Cyprodime

Cyprodime
Clinical data
Other names	Cyprodime
ATC code	none;
Identifiers
	IUPAC name (–)-N-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one;
CAS Number	118111-54-9 ;
PubChem CID	5748293;
ChemSpider	20133376 ;
UNII	2C6F5L8S8X;
ChEMBL	ChEMBL322796 ;
CompTox Dashboard (EPA)	DTXSID90922601 ;
Chemical and physical data
Formula	C22H29NO3
Molar mass	355.478 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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 ; Key:INUCRGMCKDQKNA-ILWGZMRPSA-N ;
	(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]

References

^ 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.
^ 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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[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.

[1]

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See also

References