Deeper Knowledge, Faster

  • Identify first generic entrants
  • Uncover prior art in expired and abandoned patents
  • Obtain formulation and manufacturing information

Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing

Serving leading biopharmaceutical companies globally:

Harvard Business School
Express Scripts
Queensland Health
Federal Trade Commission

Generated: January 19, 2018

DrugPatentWatch Database Preview

Details for Patent: ➤ Subscribe

« Back to Dashboard

Details for Patent: ➤ Subscribe

Title:Polymorphs of suberoylanilide hydroxamic acid
Abstract: The present invention provides methods of selectively inducing terminal differentiation, cell growth arrest and/or apoptosis of neoplastic cells, and/or inhibiting histone deacetylase (HDAC) by administration of pharmaceutical compositions comprising potent HDAC inhibitors. The oral bioavailability of the active compounds in the pharmaceutical compositions of the present invention is surprisingly high. Moreover, the pharmaceutical compositions unexpectedly give rise to high, therapeutically effective blood levels of the active compounds over an extended period of time. The present invention further provides a safe, daily dosing regimen of these pharmaceutical compositions, which is easy to follow, and which results in a therapeutically effective amount of the HDAC inhibitors in vivo. The present invention also provides a novel Form I polymorph of SAHA, characterized by a unique X-ray diffraction pattern and Differential Scanning Calorimetry profile, as well a unique crystalline structure.
Inventor(s): Miller; Thomas A. (Brookline, MA)
Assignee: Merck HDAC Research, LLC (Boston, MA)
Filing Date:Mar 18, 2008
Application Number:12/077,415
Claims:1. A process for preparing a suberoylanilide hydroxamic acid (SAHA) Form I comprising the step of recrystallizing a crude preparation of SAHA from an organic solvent or a mixture of an organic solvent and water, wherein said organic solvent is methanol, ethanol, or isopropanol.

2. The process according to claim 1, wherein said process comprises the step of recrystallizing said crude SAHA from an organic solvent.

3. The process according to claim 1, wherein said process comprises the step of recrystallizing said crude SAHA from a mixture of an organic solvent and water.

4. The process according to claim 1, wherein said mixture of organic solvent and water comprises about 1-99% of organic solvent and about 99-1% of water.

5. The process according to claim 4, wherein said mixture comprises about 15-85% of organic solvent and about 1-15% water.

6. The process according to claim 5, wherein said mixture comprises about 85% of organic solvent and about 15% water.

7. The process of claim 3, wherein said mixture of an organic solvent and water is a mixture of about 2:1 of methanol/water.

8. The process of any one of claims 1, 2, 3, 4-6, and 7, wherein the crude preparation of SAHA is prepared comprising the steps of: a. reacting suberic acid with aniline to form suberanilic acid having the structure: ##STR00057## b. reacting suberanilic acid with methanol to form methyl suberanilate having the structure: ##STR00058## c. reacting the methyl suberanilate with hydroxylamine hydrochloride to form a crude suberoylanilide hydroxamic acid in a reaction mixture.

9. The process according to claim 8, wherein step (c) further comprises the steps of: (1) adding sodium methoxide to the reaction mixture to obtain a clear solution; and (2) adding glacial acetic acid to the clear solution to form a precipitate comprising crude suberoylanilide hydroxamic acid.
« Back to Dashboard

For more information try a trial or see the plans and pricing

Serving leading biopharmaceutical companies globally:

Express Scripts
Johnson and Johnson
Cantor Fitzgerald
Farmers Insurance

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.

Copyright 2002-2018 thinkBiotech LLC
ISSN: 2162-2639

Secure SSL Encrypted
Privacy and Cookies
Terms & Conditions

Follow DrugPatentWatch: