NO117858B - - Google Patents
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- Publication number
- NO117858B NO117858B NO163879A NO16387966A NO117858B NO 117858 B NO117858 B NO 117858B NO 163879 A NO163879 A NO 163879A NO 16387966 A NO16387966 A NO 16387966A NO 117858 B NO117858 B NO 117858B
- Authority
- NO
- Norway
- Prior art keywords
- compound
- mice
- dose
- amino
- diethylamino
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- MZLKHPDPHGHSOY-UHFFFAOYSA-N (2,3-dioxoindole-1-carbonyl) 2,3-dioxoindole-1-carboxylate Chemical compound O=C1C(=O)C2=CC=CC=C2N1C(=O)OC(=O)N1C2=CC=CC=C2C(=O)C1=O MZLKHPDPHGHSOY-UHFFFAOYSA-N 0.000 claims description 3
- XBTWVJKPQPQTDW-UHFFFAOYSA-N 4-n,4-n-diethyl-2-methylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C(C)=C1 XBTWVJKPQPQTDW-UHFFFAOYSA-N 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- -1 ion salt Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 23
- 241000699670 Mus sp. Species 0.000 description 15
- 206010010904 Convulsion Diseases 0.000 description 11
- 230000036461 convulsion Effects 0.000 description 9
- IRYJRGCIQBGHIV-UHFFFAOYSA-N trimethadione Chemical compound CN1C(=O)OC(C)(C)C1=O IRYJRGCIQBGHIV-UHFFFAOYSA-N 0.000 description 7
- 208000005392 Spasm Diseases 0.000 description 6
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 description 5
- 229960004453 trimethadione Drugs 0.000 description 5
- 230000001773 anti-convulsant effect Effects 0.000 description 4
- 239000001961 anticonvulsive agent Substances 0.000 description 4
- 229960003965 antiepileptics Drugs 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000007920 subcutaneous administration Methods 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- MMPYYZUCLBHNSK-UHFFFAOYSA-N 2-amino-n-[4-(diethylamino)-2-methylphenyl]benzamide Chemical compound CC1=CC(N(CC)CC)=CC=C1NC(=O)C1=CC=CC=C1N MMPYYZUCLBHNSK-UHFFFAOYSA-N 0.000 description 2
- 241000416162 Astragalus gummifer Species 0.000 description 2
- 229920001615 Tragacanth Polymers 0.000 description 2
- 230000036765 blood level Effects 0.000 description 2
- 230000037396 body weight Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- QMGVPVSNSZLJIA-FVWCLLPLSA-N strychnine Chemical compound O([C@H]1CC(N([C@H]2[C@H]1[C@H]1C3)C=4C5=CC=CC=4)=O)CC=C1CN1[C@@H]3[C@]25CC1 QMGVPVSNSZLJIA-FVWCLLPLSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- QMGVPVSNSZLJIA-UHFFFAOYSA-N Nux Vomica Natural products C1C2C3C4N(C=5C6=CC=CC=5)C(=O)CC3OCC=C2CN2C1C46CC2 QMGVPVSNSZLJIA-UHFFFAOYSA-N 0.000 description 1
- 241001279009 Strychnos toxifera Species 0.000 description 1
- 231100000460 acute oral toxicity Toxicity 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000001037 epileptic effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229960005152 pentetrazol Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960005453 strychnine Drugs 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940105642 tridione Drugs 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEG0044139 | 1965-07-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO117858B true NO117858B (fr) | 1969-10-06 |
Family
ID=7127367
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO163879A NO117858B (fr) | 1965-07-12 | 1966-07-11 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3433833A (fr) |
| BE (1) | BE684020A (fr) |
| BR (1) | BR6681213D0 (fr) |
| CH (1) | CH461460A (fr) |
| DE (1) | DE1493783A1 (fr) |
| DK (1) | DK117074B (fr) |
| FR (1) | FR5720M (fr) |
| NL (1) | NL6609406A (fr) |
| NO (1) | NO117858B (fr) |
| SE (1) | SE324359B (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1126509B (it) * | 1979-12-07 | 1986-05-21 | Medea Res Srl | Benzimidi ad attivita' anestetica locale e antiaritmica,processo per la loro preparazione e composizioni farmaceutiche che le contengono |
| NZ219974A (en) * | 1986-04-22 | 1989-08-29 | Goedecke Ag | N-(2'-aminophenyl)-benzamide derivatives, process for their preparation and their use in the control of neoplastic diseases |
-
1965
- 1965-07-12 DE DE19651493783 patent/DE1493783A1/de active Pending
-
1966
- 1966-07-05 FR FR68146A patent/FR5720M/fr not_active Expired
- 1966-07-05 US US562486A patent/US3433833A/en not_active Expired - Lifetime
- 1966-07-05 NL NL6609406A patent/NL6609406A/xx unknown
- 1966-07-11 CH CH1002266A patent/CH461460A/fr unknown
- 1966-07-11 NO NO163879A patent/NO117858B/no unknown
- 1966-07-11 DK DK358266AA patent/DK117074B/da unknown
- 1966-07-12 BE BE684020D patent/BE684020A/xx unknown
- 1966-07-12 BR BR181213/66A patent/BR6681213D0/pt unknown
- 1966-07-12 SE SE9522/66A patent/SE324359B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE324359B (fr) | 1970-06-01 |
| BE684020A (fr) | 1967-01-12 |
| BR6681213D0 (pt) | 1973-12-26 |
| FR5720M (fr) | 1968-01-22 |
| CH461460A (fr) | 1968-08-31 |
| DK117074B (da) | 1970-03-16 |
| US3433833A (en) | 1969-03-18 |
| DE1493783A1 (de) | 1969-01-30 |
| NL6609406A (fr) | 1967-01-13 |
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