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Chemical Compound Review:

Coumaran 2,3-dihydrobenzofuran

Synonyms: cumaran, benzoxolane, PubChem6931, zlchem 550, SureCN33192, ...

Inagaki, M. et al., Nichols, D.E. et al., Murakami, M. et al.

Inagaki, Jyoyama, Ono, Yamada, Kobayashi, Baba, Touchi, Iwatani, Ohkawa, Matsumoto, Tsuri, Murakami, Fukatsu, Ohkawa, Kasahara, Sugawara,

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Disease relevance of Coumaran

In this study, we discovered a novel skeleton, the 2,3-dihydrobenzofuran derivative, which inhibited PGE(2) production at a very low concentration and was effective in the anti-carrageenin footpad edema assay [1].
TAK-218 has a 2,3-dihydrobenzofuran-5-amine (coumaran) structure which resembles alpha-tocopherol, and is a promising candidate as an agent for central nervous system (CNS) trauma and ischemia [2].

Psychiatry related information on Coumaran

In rats trained to discriminate saline from LSD tartrate (0.08 mg/kg), stimulus generalization occurred to both of the 2,3-dihydrobenzofuran analogues but at doses more than 10-fold higher than for DOM [3].

References

Synthesis and activities of oxidative metabolites of the anti-arthritic drug candidate S-2474. Inagaki, M., Jyoyama, H., Ono, T., Yamada, K., Kobayashi, M., Baba, T., Touchi, A., Iwatani, K., Ohkawa, T., Matsumoto, S., Tsuri, T. Bioorg. Med. Chem. (2003) [Pubmed]
ESR study on the antioxidant activity of TAK-218 in biological model membranes. Murakami, M., Fukatsu, K., Ohkawa, S., Kasahara, F., Sugawara, T. Chem. Pharm. Bull. (2000) [Pubmed]
Synthesis and evaluation of 2,3-dihydrobenzofuran analogues of the hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane: drug discrimination studies in rats. Nichols, D.E., Hoffman, A.J., Oberlender, R.A., Riggs, R.M. J. Med. Chem. (1986) [Pubmed]

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