NO131546B - - Google Patents
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- Publication number
- NO131546B NO131546B NO757/70A NO75770A NO131546B NO 131546 B NO131546 B NO 131546B NO 757/70 A NO757/70 A NO 757/70A NO 75770 A NO75770 A NO 75770A NO 131546 B NO131546 B NO 131546B
- Authority
- NO
- Norway
- Prior art keywords
- dibenz
- carboxamide
- dihydro
- azepine
- compound
- Prior art date
Links
- 150000002576 ketones Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- BMPDWHIDQYTSHX-UHFFFAOYSA-N licarbazepine Chemical compound C1C(O)C2=CC=CC=C2N(C(=O)N)C2=CC=CC=C21 BMPDWHIDQYTSHX-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 206010010904 Convulsion Diseases 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000003857 carboxamides Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- JGDFBJMWFLXCLJ-UHFFFAOYSA-N copper chromite Chemical compound [Cu]=O.[Cu]=O.O=[Cr]O[Cr]=O JGDFBJMWFLXCLJ-UHFFFAOYSA-N 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- CTRLABGOLIVAIY-UHFFFAOYSA-N oxcarbazepine Chemical compound C1C(=O)C2=CC=CC=C2N(C(=O)N)C2=CC=CC=C21 CTRLABGOLIVAIY-UHFFFAOYSA-N 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- PHNLCHMJDSSPDQ-UHFFFAOYSA-N 5,6-dihydrobenzo[b][1]benzazepine-11-carboxamide Chemical compound C1CC2=CC=CC=C2N(C(=O)N)C2=CC=CC=C21 PHNLCHMJDSSPDQ-UHFFFAOYSA-N 0.000 description 1
- ANRYPESGCUZAHS-UHFFFAOYSA-N 5-methoxybenzo[b][1]benzazepine-11-carbonyl chloride Chemical compound COC1=CC2=CC=CC=C2N(C(Cl)=O)C2=CC=CC=C12 ANRYPESGCUZAHS-UHFFFAOYSA-N 0.000 description 1
- PIZOFBKQWNPKDK-UHFFFAOYSA-N 5-methoxybenzo[b][1]benzazepine-11-carboxamide Chemical compound COC1=CC2=CC=CC=C2N(C(N)=O)C2=CC=CC=C12 PIZOFBKQWNPKDK-UHFFFAOYSA-N 0.000 description 1
- 206010022998 Irritability Diseases 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 208000008238 Muscle Spasticity Diseases 0.000 description 1
- KNAHARQHSZJURB-UHFFFAOYSA-N Propylthiouracile Chemical compound CCCC1=CC(=O)NC(=S)N1 KNAHARQHSZJURB-UHFFFAOYSA-N 0.000 description 1
- 208000012545 Psychophysiologic disease Diseases 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- GRTOGORTSDXSFK-XJTZBENFSA-N ajmalicine Chemical compound C1=CC=C2C(CCN3C[C@@H]4[C@H](C)OC=C([C@H]4C[C@H]33)C(=O)OC)=C3NC2=C1 GRTOGORTSDXSFK-XJTZBENFSA-N 0.000 description 1
- 230000001773 anti-convulsant effect Effects 0.000 description 1
- 239000001961 anticonvulsive agent Substances 0.000 description 1
- 229960003965 antiepileptics Drugs 0.000 description 1
- 150000001538 azepines Chemical class 0.000 description 1
- FFGPTBGBLSHEPO-UHFFFAOYSA-N carbamazepine Chemical compound C1=CC2=CC=CC=C2N(C(=O)N)C2=CC=CC=C21 FFGPTBGBLSHEPO-UHFFFAOYSA-N 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 239000003874 central nervous system depressant Substances 0.000 description 1
- 230000002490 cerebral effect Effects 0.000 description 1
- 230000036461 convulsion Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002084 enol ethers Chemical class 0.000 description 1
- 206010015037 epilepsy Diseases 0.000 description 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000003158 myorelaxant agent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 208000018198 spasticity Diseases 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 229940090016 tegretol Drugs 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- 206010044652 trigeminal neuralgia Diseases 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
- C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
- C07D223/24—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom
- C07D223/28—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom having a single bond between positions 10 and 11
