Browse Prior Art Database

FNF Acid Crystal Form

IP.com Disclosure Number: IPCOM000179863D
Publication Date: 2009-Mar-01
Document File: 2 page(s) / 40K

Publishing Venue

The IP.com Prior Art Database

This text was extracted from a PDF file.
At least one non-text object (such as an image or picture) has been suppressed.
This is the abbreviated version, containing approximately 75% of the total text.

Page 1 of 2

FNF Acid Crystal Form

    2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-propanoic acid and is known as FNF acid. FNF acid has the molecular formula: C17H15ClO4, a molecular weight of 318.07 gr/mol and the following chemical structure:

Cl

O

O

O

OH

    FNF acid is an intermediate in the preparation of 1-methylethyl2-[4-(4- chlorobenzoyl) phenoxy]-2-methyl-propanoate ("FNF"). FNF is a drug, mainly used to reduce cholesterol levels in patients at risk of cardiovascular disease. It reduces both low-density lipoprotein (LDL) and very low density lipoprotein (VLDL) levels, as well as increasing high-density lipoprotein (HDL) levels and reducing tryglycerides level. FNF is used alone or in conjunction with statins in the treatment of hypercholesterolemia and hypertriglyceridemia.

Sample of FNF acid was prepared according to the following scheme:

O

O

OCH3

Dichloroethane AlCl3

+ Cl

Chlorobenzene, AlCl3

water, HCl

NaOH Acetone, CHCl3

EDTA, NaOH Cl O OH

Cl

Cl OH

O

O

Cl O ONa

HCl

water

O

O

    The FNF acid was analyzed by X-ray powder diffraction ("XRPD") and found to contain a crystalline form described in figure 1.

Page 2 of 2

Figure 1: XRPD of the Crystalline Form of FNF acid

    According to figure 1, the crystalline form is characterized by XRPD main peaks at about: 7.9, 12.5, 15.9, 16.6, 17.4, 19.3, 22.2, 22.7, 24.0 and 31.5 ± 0.2 degrees 2-theta.

    PXRD was performed by Th...