CA2572268A1 - Procede pour reduire les alcools residuels dans l'hydrochlorure de valacyclovir cristallin - Google Patents

Procede pour reduire les alcools residuels dans l'hydrochlorure de valacyclovir cristallin Download PDF

Info

Publication number: CA2572268A1
Authority: CA; Canada
Prior art keywords: valacyclovir hydrochloride; storage; valacyclovir; formylvalacyclovir; hydrochloride
Prior art date: 2004-06-30
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.): Abandoned

Application number

CA002572268A

Other languages

English (en)

Inventor

Ben-Zion Dolitzky

Igor Lifshitz

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.)

Teva Pharmaceutical Industries Ltd

Original Assignee

Individual

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.)

2004-06-30

Filing date

2004-06-30

Publication date

2006-02-02

2004-06-30 Application filed by Individual filed Critical Individual

2006-02-02 Publication of CA2572268A1 publication Critical patent/CA2572268A1/fr

Status Abandoned legal-status Critical Current

Links

ZCDDBUOENGJMLV-QRPNPIFTSA-N Valacyclovir hydrochloride Chemical compound Cl.N1C(N)=NC(=O)C2=C1N(COCCOC(=O)[C@@H](N)C(C)C)C=N2 ZCDDBUOENGJMLV-QRPNPIFTSA-N 0.000 title claims abstract description 62
229940064636 valacyclovir hydrochloride Drugs 0.000 title claims abstract description 62
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 53
HDOVUKNUBWVHOX-QMMMGPOBSA-N Valacyclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCOC(=O)[C@@H](N)C(C)C)C=N2 HDOVUKNUBWVHOX-QMMMGPOBSA-N 0.000 claims description 24
229940093257 valacyclovir Drugs 0.000 claims description 22
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239000007788 liquid Substances 0.000 description 1
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
239000001095 magnesium carbonate Substances 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
235000014380 magnesium carbonate Nutrition 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
235000012245 magnesium oxide Nutrition 0.000 description 1
239000000391 magnesium silicate Substances 0.000 description 1
229940057948 magnesium stearate Drugs 0.000 description 1
229940099273 magnesium trisilicate Drugs 0.000 description 1
229910000386 magnesium trisilicate Inorganic materials 0.000 description 1
235000019793 magnesium trisilicate Nutrition 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
229940043353 maltol Drugs 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
239000000463 material Substances 0.000 description 1
229940041616 menthol Drugs 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
229960002900 methylcellulose Drugs 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
229960001165 modafinil Drugs 0.000 description 1
239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
150000003833 nucleoside derivatives Chemical class 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
229940127557 pharmaceutical product Drugs 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
229960000540 polacrilin potassium Drugs 0.000 description 1
235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
229920000053 polysorbate 80 Polymers 0.000 description 1
229940068968 polysorbate 80 Drugs 0.000 description 1
239000001103 potassium chloride Substances 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
WVWZXTJUCNEUAE-UHFFFAOYSA-M potassium;1,2-bis(ethenyl)benzene;2-methylprop-2-enoate Chemical compound [K+].CC(=C)C([O-])=O.C=CC1=CC=CC=C1C=C WVWZXTJUCNEUAE-UHFFFAOYSA-M 0.000 description 1
229940002612 prodrug Drugs 0.000 description 1
239000000651 prodrug Substances 0.000 description 1
238000011321 prophylaxis Methods 0.000 description 1
UYLWKSJTHLRFBX-UHFFFAOYSA-N purin-6-one Chemical compound O=C1N=CN=C2N=CN=C12 UYLWKSJTHLRFBX-UHFFFAOYSA-N 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
235000015424 sodium Nutrition 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
235000010234 sodium benzoate Nutrition 0.000 description 1
239000004299 sodium benzoate Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
229940080313 sodium starch Drugs 0.000 description 1
229920003109 sodium starch glycolate Polymers 0.000 description 1
239000008109 sodium starch glycolate Substances 0.000 description 1
229940079832 sodium starch glycolate Drugs 0.000 description 1
239000007909 solid dosage form Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
235000010356 sorbitol Nutrition 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
210000002784 stomach Anatomy 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000006188 syrup Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
235000010215 titanium dioxide Nutrition 0.000 description 1
229960005196 titanium dioxide Drugs 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
239000004474 valine Substances 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
229940107931 zovirax Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/18—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 one oxygen and one nitrogen atom, e.g. guanine

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Virology (AREA)
Engineering & Computer Science (AREA)
Biotechnology (AREA)
Molecular Biology (AREA)
Communicable Diseases (AREA)
Oncology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CA002572268A 2004-06-30 2004-06-30 Procede pour reduire les alcools residuels dans l'hydrochlorure de valacyclovir cristallin Abandoned CA2572268A1 (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
PCT/US2004/020903 WO2006011874A1 (fr)	2004-06-30	2004-06-30	Procédé pour réduire les alcools résiduels dans l'hydrochlorure de valacyclovir cristallin

Publications (1)

Publication Number	Publication Date
CA2572268A1 true CA2572268A1 (fr)	2006-02-02

Family

ID=34958221

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002572268A Abandoned CA2572268A1 (fr)	2004-06-30	2004-06-30	Procede pour reduire les alcools residuels dans l'hydrochlorure de valacyclovir cristallin

