7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine

Base Information

• Chemical Name: 7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine
• CAS No.: 80306-38-3
• Molecular Formula: C₁₅H₁₂ClNO
• Molecular Weight: 257.719
• European Community (EC) Number: 806-133-8
• ChEMBL ID: CHEMBL554764
• Mol file: 80306-38-3.mol

Synonyms:80306-38-3;7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine;AR-7;AR7;7-chloro-3-p-tolyl-2H-benzo[b][1,4]oxazine;7-chloro-3-(4-methylphenyl)-2H-1,4-benzoxazine;Atypical retinoid 7;CHEMBL554764;SCHEMBL12206685;BCP25687;EX-A1249;MFCD27978377;s6605;AKOS032946191;CS-6249;NCGC00347937-01;AC-35484;BS-17631;HY-101106;D84085

Chemical Property of 7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine

Chemical Property:

• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble20mg/mL, clear
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 257.0607417
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

99% ^*data from raw suppliers

AR7 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC3=C(C=C(C=C3)Cl)OC2
• Description: AR7 (80306-38-3) is an atypical retinoid which acts as an RARα antagonist and activates chaperone-mediated autophagy (CMA) via an RAR-dependent pathway.1 Downstream signaling results in an increase of LAMP-2A expression.1 Cells pretreated with AR7 had markedly improved viability in a paraquat-induced oxidative stress model.1 AR7 stimulated CMA and attenuated accumulation of SNCA oligomers in prolonged cultures of mutant cortical neurons2 indicating that CMA activation may be a viable disease modifying strategy in Parkinson’s disease3. A targetome analysis of AR7-induced CMA in cancer cells has been performed.4
• Uses: AR 7 is a CMA booster. Used in biological study of chemical modulation of chaperone-?mediated autophagy by retinoic acid derivatives.

Technology Process of 7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine

There total 1 articles about 7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-amino-5-chlorophenol (28443-50-7) + 4-(bromoacetyl)toluene (619-41-0) → 7-chloro-3-(4-methylphenyl)-2?H-1,4-benzoxazine (80306-38-3)

Guidance literature:

2-amino-5-chlorophenol; With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; In dichloromethane; water; for 0.5h;

4-(bromoacetyl)toluene; In dichloromethane; water; for 12.25h;

DOI:10.1016/j.bmcl.2009.05.110

upstream raw materials:

2-amino-5-chlorophenol

4-(bromoacetyl)toluene