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WO2008090565B1 - Novel thermodynamically stable polymorphic form-l of letrozole - Google Patents

Novel thermodynamically stable polymorphic form-l of letrozole

Info

Publication number
WO2008090565B1
WO2008090565B1 PCT/IN2007/000112 IN2007000112W WO2008090565B1 WO 2008090565 B1 WO2008090565 B1 WO 2008090565B1 IN 2007000112 W IN2007000112 W IN 2007000112W WO 2008090565 B1 WO2008090565 B1 WO 2008090565B1
Authority
WO
WIPO (PCT)
Prior art keywords
letrozole
polymorphic form
novel crystalline
preparation
crystalline polymorphic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IN2007/000112
Other languages
French (fr)
Other versions
WO2008090565A1 (en
Inventor
Amala Kishan Kompella
Sreenivas Rachakonda
Kali Satya Bhujanga Rao Adibhatla
Chowdary Nannapaneni Venkaiah
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Natco Pharma Ltd
Original Assignee
Natco Pharma Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Natco Pharma Ltd filed Critical Natco Pharma Ltd
Priority to EP07736572A priority Critical patent/EP2155698A1/en
Publication of WO2008090565A1 publication Critical patent/WO2008090565A1/en
Publication of WO2008090565B1 publication Critical patent/WO2008090565B1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/04Antineoplastic agents specific for metastasis

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The present invention relates to a novel crystalline Form L of letrozole and a process for preparing the same. Letrozole is useful for the first-line treatment in post-menopausal women with hormone receptor positive (or) locally advanced (or) metastatic breast cancer.

Claims

AMENDED CLAIMS received by the International Bureau on 25 January 2008 (25.01.08) original claims 1-3 and 6 are amended, remaining unchanged claims.
1) A crystalline thermodynamically stable polymorphic form of Letrozole designated as Form L having the XPRD characteristics given in Table-I and Fig -1 TABLE-I
Figure imgf000003_0001
2) A thermodynamically stable polymorphic form of letrozole designated as form L having IR and DSC characteristics as in figs. 2 and 3.
3) A process for the preparation of a novel crystalline polymorphic form of Letrozole designated as Form L, comprising crystallization from solvents methanol, chloroform, acetone, ethyl acetate, dioxane.
4) A process for the preparation of novel crystalline polymorphic form L of letrozole comprising lyophilization of a solution of the drug substance in an alcoholic solvent like methanol. 14
5) A process for the preparation of novel crystalline polymorphic form L of letrozole comprising precipitation from solutions in solvents like methanol, DMF, acetic acid by anti-solvents like water, isopropanol and isopropyl ether.
6) A process for the preparation of novel crystalline polymorphic form L of letrozole comprising regeneration from solution in acids like Hydrochloric acid, sulfuric acid and acetic acid by bases ammonia or sodium hydroxide.
7) A process for the preparation of novel crystalline polymorphic form L of letrozole substantially as herein described with reference to the examples 1-16
8) A pharmaceutical composition containing the novel crystalline polymorphic form L of Letrozole substantially as herein described with reference to example 17
PCT/IN2007/000112 2007-01-22 2007-03-20 Novel thermodynamically stable polymorphic form-l of letrozole Ceased WO2008090565A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP07736572A EP2155698A1 (en) 2007-01-22 2007-03-20 Novel thermodynamically stable polymorphic form-l of letrozole

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN148/CHE/2007 2007-01-22
IN148CH2007 2007-01-22

Publications (2)

Publication Number Publication Date
WO2008090565A1 WO2008090565A1 (en) 2008-07-31
WO2008090565B1 true WO2008090565B1 (en) 2008-11-06

Family

ID=38617241

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2007/000112 Ceased WO2008090565A1 (en) 2007-01-22 2007-03-20 Novel thermodynamically stable polymorphic form-l of letrozole

Country Status (2)

Country Link
EP (1) EP2155698A1 (en)
WO (1) WO2008090565A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008516005A (en) 2005-07-06 2008-05-15 シコール インコーポレイティド Improved preparation of letrozole
CN102070541B (en) * 2010-10-25 2013-07-10 深圳海王药业有限公司 Letrozole I-type crystal and preparation method thereof
CN109721558B (en) * 2017-10-27 2025-11-18 中国医学科学院药物研究所 Letrozole crystal type III solid substance, its preparation method, its pharmaceutical composition and uses
CN109721557B (en) * 2017-10-27 2025-11-18 中国医学科学院药物研究所 Letrozole crystal type II solid substance, its preparation method, its pharmaceutical composition and uses

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4978672A (en) * 1986-03-07 1990-12-18 Ciba-Geigy Corporation Alpha-heterocyclc substituted tolunitriles
WO2004076409A2 (en) * 2003-02-06 2004-09-10 Sun Pharmaceutical Industries Limited Regiospecific process for the preparation of 4-[1- (4-cyanophenyl)-1-(1,2,4-triazol-1-yl)methyl]benzonitrile
US20070100149A1 (en) * 2005-11-02 2007-05-03 Palle Venkata Raghavendra A Process for preparing letrozole
US7465749B2 (en) * 2005-11-14 2008-12-16 Chemagis, Ltd. Letrozole purification process

Also Published As

Publication number Publication date
EP2155698A1 (en) 2010-02-24
WO2008090565A1 (en) 2008-07-31

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