Country Status (6)

Country	Link
EP (1)	EP1761535A1 (fr)
JP (1)	JP2008504255A (fr)
CN (1)	CN1976933A (fr)
CA (1)	CA2572268A1 (fr)
IL (1)	IL180351A0 (fr)
WO (1)	WO2006011874A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2009049648A2 (fr) *	2007-10-17	2009-04-23	Pharmathen S.A.	Composition pharmaceutique améliorée contenant un agent antiviral et procédé de préparation de celle-ci

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9501178D0 (en) *	1995-01-20	1995-03-08	Wellcome Found	Guanine derivative
JP5043286B2 (ja) *	2001-09-07	2012-10-10	テバファーマシューティカルインダストリーズリミティド	バラシクロビル塩酸塩の結晶型
CA2465928C (fr) *	2001-11-14	2010-01-19	Teva Pharmaceutical Industries Ltd.	Synthese et purification de valacyclovir
AU2003277433A1 (en) *	2002-10-16	2004-05-04	Teva Pharmaceutical Industries Ltd.	Method for reducing residual alcohols in crystalline valacyclovir hydrochloride
EP1638972A2 (fr) *	2003-06-02	2006-03-29	Teva Pharmaceutical Industries Limited	Nouvelles formes cristallines de chlorhydrate de valacyclovir

2004
- 2004-06-30 CA CA002572268A patent/CA2572268A1/fr not_active Abandoned
- 2004-06-30 EP EP04756372A patent/EP1761535A1/fr not_active Withdrawn
- 2004-06-30 WO PCT/US2004/020903 patent/WO2006011874A1/fr not_active Ceased
- 2004-06-30 CN CNA2004800434700A patent/CN1976933A/zh active Pending
- 2004-06-30 JP JP2007518020A patent/JP2008504255A/ja active Pending
2006
- 2006-12-26 IL IL180351A patent/IL180351A0/en unknown

Also Published As

Publication number	Publication date
EP1761535A1 (fr)	2007-03-14
IL180351A0 (en)	2007-06-03
WO2006011874A1 (fr)	2006-02-02
CN1976933A (zh)	2007-06-06
JP2008504255A (ja)	2008-02-14

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CA2465928C (fr)	2010-01-19	Synthese et purification de valacyclovir
CZ297065B6 (cs)	2006-08-16	Hydrochlorid valacykloviru v bezvodé krystalické forme a zpusob jeho výroby
CZ20022875A3 (cs)	2003-02-12	Nová krystalická forma kyseliny N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo2.3-d]-pyrimidin-5-yl)ethyl]benzoyl]-L-glutamové a způsob její přípravy
DK2820019T3 (en)	2017-07-03	Hitherto crystalline form of sitagliptin sulfate
JP2007231023A (ja)	2007-09-13	プリン誘導体およびその製法
CZ2004446A3 (cs)	2005-01-12	Krystalické formy valaciklovir hydrochloridu
US20050059684A1 (en)	2005-03-17	Method for reducing residual alcohols in crystalline valacyclovir hydrochloride
CN111433203A (zh)	2020-07-17	作为抗病毒化合物的取代噻唑的对映异构体
US20080194638A1 (en)	2008-08-14	Bioavailable formulations of heterocyclic compounds
US10668090B2 (en)	2020-06-02	Liver specific delivery-based antiviral prodrug nucleoside cyclophosphate compound and uses thereof
EP1551838B1 (fr)	2006-08-09	Procede pour reduire la quantite d'alcools residuels dans de l'hydrochlorure de valacyclovir cristallin
EP2014660A2 (fr)	2009-01-14	Nouvelle formules cristallines d'hydrochlorure de valacyclovir
CA2572268A1 (fr)	2006-02-02	Procede pour reduire les alcools residuels dans l'hydrochlorure de valacyclovir cristallin
US20080281099A1 (en)	2008-11-13	Process for purifying valacyclovir hydrochloride and intermediates thereof
US20090258949A1 (en)	2009-10-15	Amorphous form of cinacalcet
KR20070027716A (ko)	2007-03-09	결정질 염산발라시클로버 내의 잔류 알콜을 감소시키는방법
US7678816B2 (en)	2010-03-16	Method of stabilizing lansoprazole
KR20050075424A (ko)	2005-07-20	500 ｐｐｍ을 초과하고 약 3,000 ｐｐｍ 이하인 물과 200ｐｐｍ을 초과하고 약 5,000 ｐｐｍ 이하인 알콜을함유하는 안정한 란소프라졸
WO2014174529A2 (fr)	2014-10-30	Polymorphes d'avanafil
US20070066824A1 (en)	2007-03-22	Preparation of alfuzosin
KR0180566B1 (ko)	1999-03-20	2-아미노-6-플루오로-9-(2-하이드록시에톡시메틸)퓨린 에스테르 유도체
ZA200403544B (en)	2005-05-10	Synthesis and purification of valacyclovir.
HUP0401981A2 (hu)	2005-01-28	Valacyclovir szintézise és tisztítása

Legal Events

Date	Code	Title	Description
2006-12-22	EEER	Examination request
2009-06-30	FZDE	Discontinued