DE69427540D1 - Verfahren zur herstellung von sufentanil derivaten durch carbene addition/aminolyse von 4-piperidon - Google Patents
Verfahren zur herstellung von sufentanil derivaten durch carbene addition/aminolyse von 4-piperidonInfo
- Publication number
- DE69427540D1 DE69427540D1 DE69427540T DE69427540T DE69427540D1 DE 69427540 D1 DE69427540 D1 DE 69427540D1 DE 69427540 T DE69427540 T DE 69427540T DE 69427540 T DE69427540 T DE 69427540T DE 69427540 D1 DE69427540 D1 DE 69427540D1
- Authority
- DE
- Germany
- Prior art keywords
- aminolysis
- sufentanil
- piperidone
- derivatives
- producing
- 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.)
- Expired - Lifetime
Links
- VRJHQPZVIGNGMX-UHFFFAOYSA-N 4-piperidinone Chemical compound O=C1CCNCC1 VRJHQPZVIGNGMX-UHFFFAOYSA-N 0.000 title 2
- 238000007098 aminolysis reaction Methods 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 title 1
- GGCSSNBKKAUURC-UHFFFAOYSA-N sufentanil Chemical class C1CN(CCC=2SC=CC=2)CCC1(COC)N(C(=O)CC)C1=CC=CC=C1 GGCSSNBKKAUURC-UHFFFAOYSA-N 0.000 title 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
- C07D211/66—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4 having a hetero atom as the second substituent in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/128,993 US5489689A (en) | 1993-09-30 | 1993-09-30 | Preparation of piperidine derivatives |
| PCT/US1994/010179 WO1995009152A1 (en) | 1993-09-30 | 1994-09-09 | Process for the preparation of sufentanil derivatives by carbene addition/aminolysis of 4-piperidone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69427540D1 true DE69427540D1 (de) | 2001-07-26 |
| DE69427540T2 DE69427540T2 (de) | 2002-04-25 |
Family
ID=22437984
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69427540T Expired - Lifetime DE69427540T2 (de) | 1993-09-30 | 1994-09-09 | Verfahren zur herstellung von sufentanil derivaten durch carbene addition/aminolyse von 4-piperidon |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5489689A (de) |
| EP (1) | EP0721452B1 (de) |
| JP (1) | JP3812748B2 (de) |
| AU (1) | AU679263B2 (de) |
| CA (1) | CA2167912C (de) |
| DE (1) | DE69427540T2 (de) |
| ES (1) | ES2159569T3 (de) |
| PT (1) | PT721452E (de) |
| WO (1) | WO1995009152A1 (de) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5756497A (en) * | 1996-03-01 | 1998-05-26 | Merck & Co., Inc. | Tocolytic oxytocin receptor antagonists |
| JP2003515588A (ja) * | 1999-12-06 | 2003-05-07 | マリンクロッド・インコーポレイテッド | アルフェンタニル、スフェンタニルおよびレミフェンタニルの新合成法 |
| US20040102476A1 (en) * | 2002-11-25 | 2004-05-27 | Chan Tai Wah | High concentration formulations of opioids and opioid derivatives |
| US7687627B2 (en) * | 2003-09-08 | 2010-03-30 | Wockhardt Limited | Substituted piperidino phenyloxazolidinones having antimicrobial activity with improved in vivo efficacy |
| WO2007061555A1 (en) * | 2005-11-17 | 2007-05-31 | Mallinckrodt Inc. | Process for synthesizing remifentanil |
| US9289583B2 (en) * | 2006-01-06 | 2016-03-22 | Acelrx Pharmaceuticals, Inc. | Methods for administering small volume oral transmucosal dosage forms using a dispensing device |
| US8753308B2 (en) | 2006-01-06 | 2014-06-17 | Acelrx Pharmaceuticals, Inc. | Methods for administering small volume oral transmucosal dosage forms using a dispensing device |
| US8202535B2 (en) | 2006-01-06 | 2012-06-19 | Acelrx Pharmaceuticals, Inc. | Small-volume oral transmucosal dosage forms |
| US8252329B2 (en) | 2007-01-05 | 2012-08-28 | Acelrx Pharmaceuticals, Inc. | Bioadhesive drug formulations for oral transmucosal delivery |
| US8535714B2 (en) | 2006-01-06 | 2013-09-17 | Acelrx Pharmaceuticals, Inc. | Small volume oral transmucosal dosage forms containing sufentanil for treatment of pain |
| US8865743B2 (en) | 2006-01-06 | 2014-10-21 | Acelrx Pharmaceuticals, Inc. | Small volume oral transmucosal dosage forms containing sufentanil for treatment of pain |
