Mukund S Chorghade

US Patent:

6403814, Jun 11, 2002

Filed:

Oct 15, 1999

Appl. No.:

09/418637

Inventors:

Alla Venkata Rama Rao - Hyderabad, IN
Mukund S. Chorghade - Natick MA
Amin ul Islam - Hyderabad, IN
Vemuri Venkata Kiran Rao - Hyderabad, IN
Anegondi Sreenivasa Prasad - Hyderabad, IN
Batchu Venkateswara Rao - Nellore, IN
Ranga Reddy - Andhra Pradesh, IN
Lalata Krishnakanth Reddy - Andhra Pradesh, IN
Kotakonda Shailaja - Andhra Pradesh, IN
Mukund Keshao Gurjar - Pune, IN
Sunil Vyankatesh Mhaskar - Natick MA

Assignee:

Millennium Pharmaceuticals, Inc. - Cambridge MA

International Classification:

C07D30702

US Classification:

549475

Abstract:

A method is provided for synthesizing diaryl-substituted heterocyclic compounds, particularly 2,5-diaryl-substituted tetrahydrofurans and tetrahydrothiophenes. Methods for synthesizing starting materials and intermediates are provided as well. An important application of the invention is in the synthesis of CMI-392, (Â)trans-2-[5-Nâ-methyl-Nâ-hydroxyureidyl-methyl)3-methoxy-4-p-chlorophenylthioethoxyphenyl]-5-(3,4,5-trimethoxyphenyl)-tetrahydrofuran, a highly effective agent in treating inflammatory and immune disorders. The invention also encompasses novel compounds useful as starting materials and intermediates in the synthetic processes disclosed.

US Patent:

6433197, Aug 13, 2002

Filed:

Oct 2, 2001

Appl. No.:

09/969681

Inventors:

Mukund Shankar Chorghade - Natick MA
Mukund Keshao Gurjar - Pune, IN
Palakodety Radha Krishna - Hyderabad, IN
Sista Venkata Sai Lalitha - Sunnyvale CA
Kashinath Sadalapure - Dt. Gulbarga, IN
Susanta Sekhar Adhikari - West Bengal, IN
Andappan Murugaiah Subbaiah Murugaiah - Tamilnadu, IN
Batchu Venkateswara Rao - Nellore, IN
Levadala Murali Krishna - Hyderabad, IN
Sunil Vyankatesh Mhaskar - Natick MA
Gangavaram Vasantha Madhava Sharma - Hyderabad, IN
Tangallapally Rajendra Prasad - Warandal, IN
Punna Sreenivas - Nalgonda, IN
Vavilala Goverdhan Reddy - Mahabubnager, IN
Aminul Islam - Hyderabad, IN
Alla Venkata Rama Rao - Hyderabad, IN
Hymavathi Lanka - Hyderabad, IN
Bethi Sridhar Reddy - Hyderabad, IN
Chittineni Hari Prasad - Hyderabad, IN

Assignee:

Millennium Pharmaceuticals, Inc. - Cambridge MA

International Classification:

C07D30702

US Classification:

549475, 549266, 549273, 549295, 549323, 549324

Abstract:

The invention provides new methods for preparation of cyclic oxygen compounds, including 2,5-disubstituted tetrahydrofurans, 2,6-disubstituted tetrahydropyrans, 2,7-disubstituted oxepanes and 2,8-oxocanes. The invention also provides new cyclic oxygen compounds and pharmaceutical compositions and therapeutic methods that comprise such compounds.

US Patent:

6566538, May 20, 2003

Filed:

Jun 27, 2002

Appl. No.:

10/185178

Inventors:

Mukund Shankar Chorghade - Natick MA
Mukund Keshao Gurjar - Pune, IN
Palakodety Radha Krishna - Hyderabad, IN
Sista Venkata Sai Lalitha - Sunnyvale CA
Kashinath Sadalapure - Dt. Gulbarga, IN
Susanta Sekhar Adhikari - West Bengal, IN
Andappan Murugaiah Subbaiah Murugaiah - Tamilnadu, IN
Batchu Venkateswara Rao - Nellore, IN
Levadala Murali Krishna - Hyderabad, IN
Sunil Vyankatesh Mhaskar - Natick MA
Gangavaram Vasantha Madhava Sharma - Hyderabad, IN
Tangallapally Rajendra Prasad - Warangal, IN
Punna Sreenivas - Nalgonda, IN
Vavilala Goverdhan Reddy - Mahabubnagar, IN
Aminul Islam - Hyderabad, IN
Alla Venkata Rama Rao - Hyderabad, IN
Hymavathi Lanka - Hyderabad, IN
Bethi Sridhar Reddy - Hyderabad, IN
Chittineni Hari Prasad - Hyderabad, IN

Assignee:

Millennium Pharmaceuticals, Inc. - Cambridge MA

International Classification:

C07D30512

US Classification:

549323

Abstract:

The invention provides new methods for preparation of cyclic oxygen compounds, including 2,5-disubstituted tetrahydrofurans, 2,6-disubstituted tetrahydropyrans, 2,7-disubstituted oxepanes and 2,8-oxocanes. The invention also provides new cyclic oxygen compounds and pharmaceutical compositions and therapeutic methods that comprise such compounds.

