GB1317234A - Method of inhibiting the hydrolysis of acetylsalicyclic acid and d-propyxyphene hydrochloride - Google Patents
Method of inhibiting the hydrolysis of acetylsalicyclic acid and d-propyxyphene hydrochlorideInfo
- Publication number
- GB1317234A GB1317234A GB4275071A GB4275071A GB1317234A GB 1317234 A GB1317234 A GB 1317234A GB 4275071 A GB4275071 A GB 4275071A GB 4275071 A GB4275071 A GB 4275071A GB 1317234 A GB1317234 A GB 1317234A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrochloride
- sept
- methyl
- propyxyphene
- hydrolysis
- 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
Links
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 title 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 title 1
- 230000007062 hydrolysis Effects 0.000 title 1
- 238000006460 hydrolysis reaction Methods 0.000 title 1
- 230000002401 inhibitory effect Effects 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- -1 carboxyethyl Chemical group 0.000 abstract 9
- 230000000202 analgesic effect Effects 0.000 abstract 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- CPJSUEIXXCENMM-UHFFFAOYSA-N phenacetin Chemical compound CCOC1=CC=C(NC(C)=O)C=C1 CPJSUEIXXCENMM-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical compound Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-N 0.000 abstract 1
- XLMALTXPSGQGBX-UHFFFAOYSA-N 1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate Chemical compound C=1C=CC=CC=1C(OC(=O)CC)(C(C)CN(C)C)CC1=CC=CC=C1 XLMALTXPSGQGBX-UHFFFAOYSA-N 0.000 abstract 1
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 abstract 1
- BSYNRYMUTXBXSQ-FOQJRBATSA-N 59096-14-9 Chemical compound CC(=O)OC1=CC=CC=C1[14C](O)=O BSYNRYMUTXBXSQ-FOQJRBATSA-N 0.000 abstract 1
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 abstract 1
- BVHLGVCQOALMSV-JEDNCBNOSA-N L-lysine hydrochloride Chemical compound Cl.NCCCC[C@H](N)C(O)=O BVHLGVCQOALMSV-JEDNCBNOSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229960001948 caffeine Drugs 0.000 abstract 1
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 abstract 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 abstract 1
- XLMALTXPSGQGBX-GCJKJVERSA-N dextropropoxyphene Chemical compound C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 XLMALTXPSGQGBX-GCJKJVERSA-N 0.000 abstract 1
- 229960004193 dextropropoxyphene Drugs 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 125000006301 indolyl methyl group Chemical group 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004372 methylthioethyl group Chemical group [H]C([H])([H])SC([H])([H])C([H])([H])* 0.000 abstract 1
- 229960003893 phenacetin Drugs 0.000 abstract 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/222—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin with compounds having aromatic groups, e.g. dipivefrine, ibopamine
-
- 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
- A61K31/60—Salicylic acid; Derivatives thereof
-
- 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
- A61K31/60—Salicylic acid; Derivatives thereof
- A61K31/618—Salicylic acid; Derivatives thereof having the carboxyl group in position 1 esterified, e.g. salsalate
- A61K31/621—Salicylic acid; Derivatives thereof having the carboxyl group in position 1 esterified, e.g. salsalate having the hydroxy group in position 2 esterified, e.g. benorylate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
- A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Meat, Egg Or Seafood Products (AREA)
- Specific Conveyance Elements (AREA)
- Processing Of Meat And Fish (AREA)
- Pyrrole Compounds (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1317234 Analgesic composition ELI LILLY & CO 14 Sept 1971 [15 Sept 1970 3 Sept 1971] 42750/71 Heading A5B An analgesic composition comprises (a) acetyl salicylic acid, (b) d-propoxyphene (1, 2- diphenyl-2-propionyloxy - 3 - methyl-4-dimethylaminobutane) (c) a water-soluble salt of a compound having sub-structure of formula: wherein R is H, methyl, isopropyl, butyl, isobutyl, sec-butyl, hydroxymethyl, 1-hydroxyethyl, carboxymethyl, carboxyethyl, carboxy- 1-hydroxyethyl, aminobutyl, methylthioethyl, mercaptomethyl, carboxy-(2-aminoethyl)-dithiomethyl, p-hydroxyphenyl, benzyl, indolylmethyl, guanidinopropyl, imidazoyl methyl or ureidopropyl or a compound of formula: wherein R 1 is H or OH. The salt (c) may be L-glutamic acid hydrochloride or L-lysine hydrochloride. The composition may also include phenacetin and caffeine. It is administered orally.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7250470A | 1970-09-15 | 1970-09-15 | |
