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7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine is an atypical retinoid compound with the molecular formula C16H12ClNO2. It acts as a retinoic acid receptor alpha (RARα) antagonist and has the ability to activate chaperone-mediated autophagy (CMA) through an RAR-dependent pathway. 7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine has been found to increase the expression of LAMP-2A, which is crucial for the CMA process. It has demonstrated potential in improving cell viability under oxidative stress conditions and has shown promise in the biological study of chemical modulation of chaperone-mediated autophagy by retinoic acid derivatives.

80306-38-3

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80306-38-3 Usage

Uses

Used in Biological Research:
7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine is used as a CMA booster in the biological study of chemical modulation of chaperone-mediated autophagy by retinoic acid derivatives. Its ability to activate CMA and increase LAMP-2A expression makes it a valuable tool for understanding the role of autophagy in various cellular processes and diseases.
Used in Parkinson's Disease Research:
In the field of neurodegenerative disease research, 7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine is used to study its potential as a disease-modifying strategy for Parkinson's disease. It has been shown to stimulate CMA and attenuate the accumulation of SNCA oligomers in prolonged cultures of mutant cortical neurons, suggesting that CMA activation may help in the development of therapeutic approaches for Parkinson's disease.
Used in Cancer Research:
7-Chloro-3-(p-tolyl)-2H-benzo[b][1,4]oxazine is also used in cancer research to investigate its effects on chaperone-mediated autophagy in cancer cells. A targetome analysis of AR7-induced CMA in cancer cells has been performed, providing insights into the molecular mechanisms underlying its potential anticancer properties. This research could contribute to the development of novel therapeutic strategies targeting autophagy pathways in cancer treatment.

References

Anguiano et al. (2013), Chemical modulation of chaperone-mediated autophagy by retinoic acid derivatives; Nat. Chem. Biol. 9 374 Ho et al. (2020), Age-dependent accumulation of oligomeric SNCA/α-synuclein from impaired degradation in mutant LRRK2 knockin mouse model of Parkinson disease: role for therapeutic activation of chaperone-mediated autophagy (CMA); Autophagy 16 347 Bonam et al. (2021), Autophagy-Lysosomal Pathway as Potential Therapeutic Target in Parkinson’s Disease; Cells 10 3547 Hao et al. (2019), Targetome analysis of chaperone-mediated autophagy in cancer cells; Autophagy 15 1558

Check Digit Verification of cas no

The CAS Registry Mumber 80306-38-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,3,0 and 6 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 80306-38:
(7*8)+(6*0)+(5*3)+(4*0)+(3*6)+(2*3)+(1*8)=103
103 % 10 = 3
So 80306-38-3 is a valid CAS Registry Number.

80306-38-3 Well-known Company Product Price

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  • Sigma

  • (SML0921)  AR7  ≥98% (HPLC)

  • 80306-38-3

  • SML0921-5MG

  • 983.97CNY

  • Detail
  • Sigma

  • (SML0921)  AR7  ≥98% (HPLC)

  • 80306-38-3

  • SML0921-25MG

  • 3,970.98CNY

  • Detail

80306-38-3Downstream Products

80306-38-3Relevant academic research and scientific papers

RETINOIC ACID RECEPTOR ANTAGONISTS AS CHAPERONE-MEDIATED AUTOPHAGY MODULATORS AND USES THEREOF

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Paragraph 0081; 0082; 0122, (2015/06/24)

Compounds, compositions and methods are provided for selectively activating chaperone-mediated autophagy (CMA), protecting cells from oxidative stress, proteotoxicity and lipotoxicity, and/or antagonizing activity of retinoic acid receptor alpha (RARα) in

Design, synthesis and biological evaluation of 2H-benzo[b][1,4] oxazine derivatives as hypoxia targeted compounds for cancer therapeutics

Das, Bhaskar C.,Madhukumar, Ankanahlli V.,Anguiano, Jaime,Mani, Sridhar

supporting information; experimental part, p. 4204 - 4206 (2010/04/05)

A small library of 2H-benzo[b][1,4] oxazine derivative was synthesized and their biological activity was tested on HepG2 cells under normoxic and hypoxic conditions. From preliminary screening, we found compound 10 and 11 specifically inhibit hypoxic canc

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