83902-02-7

Basic information

• Product Name: 2,6-Dimethylbenzyl bromide
• Synonyms: 2,6-Dimethylbenzyl bromide;Benzene, 2-(bromomethyl)-1,3-dimethyl- (7CI, 9CI);Benzene, 2-(bromomethyl)-1,3-dimethyl;2-(BroMoMethyl)-1,3-diMethylbenzene
• CAS NO: 83902-02-7
• Molecular Formula: C₉H₁₁Br
• Molecular Weight: 199.08764
• Product Categories: HALOMETYL
• Mol File: 83902-02-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 37.5-38.5 °C
• Boiling Point: 237.842 °C at 760 mmHg
• Flash Point: 103.527 °C
• Appearance: /
• Density: 1.314 g/cm³
• Vapor Pressure: 0.067mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform (Slightly)
• Stability: Unstable in DMSO, Methanol
• CAS DataBase Reference: 2,6-Dimethylbenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethylbenzyl bromide(83902-02-7)
• EPA Substance Registry System: 2,6-Dimethylbenzyl bromide(83902-02-7)

Safety Data

• Hazardous Substances Data: 83902-02-7(Hazardous Substances Data)

Usage

Uses

2,6-Dimethylbenzyl Bromide is a reactant used in the synthesis of spinosyns which display insecticidal activity. Also used in the preparation of pyridazine derivatives as glutamate transporter EAAT2 activators.

InChI:InChI=1/C9H11Br/c1-7-4-3-5-8(2)9(7)6-10/h3-5H,6H2,1-2H3

Upstream product

• 14920-81-1 methyl 2,6-dimethylbenzoate 
• 576-22-7 2-Bromo-m-xylene 
• 632-46-2 2,6-dimethylbenzoic acid 
• 62285-58-9 2,6-dimethylbenzyl alcohol 

Downstream Products

• 54708-14-4 2,6-dimethylphenylacetonitrile 
• 94450-93-8 (3R,4R)-4-(3,5-Dimethyl-4-methylene-cyclohexa-2,5-dienyl)-3-phenylsulfanyl-tetrahydro-pyran-2-one 
• 94451-09-9 (3S,4R)-4-(2,6-Dimethyl-benzyl)-3-phenylsulfanyl-tetrahydro-pyran-2-one 
• 104308-25-0 [2-Bromo-9-(2,6-dimethyl-benzyl)-9H-fluoren-9-yl]-dimethyl-amine 
• 104308-18-1 N,N-dimethyl-9-(2,6-dimethylphenylmethyl)fluoren-9-ylamine 
• 104308-16-9 [2-Bromo-9-(2,6-dimethyl-benzyl)-9H-fluoren-9-yl]-trimethyl-ammonium; bromide 
• 104308-11-4 9-(2,6-dimethylphenylmethyl)fluoren-9-yltrimethylammonium bromide 
• 103854-26-8 α-(S)-2',6'-dimethylphenylalanine 
• 126312-57-0 N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-phenylalanine 
• 54707-85-6 2-(2,6-dimethyl-benzyl)-4,5-dihydro-1H-imidazole 
• 1026631-02-6 2-(2,6-Dimethyl-phenyl)-acetimidic acid ethyl ester 

Relevant articles and documents

APELIN RECEPTOR AGONISTS AND METHODS OF USE THEREOF

Provided herein are agonists of the apelin receptor for the treatment of disease. The compounds disclosed herein are useful for the treatment of a range of cardiovascular, renal and metabolic conditions.

Synthesis and Insecticidal Activity of Spinosyns with C9- O -Benzyl Bioisosteres in Place of the 2′,3′,4′-Tri- O -methyl Rhamnose

The spinosyns are fermentation-derived natural products active against a wide range of insect pests. They are structurally complex, consisting of two sugars (forosamine and rhamnose) coupled to a macrocyclic tetracycle. Removal of the rhamnose sugar results in a >100-fold reduction in insecticidal activity. C9-O-benzyl analogues of spinosyn D were synthesized to determine if the 2′,3′,4′-tri-O-methyl rhamnose moiety could be replaced with a simpler, synthetic bioisostere. Insecticidal activity was evaluated against larvae of Spodoptera exigua (beet armyworm) and Helicoverpa zea (corn earworm). Whereas most analogues were far less active than spinosyn D, a few of the C9-O-benzyl analogues, such as 4-CN, 4-Cl, 2-isopropyl, and 3,5-diOMe, were within 3-15 times the activity of spinosyn D for larvae of S. exigua and H. zea. Thus, although not yet quite as effective, synthetic bioisosteres can substitute for the naturally occurring 2′,3′,4′-tri-O-methyl rhamnose moiety.

Synthesis, biological evaluation, and molecular modeling investigation of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives with PPARα and PPARγ agonist activity

PPARs are ligand-activated transcription factors that govern lipid and glucose homeostasis and play a central role in cardiovascular disease, obesity, and diabetes. Herein, we present screening results for a series of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives, some of which are potent PPARγ agonists as well as PPARα agonists. To investigate the binding modes of the most interesting derivatives into the PPARα and PPARγ binding clefts and evaluate their agonist activity, docking experiments, molecular dynamics simulations, and MM-PBSA analysis were performed.