| US17787071A | 1971-09-03 | 1971-09-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1317234A true GB1317234A (en) | 1973-05-16 |
Family
ID=26753427
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4275071A Expired GB1317234A (en) | 1970-09-15 | 1971-09-14 | Method of inhibiting the hydrolysis of acetylsalicyclic acid and d-propyxyphene hydrochloride |
Country Status (18)
| Country | Link |
|---|---|
| AR (1) | AR192893A1 (en) |
| AT (1) | AT309668B (en) |
| BE (1) | BE772610A (en) |
| CA (1) | CA997678A (en) |
| DE (1) | DE2145947C3 (en) |
| DK (1) | DK131368B (en) |
| EG (1) | EG10517A (en) |
| ES (1) | ES395080A1 (en) |
| FR (1) | FR2106539B1 (en) |
| GB (1) | GB1317234A (en) |
| HK (1) | HK54776A (en) |
| IE (1) | IE35644B1 (en) |
| NL (1) | NL174428C (en) |
| NO (1) | NO134931C (en) |
| OA (1) | OA03913A (en) |
| PH (1) | PH10793A (en) |
| RO (1) | RO61105A (en) |
| SE (1) | SE388124B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6300361B1 (en) | 1990-07-25 | 2001-10-09 | Novartis Ag | Stabilized pharmaceutical compositions comprising acid donors |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5115094B2 (en) * | 1972-11-01 | 1976-05-14 |
-
1971
- 1971-09-10 PH PH12832A patent/PH10793A/en unknown
- 1971-09-13 EG EG401/71*UA patent/EG10517A/en active
- 1971-09-14 SE SE7111649A patent/SE388124B/en unknown
- 1971-09-14 NO NO3410/71A patent/NO134931C/no unknown
- 1971-09-14 ES ES395080A patent/ES395080A1/en not_active Expired
- 1971-09-14 GB GB4275071A patent/GB1317234A/en not_active Expired
- 1971-09-14 DE DE2145947A patent/DE2145947C3/en not_active Expired
- 1971-09-14 NL NLAANVRAGE7112647,A patent/NL174428C/en not_active IP Right Cessation
- 1971-09-14 DK DK449471AA patent/DK131368B/en not_active IP Right Cessation
- 1971-09-14 CA CA122,786A patent/CA997678A/en not_active Expired
- 1971-09-14 OA OA54363A patent/OA03913A/en unknown
- 1971-09-15 AT AT801871A patent/AT309668B/en not_active IP Right Cessation
- 1971-09-15 AR AR237956A patent/AR192893A1/en active
- 1971-09-15 RO RO68211A patent/RO61105A/ro unknown
- 1971-09-15 FR FR7133206A patent/FR2106539B1/fr not_active Expired
- 1971-09-15 IE IE1169/71A patent/IE35644B1/en unknown
- 1971-09-15 BE BE772610A patent/BE772610A/en not_active IP Right Cessation
-
1976
- 1976-09-08 HK HK547/76*UA patent/HK54776A/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6300361B1 (en) | 1990-07-25 | 2001-10-09 | Novartis Ag | Stabilized pharmaceutical compositions comprising acid donors |
| US6300362B1 (en) | 1990-07-25 | 2001-10-09 | Novartis Ag (Formerly Sandoz Ltd.) | Stabilized pharmaceutical compositions comprising acid donors |
| US6509350B2 (en) | 1990-07-25 | 2003-01-21 | Novartis Ag | Stabilized pharmaceutical compositions comprising acid donors |
| US6790861B2 (en) | 1990-07-25 | 2004-09-14 | Novartis Ag | Stabilized pharmaceutical compositions comprising acid donors |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2145947A1 (en) | 1972-03-30 |
| ES395080A1 (en) | 1974-12-01 |
| PH10793A (en) | 1977-09-07 |
| NL174428C (en) | 1984-06-18 |
| CA997678A (en) | 1976-09-28 |
| DE2145947C3 (en) | 1973-09-27 |
| DK131368B (en) | 1975-07-07 |
| AR192893A1 (en) | 1973-03-21 |
| NL174428B (en) | 1984-01-16 |
| FR2106539A1 (en) | 1972-05-05 |
| IE35644L (en) | 1972-03-15 |
| FR2106539B1 (en) | 1974-11-15 |
| NL7112647A (en) | 1972-03-17 |
| AT309668B (en) | 1973-08-27 |
| NO134931C (en) | 1977-01-12 |
| BE772610A (en) | 1972-03-15 |
| NO134931B (en) | 1976-10-04 |
| EG10517A (en) | 1976-01-31 |
| RO61105A (en) | 1976-08-15 |
| SE388124B (en) | 1976-09-27 |
| IE35644B1 (en) | 1976-04-14 |
| OA03913A (en) | 1975-08-14 |
| DK131368C (en) | 1975-12-01 |
| DE2145947B2 (en) | 1973-02-22 |
| HK54776A (en) | 1976-09-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |