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词条 Cyprodime
释义

  1. See also

  2. References

{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 410884288
| IUPAC_name = (–)-N-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one
| image = Cyprodime.svg
| alt = Structural formula
| width = 200
| image2 = Cyprodime molecule ball.png
| alt2 = Ball-and-stick model
| width2 = 210
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| routes_of_administration =
| bioavailability =
| protein_bound =
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| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 118111-54-9
| ATC_prefix = none
| ATC_suffix =
| PubChem = 5748293
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 322796
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 20133376
| smiles = O=C4CC[C@@]3(OC)[C@@H]2N(CC[C@]3(c1c(cccc1OC)C2)C4)CC5CC5
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = INUCRGMCKDQKNA-ILWGZMRPSA-N
| C=22 | H=29 | N=1 | O=3
| molecular_weight = 355.471 g/mol
| synonyms = Cyprodime
}}

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. 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. 1989 Feb;32(2):418-21. {{PMID|2536439}}
2. ^Márki A, Monory K, Otvös F, Tóth G, Krassnig R, Schmidhammer H, Traynor JR, Roques BP, Maldonado R, Borsodi A. Mu-opioid receptor specific antagonist cyprodime: characterization by in vitro radioligand and [35S]GTPgammaS binding assays. European Journal of Pharmacology. 1999 Oct 27;383(2):209-14. {{PMID|10585536}}
{{Opioidergics}}{{analgesic-stub}}

6 : Synthetic opioids|Morphinans|Opioid antagonists|Ketones|Ethers|Phenol ethers

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