Dr. Reddy's Laboratories, Incorporated

Dr. Reddy's Research Foundation

Rajender Kumar Potlapally

Ramabhadra Sarma Mamillapalli

Om Reddy Gaddam

Prabhakar Chebiyyam

Mahender Rao Siripragada

Chandra Sekhar Batchu

Raju Srisilla

Chinna Bakki Reddy Gade

Balaram Mahanti Satish

The present invention relates to novel crystalline Form of 5-[4-[[3-methyl-4-oxo-3,4-dihydroquinazolin-2-yl]methoxy]benzyl]thiazolidine-2,4-dione potassium salt having the formula (I). The invention also relates to a pharmaceutical composition comprising the novel crystalline Form and a pharmaceutically acceptable carrier. The novel crystalline Form of the present invention is more active, as an antidiabetic agent than the hitherto known 5-[4-[[3-methyl-4-oxo-3,4-dihydroquinazolin-2-yl]methoxy]benzyl]thiazolidine-2,4-dione potassium salt. 

Crystalline form of 5-[4-[[3-methyl-4-oxo-3,4-dihydroquinazolin-2-yl]methoxy]benzyl]thiazolidine-2,4-dione potassium salt

The present invention relates to an improved process for the preparation of novel antidiabetic compounds having formula (1) where Rrepresents hydrogen or lower alkyl group and X represents hydrogen or halogen atom 

Process for the preparation of new antidiabetic agents

The present invention relates to an improved process for the preparation of novel antidiabetic compounds having formula (1) where R represents hydrogen or lower alkyl group and X represents hydrogen or halogen atom.

An improved process for the preparation of 5-&lsqb;4-&lsqb;&lsqb;3-Methyl-4-oxo-3,4-dihydroquinazolin-2-yl&rsqb;methoxy&rsqb;benzyl&rsqb;thiazolidine-2,4-dione of formula (1) which comprises: reducing the compound of formula (2&prime;) where R represents a (C -C )alkyl group using Raney Nickel or Magnesium in alcohol having 1 to 4 carbon atoms or mixtures thereof, if desired reesterifying using sufphuric acid at a temperature in the range of 0&deg; C. to 60&deg; C. to obtain a compound of formula (3&prime;) wherein R is as defined above, hydrolyzing the compound of formula (3&prime;) wherein R is as defined above, by conventional methods to obtain the acid of formula (4), condensing the acid of formula (4) with N-methyl anthranilamide directly without any preactivation of the acid to produce the compound of formula (1) and if desired, converting the compound of formula (1) to pharmaceutically acceptable salts thereof by conventional methods.

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Hyderabad Telangana, India

Rajender Kumar Potlapally