IL42868A - Pharmaceutical compositions having synergistic analgesic activity and containing a 6-azido-morphine derivative and either a 4-oxopyrido (1,2-alpha)-pyrimidine-3-carboxylic acid derivative or a butyrophenone derivative - Google Patents
Pharmaceutical compositions having synergistic analgesic activity and containing a 6-azido-morphine derivative and either a 4-oxopyrido (1,2-alpha)-pyrimidine-3-carboxylic acid derivative or a butyrophenone derivativeInfo
- Publication number
- IL42868A IL42868A IL42868A IL4286873A IL42868A IL 42868 A IL42868 A IL 42868A IL 42868 A IL42868 A IL 42868A IL 4286873 A IL4286873 A IL 4286873A IL 42868 A IL42868 A IL 42868A
- Authority
- IL
- Israel
- Prior art keywords
- pharmaceutical composition
- derivative
- homopyrimidazolium
- tetrahydro
- oxo
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims 10
- 230000000202 analgesic effect Effects 0.000 title claims 3
- 230000002195 synergetic effect Effects 0.000 title claims 3
- RLKSQLJFGCDUOX-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-4-chlorobutan-1-one Chemical compound CC(C)(C)C1=CC=C(C(=O)CCCCl)C=C1 RLKSQLJFGCDUOX-UHFFFAOYSA-N 0.000 title claims 2
- YKUYPQRCZHZIQJ-QOOGKBTOSA-N [(4r,4ar,7s,7ar,12bs)-7,9-dihydroxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-yl]-diazonioazanide Chemical class O([C@H]1[C@](C=C[C@H]23)(O)[N-][N+]#N)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O YKUYPQRCZHZIQJ-QOOGKBTOSA-N 0.000 title 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 238000000034 method Methods 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 4
- HHODTHJTFYCYHK-KEMUOJQUSA-N (4r,4ar,7r,7ar,12bs)-7-azido-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)C[C@@H](N=[N+]=[N-])[C@@H]1OC1=C2C3=CC=C1OC HHODTHJTFYCYHK-KEMUOJQUSA-N 0.000 claims 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-M 3-carboxy-2,3-dihydroxypropanoate Chemical compound OC(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-M 0.000 claims 3
- KZOKOEQTKWBKOK-XHQKLZHNSA-N azidomorphine Chemical compound O([C@H]1[C@@H](CC[C@H]23)N=[N+]=[N-])C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O KZOKOEQTKWBKOK-XHQKLZHNSA-N 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000003708 ampul Substances 0.000 claims 1
- 229940054053 antipsychotics butyrophenone derivative Drugs 0.000 claims 1
- -1 azido compound Chemical class 0.000 claims 1
- FFSAXUULYPJSKH-UHFFFAOYSA-N butyrophenone Chemical class CCCC(=O)C1=CC=CC=C1 FFSAXUULYPJSKH-UHFFFAOYSA-N 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001064 morpholinomethyl group Chemical group [H]C([H])(*)N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 claims 1
- 238000007911 parenteral administration Methods 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/655—Azo (—N=N—), diazo (=N2), azoxy (>N—O—N< or N(=O)—N<), azido (—N3) or diazoamino (—N=N—N<) compounds
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Claims (1)
1. e om ound o the formula II is A 6-dimeth l-3-carbethc - 42Θ6Θ/2 - 14 - 4-0x0-6,7,8, 9-tetrahydro-homopyrimidazolium methyl sulphate. g 4. 0 mpo¾4<¾¾.'o¾ according to claim 1, wherein the analgeVic butyrophenone derivative is 4'-fluoro-4-^S-oxo-2,3-dihydro- benzimidazolyl-(1JLZ**-1,2,3,6-tetrahydro-pyridyl-(1)^-butyrophenone. 5· Pharmaceutical composition according to claim 1, comprising 20-100 parts by weight, preferably about 40 parts by weight of ii6-dimethyl-3-carbothoxy-4-oxo-6,7,8,9-tetrahydro- homopyrimidazolium methyl sulphate, calculated on 1 part by weight of azidocodeine or a salt thereof. 6. Pharmaceutical composition according to claim 5» i comprising about 150-250 g. of l,6-dymethyl-3-carbethoxy-4-oxo- 6»7,8, 9-tetrahydro-homopyrimidazolium methyl sulphate and about 2.5-IO mg. of azidocodeine or the bitartrate thereof, the said pharmaceutical composition being preferably finished in oral dosage units, e.g. in the form of capsules or tablets. 7. Pharmaceutical composition according to claim 1, comprising about 100-1000 parts by weight of 1,6-dJmethyl- 3-carbethoxy-4-oxo-6, , 8, 9-tetrahydro-homopyrimidazolium methyl sulphate calculated on 1 part by weight of azidomorphine or a salt thereof. 8. Pharmaceutical composition comprisin about 150-500 m . of 1,6-dimethyl-3-carbethoxy-4-oxo-6,7,8, 9-tetrahydro- homopyrimidazolium methyl sulphate and about 0.2-0.5 nig. of azidomorphine or the bitartrate thereof in a dosage unit (ampoule), said pharmaceutical composition being finished in a form suitable for parenteral administration, preferably as injectable preparations or powder ampoules. * Process for the preparation of pharmaceutical composition 15 - of synergistic analgesic activity which comprises admixing at least one azido compound of the formula (I) or a salt thereof (wherein R is hydrogen, methyl, ethylyacetyl or morpholinomethyl) with at least one compound selected from the group consisting of compounds of the formula (il) (wherein R1, R2,and are hydrogen or lower alkyl and the dotted, lines mean bonds which may be optionally hydrogenated) and a pharmaceutically acceptable salt or quaternary salt thereof and analgesic butyrophenone derivatives, and with suitable inert solid or liquid carriers or diluents. 10. Process according to claim 9» which ■a. using azidomorphine, azidocodeine or/salt, preferably the bitartrate thereof as compound of the formula (I)· 11· Process according to any of claims 9-10, which comprises, using 1, 6-dimethyl-3-carbethoxy-4-oxo-6, 7, 8, 9-tetra — hydro-homopyrimidazolium methyl sulphate as compound of the formula (II) . , - 12. Process according to claim 9 which comprises admixing the components disclosed in any of claims 5-8. 13» Pharmaceutical compositions whenever prepared by the process of any of claims 9-12. 14. A synergistic pharmaceutical- composition" substantially as described herein with particular reference to the Examples.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUCI001259 HU165505B (en) | 1972-08-03 | 1972-08-03 | |
| HUCI1322A HU166378B (en) | 1972-12-19 | 1972-12-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL42868A0 IL42868A0 (en) | 1973-11-28 |
| IL42868A true IL42868A (en) | 1976-04-30 |
Family
ID=26318390
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL42868A IL42868A (en) | 1972-08-03 | 1973-08-01 | Pharmaceutical compositions having synergistic analgesic activity and containing a 6-azido-morphine derivative and either a 4-oxopyrido (1,2-alpha)-pyrimidine-3-carboxylic acid derivative or a butyrophenone derivative |
Country Status (7)
| Country | Link |
|---|---|
| CA (1) | CA1010789A (en) |
| CS (1) | CS184414B1 (en) |
| DE (1) | DE2338901C2 (en) |
| FR (1) | FR2194444B1 (en) |
| GB (1) | GB1396663A (en) |
| IL (1) | IL42868A (en) |
| SE (1) | SE422272B (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1670480C2 (en) * | 1966-11-02 | 1983-06-01 | Chinoin Gyógyszer és Vegyészeti Termékek Gyára R.T., 1045 Budapest | Pyrido [1,2-a] pyrimidine derivatives, processes for their production and pharmaceutical preparations containing these compounds |
-
1973
- 1973-08-01 IL IL42868A patent/IL42868A/en unknown
- 1973-08-01 DE DE2338901A patent/DE2338901C2/en not_active Expired
- 1973-08-01 SE SE7310620A patent/SE422272B/en unknown
- 1973-08-02 CA CA178,023A patent/CA1010789A/en not_active Expired
- 1973-08-02 GB GB3687373A patent/GB1396663A/en not_active Expired
- 1973-08-02 CS CS7300005502A patent/CS184414B1/en unknown
- 1973-08-03 FR FR7328463A patent/FR2194444B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IL42868A0 (en) | 1973-11-28 |
| DE2338901A1 (en) | 1974-02-21 |
| SE422272B (en) | 1982-03-01 |
| CA1010789A (en) | 1977-05-24 |
| FR2194444B1 (en) | 1976-08-13 |
| CS184414B1 (en) | 1978-08-31 |
| GB1396663A (en) | 1975-06-04 |
| DE2338901C2 (en) | 1984-01-26 |
| FR2194444A1 (en) | 1974-03-01 |
| SE7310620L (en) | 1974-02-04 |
| AU5875873A (en) | 1975-02-06 |
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