BE897356A - Compositions analgestiques et anti-inflammatoires - Google Patents
Compositions analgestiques et anti-inflammatoires Download PDFInfo
- Publication number
- BE897356A BE897356A BE0/211220A BE211220A BE897356A BE 897356 A BE897356 A BE 897356A BE 0/211220 A BE0/211220 A BE 0/211220A BE 211220 A BE211220 A BE 211220A BE 897356 A BE897356 A BE 897356A
- Authority
- BE
- Belgium
- Prior art keywords
- sep
- analgesic
- pharmaceutical compositions
- caffeine
- compositions according
- Prior art date
Links
- 230000000202 analgesic effect Effects 0.000 title claims description 112
- 239000000203 mixture Substances 0.000 title claims description 63
- 230000003110 anti-inflammatory effect Effects 0.000 title claims description 55
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 279
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 137
- 229960001948 caffeine Drugs 0.000 claims description 137
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims description 137
- 239000003814 drug Substances 0.000 claims description 57
- 239000004084 narcotic analgesic agent Substances 0.000 claims description 54
- 229940079593 drug Drugs 0.000 claims description 45
- 239000008194 pharmaceutical composition Substances 0.000 claims description 38
- 230000000694 effects Effects 0.000 claims description 37
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 23
- 229960001680 ibuprofen Drugs 0.000 claims description 22
- 238000011282 treatment Methods 0.000 claims description 20
- HUPFGZXOMWLGNK-UHFFFAOYSA-N diflunisal Chemical compound C1=C(O)C(C(=O)O)=CC(C=2C(=CC(F)=CC=2)F)=C1 HUPFGZXOMWLGNK-UHFFFAOYSA-N 0.000 claims description 19
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 claims description 19
- RDJGLLICXDHJDY-NSHDSACASA-N (2s)-2-(3-phenoxyphenyl)propanoic acid Chemical compound OC(=O)[C@@H](C)C1=CC=CC(OC=2C=CC=CC=2)=C1 RDJGLLICXDHJDY-NSHDSACASA-N 0.000 claims description 18
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 claims description 18
- 229960000616 diflunisal Drugs 0.000 claims description 18
- 229960001419 fenoprofen Drugs 0.000 claims description 18
- 229960002009 naproxen Drugs 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 230000009471 action Effects 0.000 claims description 16
- 229960004193 dextropropoxyphene Drugs 0.000 claims description 14
- 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 claims description 13
- 239000002671 adjuvant Substances 0.000 claims description 12
- 229950003779 propiram Drugs 0.000 claims description 12
- 230000003111 delayed effect Effects 0.000 claims description 11
- YZLZPSJXMWGIFH-BCXQGASESA-N nalbuphine hydrochloride Chemical compound [H+].[Cl-].C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]1(O)CC[C@@H]3O)CN2CC1CCC1 YZLZPSJXMWGIFH-BCXQGASESA-N 0.000 claims description 11
- RJMIEHBSYVWVIN-LLVKDONJSA-N (2r)-2-[4-(3-oxo-1h-isoindol-2-yl)phenyl]propanoic acid Chemical compound C1=CC([C@H](C(O)=O)C)=CC=C1N1C(=O)C2=CC=CC=C2C1 RJMIEHBSYVWVIN-LLVKDONJSA-N 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 7
- 229960004187 indoprofen Drugs 0.000 claims description 7
- UCEXMJMSILZCHZ-UHFFFAOYSA-N 2-[(4-butoxybenzoyl)amino]acetic acid Chemical compound CCCCOC1=CC=C(C(=O)NCC(O)=O)C=C1 UCEXMJMSILZCHZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000002775 capsule Substances 0.000 claims description 5
- 231100000252 nontoxic Toxicity 0.000 claims description 5
- 230000003000 nontoxic effect Effects 0.000 claims description 5
- 229940065347 propoxyphene hydrochloride Drugs 0.000 claims description 5
- 230000003014 reinforcing effect Effects 0.000 claims description 5
- BCXHDORHMMZBBZ-DORFAMGDSA-N (4r,4ar,7s,7ar,12bs)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol;sulfuric acid Chemical compound OS(O)(=O)=O.C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC.C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC BCXHDORHMMZBBZ-DORFAMGDSA-N 0.000 claims description 4
- WQTLOZFMTGYQDX-WLHGVMLRSA-N (e)-but-2-enedioic acid;n-(1-piperidin-1-ylpropan-2-yl)-n-pyridin-2-ylpropanamide Chemical compound OC(=O)\C=C\C(O)=O.C=1C=CC=NC=1N(C(=O)CC)C(C)CN1CCCCC1 WQTLOZFMTGYQDX-WLHGVMLRSA-N 0.000 claims description 4
- GMTYREVWZXJPLF-AFHUBHILSA-N butorphanol D-tartrate Chemical compound OC(=O)[C@@H](O)[C@H](O)C(O)=O.N1([C@@H]2CC3=CC=C(C=C3[C@@]3([C@]2(CCCC3)O)CC1)O)CC1CCC1 GMTYREVWZXJPLF-AFHUBHILSA-N 0.000 claims description 4
- 229960004415 codeine phosphate Drugs 0.000 claims description 4
- 229960003871 codeine sulfate Drugs 0.000 claims description 4
- 229960001513 nalbuphine hydrochloride Drugs 0.000 claims description 4
- OQGYMIIFOSJQSF-DTOXXUQYSA-N pentazocine hcl Chemical compound Cl.C1C2=CC=C(O)C=C2[C@@]2(C)[C@@H](C)[C@@H]1N(CC=C(C)C)CC2 OQGYMIIFOSJQSF-DTOXXUQYSA-N 0.000 claims description 4
- 229960003809 pentazocine hydrochloride Drugs 0.000 claims description 4
- MPJUSISYVXABBH-UHFFFAOYSA-N 3-(3-ethyl-1-methylazepan-3-yl)phenol;hydron;chloride Chemical compound Cl.C=1C=CC(O)=CC=1C1(CC)CCCCN(C)C1 MPJUSISYVXABBH-UHFFFAOYSA-N 0.000 claims description 3
- 229960001590 butorphanol tartrate Drugs 0.000 claims description 3
- 229960004473 meptazinol hydrochloride Drugs 0.000 claims description 3
- DKSZLDSPXIWGFO-BLOJGBSASA-N (4r,4ar,7s,7ar,12bs)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol;phosphoric acid;hydrate Chemical compound O.OP(O)(O)=O.OP(O)(O)=O.C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC.C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC DKSZLDSPXIWGFO-BLOJGBSASA-N 0.000 claims description 2
- 239000000829 suppository Substances 0.000 claims description 2
- 230000002708 enhancing effect Effects 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 230000003533 narcotic effect Effects 0.000 description 40
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 36
- 239000000730 antalgic agent Substances 0.000 description 33
- 230000036592 analgesia Effects 0.000 description 28
- 208000002193 Pain Diseases 0.000 description 26
- 230000036407 pain Effects 0.000 description 26
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 24
- 229960001138 acetylsalicylic acid Drugs 0.000 description 24
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 24
- 229940124641 pain reliever Drugs 0.000 description 24
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 17
- 229960005489 paracetamol Drugs 0.000 description 17
- 229940035676 analgesics Drugs 0.000 description 14
- OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 description 14
- CPJSUEIXXCENMM-UHFFFAOYSA-N phenacetin Chemical compound CCOC1=CC=C(NC(C)=O)C=C1 CPJSUEIXXCENMM-UHFFFAOYSA-N 0.000 description 14
