Login| Sign Up| Help| Contact|

Patent Searching and Data


Title:
RACEMIC DRUG RESOLUTION USING POLYMER SUPPORTED CHIRAL SELECTOR
Document Type and Number:
WIPO Patent Application WO/2015/029072
Kind Code:
A4
Abstract:
The present invention relates to a process for the separation of enantiomers or resolution of racemic mixtures using high surface area core-shell polymer beads. The present invention further relates to a core-shell functionalized polymer comprising a core which comprises copolymer made from monomers selected from non-aromatic acrylate, ethylene dimethacrylate and divinylbenzene, a shell which comprises monomers selected from glycidyl ethers of methacrylate and a chiral selector selected from tartaric acid derivatives and amino acids.

Inventors:
TANAJI MANE SACHIN (IN)
VIRGIL DANIELS SIONA (IN)
BABASAHEB DEOKAR SARIKA (IN)
ATMARAM MULE SMITA (IN)
PONRATHNAM SURENDRA (IN)
NIVRATI CHAVAN NAYAKU (IN)
Application Number:
PCT/IN2014/000561
Publication Date:
July 30, 2015
Filing Date:
September 01, 2014
Export Citation:
Click for automatic bibliography generation   Help
Assignee:
COUNCIL SCIENT IND RES (IN)
International Classes:
C08F2/18; C08F8/14; C08F8/30; C08F220/14; C08L33/06
Attorney, Agent or Firm:
DUTT, RANJNA MEHTA et al. (Remfry House at the Millenium PlazaSector 27, Gurgaon, New Delhi 9, IN)
Download PDF:
Claims:
34

AMENDED CLAIMS

received by the International Bureau on 08 June 2015 (08.06.15)

A core-shell functionalized polymer comprising: i. a core comprising a crosslinked copolymer made from monomers, said monomers selected from non-aromatic acrylate, ethylene dimethacrylate and divinylbenzene and; ii. a shell, comprising a polymer made from monomers selected from glycidyl ethers of methacrylate; and iii. a chiral selector selected from tartaric acid derivatives and amino acids, wherein the proportion of shell polymer is 5 to 90% by weight based on the total amount of the monomers of the core copolymer, said core polymer is characterized in that the porosity of said core polymer at 200% cross link density is in the range of 50-65% and surface area of said core polymer is up to 555m2/g.

The core-shell functionalized polymer as claimed in claim 1, wherein the core comprises crosslinked copolymers selected from poly(MMA-co-DVB) and poly(MMA-co-EDMA).

The core-shell functionalized polymer as claimed in claim 1, wherein glycidyl ethers of methacrylate is glycidyl methacrylate.

The core-shell functionalized polymer as claimed in claim 1, wherein the core-shell functionalized polymer is in the form of beads.

The core-shell functionalized polymer as claimed in claim 1, wherein chiral selectors are selected D-(-)-ditoluoyl tartaric acid and D-(-)-dibenzoyl tartaric acid and amino acid is L-proline.

The core-shell functionalized polymer as claimed in claim 1, wherein said polymer is useful for the separation or resolution of enantiomers of racemic mixtures by using high performance liquid chromatography. The core-shell functionalized polymer as claimed in claim 1, wherein efficiency of chiral selectors is in the range of 20 to 70 % in the period of 2 to 50 h.

The core-shell functionalized polymer as claimed in claim 7, wherein the racemic mixture is drug racemic mixture selected from the p2-adrenergic receptor agonist drugs selected from (±)-terbutaline and (±)-salbutamol.

A process for the preparation of core-shell functionalized polymer as claimed in claim 1, comprising the steps of: a) providing porous crosslinked copolymer by suspension polymerization; b) providing linear polymer containing oxiranyl group by solution polymerization; c) adding crosslinked copolymer with linear polymer in the ratio ranging between 0.3 to 0.7 wt% at temperature in the range of 20 to 40 °C for period in the range of 10 to 20 min followed by drying at temperature in the range of 50 to 80°C .for period in the range of 6 to 10 h to obtain epoxy coated polymer; Partial crosslinking of oxiranyl groups present on the polymer of step ( c) with amine groupsA to obtain epoxy groups and adding crosslinker 1,6- hexamethylenediamine with poly(GMA) polymer in the ratio range of 3 to 7 mol% at temperature in the range of 20 to 40°C for period in the range of 10 to 20 min followed by drying at temperature in the range of 40 to 80°C .for period in the range of 6 to 10 hours to obtain core-shell polymer; and d) modifying the of epoxy groups of polymer of step (c) with 1 to 2 mmol/g chiral tartaric acid / L-proline derivatives to obtain core-shell functionalized polymer.