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WO2007013097A8 - Improved process for the preparation of ibandronate sodium - Google Patents

Improved process for the preparation of ibandronate sodium

Info

Publication number
WO2007013097A8
WO2007013097A8 PCT/IN2006/000251 IN2006000251W WO2007013097A8 WO 2007013097 A8 WO2007013097 A8 WO 2007013097A8 IN 2006000251 W IN2006000251 W IN 2006000251W WO 2007013097 A8 WO2007013097 A8 WO 2007013097A8
Authority
WO
WIPO (PCT)
Prior art keywords
formula
acid
ibandronate
gave
preparation
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/IN2006/000251
Other languages
French (fr)
Other versions
WO2007013097A1 (en
Inventor
Reddy Muddasani Pulla
Vattikuti Usharani
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
Publication of WO2007013097A1 publication Critical patent/WO2007013097A1/en
Publication of WO2007013097A8 publication Critical patent/WO2007013097A8/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
    • C07F9/3839—Polyphosphonic acids
    • C07F9/3873—Polyphosphonic acids containing nitrogen substituent, e.g. N.....H or N-hydrocarbon group which can be substituted by halogen or nitro(so), N.....O, N.....S, N.....C(=X)- (X =O, S), N.....N, N...C(=X)...N (X =O, S)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Present invention discloses an improved and commercial process for the preparation of ibandronic acid or its monosodium salt. According to the process 3-N-methylaminopropionitrile is reacted with n-pentylbromide to get the tertiary amine of formula-II. Hydrolysis of the nitrile compound of formula-II with hydrochloric acid gave the b-alanine derivative of formula-X. Bis-phosphonylation of the acid compound of formula-X with phorphorous trichloride and phosphorous acid, followed by water hydrolysis gave aqueous ibandronic acid. Treatment of this with sodium hydroxide, followed by dilution of the aqueous solution with methanol gave ibandronate monosodium of formula-Ia as white crystalline solid. Present process utilizes simple raw materials and avoids the column chromatography technique used in the prior art process for isolation of ibandronic acid. Overall yield of ibandronate is more than 60% from the nitrile intermediate of formula-II. Ibandronate is widely used as bone resorption inhibitor.
PCT/IN2006/000251 2005-07-25 2006-07-17 Improved process for the preparation of ibandronate sodium Ceased WO2007013097A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN996CH2005 2005-07-25
IN996/CHE/2005 2005-07-25

Publications (2)

Publication Number Publication Date
WO2007013097A1 WO2007013097A1 (en) 2007-02-01
WO2007013097A8 true WO2007013097A8 (en) 2007-12-06

Family

ID=37390836

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2006/000251 Ceased WO2007013097A1 (en) 2005-07-25 2006-07-17 Improved process for the preparation of ibandronate sodium

Country Status (1)

Country Link
WO (1) WO2007013097A1 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007074475A2 (en) * 2005-12-27 2007-07-05 Natco Pharma Limited Novel polymorphic forms of ibandronate
TW200829256A (en) * 2006-11-16 2008-07-16 Teva Pharma Crystalline forms of ibandronate sodium
JP5220843B2 (en) 2007-04-11 2013-06-26 エフ．ホフマン−ラ ロシュ アーゲー Multi-step synthesis of ibandronate
EP2316841A1 (en) * 2007-04-19 2011-05-04 Dr. Reddy's Laboratories Limited Ibandronate sodium polymorphs
CA2689504A1 (en) * 2007-06-19 2008-12-24 Albemarle Corporation Processes for manufacturing bisphosphonic acids
US20090042839A1 (en) * 2007-08-09 2009-02-12 Sharon Avhar-Maydan Crystalline forms of ibandronate sodium
WO2009093258A2 (en) * 2008-01-24 2009-07-30 Fleming Laboratories Limited A new and improved process for the preparation of ibandronate sodium monohydrate
CN101279985B (en) * 2008-06-02 2012-09-05 苏州汉德森医药科技有限公司 Synthetic method of ibandronate
EP2609101B1 (en) * 2010-07-14 2015-01-28 Pharmathen S.A. Process for the preparation of 3-(n-methyl-n-pentyl)amino-1-hydroxypropane-1,1-diphosphonic acid salt or derivatives thereof
CN103030661B (en) * 2012-11-16 2015-12-02 湖南方盛制药股份有限公司 The preparation method of ibronate sodium

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3623397A1 (en) * 1986-07-11 1988-01-14 Boehringer Mannheim Gmbh NEW DIPHOSPHONIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS

Also Published As

Publication number Publication date
WO2007013097A1 (en) 2007-02-01

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