- 239000005557 antagonist Substances 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 12
- 235000002639 sodium chloride Nutrition 0.000 description 12
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 description 11
- 229960000991 ketoprofen Drugs 0.000 description 11
- QYSPLQLAKJAUJT-UHFFFAOYSA-N piroxicam Chemical compound OC=1C2=CC=CC=C2S(=O)(=O)N(C)C=1C(=O)NC1=CC=CC=N1 QYSPLQLAKJAUJT-UHFFFAOYSA-N 0.000 description 11
- 238000012360 testing method Methods 0.000 description 10
- 229960001395 fenbufen Drugs 0.000 description 9
- ZPAKPRAICRBAOD-UHFFFAOYSA-N fenbufen Chemical compound C1=CC(C(=O)CCC(=O)O)=CC=C1C1=CC=CC=C1 ZPAKPRAICRBAOD-UHFFFAOYSA-N 0.000 description 9
- 229960002702 piroxicam Drugs 0.000 description 9
- MLKXDPUZXIRXEP-MFOYZWKCSA-N sulindac Chemical compound CC1=C(CC(O)=O)C2=CC(F)=CC=C2\C1=C/C1=CC=C(S(C)=O)C=C1 MLKXDPUZXIRXEP-MFOYZWKCSA-N 0.000 description 9
- 229960000894 sulindac Drugs 0.000 description 9
- 241000124008 Mammalia Species 0.000 description 8
- 241000699670 Mus sp. Species 0.000 description 8
- 241000700159 Rattus Species 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 239000000556 agonist Substances 0.000 description 8
- 229960002390 flurbiprofen Drugs 0.000 description 8
- SYTBZMRGLBWNTM-UHFFFAOYSA-N flurbiprofen Chemical compound FC1=CC(C(C(O)=O)C)=CC=C1C1=CC=CC=C1 SYTBZMRGLBWNTM-UHFFFAOYSA-N 0.000 description 8
- HYYBABOKPJLUIN-UHFFFAOYSA-N mefenamic acid Chemical compound CC1=CC=CC(NC=2C(=CC=CC=2)C(O)=O)=C1C HYYBABOKPJLUIN-UHFFFAOYSA-N 0.000 description 8
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical group O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 8
- ZBAFFZBKCMWUHM-UHFFFAOYSA-N propiram Chemical compound C=1C=CC=NC=1N(C(=O)CC)C(C)CN1CCCCC1 ZBAFFZBKCMWUHM-UHFFFAOYSA-N 0.000 description 8
- 230000035945 sensitivity Effects 0.000 description 8
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 7
- BRUQQQPBMZOVGD-XFKAJCMBSA-N Oxycodone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C BRUQQQPBMZOVGD-XFKAJCMBSA-N 0.000 description 7
- 150000001242 acetic acid derivatives Chemical class 0.000 description 7
- 206010003246 arthritis Diseases 0.000 description 7
- 229960004126 codeine Drugs 0.000 description 7
- 239000002552 dosage form Substances 0.000 description 7
- OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 description 7
- 229960003464 mefenamic acid Drugs 0.000 description 7
- 201000008482 osteoarthritis Diseases 0.000 description 7
- 229960003893 phenacetin Drugs 0.000 description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 7
- BQNSLJQRJAJITR-UHFFFAOYSA-N 1,1,2-trichloro-1,2-difluoroethane Chemical compound FC(Cl)C(F)(Cl)Cl BQNSLJQRJAJITR-UHFFFAOYSA-N 0.000 description 6
- USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical group C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 description 6
- 206010019233 Headaches Diseases 0.000 description 6
- XADCESSVHJOZHK-UHFFFAOYSA-N Meperidine Chemical group C=1C=CC=CC=1C1(C(=O)OCC)CCN(C)CC1 XADCESSVHJOZHK-UHFFFAOYSA-N 0.000 description 6
- 239000002260 anti-inflammatory agent Substances 0.000 description 6
- 229940121363 anti-inflammatory agent Drugs 0.000 description 6
- 229940111133 antiinflammatory and antirheumatic drug oxicams Drugs 0.000 description 6
