JP2014534197A5 - - Google Patents
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- Publication number
- JP2014534197A5 JP2014534197A5 JP2014535790A JP2014535790A JP2014534197A5 JP 2014534197 A5 JP2014534197 A5 JP 2014534197A5 JP 2014535790 A JP2014535790 A JP 2014535790A JP 2014535790 A JP2014535790 A JP 2014535790A JP 2014534197 A5 JP2014534197 A5 JP 2014534197A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- rasagiline
- amount
- weight
- composition according
- 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.)
- Pending
Links
- 239000008194 pharmaceutical composition Substances 0.000 claims description 73
- RUOKEQAAGRXIBM-GFCCVEGCSA-N rasagiline Chemical compound C1=CC=C2[C@H](NCC#C)CCC2=C1 RUOKEQAAGRXIBM-GFCCVEGCSA-N 0.000 claims description 55
- 229960000245 rasagiline Drugs 0.000 claims description 55
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 39
- 150000003839 salts Chemical class 0.000 claims description 26
- CSVGVHNFFZWQJU-UHFFFAOYSA-N n-methyl-n-prop-2-ynyl-2,3-dihydro-1h-inden-1-amine Chemical compound C1=CC=C2C(N(CC#C)C)CCC2=C1 CSVGVHNFFZWQJU-UHFFFAOYSA-N 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 20
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 11
- 229930195725 Mannitol Natural products 0.000 claims description 11
- 239000000594 mannitol Substances 0.000 claims description 11
- 235000010355 mannitol Nutrition 0.000 claims description 11
- 229920002472 Starch Polymers 0.000 claims description 8
- 239000008107 starch Substances 0.000 claims description 8
- 239000000454 talc Substances 0.000 claims description 8
- 229910052623 talc Inorganic materials 0.000 claims description 8
- 229910002012 Aerosil® Inorganic materials 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 235000021355 Stearic acid Nutrition 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 6
- 239000012458 free base Substances 0.000 claims description 6
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 6
- 238000013112 stability test Methods 0.000 claims description 6
- 235000019698 starch Nutrition 0.000 claims description 6
- 239000008117 stearic acid Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 4
- KSEKKEMUIPCCGW-UHFFFAOYSA-N n-(1-prop-2-ynyl-2,3-dihydroinden-1-yl)formamide Chemical compound C1=CC=C2C(NC=O)(CC#C)CCC2=C1 KSEKKEMUIPCCGW-UHFFFAOYSA-N 0.000 claims description 4
- 208000018737 Parkinson disease Diseases 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 238000004806 packaging method and process Methods 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims 1
- 239000011247 coating layer Substances 0.000 description 6
- 229920000881 Modified starch Polymers 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
- 229960003943 hypromellose Drugs 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000002700 tablet coating Substances 0.000 description 2
- 238000009492 tablet coating Methods 0.000 description 2
- 239000001069 triethyl citrate Substances 0.000 description 2
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 2
- 235000013769 triethyl citrate Nutrition 0.000 description 2
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161545426P | 2011-10-10 | 2011-10-10 | |
| US61/545,426 | 2011-10-10 | ||
| PCT/US2012/059358 WO2013055689A1 (en) | 2011-10-10 | 2012-10-09 | R(+)-n-methyl-propargyl-aminoindan |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2014534197A JP2014534197A (ja) | 2014-12-18 |
| JP2014534197A5 true JP2014534197A5 (cg-RX-API-DMAC7.html) | 2015-12-03 |
Family
ID=48042233
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014535790A Pending JP2014534197A (ja) | 2011-10-10 | 2012-10-09 | Ｒ（＋）−ｎ−メチル−プロパルギルアミノインダン |
Country Status (15)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2007217349B9 (en) * | 2006-02-21 | 2013-06-27 | Teva Pharmaceutical Industries, Ltd. | Use of rasagiline for the treatment of Multiple System Atrophy |
| CA2646250A1 (en) | 2006-04-03 | 2007-10-18 | Teva Pharmaceutical Industries Ltd. | Use of rasagiline for the treatment of restless legs syndrome |