| US8357114B2 (en) | 2006-01-06 | 2013-01-22 | Acelrx Pharmaceuticals, Inc. | Drug dispensing device with flexible push rod |
| US9066847B2 (en) | 2007-01-05 | 2015-06-30 | Aceirx Pharmaceuticals, Inc. | Storage and dispensing devices for administration of oral transmucosal dosage forms |
| WO2007087164A2 (en) * | 2006-01-24 | 2007-08-02 | Mallinckrodt Inc. | Process for synthesizing remifentanil |
| WO2008005423A1 (en) * | 2006-07-03 | 2008-01-10 | Cambrex Charles City, Inc. | Improved method of making sufentanil |
| US20090048237A1 (en) * | 2007-08-07 | 2009-02-19 | Acelrx Pharmaceuticals, Inc. | Compositions and methods for procedural sedation and analgesia using oral transmucosal dosage forms |
| US20100056574A1 (en) * | 2008-09-04 | 2010-03-04 | Mallinckrodt Inc. | Crystalline Forms of Sufentanil |
| US8299258B2 (en) * | 2008-11-04 | 2012-10-30 | Cambrex Charles City | Method of making piperidine derivatives |
| US8945592B2 (en) * | 2008-11-21 | 2015-02-03 | Acelrx Pharmaceuticals, Inc. | Sufentanil solid dosage forms comprising oxygen scavengers and methods of using the same |
| US20110091544A1 (en) * | 2009-10-16 | 2011-04-21 | Acelrx Pharmaceuticals, Inc. | Compositions and Methods for Mild Sedation, Anxiolysis and Analgesia in the Procedural Setting |
| EP2616464B1 (de) | 2010-09-17 | 2018-01-03 | Mallinckrodt LLC | Verbessertes verfahren für die zubereitung einer vorstufe der sufentanil-base |
| EP2455377B1 (de) | 2010-11-11 | 2014-07-09 | hameln rds gmbh | Synthese von Fentanyl Analoga |
| US8608074B2 (en) * | 2011-12-20 | 2013-12-17 | Seiko Epson Corporation | Method and apparatus for locating and decoding machine-readable symbols |
| MX2017015100A (es) * | 2015-05-27 | 2018-08-09 | Mallinckrodt Llc | Preparacion de citrato de sufentanilo y base de sufentanilo. |
| CN106854203B (zh) * | 2015-12-08 | 2020-12-01 | 江苏恩华药业股份有限公司 | 枸橼酸舒芬太尼的新晶型及其制备方法 |
| WO2022195497A1 (en) * | 2021-03-16 | 2022-09-22 | Ami Organics Ltd. | A process for the preparation of 4-piperidone hcl hydrate |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3998834A (en) * | 1975-03-14 | 1976-12-21 | Janssen Pharmaceutica N.V. | N-(4-piperidinyl)-n-phenylamides and -carbamates |
| US4179569A (en) * | 1975-03-14 | 1979-12-18 | Janssen Pharmaceutica N.V. | N-(4-piperidinyl)-N-phenylamides |
| US5053411A (en) * | 1989-04-20 | 1991-10-01 | Anaquest, Inc. | N-aryl-N-[4-(1-heterocyclicalkyl)piperidinyl]amides and pharmaceutical compositions and methods employing such compounds |
| US5106983A (en) * | 1990-04-30 | 1992-04-21 | The United States Of America As Represented By The Secretary Of The Army | Process of making carfentanil and related analgesics |
-
1993
- 1993-09-30 US US08/128,993 patent/US5489689A/en not_active Expired - Lifetime
-
1994
- 1994-09-09 EP EP94928064A patent/EP0721452B1/de not_active Expired - Lifetime
- 1994-09-09 CA CA002167912A patent/CA2167912C/en not_active Expired - Fee Related
- 1994-09-09 JP JP51032595A patent/JP3812748B2/ja not_active Expired - Fee Related
- 1994-09-09 PT PT94928064T patent/PT721452E/pt unknown
- 1994-09-09 WO PCT/US1994/010179 patent/WO1995009152A1/en active IP Right Grant
- 1994-09-09 DE DE69427540T patent/DE69427540T2/de not_active Expired - Lifetime
- 1994-09-09 AU AU77245/94A patent/AU679263B2/en not_active Ceased
- 1994-09-09 ES ES94928064T patent/ES2159569T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0721452B1 (de) | 2001-06-20 |
| WO1995009152A1 (en) | 1995-04-06 |
| CA2167912C (en) | 1999-11-09 |
| AU7724594A (en) | 1995-04-18 |
| CA2167912A1 (en) | 1995-04-06 |
| JPH09505277A (ja) | 1997-05-27 |
| DE69427540T2 (de) | 2002-04-25 |
| US5489689A (en) | 1996-02-06 |
| JP3812748B2 (ja) | 2006-08-23 |
| EP0721452A1 (de) | 1996-07-17 |
| PT721452E (pt) | 2001-10-30 |
| ES2159569T3 (es) | 2001-10-16 |
| AU679263B2 (en) | 1997-06-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |