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Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans.

Publication ,  Journal Article
Razdan, RK; Terris, BZ; Handrick, GR; Dalzell, HC; Pars, HG; Howes, JF; Plotnikoff, N; Dodge, P; Dren, A; Kyncl, J; Shoer, L; Thompson, WR
Published in: Journal of Medicinal Chemistry
April 1976

Sulfur analogs of cannabinoids corresponding to DMHP(1) were prepared using the Pechmann condensation between the appropriate keto ester and 5-(1,2-dimethyl(eptyl)resorcnol, followeed by Grignard reaction. Compounds of various structural types (2-6) were found to be active CNS agents in pharmacological tests in mice, rats, and dogs. They shwed profiles qualitatively similar to those of the nitrogen and carbocyclic analogs. Basic esters of the most interesting parent phenols 2 and 4 were also prepared and tested.

Duke Scholars

Published In

Journal of Medicinal Chemistry

DOI

Publication Date

April 1976

Volume

19

Issue

4

Start / End Page

549 / 551

Related Subject Headings

  • Medicinal & Biomolecular Chemistry
  • 1115 Pharmacology and Pharmaceutical Sciences
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry
 

Citation

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ICMJE
MLA
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Razdan, R. K., Terris, B. Z., Handrick, G. R., Dalzell, H. C., Pars, H. G., Howes, J. F., … Thompson, W. R. (1976). Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans. Journal of Medicinal Chemistry, 19(4), 549–551. https://doi.org/10.1021/jm00226a022
Razdan, R. K., B. Z. Terris, G. R. Handrick, H. C. Dalzell, H. G. Pars, J. F. Howes, N. Plotnikoff, et al. “Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans.Journal of Medicinal Chemistry 19, no. 4 (April 1976): 549–51. https://doi.org/10.1021/jm00226a022.
Razdan RK, Terris BZ, Handrick GR, Dalzell HC, Pars HG, Howes JF, et al. Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans. Journal of Medicinal Chemistry. 1976 Apr;19(4):549–51.
Razdan, R. K., et al. “Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans.Journal of Medicinal Chemistry, vol. 19, no. 4, Apr. 1976, pp. 549–51. Manual, doi:10.1021/jm00226a022.
Razdan RK, Terris BZ, Handrick GR, Dalzell HC, Pars HG, Howes JF, Plotnikoff N, Dodge P, Dren A, Kyncl J, Shoer L, Thompson WR. Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans. Journal of Medicinal Chemistry. 1976 Apr;19(4):549–551.

Published In

Journal of Medicinal Chemistry

DOI

Publication Date

April 1976

Volume

19

Issue

4

Start / End Page

549 / 551

Related Subject Headings

  • Medicinal & Biomolecular Chemistry
  • 1115 Pharmacology and Pharmaceutical Sciences
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry