135308-74-6

Basic information

• Product Name: D,L N,O-Didesmethylvenlafaxine
• Synonyms: 4-[1-(1-Hydroxycyclohexyl)-2-(methylamino)ethyl]pheno;4-[1-(1-Hydroxycyclohexyl)-2-(methylamino)ethyl]phenol;rac N,O-DidesMethyl Venlafaxine;Desvenlafaxine N-Desmethyl Impurity;Venlafaxine O-Desmethyl N-Desmethyl Impurity;4-[2-(Methylamino)-1-(1-hydroxycyclohexyl) ethyl]phenol;N-Desmethyl Desvenlafaxine;O-Desmethyl N-Desmethyl Venlafaxine
• CAS NO: 135308-74-6
• Molecular Formula: C15H23NO2
• Molecular Weight: 249.352
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 135308-74-6.mol

Chemical Properties

• Melting Point: 174-175°C
• Boiling Point: 404.3°C at 760 mmHg
• Flash Point: 126.9°C
• Appearance: /
• Density: 1.127g/cm³
• Vapor Pressure: 2.91E-07mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 9.83±0.26(Predicted)
• CAS DataBase Reference: D,L N,O-Didesmethylvenlafaxine(CAS DataBase Reference)
• NIST Chemistry Reference: D,L N,O-Didesmethylvenlafaxine(135308-74-6)
• EPA Substance Registry System: D,L N,O-Didesmethylvenlafaxine(135308-74-6)

Safety Data

• Hazardous Substances Data: 135308-74-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
D,L N,O-Didesmethylvenlafaxine is used as a metabolite in the pharmaceutical industry for understanding the metabolic pathways and pharmacokinetics of Venlafaxine. This knowledge aids in optimizing the drug's efficacy, safety, and dosing regimens.
Used in Research and Development:
In the field of research and development, D,L N,O-Didesmethylvenlafaxine serves as a crucial compound for studying the mechanisms of action, potential side effects, and interactions with other drugs or substances. This information is vital for the development of new drugs with improved therapeutic profiles and reduced side effects.
Used in Quality Control and Drug Analysis:
D,L N,O-Didesmethylvenlafaxine is utilized as a reference compound in quality control and drug analysis to ensure the purity, potency, and consistency of Venlafaxine-containing products. This application helps maintain the safety and efficacy of medications containing Venlafaxine.
Used in Drug Metabolism Studies:
In the field of drug metabolism, D,L N,O-Didesmethylvenlafaxine is used to investigate the metabolic enzymes, pathways, and genetic factors that influence the conversion of Venlafaxine to its active metabolites. This research contributes to personalized medicine by identifying individual variations in drug response and metabolism.
Used in Toxicology and Safety Assessment:
D,L N,O-Didesmethylvenlafaxine is employed in toxicology and safety assessment to evaluate the potential toxic effects and safety profile of Venlafaxine and its metabolites. This information is essential for determining the safe dosage ranges and monitoring the potential adverse effects of the drug in clinical practice.

InChI:InChI=1/C15H23NO2/c1-16-11-14(12-5-7-13(17)8-6-12)15(18)9-3-2-4-10-15/h5-8,14,16-18H,2-4,9-11H2,1H3

Upstream product

• 149289-30-5 N-Desmethylvenlafaxine 

Relevant articles and documents

Desvenlafaxine succinate impurities as well as preparation method and use thereof

The invention discloses desvenlafaxine succinate impurities, i.e., desvenlafaxine succinate impurity 2 and desvenlafaxine succinate impurity I. In addition, the invention further discloses a preparation method of a desvenlafaxine succinate impurity 2, a desvenlafaxine succinate impurity 5, a desvenlafaxine succinate impurity 6, a desvenlafaxine succinate impurity 7, a desvenlafaxine succinate impurity H and a desvenlafaxine succinate impurity I. According to the desvenlafaxine succinate related impurities and preparation thereof, provided by the invention, a foundation for quality research onintermediates, raw pharmaceutical materials and compositions of desvenlafaxine succinate is laid.

METHOD OF PRODUCING 4-(2-(SUBSTITUTED)-1-(1-HYDROXYCYCLOHEXYL)ETHYL)PHENOLS BY O- DEMETHYLATION OF THEIR METHYLETHERS BY MEANS OF INODOROUS AROMATIC THIOLS

A method of producing 4-(2-(substituted)-l-(l-hydroxycyclohexyl)ethyl)phenols of general formula (I), wherein the symbols R1 and R2 are hydrogen (H) or methyl (CH3), by demethylation of their methylethers of general formula (II), wherein symbols R1 and R2 have the same meaning as in formula (I), by heating to 100 to 220 °C with at least one equivalent of an aromatic thiol in the environment of solvents; the reaction is carried out with addition of a base and the aromatic thiol is non- stinking. The term non-stinking means that the stink is only perceptible in concentrations reached in a qualified chemical production in extreme situations only, i.e., for example, above an opened vessel containing the substance; the agent should lack extremely disagreeable "sulphur" character typical of low-molecular compounds containing thiol groups; and even in the above mentioned extreme situations its stink does not exceed intensity of commonly used organic solvents under similar conditions. (Formulae (I), (II)).