated low-valent chromium(I) species might be the active catalyst for these Csp2-Csp3 cross-couplings.