US Patent:

6541647, Apr 1, 2003

Filed:

Oct 2, 2001

Appl. No.:

09/969799

Inventors:

Mukund Shankar Chorghade - Natick MA
Mukund Keshao Gurjar - Pune, IN
Palakodety Radha Krishna - Hyderabad, IN
Sista Venkata Sai Lalitha - Sunnyvale CA
Kashinath Sadalapure - Dt. Gulbarga, IN
Susanta Sekhar Adhikari - West Bengal, IN
Andappan Murugaiah Subbaiah Murugaiah - Tamilnadu, IN
Sunil Vyankatesh Mhaskar - Natick MA
Gangavaram Vasantha Madhava Sharma - Hyderabad, IN
Tangallapally Rajendra Prasad - Warangal, IN
Punna Sreenivas - Nalgonda, IN
Vavilala Goverdhan Reddy - Mahabubnagar, IN
Aminul Islam - Hyderabad, IN
Chittineni Hari Prasad - Hyderabad, IN
Alla Venkata Rama Rao - Hyderabad, IN

Assignee:

Millennium Pharmaceuticals, Inc. - Cambridge MA

International Classification:

C07D30733

US Classification:

549323, 549497

Abstract:

The invention includes inter alia new methods for preparation of the pharmaceutically active compound 2-(4-fluorophenoxymethyl)-5-(4-N-hydroxyureidyl-1 -butynyl)-tetrahydrofuran and precursors thereof.

US Patent:

6794515, Sep 21, 2004

Filed:

May 15, 2003

Appl. No.:

10/438744

Inventors:

Rayomand H. Gimi - Chelmsford MA
Mukund S. Chorghade - Natick MA
Sunil V. Mhaskar - Natick MA

Assignee:

Genzyme Corporation - Cambridge MA

International Classification:

C07D27712

US Classification:

548201, 562557

Abstract:

Non-natural amino acids such as 2-alkylated amino acids allow for the synthesis of a wider variety of peptidal and non-peptidal pharmaceutically active agents. In one embodiment, the present invention relates to a method of preparing 2-alkylcysteine comprising condensing cysteine with an aryl nitrile to form a 2-arylthiazoline-4-carboxylic acid, forming a 2-arylthiazoline-4-amide using an amine group comprising at least one substituted or unsubstituted alkyl group that comprises one or more chiral carbon atoms, and alkylating at the 4-position of the thiazoline ring to form a 2-aryl-4-alkyl-thiazoline-4-amide. The present invention also discloses a method of preparing a class of iron chelating agents related to desferrithiocin, all of which contain a thiazoline ring. In one embodiment, an aryl nitrile or imidate is condensed with cysteine or a 2-alkyl cysteine.

US Patent:

6846958, Jan 25, 2005

Filed:

May 15, 2003

Appl. No.:

10/439342

Inventors:

Mukund S. Chorghade - Natick MA, US
Mukund K. Gurjar - Pune Maharashtra, IN
Joseph Cherian - Kerala, IN

Assignee:

Genzyme Corporation - Cambridge MA

International Classification:

C07C21746

US Classification:

564346

Abstract:

Benzimidates can be reacted with a large number of nucleophiles, leading to a wide variety of products. The present invention discloses a facile synthesis for ethyl 2,4-dihydroxybenzimidate, and ethers and diethers thereof, from 2,4-dihydroxybenzoic acid or 2,4-dibenzyloxybenzoic acid. The present invention also discloses a method of preparing a class of iron chelating agents related to desferrithiocin, all of which contain a thiazoline ring. In this method, 2,4-dihydroxybenzonitrile is condensed with (S)-2-methylcysteine.

US Patent:

6861532, Mar 1, 2005

Filed:

May 15, 2003

Appl. No.:

10/438745

Inventors:

Mukund S. Chorghade - Natick MA, US
Mukund K. Gurjar - Pune Maharashtra, IN
Bhanu M. Chanda - Pune Maharashtra, IN
Joseph Cherian - Kerala, IN

Assignee:

Genzyme Corporation - Cambridge MA

International Classification:

C07D277/08
C07C323/00

US Classification:

548146, 562557

Abstract:

Non-natural amino acids such as 2-alkylated amino acids allow for the synthesis of a wider variety of peptidal and non-peptidal pharmaceutically active agents. A method of preparing a 2-alkylcysteine involves condensing cysteine with an aryl nitrile to form a 2-arylthiazoline-4-carboxylic acid, followed by alkylating the 2-arylthiazoline-4-carboxylic acid at the 4-position. The present invention also discloses a method of preparing a class of iron chelating agents related to desferrithiocin, all of which contain a thiazoline ring. In this method, an aryl nitrile or imidate is condensed with cysteine or a 2-alkyl cysteine.

US Patent:

6875882, Apr 5, 2005

Filed:

May 15, 2003

Appl. No.:

10/439341

Inventors:

Mukund S. Chorghade - Natick MA, US
Mukund K. Gurjar - Pune Maharashtra, IN
Joseph Cherian - Kerala, IN

Assignee:

Genzyme Corporation - Cambridge MA

International Classification:

C07C255/50

US Classification:

558309, 558423, 548237

Abstract:

There is a significant demand for organic nitriles, based on their versatility in reactions. Compounds prepared from nitriles have properties including superoxide inhibition, ferrielectric liquid crystal dopant, antipicornaviral agents, anti-inflammatory agents, anti-asthma agents, and fibringoen antagonists. The present invention discloses a facile synthesis for 2,4-dihydroxybenzonitrile, and ethers and diethers thereof, from 2,4-dihydroxybenzoic acid. The present invention also discloses a method of preparing a class of iron chelating agents related to desferrithiocin, all of which contain a thiazoline ring. In this method, 2,4-dihydroxybenzonitrile is condensed with (S)-2-methylcysteine.