DK0788481T3 - Fremgangsmåde til fremstilling af levobupivacain og analoger deraf - Google Patents

Fremgangsmåde til fremstilling af levobupivacain og analoger deraf

Info

Publication number: DK0788481T3
Authority: DK; Denmark
Prior art keywords: pct; levobupivacaine; amidation; alkylation; resultant
Prior art date: 1994-10-25

Application number

DK95934739T

Other languages

English (en)

Inventor

Graham Anthony Charle Frampton

Hooshang Shahriari Zavareh

Original Assignee

Darwin Discovery 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.)

1994-10-25

Filing date

1995-10-23

Publication date

2003-12-01

1994-10-25 Priority claimed from GB9421478A external-priority patent/GB9421478D0/en

1995-03-10 Priority claimed from GBGB9504925.0A external-priority patent/GB9504925D0/en

1995-10-23 Application filed by Darwin Discovery Ltd filed Critical Darwin Discovery Ltd

2003-12-01 Application granted granted Critical

2003-12-01 Publication of DK0788481T3 publication Critical patent/DK0788481T3/da

Links

LEBVLXFERQHONN-INIZCTEOSA-N levobupivacaine Chemical compound CCCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C LEBVLXFERQHONN-INIZCTEOSA-N 0.000 title abstract 2
229960004288 levobupivacaine Drugs 0.000 title abstract 2
UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical compound CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 abstract 2
230000029936 alkylation Effects 0.000 abstract 2
238000005804 alkylation reaction Methods 0.000 abstract 2
230000009435 amidation Effects 0.000 abstract 2
238000007112 amidation reaction Methods 0.000 abstract 2
LEBVLXFERQHONN-UHFFFAOYSA-N 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Chemical compound CCCCN1CCCCC1C(=O)NC1=C(C)C=CC=C1C LEBVLXFERQHONN-UHFFFAOYSA-N 0.000 abstract 1
HXEACLLIILLPRG-YFKPBYRVSA-N L-pipecolic acid Chemical compound [O-]C(=O)[C@@H]1CCCC[NH2+]1 HXEACLLIILLPRG-YFKPBYRVSA-N 0.000 abstract 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hcl hcl Chemical compound Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
238000002955 isolation Methods 0.000 abstract 1
HXEACLLIILLPRG-RXMQYKEDSA-N l-pipecolic acid Natural products OC(=O)[C@H]1CCCCN1 HXEACLLIILLPRG-RXMQYKEDSA-N 0.000 abstract 1
238000004519 manufacturing process Methods 0.000 abstract 1
AUGDEGXARBUSFU-UHFFFAOYSA-N piperidin-1-ium-2-carboxylic acid;chloride Chemical compound Cl.OC(=O)C1CCCCN1 AUGDEGXARBUSFU-UHFFFAOYSA-N 0.000 abstract 1
239000002904 solvent Substances 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Hydrogenated Pyridines (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Peptides Or Proteins (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Compounds Of Unknown Constitution (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

DK95934739T 1994-10-25 1995-10-23 Fremgangsmåde til fremstilling af levobupivacain og analoger deraf DK0788481T3 (da)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
GB9421478A GB9421478D0 (en)	1994-10-25	1994-10-25	Process and compounds
GBGB9504925.0A GB9504925D0 (en)	1995-03-10	1995-03-10	Process for preparing analgesic agents
PCT/GB1995/002514 WO1996012700A1 (en)	1994-10-25	1995-10-23	Process for preparing levobupivacaine and analogues thereof

Publications (1)

Publication Number	Publication Date
DK0788481T3 true DK0788481T3 (da)	2003-12-01

Family

ID=26305864

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK95934739T DK0788481T3 (da)	1994-10-25	1995-10-23	Fremgangsmåde til fremstilling af levobupivacain og analoger deraf

Country Status (12)

Country	Link
US (1)	US5777124A (da)
EP (1)	EP0788481B1 (da)
JP (1)	JP4118946B2 (da)
AT (1)	ATE248148T1 (da)
AU (1)	AU694569B2 (da)
CA (1)	CA2200356C (da)
DE (1)	DE69531624T2 (da)
DK (1)	DK0788481T3 (da)
ES (1)	ES2203645T3 (da)
MX (1)	MX9703025A (da)
PT (1)	PT788481E (da)
WO (1)	WO1996012700A1 (da)

