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Benzomorphan

From Wikipedia, the free encyclopedia
Benzomorphan
Names
IUPAC name
6,7-Benzomorphan
Other names
  • 1,2,3,4,5,6-Hexahydro-2,6-methano-3-benzazocine<
  • 10-Azatricyclo[7.3.1.0~2,7~]trideca-2,4,6-triene
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C12H15N/c1-2-4-12-9(3-1)7-11-8-10(12)5-6-13-11/h1-4,10-11,13H,5-8H2 X markN
    Key: NSLKFRGZLUIUKO-UHFFFAOYSA-N X markN
  • InChI=1/C12H15N/c1-2-4-12-9(3-1)7-11-8-10(12)5-6-13-11/h1-4,10-11,13H,5-8H2
    Key: NSLKFRGZLUIUKO-UHFFFAOYAF
  • C1CNC2CC1C3=CC=CC=C3C2
Properties
C12H15N
Molar mass 173.259 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markN verify (what is checkYX markN ?)

Benzomorphan is a chemical compound that is the base for a series of drugs which variably act on the sigma receptors and κ-opioid receptors, including the following compounds:

Some of these agents are used as analgesics, including pentazocine, phenazocine, dezocine, and eptazocine.[7][8]

See also

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References

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  1. Yokoyama, Naokata; Almaula, Prabodh I.; Block, Fred B.; Granat, Frank R.; Gottfried, Norman; Hill, Ronald T.; McMahon, Elihu H.; Munch, Walter F.; Rachlin, Howard (1979). "Syntheses, analgetic activity and physical dependence capacity of 5-phenyl-6,7-benzomorphan derivatives". Journal of Medicinal Chemistry. 22 (5): 537–553. doi:10.1021/jm00191a016. PMID 37335.
  2. Yokoyama, Naokata; Block, Fred B.; Clarke, Frank H. (1970). "1,2,3,4,5,6-Hexahydro-6-phenyl-2,6-methano-3-benzazocines. II". Journal of Medicinal Chemistry. 13 (3): 488–492. doi:10.1021/jm00297a034.
  3. Castañer, J.; Paton, D. M. (1978). "ID-1229". Drugs of the Future. 3 (4): 298. doi:10.1358/dof.1978.003.04.65215. ISSN 0377-8282. Retrieved 21 October 2025.
  4. Yamamoto H, Saito C, Inaba S, Inukai T, Kobayashi K (May 1975). "The synthesis and pharmacology of a new analgesic, ID-1229". Arzneimittel-Forschung. 25 (5): 795–801. doi:10.1002/chin.197534266. PMID 1242327.
  5. Yamamoto, H, Saito, C, Inaba, S, Inukai, T, Kobayashi, K, Fukumaru, T, Koga, Y, Homma, T, Asami, Y (26 August 1975). "ChemInform Abstract: THE SYNTHESIS AND PHARMACOLOGY OF A NEW ANALGESIC, ID-1229". Chemischer Informationsdienst. 6 (34) chin.197534266. doi:10.1002/chin.197534266. ISSN 0009-2975. PMID 1242327. Retrieved 21 October 2025.
  6. Parenti, Carmela; Turnaturi, Rita; Aricò, Giuseppina; Marrazzo, Agostino; Prezzavento, Orazio; Ronsisvalle, Simone; Scoto, Giovanna M.; Ronsisvalle, Giuseppe; Pasquinucci, Lorella (2012). "Antinociceptive profile of LP1, a non-peptide multitarget opioid ligand". Life Sciences. 90 (25–26): 957–961. doi:10.1016/j.lfs.2012.04.041. PMID 22580287.
  7. Kar, Ashutosh (2005). Medicinal Chemistry. New Age International. ISBN 978-81-224-1565-0.
  8. Cittern PA, Kapoor VK, Parfitt RT (October 1986). "Preparation and analgesic activity of (−)-11 alpha-substituted 1,2,3,4,5,6-hexahydro-6 alpha,7-(methyleneoxy)-2,6-methano-3-benzazocines". Journal of Medicinal Chemistry. 29 (10): 1929–33. doi:10.1021/jm00160a022. PMID 2876100.