118111-54-9

Basic information

• Product Name: cyprodime
• Synonyms: 17-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one;17-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-onehydrochloride;Cyprodime hydrochloride
• CAS NO: 118111-54-9
• Molecular Formula: C22H29NO3.HCl
• Molecular Weight: 355.47
• Mol File: 118111-54-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 155-159 °C(Solv: methanol (67-56-1))
• Boiling Point: 504°Cat760mmHg
• Flash Point: 258.6°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 2.75E-10mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: Desiccate at +4°C
• PKA: 7.42±0.40(Predicted)
• CAS DataBase Reference: cyprodime(CAS DataBase Reference)
• NIST Chemistry Reference: cyprodime(118111-54-9)
• EPA Substance Registry System: cyprodime(118111-54-9)

Safety Data

• Hazardous Substances Data: 118111-54-9(Hazardous Substances Data)

Usage

Biological Activity

Selective μ -opioid receptor antagonist (K i values are 5.4, 244.6 and 2187 nM for μ -, δ - and κ -opioid receptors respectively). Reduces levodopa-induced dyskinesia in the MPTP-lesioned primate model of Parkinson's disease.

InChI:InChI=1/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

Upstream product

• 124919-20-6 17-(cyclopropylmethyl)-4-hydroxy-14β-methoxymorphinan-6-one 
• 138-24-9 phenyltrimethylammonium chloride 
• 124919-40-0 (-)-N-(cyclopropylmethyl)-4,5α-epoxy-14-methoxymorphinan-6-one 
• 124919-39-7 (-)-4,5α-epoxy-14-methoxymorphinan-6-one hydrobromide 
• 118111-52-7 (-)-4,14-dimethoxy-N-<(2,2,2-trichloroethoxy)carbonyl>morphinan-6-one 
• 92055-59-9 (-)-4,14-dimethoxy-N-methylmorphinan-6-one 
• 155732-90-4 17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one 
• 155732-91-5 17-cyclopropylmethyl-6,7-didehydro-4,5α-epoxy-6,14-dimethoxymorphinian 
• 152659-61-5 (5R,9R,13S,14S)-17-(cyclopropylmethyl)-4,5-epoxy-14-hydroxymorphinan-6-one 
• 16676-29-2 naltrexone Hydrochloride 
• 118111-53-8 (-)-4,14-dimethoxymorphinan-6-one 
• 5911-08-0 chloro(cyclopropyl)methane 

Relevant articles and documents

Synthesis and biological evaluation of 14-alkoxymorphinans. 2. (-)-N-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one, a selective μ opioid receptor antagonist

(-)-N-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one (2) was synthesized with 4,14-dimethoxy-N-methyl-morphinan-6-one (1) as starting material. In vivo and in vitro experiments show 2 (cyprodime) to be a pure opioid receptor antagonist. Some of these tests (opioid receptor binding assays, guinea pig ileal longitudinal muscle preparation, rat and mouse vas deferens preparation, acetic acid writhing antagonism (test) indicate that 2 is a selective μ opioid receptor antagonist.

Synthesis and biological evaluation of 14-alkoxymorphinans. 3. Extensive study on cyprodime-related compounds

A series of cyprodime-related compounds (2, 4-12, and 26) has been synthesized and evaluated for opioid agonist and antagonist activity with the mouse vas deferens and guinea pig ileum preparations. None of the changes to cyprodime, including the introduc