Families Citing this family (29)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US7247729B2 (en)	2001-09-10	2007-07-24	Mercian Corporation	Method for producing pipecolamide derivative
BRPI0104491B8 (pt) *	2001-10-10	2021-05-25	Cristalia Produtos Quim Farmaceuticos Ltda	n-(2,6-dimetilfenil)-1-propil-2-piperidinocarboxamida; processo de obtenção dos enantiômeros; mistura não racêmica dos anantiômeros e seu processo de obtenção e composição farmacêutica.
US20040001889A1 (en)	2002-06-25	2004-01-01	Guohua Chen	Short duration depot formulations
ATE482695T1 (de)	2002-12-13	2010-10-15	Durect Corp	Orale darreichungsform mit flüssigen hochviskosen trägersystemen
AU2005287175B2 (en) *	2004-09-17	2011-12-01	Durect Corporation	Sustained local anesthetic composition containing preferably a sugar ester such as SAIB
US20060270708A1 (en) *	2005-05-25	2006-11-30	Navinta Llc	Novel process for preparation of isotonic aqueous injection of ropivacaine
US7683175B2 (en) *	2005-06-06	2010-03-23	Navinta, Llc	Process of making optically pure L-pipecolic acid and process of making anesthetics and intermediates therefrom
US20070027105A1 (en)	2005-07-26	2007-02-01	Alza Corporation	Peroxide removal from drug delivery vehicle
JP2009535327A (ja) *	2006-04-25	2009-10-01	ディシュマン・ファーマシューティカルズ・アンド・ケミカルズ・リミテッド	ロピバカイン塩酸塩無水物およびその調製
US8337883B2 (en)	2006-11-03	2012-12-25	Durect Corporation	Transdermal delivery systems
KR100844336B1 (ko)	2007-01-16	2008-07-07	하나제약 주식회사	레보부피바카인 및 이의 염산염의 신규한 제조방법
EP2219622A1 (en)	2007-12-06	2010-08-25	Durect Corporation	Methods useful for the treatment of pain, arthritic conditions, or inflammation associated with a chronic condition
PL2234975T3 (pl) *	2008-01-15	2012-09-28	Pharmathen Sa	Proces wytwarzania 2',6'-ksylidydu kwasu 2-pipekolinowego stosowanego jako produkt pośredni do przygotowywania środków miejscowo znieczulających
US20100260844A1 (en)	2008-11-03	2010-10-14	Scicinski Jan J	Oral pharmaceutical dosage forms
CN102558030A (zh) *	2010-12-11	2012-07-11	山东方明药业股份有限公司	1-n-(2，6-二甲基苯基)-2-哌啶甲酰胺的合成
CN103086954A (zh) *	2013-02-04	2013-05-08	山东省医药工业研究所	一种制备罗哌卡因的方法
TW201521769A (zh)	2013-03-15	2015-06-16	Durect Corp	具有流變改質劑以減少溶解變異性之組成物
CN103664744B (zh) *	2013-11-30	2015-07-15	山东永泰化工有限公司	一种左布比卡因的制备方法
CN104003930B (zh) *	2014-06-13	2016-06-08	山东金诃药物研究开发有限公司	一种盐酸罗哌卡因的制备方法
CN105418489A (zh) *	2016-01-22	2016-03-23	江苏宝众宝达药业有限公司	一种布比卡因的合成方法
SG11201811760VA (en)	2016-07-06	2019-01-30	Durect Corp	Oral dosage form with drug composition, barrier layer and drug layer
CN106187864B (zh) *	2016-07-11	2018-11-23	江苏天和制药有限公司	一种由盐酸布比卡因制备高纯度布比卡因碱的方法
CN109438331A (zh) *	2018-09-20	2019-03-08	山东科源制药股份有限公司	一种制备罗哌卡因中间体的方法
CN115666621A (zh)	2020-01-13	2023-01-31	度勒科特公司	具有减少的杂质的持续释放药物递送系统及相关方法
CN111548303A (zh) *	2020-06-28	2020-08-18	山东美泰医药有限公司	一种盐酸左布比卡因的杂质及其制备和分析方法
CA3203561A1 (en)	2021-01-12	2022-07-21	Adrian Neil Verity	Sustained release drug delivery systems and related methods
CN112939848B (zh) *	2021-02-25	2022-07-01	浙江工业大学	一种布比卡因及其中间体(s)-2-哌啶甲酸的制备方法
US12070454B1 (en)	2022-05-05	2024-08-27	Pfof Llc	Anesthetic nerve block and method
CN119677554A (zh)	2022-05-05	2025-03-21	普络夫有限责任公司	麻醉神经阻滞和方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL6803337A (da) *	1967-03-20	1968-09-23
DE3379266D1 (en) *	1983-08-01	1989-04-06	Astra Laekemedel Ab	L-n-n-propylpipecolic acid-2,6-xylidide and method for preparing the same
US4695576A (en) *	1984-07-09	1987-09-22	Astra Lake Medel Aktiebolag	L-N-n-propylpipecolic acid-2,6-xylidide