| PT2101569E (pt) * | 2006-12-14 | 2012-01-13 | Teva Pharma | Base de rasagilina sólida cristalina |
| KR20100107028A (ko) * | 2008-01-11 | 2010-10-04 | 테바 파마슈티컬 인더스트리즈 리미티드 | 라사길린 제형, 그들의 제법 및 용도 |
| EP2285214B1 (en) * | 2008-06-10 | 2012-05-16 | Teva Pharmaceutical Industries Ltd. | Rasagiline soft gelatin capsules |
| PL2451771T3 (pl) | 2009-07-09 | 2014-12-31 | Ratiopharm Gmbh | Sole rasagiliny i ich preparaty farmaceutyczne |
| WO2011042812A1 (en) * | 2009-10-09 | 2011-04-14 | Stefan Lorenzl | Use of rasagiline for the treatment of progressive supranuclear palsy |
| MX2012007375A (es) * | 2009-12-22 | 2012-07-30 | Teva Pharma | 3-ceto-n-propargil 1-aminoindano. |
| JP2013537530A (ja) | 2010-07-27 | 2013-10-03 | 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 | ラサギリンシトレートの分散物 |
| BR112014008555A2 (pt) | 2011-10-10 | 2017-04-18 | Teva Pharma | r(+)-n-formil-propargil-aminoindano |
| WO2014028868A1 (en) | 2012-08-17 | 2014-02-20 | Teva Pharmaceutical Industries Ltd. | Parenteral formulation of rasagiline |
| ITUB20160650A1 (it) * | 2016-02-11 | 2017-08-11 | Dipharma S A | Formulazioni farmaceutiche solide stabili contenenti 2-(2-nitro-4-trifluorometilbenzoil)-1,3-cicloesandione |
| CN111983075A (zh) * | 2020-08-17 | 2020-11-24 | 重庆华森制药股份有限公司 | 一种检测雷沙吉兰及其对映异构体的方法 |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL92952A (en) | 1990-01-03 | 1994-06-24 | Teva Pharma | R-enantiomers of n-propargyl-1-aminoindan compounds, their preparation and pharmaceutical compositions containing them |
| US5744500A (en) | 1990-01-03 | 1998-04-28 | Teva Pharmaceutical Industries, Ltd. | Use of R-enantiomer of N-propargyl-1-aminoindan, salts, and compositions thereof |
| IL99759A (en) | 1991-10-16 | 1997-06-10 | Teva Pharma | Mono-fluorinated derivatives of n-propargyl-1-aminoindan, their preparation and pharmaceutical compositions containing them |
| IL115357A (en) | 1995-09-20 | 2000-01-31 | Teva Pharma | Stable compositions containing N-propargyl-1-aminoindan and polyhydric alcohols |
| IL118836A (en) | 1996-07-11 | 2001-01-11 | Teva Pharma | Pharmaceutical compositions comprising s-(-)-n-propargyl-1-aminoindan |
| DK0966435T3 (da) | 1996-12-18 | 2005-08-15 | Teva Pharma | Aminoindanderivater |
| EP1567152B1 (en) | 2002-11-15 | 2013-08-14 | Teva Pharmaceutical Industries Limited | Use of rasagiline with riluzole to treat amyotrophic lateral sclerosis |
| EP1778196A4 (en) | 2004-07-26 | 2008-12-17 | Teva Pharma | PHARMACEUTICAL DOSAGES CONTAINING RASAGILINE |
| US20090111892A1 (en) | 2004-11-24 | 2009-04-30 | Shulamit Patashnik | Rasagiline Orally Disintegrating Compositions |
| US7815942B2 (en) | 2005-02-23 | 2010-10-19 | Teva Pharmaceutical Industries, Ltd. | Rasagiline formulations of improved content uniformity |
| US7491847B2 (en) | 2005-11-17 | 2009-02-17 | Teva Pharmaceutical Industries, Ltd. | Methods for isolating propargylated aminoindans |
| US7572834B1 (en) | 2005-12-06 | 2009-08-11 | Teva Pharmaceutical Industries, Ltd. | Rasagiline formulations and processes for their preparation |
| AU2007217349B9 (en) | 2006-02-21 | 2013-06-27 | Teva Pharmaceutical Industries, Ltd. | Use of rasagiline for the treatment of Multiple System Atrophy |
| CA2646250A1 (en) | 2006-04-03 | 2007-10-18 | Teva Pharmaceutical Industries Ltd. | Use of rasagiline for the treatment of restless legs syndrome |
| EP1892233A1 (de) | 2006-08-18 | 2008-02-27 | Ratiopharm GmbH | Neue Salze des Wirkstoffs Rasagilin |
| EA016843B1 (ru) | 2006-12-14 | 2012-07-30 | Тева Фармасьютикал Индастриз, Лтд. | Таннат разагилина |
| PT2101569E (pt) | 2006-12-14 | 2012-01-13 | Teva Pharma | Base de rasagilina sólida cristalina |
| EP1987816A1 (de) | 2007-04-30 | 2008-11-05 | Ratiopharm GmbH | Adsorbate eines Rasagilinsalzes mit einem wasserlöslichen Hilfsstoff |
| US20090062400A1 (en) | 2007-09-05 | 2009-03-05 | Laurence Oron | Method of treating glaucoma using rasagiline |
| US8188149B2 (en) | 2007-09-17 | 2012-05-29 | Teva Pharmaceutical Industries, Ltd. | Use of R(+)-N-propargy1-1-aminoindan to treat or prevent hearing loss |
| KR20100107028A (ko) | 2008-01-11 | 2010-10-04 | 테바 파마슈티컬 인더스트리즈 리미티드 | 라사길린 제형, 그들의 제법 및 용도 |
| EP2285214B1 (en) | 2008-06-10 | 2012-05-16 | Teva Pharmaceutical Industries Ltd. | Rasagiline soft gelatin capsules |
| BRPI0909894A2 (pt) | 2008-06-13 | 2015-07-28 | Teva Pharma | "método de redução da velocidade de progressão de mal de parkinson em um paciente com mal de parkinson em estágio inicial, método de redução da velocidade de progressão de mal de parkinson, método de atraso da necessidade de terapia antiparkinsoniana sintomática em um paciente de mal de parkinson em estágio inicial, método de redução do risco de um paciente com mal de parkinson que necessita de terapia antiparkinsoniana, método de redução do declínio funcional de um paciente com mal de parkinson em estágio inicial, método de redução do declínio funcional em um paciente com mal de parkinson, método de tratamento de um paciente que exibe sinais iniciais de mal de parkinson, método de redução da fadiga em um paciente com mal de parkinson em estágio inicial, método de redução da velocidade de progressão clínica e tratamento de sintomas de mal de parkinson em um paciente com mal de parkinson, rasagilina ou um sal farmaceuticamente aceitável de rasagilina, composição farmacêutica. |
| AU2009260733B2 (en) | 2008-06-19 | 2015-01-29 | Teva Pharmaceutical Industries, Ltd. | Process for purifying rasagiline base |
| US7968749B2 (en) | 2008-06-19 | 2011-06-28 | Teva Pharmaceutical Industries, Ltd. | Process for preparing and drying solid rasagiline base |
| DE102008064061A1 (de) | 2008-12-19 | 2010-06-24 | Ratiopharm Gmbh | Feste Zusammensetzung mit dem Wirkstoff Rasagilin |
| US20100189791A1 (en) | 2009-01-23 | 2010-07-29 | Teva Pharmaceutical Industries, Ltd. | Delayed release rasagiline malate formulation |
| PL2451771T3 (pl) | 2009-07-09 | 2014-12-31 | Ratiopharm Gmbh | Sole rasagiliny i ich preparaty farmaceutyczne |
| WO2011042812A1 (en) | 2009-10-09 | 2011-04-14 | Stefan Lorenzl | Use of rasagiline for the treatment of progressive supranuclear palsy |
| MX2012007375A (es) | 2009-12-22 | 2012-07-30 | Teva Pharma | 3-ceto-n-propargil 1-aminoindano. |
| EP2603212A4 (en) | 2010-07-27 | 2014-01-08 | Teva Pharma | USE OF RASAGILINE FOR THE TREATMENT OF SMOKING DISORDER |
| JP2013537530A (ja) | 2010-07-27 | 2013-10-03 | 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 | ラサギリンシトレートの分散物 |
| BR112013010308A2 (pt) | 2010-10-26 | 2016-07-05 | Teva Pharma | rasagilina de deutério enriquecido |
| BR112014008555A2 (pt) | 2011-10-10 | 2017-04-18 | Teva Pharma | r(+)-n-formil-propargil-aminoindano |
| US20130089611A1 (en) | 2011-10-10 | 2013-04-11 | Teva Pharmaceutical Industries, Ltd. | Rasagiline citramide |
| WO2014028868A1 (en) | 2012-08-17 | 2014-02-20 | Teva Pharmaceutical Industries Ltd. | Parenteral formulation of rasagiline |
-
2012
- 2012-10-09 AU AU2012323351A patent/AU2012323351A1/en not_active Abandoned
- 2012-10-09 JP JP2014535790A patent/JP2014534197A/ja active Pending
- 2012-10-09 HK HK15100234.9A patent/HK1200314A1/xx unknown
- 2012-10-09 MX MX2014004201A patent/MX2014004201A/es not_active Application Discontinuation
- 2012-10-09 US US13/647,622 patent/US9339469B2/en not_active Expired - Fee Related
- 2012-10-09 CN CN201280054932.3A patent/CN103930100A/zh active Pending
- 2012-10-09 BR BR112014008552A patent/BR112014008552A2/pt not_active IP Right Cessation
- 2012-10-09 EA EA201490760A patent/EA201490760A1/ru unknown
- 2012-10-09 EP EP12840761.6A patent/EP2766004A4/en not_active Withdrawn
- 2012-10-09 KR KR1020147012455A patent/KR20140084153A/ko not_active Withdrawn
- 2012-10-09 CA CA2851433A patent/CA2851433A1/en not_active Abandoned
- 2012-10-09 WO PCT/US2012/059358 patent/WO2013055689A1/en not_active Ceased
- 2012-10-10 AR ARP120103782A patent/AR088766A1/es unknown
-
2014
- 2014-03-26 IL IL231722A patent/IL231722A0/en unknown
- 2014-04-25 ZA ZA2014/03050A patent/ZA201403050B/en unknown
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