133024-35-8

Basic information

• Product Name: (Phenyl)hydroxynaftopidil
• Synonyms: 1-Piperazineethanol, 4-(4-hydroxy-2-methoxyphenyl)-alpha-((1-naphthalenyloxy)methyl)-, (+-)-;4-Hydroxyphenylnaftodipil;4-[4-(2-hydroxy-3-naphthalen-1-yloxy-propyl)piperazin-1-yl]-3-methoxy-phenol
• CAS NO: 133024-35-8
• Molecular Formula: C₂₄H₂₈N₂O₄
• Molecular Weight: 408.49
• Mol File: 133024-35-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 647.6°Cat760mmHg
• Flash Point: 345.4°C
• Density: 1.239g/cm³
• CAS DataBase Reference: (Phenyl)hydroxynaftopidil(CAS DataBase Reference)
• NIST Chemistry Reference: (Phenyl)hydroxynaftopidil(133024-35-8)
• EPA Substance Registry System: (Phenyl)hydroxynaftopidil(133024-35-8)

Safety Data

• Hazardous Substances Data: 133024-35-8(Hazardous Substances Data)

Upstream product

• 57149-07-2 naftopidil 
• 2461-42-9 3-(1-naphthyloxy)-1,2-epoxypropane 
• 129338-90-5 1-(2-methoxy-4-hydroxyphenyl)piperazine 

Relevant articles and documents

Synthesis of potential Naftopidil metabolites

The synthesis of four proposed metabolites 1-4 of Naftopidil, a selective α1-antagonist, is reported. These compounds comprise hydroxylated and demethylated derivatives and a cleavage product of Naftopidil.

Metabolic fate of the novel antihypertensive drug naftopidil

The metabolism of 14C-naftopidil ((R,S)-1-(2-methoxyphenyl)-1-piperazinyl-3-(1-naphthyl-oxy)-2-propanol , CAS 57149-07-2) and the pharmacodynamic action of the metabolites was investigated. The metabolic pathway in rat, dog, mouse and man was qualitatively similar, with preference for the hydroxylation of the phenyl or naphthyl moiety of naftopidil ((phenyl)hydroxy-metabolite, (naphthyl)hydroxy-metabolite). Cleavage of the parent compound and production of the propylene glycol metabolite was a further important reaction especially for rat and man. In all species investigated, demethylation of naftopidil occurs to a minor extent. O-desmethyl-naftopidil, (phenyl)hydroxy-naftopidil and (naphthyl)hydroxy-naftopidil were found to have similar affinities for the α1-adrenoceptors as the parent compound (IC50(nmol/l): 433.0; 585.0; 52.7; respectively; naftopidil: 235.0). The naftopidil metabolites, like the parent compound showed no α2- or β-adrenoceptor affinity.