154825-95-3

Basic information

• Product Name: 4-[4-[4-(HydroxydiphenylMethyl)-1-piperidinyl]-1-butyn-1-yl]-α,α-diMethyl-benzeneacetic Acid Methyl Ester
• Synonyms: 1-Dehydroxy-1-dehyro-fexofenadine-d6 Methyl Ester;4-[4-[4-(HydroxydiphenylMethyl)-1-piperidinyl]-1-butyn-1-yl]-α,α-diMethyl-benzeneacetic Acid Methyl Ester;methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)but-1-ynyl)phenyl)-2-methyl propionate
• CAS NO: 154825-95-3
• Molecular Formula: C₃₃H₃₇NO₃
• Molecular Weight: 495.65178
• Product Categories: Amines;Aromatics;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Pharmaceuticals;Amines, Aromatics, Isotope Labelled Compounds, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 154825-95-3.mol

Chemical Properties

• Boiling Point: 632.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.16±0.1 g/cm3(Predicted)
• PKA: 13.32±0.29(Predicted)
• CAS DataBase Reference: 4-[4-[4-(HydroxydiphenylMethyl)-1-piperidinyl]-1-butyn-1-yl]-α,α-diMethyl-benzeneacetic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[4-[4-(HydroxydiphenylMethyl)-1-piperidinyl]-1-butyn-1-yl]-α,α-diMethyl-benzeneacetic Acid Methyl Ester(154825-95-3)
• EPA Substance Registry System: 4-[4-[4-(HydroxydiphenylMethyl)-1-piperidinyl]-1-butyn-1-yl]-α,α-diMethyl-benzeneacetic Acid Methyl Ester(154825-95-3)

Safety Data

• Hazardous Substances Data: 154825-95-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Oil

Uses

A labelled intermediate of Fexofenadine (F322470).

Upstream product

• 115-46-8 C₁₈H₂₁NO 
• 154825-94-2 4-<4-(Methanesulfonyloxy)-1-butynyl>-α,α-dimethylbenzeneacetic acid methyl ester 
• 1352802-40-4 methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)but-1-ynyl)phenyl)-2-methyl propionate oxalate 
• 476468-82-3 C₂₂H₂₅NO 
• 154825-97-5 methyl 2-(4-bromophenyl)-2,2-dimethylacetate 
• 154825-93-1 4-(4-Hydroxy-1-butynyl)-α,α-dimethylbenzeneacetic acid methyl ester 
• 1798-50-1 azacyclonol hydrochloride 

Downstream Products

• 1352802-40-4 methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)but-1-ynyl)phenyl)-2-methyl propionate oxalate 
• 76811-98-8 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid 
• 138452-21-8 fexofenadine hydrochloride 
• 154825-96-4 fexofenadine methyl ester 
• 83799-24-0 fexofenadine 
• 154477-55-1 methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butanoyl)phenyl)-2-methylpropanoate 

Relevant articles and documents

METHODS AND COMPOSITIONS FOR TREATING INFECTION

Provided herein are compositions and methods for treating or preventing infection.

Repurposing the antihistamine terfenadine for antimicrobial activity against staphylococcus aureus

Staphylococcus aureus is a rapidly growing health threat in the U.S., with resistance to several commonly prescribed treatments. A high-throughput screen identified the antihistamine terfenadine to possess, previously unreported, antimicrobial activity against S. aureus and other Gram-positive bacteria. In an effort to repurpose this drug, structure-activity relationship studies yielded 84 terfenadine-based analogues with several modifications providing increased activity versus S. aureus and other bacterial pathogens, including Mycobacterium tuberculosis. Mechanism of action studies revealed these compounds to exert their antibacterial effects, at least in part, through inhibition of the bacterial type II topoisomerases. This scaffold suffers from hERG liabilities which were not remedied through this round of optimization; however, given the overall improvement in activity of the set, terfenadine-based analogues provide a novel structural class of antimicrobial compounds with potential for further characterization as part of the continuing process to meet the current need for new antibiotics.

POLYMORPHIC FORM OF FEXOFENADINE HYDROCHLORIDE, INTERMEDIATES AND PROCESS FOR ITS PREPARATION

The present invention relates to a novel polymorphic form of Fexofenadine hydrochloride, to a process for preparing it, to pharmaceutical compositions containing it, as well as its use. The invention also relates to intermediates useful for the preparation of Fexofenadine hydrochloride, antihistamine drug used in the treatment of allergy symptoms.

A process for the preparation of 4-[1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)-butyl]-alpha, alpha-dimethylbenzeneacetic acid

A process for the preparation of 4-[1-hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-butyl]-α,α-dimethylbenzeneacetic acid (Fexofenadine) of formula