1035797-94-4

Basic information

• Product Name: trichloroacetamidate de dichloro-2,6 benzyle
• Synonyms: trichloroacetamidate de dichloro-2,6 benzyle
• CAS NO: 1035797-94-4
• Molecular Weight: 321.418
• Mol File: 1035797-94-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: trichloroacetamidate de dichloro-2,6 benzyle(CAS DataBase Reference)
• NIST Chemistry Reference: trichloroacetamidate de dichloro-2,6 benzyle(1035797-94-4)
• EPA Substance Registry System: trichloroacetamidate de dichloro-2,6 benzyle(1035797-94-4)

Safety Data

• Hazardous Substances Data: 1035797-94-4(Hazardous Substances Data)

Upstream product

• 15258-73-8 2,6-dichlorobenzyl alcohol 
• 545-06-2 trichloroacetonitrile 

Downstream Products

• 103548-52-3 chloro-2S (dichloro-2,6 benzyloxy)-3R butyrate de methyle 
• 103665-05-0 (2S,3R)-2-O-(2,6-dichlorobenzyl)-5-hexen-2,3-diol 
• 103618-25-3 (dichloro-2,6 benzyloxy)-5R hydroxy-4S hexane-1 
• 103562-36-3 chloro-2S (dichoro-2,6 benzyloxy)-3S butanol-1 
• 103548-53-4 chloro-2R (dichloro-2,6 benzyloxy)-3R butanol-1 
• 103618-24-2 (2S,3R)-2-O-(2,6-dichlorobenzyl)-3,4-epoxy-2-butanol 
• 103618-22-0 (dichloro-2,6 benzyloxy)-3R epoxy-2S butane 
• 103548-52-3 chloro-2R (dichloro-2,6 benzyloxy)-3S butyrate de methyle 

Relevant articles and documents

Synthesis, in vitro pharmacology, structure - Activity relationships, and pharmacokinetics of 3-alkoxy-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6- dicarboxylic acid derivatives as potent and selective group II metabotropic glutamate receptor antagonists

Novel group II metabotropic glutamate receptor (mGluR) antagonists, 3-alkoxy-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid derivatives 11 and 12, were discovered by the incorporation of a hydroxy or alkoxyl group onto the C-3 portion of selective and potent group II mGluR agonist 5, (1R,2S,5R,6R)-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid. Among these compounds, (1R,2R,3R,5R,6R)-2-amino-3-(3,4-dichlorobenzyloxy)-6- fluorobicyclo-[3.1.0]hexane-2,6-dicarboxylic acid (-)-11be (MGS0039) was a highly selective and potent group II mGluR antagonist with the best pharmacokinetic profile. Compound (-)-11be exhibited high affinities for mGlu 2 (Ki = 2.38 ± 0.40 nM) and mGlu 3 (4.46 ± 0.31 nM) but low affinity for mGluR 7 (Ki = 664 ± 106 nM), and potent antagonist activities for mGlu 2 (IC50 = 20.0 ± 3.67nM) and mGluR 3 (IC50 = 24.0 ± 3.54 nM) but much less potent antagonist activities for mGlu 4 (IC50 = 1740 ± 1080 nM), mGlu 6 (IC50 = 2060 ± 1270 nM), mGlu 1 (IC50 = 93300 ± 14600 nM), and mGluR 5 (IC50 = 117000 ± 38600 nM). No significant agonist activities of (-)-11be were found for mGluRs 2, 3, 4, 6, 1, and 5 (EC50 > 100000 nM). Furthermore, (-)-11be exhibited dose-dependent oral absorption (plasma Cmax: 214 ± 56.7, 932 ± 235, and 2960 ± 1150 ng/mL for 3 mg/kg, 10 mg/kg, and 30 mg/kg, po, respectively) and acceptable blood-brain barrier penetration (brain C max: 13.2 ng/mL for 10 mg/kg, po 6 h). In this paper, we report the synthesis, in vitro pharmacological profile, and structure-activity relationships (SARs) of 3-alkoxy-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6- dicarboxylic acid derivatives 11 and 12, and pharmacokinetic profiles of several typical compounds.