Cyprodime

Chemical compound
  • none
Identifiers
  • (–)-N-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one
CAS Number
  • 118111-54-9 checkY
PubChem CID
  • 5748293
ChemSpider
  • 20133376 ☒N
UNII
  • 2C6F5L8S8X
ChEMBL
  • ChEMBL322796 ☒N
CompTox Dashboard (EPA)
  • DTXSID90922601 Edit this at Wikidata
Chemical and physical dataFormulaC22H29NO3Molar mass355.478 g·mol−13D model (JSmol)
  • Interactive image
  • O=C4CC[C@@]3(OC)[C@@H]2N(CC[C@]3(c1c(cccc1OC)C2)C4)CC5CC5
InChI
  • InChI=1S/C22H29NO3/c1-25-18-5-3-4-16-12-19-22(26-2)9-8-17(24)13-21(22,20(16)18)10-11-23(19)14-15-6-7-15/h3-5,15,19H,6-14H2,1-2H3/t19-,21-,22+/m0/s1 ☒N
  • Key:INUCRGMCKDQKNA-ILWGZMRPSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Cyprodime is an opioid antagonist from the morphinan family of drugs.

Cyprodime is a selective opioid antagonist which blocks the μ-opioid receptor,[1] but without affecting the δ-opioid or κ-opioid receptors. This makes it useful for scientific research as it allows the μ-opioid receptor to be selectively deactivated so that the actions of the δ and κ receptors can be studied separately, in contrast to better known opioid antagonists such as naloxone which block all three opioid receptor subtypes.[2]

See also

  • Tianeptine, an atypical, selective MOR full-agonist licensed for major depression since 1989.
  • Samidorphan, an opioid antagonist preferring the MOR, which is under development for major depression.

References

  1. ^ Schmidhammer H, Burkard WP, Eggstein-Aeppli L, Smith CF (February 1989). "Synthesis and biological evaluation of 14-alkoxymorphinans. 2. (-)-N-(cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one, a selective mu opioid receptor antagonist". Journal of Medicinal Chemistry. 32 (2): 418–21. doi:10.1021/jm00122a021. PMID 2536439.
  2. ^ Márki A, Monory K, Otvös F, Tóth G, Krassnig R, Schmidhammer H, et al. (October 1999). "Mu-opioid receptor specific antagonist cyprodime: characterization by in vitro radioligand and [35S]GTPgammaS binding assays". European Journal of Pharmacology. 383 (2): 209–14. doi:10.1016/s0014-2999(99)00610-x. PMID 10585536.
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μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others


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