- 230000001684 chronic effect Effects 0.000 description 6
- ZWJINEZUASEZBH-UHFFFAOYSA-N fenamic acid Chemical class OC(=O)C1=CC=CC=C1NC1=CC=CC=C1 ZWJINEZUASEZBH-UHFFFAOYSA-N 0.000 description 6
- 231100000869 headache Toxicity 0.000 description 6
- 229960000905 indomethacin Drugs 0.000 description 6
- 229960001797 methadone Drugs 0.000 description 6
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 6
- 229960000805 nalbuphine Drugs 0.000 description 6
- 239000004081 narcotic agent Substances 0.000 description 6
- 229960002085 oxycodone Drugs 0.000 description 6
- 229960003617 oxycodone hydrochloride Drugs 0.000 description 6
- ZJXLSCXDGPDZOL-UHFFFAOYSA-M sodium;2-[5-(4-chlorobenzoyl)-1,4-dimethylpyrrol-2-yl]acetate;dihydrate Chemical compound O.O.[Na+].C1=C(CC([O-])=O)N(C)C(C(=O)C=2C=CC(Cl)=CC=2)=C1C ZJXLSCXDGPDZOL-UHFFFAOYSA-M 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
- IFKLAQQSCNILHL-QHAWAJNXSA-N butorphanol Chemical compound N1([C@@H]2CC3=CC=C(C=C3[C@@]3([C@]2(CCCC3)O)CC1)O)CC1CCC1 IFKLAQQSCNILHL-QHAWAJNXSA-N 0.000 description 5
- 229960001113 butorphanol Drugs 0.000 description 5
- 229960003406 levorphanol Drugs 0.000 description 5
- 229960000365 meptazinol Drugs 0.000 description 5
- JLICHNCFTLFZJN-HNNXBMFYSA-N meptazinol Chemical group C=1C=CC(O)=CC=1[C@@]1(CC)CCCCN(C)C1 JLICHNCFTLFZJN-HNNXBMFYSA-N 0.000 description 5
- 229960004004 oxycodone terephthalate Drugs 0.000 description 5
- 150000005599 propionic acid derivatives Chemical class 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 229940083542 sodium Drugs 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 238000005728 strengthening Methods 0.000 description 5
- 239000003981 vehicle Substances 0.000 description 5
- 229960003516 zomepirac sodium Drugs 0.000 description 5
- BTEYIHUKHHAVAN-KDKWOIFOSA-N (4r,4as,7ar,12bs)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1.O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C.O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C BTEYIHUKHHAVAN-KDKWOIFOSA-N 0.000 description 4
- ILYSAKHOYBPSPC-UHFFFAOYSA-N 2-phenylbenzoic acid Chemical class OC(=O)C1=CC=CC=C1C1=CC=CC=C1 ILYSAKHOYBPSPC-UHFFFAOYSA-N 0.000 description 4
- 206010010904 Convulsion Diseases 0.000 description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 4
- JAQUASYNZVUNQP-USXIJHARSA-N Levorphanol Chemical compound C1C2=CC=C(O)C=C2[C@]23CCN(C)[C@H]1[C@@H]2CCCC3 JAQUASYNZVUNQP-USXIJHARSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- 229940111131 antiinflammatory and antirheumatic product propionic acid derivative Drugs 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- CYWFCPPBTWOZSF-UHFFFAOYSA-N ibufenac Chemical compound CC(C)CC1=CC=C(CC(O)=O)C=C1 CYWFCPPBTWOZSF-UHFFFAOYSA-N 0.000 description 4
- 230000002757 inflammatory effect Effects 0.000 description 4
- 230000035987 intoxication Effects 0.000 description 4
- 231100000566 intoxication Toxicity 0.000 description 4
- 229960005181 morphine Drugs 0.000 description 4
- 239000003887 narcotic antagonist Substances 0.000 description 4
- 229960005301 pentazocine Drugs 0.000 description 4
- VOKSWYLNZZRQPF-GDIGMMSISA-N pentazocine Chemical compound C1C2=CC=C(O)C=C2[C@@]2(C)[C@@H](C)[C@@H]1N(CC=C(C)C)CC2 VOKSWYLNZZRQPF-GDIGMMSISA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 230000000750 progressive effect Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
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- 229940095064 tartrate Drugs 0.000 description 4
- 229960003414 zomepirac Drugs 0.000 description 4
- ZXVNMYWKKDOREA-UHFFFAOYSA-N zomepirac Chemical compound C1=C(CC(O)=O)N(C)C(C(=O)C=2C=CC(Cl)=CC=2)=C1C ZXVNMYWKKDOREA-UHFFFAOYSA-N 0.000 description 4
- PYSICVOJSJMFKP-UHFFFAOYSA-N 3,5-dibromo-2-chloropyridine Chemical compound ClC1=NC=C(Br)C=C1Br PYSICVOJSJMFKP-UHFFFAOYSA-N 0.000 description 3
- NBUHTTJGQKIBMR-UHFFFAOYSA-N 4,6-dimethylpyrimidin-5-amine Chemical compound CC1=NC=NC(C)=C1N NBUHTTJGQKIBMR-UHFFFAOYSA-N 0.000 description 3
- DYUTXEVRMPFGTH-UHFFFAOYSA-N 4-(2,5-dimethylphenyl)-5-methyl-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C(=CC=C(C)C=2)C)=C1C DYUTXEVRMPFGTH-UHFFFAOYSA-N 0.000 description 3
- 206010058019 Cancer Pain Diseases 0.000 description 3
- 206010061218 Inflammation Diseases 0.000 description 3
- SBDNJUWAMKYJOX-UHFFFAOYSA-N Meclofenamic Acid Chemical compound CC1=CC=C(Cl)C(NC=2C(=CC=CC=2)C(O)=O)=C1Cl SBDNJUWAMKYJOX-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 230000001154 acute effect Effects 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 229960001736 buprenorphine Drugs 0.000 description 3
- RMRJXGBAOAMLHD-IHFGGWKQSA-N buprenorphine Chemical compound C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]11CC[C@]3([C@H](C1)[C@](C)(O)C(C)(C)C)OC)CN2CC1CC1 RMRJXGBAOAMLHD-IHFGGWKQSA-N 0.000 description 3
- 229960001889 buprenorphine hydrochloride Drugs 0.000 description 3
- UAIXRPCCYXNJMQ-RZIPZOSSSA-N buprenorphine hydrochlorie Chemical compound [Cl-].C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]11CC[C@]3([C@H](C1)[C@](C)(O)C(C)(C)C)OC)C[NH+]2CC1CC1 UAIXRPCCYXNJMQ-RZIPZOSSSA-N 0.000 description 3
- 230000002490 cerebral effect Effects 0.000 description 3
- 230000036461 convulsion Effects 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- QMQBBUPJKANITL-MYXGOWFTSA-N dextropropoxyphene hydrochloride Chemical compound [H+].[Cl-].C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 QMQBBUPJKANITL-MYXGOWFTSA-N 0.000 description 3
- 230000014509 gene expression Effects 0.000 description 3
- 229960002738 hydromorphone hydrochloride Drugs 0.000 description 3
- MSYBLBLAMDYKKZ-UHFFFAOYSA-N hydron;pyridine-3-carbonyl chloride;chloride Chemical compound Cl.ClC(=O)C1=CC=CN=C1 MSYBLBLAMDYKKZ-UHFFFAOYSA-N 0.000 description 3
- 229950009183 ibufenac Drugs 0.000 description 3
- 230000004054 inflammatory process Effects 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
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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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/485—Morphinan derivatives, e.g. morphine, codeine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
- A61K31/52—Purines, e.g. adenine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
-
- 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
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Rheumatology (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40059782A | 1982-07-22 | 1982-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE897356A true BE897356A (fr) | 1983-11-14 |
Family
ID=23584242