1995
- 1995-10-23 US US08/836,449 patent/US5777124A/en not_active Expired - Lifetime
- 1995-10-23 ES ES95934739T patent/ES2203645T3/es not_active Expired - Lifetime
- 1995-10-23 EP EP95934739A patent/EP0788481B1/en not_active Expired - Lifetime
- 1995-10-23 DK DK95934739T patent/DK0788481T3/da active
- 1995-10-23 MX MX9703025A patent/MX9703025A/es unknown
- 1995-10-23 DE DE69531624T patent/DE69531624T2/de not_active Expired - Lifetime
- 1995-10-23 CA CA002200356A patent/CA2200356C/en not_active Expired - Fee Related
- 1995-10-23 WO PCT/GB1995/002514 patent/WO1996012700A1/en not_active Ceased
- 1995-10-23 JP JP51373996A patent/JP4118946B2/ja not_active Expired - Fee Related
- 1995-10-23 AU AU37049/95A patent/AU694569B2/en not_active Ceased
- 1995-10-23 PT PT95934739T patent/PT788481E/pt unknown
- 1995-10-23 AT AT95934739T patent/ATE248148T1/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
AU694569B2 (en)	1998-07-23
EP0788481B1 (en)	2003-08-27
MX9703025A (es)	1997-10-31
PT788481E (pt)	2004-01-30
AU3704995A (en)	1996-05-15
DE69531624T2 (de)	2004-06-17
JPH10507748A (ja)	1998-07-28
CA2200356A1 (en)	1996-05-02
CA2200356C (en)	2007-07-31
DE69531624D1 (de)	2003-10-02
ATE248148T1 (de)	2003-09-15
US5777124A (en)	1998-07-07
ES2203645T3 (es)	2004-04-16
WO1996012700A1 (en)	1996-05-02
JP4118946B2 (ja)	2008-07-16
EP0788481A1 (en)	1997-08-13

Publication	Publication Date	Title
DK0788481T3 (da)	2003-12-01	Fremgangsmåde til fremstilling af levobupivacain og analoger deraf
DE69105501D1 (de)	1995-01-12	(+)-alpha-(2,3 dimethoxyphenyl)-1-[2-(fluorophenyl)ethyl]-4-piperidinmethanol.
NO980919L (no)	1998-06-08	8-azabicyklo(3.2.1)okt-2-ene derivater, og deres anvendelse til fremstilling av et legemiddel
DK0782569T3 (da)	2002-07-22	Racemiseringsfremgangsmåde anvendt ved fremstilling af levobupivacain og analoger deraf
ATE431739T1 (de)	2009-06-15	Pharmazeutische zusammensetzung enthaltend stabilisierte amorphe form von donepezil hydrochlorid
YU47396A (sh)	1999-07-28	2-acilaminopropanamini i formulacije koje ih sadrže
NO971903D0 (no)	1997-04-24	Krystallisering av levobupivacain og analoger derav
NO973857D0 (no)	1997-08-21	1-aryl-2-acylamino-etanforbindelser og deres anvnedelse som neurokinin-, spesielt neurokinin-1-antagonister
DK0450420T3 (da)	1995-02-20	Heterocyclisk substituerede dihydropyridiner, fremgangsmåde til deres fremstilling og deres anvendelse i lægemidler
DE69808475D1 (de)	2002-11-07	Aminosäurederivate zur behandlung von schlaganfall
ES2089993T3 (es)	1997-02-16	Procedimiento y productos intermedios para la preparacion de clorhidrato de terazosina dihidrato.
DE50010234D1 (de)	2005-06-09	Verwendung von desoxypeganin zur behandlung von alzheimerischer demenz
NO970573D0 (no)	1997-02-07	Ylidenforbindelser og deres fremstilling
ATE216237T1 (de)	2002-05-15	Verwendung von ropivacaine zur herstellung eines analgetikums mit minimaler motorischer blockade
ATE229952T1 (de)	2003-01-15	Substituierte n-methyl-n-(4-(piperidin-1-yl)-2- arylbutyl)-benzamide zur behandlung von allergischen erkrankungen
SE0103795D0 (sv)	2001-11-02	Compounds and method for the treatment of överactive bladder
DK0950052T3 (da)	2005-01-10	Fremgangsmåde til fremstilling af et tetrahydropyridin-derivat
EA200000689A1 (ru)	2000-12-25	Способ получения пароксетин гидрохлорида