NO314039B1 - Stabil vandig folinatopplösning - Google Patents
Stabil vandig folinatopplösning Download PDFInfo
- Publication number
- NO314039B1 NO314039B1 NO19964231A NO964231A NO314039B1 NO 314039 B1 NO314039 B1 NO 314039B1 NO 19964231 A NO19964231 A NO 19964231A NO 964231 A NO964231 A NO 964231A NO 314039 B1 NO314039 B1 NO 314039B1
- Authority
- NO
- Norway
- Prior art keywords
- solution
- folinate
- aqueous
- stable
- sodium
- Prior art date
Links
- VVIAGPKUTFNRDU-STQMWFEESA-N (6S)-5-formyltetrahydrofolic acid Chemical compound C([C@H]1CNC=2N=C(NC(=O)C=2N1C=O)N)NC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-STQMWFEESA-N 0.000 title claims description 14
- 235000008190 sodium folinate Nutrition 0.000 claims abstract description 3
- 239000011673 sodium folinate Substances 0.000 claims abstract description 3
- UDDUKFYJPZYIPC-ZEDZUCNESA-M sodium folinate Chemical compound [Na+].C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC([O-])=O)C(O)=O)C=C1 UDDUKFYJPZYIPC-ZEDZUCNESA-M 0.000 claims abstract description 3
- 229940055334 sodium folinate Drugs 0.000 claims abstract description 3
- VVIAGPKUTFNRDU-UHFFFAOYSA-N 6S-folinic acid Natural products C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-UHFFFAOYSA-N 0.000 claims abstract 2
- MPJKWIXIYCLVCU-UHFFFAOYSA-N Folinic acid Natural products NC1=NC2=C(N(C=O)C(CNc3ccc(cc3)C(=O)NC(CCC(=O)O)CC(=O)O)CN2)C(=O)N1 MPJKWIXIYCLVCU-UHFFFAOYSA-N 0.000 claims abstract 2
- 235000008191 folinic acid Nutrition 0.000 claims abstract 2
- 239000011672 folinic acid Substances 0.000 claims abstract 2
- VVIAGPKUTFNRDU-ABLWVSNPSA-N folinic acid Chemical compound C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-ABLWVSNPSA-N 0.000 claims abstract 2
- 229960001691 leucovorin Drugs 0.000 claims abstract 2
- 239000000243 solution Substances 0.000 claims description 31
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 239000000872 buffer Substances 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000011780 sodium chloride Substances 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 239000001632 sodium acetate Substances 0.000 claims description 2
- 235000017281 sodium acetate Nutrition 0.000 claims description 2
- 239000001509 sodium citrate Substances 0.000 claims description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 abstract description 4
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 14
- 238000002347 injection Methods 0.000 description 11
- 239000007924 injection Substances 0.000 description 11
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 description 7
- 229960000304 folic acid Drugs 0.000 description 7
- 235000019152 folic acid Nutrition 0.000 description 7
- 239000011724 folic acid Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000008139 complexing agent Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 235000008207 calcium folinate Nutrition 0.000 description 2
- 239000011687 calcium folinate Substances 0.000 description 2
- KVUAALJSMIVURS-ZEDZUCNESA-L calcium folinate Chemical compound [Ca+2].C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)C=C1 KVUAALJSMIVURS-ZEDZUCNESA-L 0.000 description 2
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 description 1
- 206010016880 Folate deficiency Diseases 0.000 description 1
- 208000010188 Folic Acid Deficiency Diseases 0.000 description 1
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000000824 cytostatic agent Substances 0.000 description 1
- 230000001085 cytostatic effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229960002949 fluorouracil Drugs 0.000 description 1
- 150000002224 folic acids Chemical class 0.000 description 1
- -1 folinate ions Chemical class 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 229960000485 methotrexate Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
- C07D475/04—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Obesity (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hematology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Nutrition Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Diabetes (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL9400530A NL9400530A (nl) | 1994-04-05 | 1994-04-05 | Stabiele waterige folinaatoplossing. |
| PCT/NL1995/000126 WO1995026963A1 (en) | 1994-04-05 | 1995-04-04 | Stable aqueous folinate solution |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO964231D0 NO964231D0 (no) | 1996-10-04 |
| NO964231L NO964231L (no) | 1996-10-04 |
| NO314039B1 true NO314039B1 (no) | 2003-01-20 |
Family
ID=19864026
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19964231A NO314039B1 (no) | 1994-04-05 | 1996-10-04 | Stabil vandig folinatopplösning |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6613767B1 (de) |
| EP (1) | EP0755396B1 (de) |
| JP (1) | JPH09510989A (de) |
| AT (1) | ATE194346T1 (de) |
| AU (1) | AU684350B2 (de) |
| DE (1) | DE69517806T2 (de) |
| DK (1) | DK0755396T3 (de) |
| ES (1) | ES2149354T3 (de) |
| FI (1) | FI120039B (de) |
| GR (1) | GR3033863T3 (de) |
| NL (1) | NL9400530A (de) |
| NO (1) | NO314039B1 (de) |
| PT (1) | PT755396E (de) |
| WO (1) | WO1995026963A1 (de) |
| ZA (1) | ZA952805B (de) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH687062A5 (de) * | 1994-02-14 | 1996-09-13 | Cerbios Pharma Sa | Konzentrierte Injektionsloesung von Alkalimetallsalzen von reduzierten Folaten. |
| NL9400530A (nl) | 1994-04-05 | 1995-11-01 | Pharmachemie Bv | Stabiele waterige folinaatoplossing. |
| CH697021A5 (de) * | 2003-06-26 | 2008-03-31 | Merck Eprova Ag | Stabile pharmazeutische Zusammensetzungen von 5, 10-Methylentetrahydrofolat. |
| CH696717A5 (de) * | 2004-02-20 | 2007-10-31 | Cerbios Pharma Sa | Konzentrierte, stabile Losung, insbesondere eine Injektionslosung oder Infusionslosung, welche nebst Wasser entweder (6S)-Natrium-Folinat oder (6S)-Kalium-Folinat entholt |
| CN102258463A (zh) * | 2011-07-18 | 2011-11-30 | 重庆煜澍丰医药有限公司 | 一种稳定的亚叶酸钠注射液 |
| ES2414557B1 (es) * | 2012-01-16 | 2014-06-10 | Novocat Farma, S.A. | Composición acuosa de paracetamol para inyección |
| WO2014025807A1 (en) | 2012-08-06 | 2014-02-13 | Spectrum Pharmaceuticals, Inc. | Pharmaceutical compositions comprising l-leucovorin |
| US10059710B2 (en) | 2016-02-17 | 2018-08-28 | Merck & Cie | Stable formulations of 5,10-methylene-(6R)-tetrahydrofolic acid |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2695860A (en) * | 1952-04-29 | 1954-11-30 | American Cyanamid Co | Stabilized pteroyl solutions |
| CH673459A5 (de) | 1987-05-15 | 1990-03-15 | Eprova Ag | |
| WO1990010460A1 (en) | 1989-03-13 | 1990-09-20 | Kenneth Naoyuki Matsumura | Method for reducing side effects of a drug |
| NL8901432A (nl) * | 1989-06-06 | 1991-01-02 | Pharmachemie Bv | Bij koelkasttemperatuur stabiele waterige folinaatoplossing, alsmede werkwijze ter bereiding daarvan. |
| US5173488A (en) * | 1989-08-21 | 1992-12-22 | American Cyanamid Company | Stable injectable pharmaceutical formulation for folic acid and leucovorin salts and method |
| CH687062A5 (de) | 1994-02-14 | 1996-09-13 | Cerbios Pharma Sa | Konzentrierte Injektionsloesung von Alkalimetallsalzen von reduzierten Folaten. |
| NL9400530A (nl) | 1994-04-05 | 1995-11-01 | Pharmachemie Bv | Stabiele waterige folinaatoplossing. |
-
1994
- 1994-04-05 NL NL9400530A patent/NL9400530A/nl not_active Application Discontinuation
-
1995
- 1995-04-04 AT AT95913428T patent/ATE194346T1/de active
- 1995-04-04 DE DE69517806T patent/DE69517806T2/de not_active Expired - Lifetime
- 1995-04-04 AU AU20862/95A patent/AU684350B2/en not_active Expired
- 1995-04-04 ES ES95913428T patent/ES2149354T3/es not_active Expired - Lifetime
- 1995-04-04 JP JP7525589A patent/JPH09510989A/ja active Pending
- 1995-04-04 EP EP95913428A patent/EP0755396B1/de not_active Expired - Lifetime
- 1995-04-04 DK DK95913428T patent/DK0755396T3/da active
- 1995-04-04 PT PT95913428T patent/PT755396E/pt unknown
- 1995-04-04 WO PCT/NL1995/000126 patent/WO1995026963A1/en active IP Right Grant
- 1995-04-05 ZA ZA952805A patent/ZA952805B/xx unknown
-
1996
- 1996-10-03 FI FI963972A patent/FI120039B/fi not_active IP Right Cessation
- 1996-10-04 NO NO19964231A patent/NO314039B1/no not_active IP Right Cessation
- 1996-10-07 US US08/726,803 patent/US6613767B1/en not_active Expired - Lifetime
-
2000
- 2000-07-06 GR GR20000401477T patent/GR3033863T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0755396A1 (de) | 1997-01-29 |
| JPH09510989A (ja) | 1997-11-04 |
| NL9400530A (nl) | 1995-11-01 |
| FI963972A0 (fi) | 1996-10-03 |
| PT755396E (pt) | 2000-10-31 |
| EP0755396B1 (de) | 2000-07-05 |
| FI963972A (fi) | 1996-10-03 |
| DE69517806T2 (de) | 2001-11-08 |
| GR3033863T3 (en) | 2000-10-31 |
| AU2086295A (en) | 1995-10-23 |
| ES2149354T3 (es) | 2000-11-01 |
| FI120039B (fi) | 2009-06-15 |
| DE69517806D1 (de) | 2000-08-10 |
| ZA952805B (en) | 1995-12-19 |
| NO964231D0 (no) | 1996-10-04 |
| ATE194346T1 (de) | 2000-07-15 |
| NO964231L (no) | 1996-10-04 |
| AU684350B2 (en) | 1997-12-11 |
| WO1995026963A1 (en) | 1995-10-12 |
| DK0755396T3 (da) | 2000-11-13 |
| US6613767B1 (en) | 2003-09-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1K | Patent expired |