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE0/211220A BE897356A (fr) | 1982-07-22 | 1983-07-22 | Compositions analgestiques et anti-inflammatoires |
Country Status (15)
| Country | Link |
|---|---|
| JP (3) | JPS59501459A (de) |
| AT (2) | AT389226B (de) |
| AU (1) | AU558485B2 (de) |
| BE (1) | BE897356A (de) |
| CA (1) | CA1217429A (de) |
| CH (1) | CH659391A5 (de) |
| DE (1) | DE3390116C2 (de) |
| FR (1) | FR2530469A1 (de) |
| GB (1) | GB2134786B (de) |
| IE (1) | IE55367B1 (de) |
| IT (1) | IT1206502B (de) |
| NL (1) | NL191432C (de) |
| SE (1) | SE466481B (de) |
| WO (1) | WO1984000488A1 (de) |
| ZA (2) | ZA835326B (de) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3490583T1 (de) * | 1983-12-12 | 1986-04-03 | Richardson-Vicks Inc., Wilton, Conn. | Analgetische und anti-inflammatorische Mittel und Verfahren zu ihrer Verwendung |
| EP0167566A4 (de) * | 1983-12-12 | 1987-06-29 | Abraham Sunshine | Analgesische und antientzündungszusammensetzungen enthaltend xanthine und verfahren zu deren verwendung. |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4559343A (en) * | 1982-09-07 | 1985-12-17 | Alcon Laboratories, Inc. | Nonirritating aqueous ophthalmic compositions comfort formulation for ocular therapeutic agents |
| CH664085A5 (de) * | 1985-02-08 | 1988-02-15 | Ciba Geigy Ag | Pharmazeutische praeparate mit analgetischer wirksamkeit, sowie deren herstellung. |
| CH669523A5 (de) * | 1986-06-25 | 1989-03-31 | Mepha Ag | |
| GB8626098D0 (en) * | 1986-10-31 | 1986-12-03 | Euro Celtique Sa | Controlled release hydromorphone composition |
| US20040115290A1 (en) | 2001-06-20 | 2004-06-17 | Tripp Matthew L. | Modulation of inflammation by hops fractions and derivatives |
| JP2005515966A (ja) | 2001-07-06 | 2005-06-02 | エンドー ファーマシューティカルズ， インコーポレイティド | 鎮痛薬としての使用のための６−ヒドロキシ−オキシモルホンの経口投与 |
| DE60223254T2 (de) | 2001-07-06 | 2008-08-14 | Penwest Pharmaceuticals Co. | Verzögert freisetzende formulierungen von oxymorphon |
| US8329216B2 (en) | 2001-07-06 | 2012-12-11 | Endo Pharmaceuticals Inc. | Oxymorphone controlled release formulations |
| US8158160B2 (en) | 2001-11-13 | 2012-04-17 | Eric Hauser Kuhrts | Anti-inflammatory cyclooxygenase inhibitors |
| US7914831B2 (en) * | 2004-02-27 | 2011-03-29 | Metaproteomics, Llc | Synergistic anti-inflammatory pharmaceutical compositions and related methods using curcuminoids or methylxanthines |
| JP2006282644A (ja) * | 2005-04-05 | 2006-10-19 | Idemitsu Kosan Co Ltd | 疲労回復剤 |
| TW201247195A (en) * | 2011-04-28 | 2012-12-01 | Kowa Co | Stable pharmaceutical composition |
| JP7523879B2 (ja) * | 2016-10-31 | 2024-07-29 | エスエス製薬株式会社 | 医薬組成物 |
| JP2021054728A (ja) * | 2019-09-27 | 2021-04-08 | 興和株式会社 | 医薬品 |
| JP6811453B1 (ja) * | 2020-06-24 | 2021-01-13 | 医療法人すぎやま内科 | 経皮吸収用組成物 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3439094A (en) * | 1967-07-20 | 1969-04-15 | Warner Lambert Pharmaceutical | Analgesic compositions containing namol xenyrate,caffeine and acetyl-rho-aminophenol |
| JPS5423132A (en) * | 1977-07-19 | 1979-02-21 | Dai Ichi Seiyaku Co Ltd | Analgesic composition |
| JPS54154416A (en) * | 1978-05-26 | 1979-12-05 | Tdk Electronics Co Ltd | High dielectric constant porcelain composition |
| US4234601A (en) * | 1978-12-18 | 1980-11-18 | Mcneilab, Inc. | Analgesic potentiation |
| US4237140A (en) * | 1979-05-18 | 1980-12-02 | E. I. Du Pont De Nemours And Company | Analgesic mixture of nalbuphine and acetaminophen |
| US4315936A (en) * | 1979-12-17 | 1982-02-16 | Ortho Pharmaceutical Corporation | Analgesic composition |
| JPS56154416A (en) * | 1980-04-30 | 1981-11-30 | Kaken Pharmaceut Co Ltd | Antipyretic analgesic composition |
| US4322427A (en) * | 1981-04-16 | 1982-03-30 | Bristol-Myers Company | Analgetic compositions and methods of use |
-
1983
- 1983-07-21 CA CA000432886A patent/CA1217429A/en not_active Expired
- 1983-07-21 ZA ZA835326A patent/ZA835326B/xx unknown
- 1983-07-21 FR FR8312109A patent/FR2530469A1/fr active Pending
- 1983-07-21 GB GB08406704A patent/GB2134786B/en not_active Expired
- 1983-07-21 IE IE1715/83A patent/IE55367B1/en not_active IP Right Cessation
- 1983-07-21 DE DE3390116T patent/DE3390116C2/de not_active Expired - Lifetime
- 1983-07-21 NL NL8320240A patent/NL191432C/xx not_active IP Right Cessation
- 1983-07-21 CH CH1546/84A patent/CH659391A5/de not_active IP Right Cessation
- 1983-07-21 JP JP58502643A patent/JPS59501459A/ja active Pending
- 1983-07-21 IT IT8322173A patent/IT1206502B/it active
- 1983-07-21 ZA ZA835324A patent/ZA835324B/xx unknown
- 1983-07-21 WO PCT/US1983/001121 patent/WO1984000488A1/en not_active Ceased
- 1983-07-21 AU AU18816/83A patent/AU558485B2/en not_active Expired
- 1983-07-21 AT AT0903983A patent/AT389226B/de not_active IP Right Cessation
- 1983-07-21 JP JP58502781A patent/JPS59501460A/ja active Pending
- 1983-07-22 BE BE0/211220A patent/BE897356A/fr unknown
-
1984
- 1984-03-20 SE SE8401538A patent/SE466481B/sv not_active IP Right Cessation
-
1988
- 1988-10-05 AT AT0245988A patent/AT389998B/de not_active IP Right Cessation
-
1994
- 1994-07-18 JP JP6165470A patent/JPH07165583A/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3490583T1 (de) * | 1983-12-12 | 1986-04-03 | Richardson-Vicks Inc., Wilton, Conn. | Analgetische und anti-inflammatorische Mittel und Verfahren zu ihrer Verwendung |
| EP0167566A4 (de) * | 1983-12-12 | 1987-06-29 | Abraham Sunshine | Analgesische und antientzündungszusammensetzungen enthaltend xanthine und verfahren zu deren verwendung. |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59501460A (ja) | 1984-08-16 |
| FR2530469A1 (fr) | 1984-01-27 |
| NL191432C (nl) | 1995-07-04 |
| SE8401538D0 (sv) | 1984-03-20 |
| AU558485B2 (en) | 1987-01-29 |
| ZA835324B (en) | 1984-09-26 |
| GB2134786A (en) | 1984-08-22 |
| ZA835326B (en) | 1984-09-26 |
| IT8322173A0 (it) | 1983-07-21 |
| WO1984000488A1 (en) | 1984-02-16 |
| SE466481B (sv) | 1992-02-24 |
| NL191432B (nl) | 1995-03-01 |
| CA1217429A (en) | 1987-02-03 |
| IT1206502B (it) | 1989-04-27 |
| JPH07165583A (ja) | 1995-06-27 |
| IE831715L (en) | 1984-01-22 |
| NL8320240A (nl) | 1984-06-01 |
| GB8406704D0 (en) | 1984-04-18 |
| IE55367B1 (en) | 1990-08-29 |
| DE3390116C2 (de) | 1994-06-16 |
| JPS59501459A (ja) | 1984-08-16 |
| GB2134786B (en) | 1986-05-08 |
| AU1881683A (en) | 1984-02-23 |
| AT389226B (de) | 1989-11-10 |
| ATA245988A (de) | 1989-08-15 |
| AT389998B (de) | 1990-02-26 |
| SE8401538L (sv) | 1984-03-20 |
| CH659391A5 (de) | 1987-01-30 |
| ATA903983A (de) | 1989-04-15 |
| DE3390116T1 (de) | 1985-01-10 |
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