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH484469A CH505101A (de) | 1969-03-31 | 1969-03-31 | Verfahren zur Herstellung von neuen Azepinderivaten |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO131546B true NO131546B (fi) | 1975-03-10 |
| NO131546C NO131546C (fi) | 1975-06-25 |
Family
ID=4283538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO70757A NO131546C (fi) | 1969-03-31 | 1970-03-09 |
Country Status (20)
| Country | Link |
|---|---|
| AT (1) | AT294106B (fi) |
| BE (1) | BE747086A (fi) |
| BG (1) | BG17600A3 (fi) |
| BR (1) | BR7017333D0 (fi) |
| CA (1) | CA920587A (fi) |
| CH (1) | CH505101A (fi) |
| CS (1) | CS154295B2 (fi) |
| DE (1) | DE2011045C3 (fi) |
| DK (1) | DK133898B (fi) |
| ES (1) | ES377280A1 (fi) |
| FI (1) | FI50524C (fi) |
| FR (1) | FR2035999B1 (fi) |
| GB (1) | GB1310120A (fi) |
| IE (1) | IE34050B1 (fi) |
| IL (1) | IL34027A (fi) |
| NL (1) | NL159972C (fi) |
| NO (1) | NO131546C (fi) |
| PL (1) | PL80544B1 (fi) |
| SE (1) | SE354069B (fi) |
| YU (1) | YU33863B (fi) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE789320A (fr) * | 1971-09-30 | 1973-03-27 | Takeda Chemical Industries Ltd | Derives de dibenzoxirenazepine |
| EP0108715A1 (de) * | 1982-10-15 | 1984-05-16 | Ciba-Geigy Ag | Dibenzazepincarboxamide |
| PT101732B (pt) * | 1995-06-30 | 1997-12-31 | Portela & Ca Sa | Novas di-hidrodibenzo<b,f>azepinas substituidas processo para a sua preparacao composicoes farmaceuticas que as contem e utilizacao dos novos compostos na preparacao de composicoes farmaceuticas empregues em doencas do sistema nervoso |
| US20020022056A1 (en) | 1997-02-14 | 2002-02-21 | Burkhard Schlutermann | Oxacarbazepine film-coated tablets |
| AT408224B (de) * | 1999-03-15 | 2001-09-25 | Dsm Fine Chem Austria Gmbh | Verfahren zur herstellung von oxcarbazepin |
| EP1446383B1 (en) * | 2001-11-12 | 2008-09-17 | Novartis AG | Monohydroxycarbamazepine for use in the preparation of a medicament for the treatment of affective and attention disorder and neuropathic pain |
| GB0303615D0 (en) * | 2003-02-17 | 2003-03-19 | Novartis Ag | Use of organic compounds |
| ITMI20042230A1 (it) * | 2004-11-19 | 2005-02-19 | Farchemia Srl | Procedimento per la preparazione della 10,11-diidro-10 idrossi-5h-dibenz-b,f-azepin-5carbossiammide |
| US20060252745A1 (en) | 2005-05-06 | 2006-11-09 | Almeida Jose L D | Methods of preparing pharmaceutical compositions comprising eslicarbazepine acetate and methods of use |
| GB0700773D0 (en) | 2007-01-15 | 2007-02-21 | Portela & Ca Sa | Drug therapies |
-
1969
- 1969-03-31 CH CH484469A patent/CH505101A/de not_active IP Right Cessation
-
1970
- 1970-03-03 NL NL7003026.A patent/NL159972C/xx not_active IP Right Cessation
- 1970-03-03 SE SE02771/70A patent/SE354069B/xx unknown
- 1970-03-03 DK DK104670AA patent/DK133898B/da not_active IP Right Cessation
- 1970-03-03 BR BR217333/70A patent/BR7017333D0/pt unknown
- 1970-03-03 FI FI700560A patent/FI50524C/fi active
- 1970-03-05 YU YU537/70A patent/YU33863B/xx unknown
- 1970-03-09 AT AT218670A patent/AT294106B/de not_active IP Right Cessation
- 1970-03-09 FR FR707008345A patent/FR2035999B1/fr not_active Expired
- 1970-03-09 IE IE303/70A patent/IE34050B1/xx unknown
- 1970-03-09 IL IL34027A patent/IL34027A/xx unknown
- 1970-03-09 BG BG014134A patent/BG17600A3/xx unknown
- 1970-03-09 DE DE2011045A patent/DE2011045C3/de not_active Expired
- 1970-03-09 PL PL1970139289A patent/PL80544B1/pl unknown
- 1970-03-09 ES ES377280A patent/ES377280A1/es not_active Expired
- 1970-03-09 CA CA076788A patent/CA920587A/en not_active Expired
- 1970-03-09 GB GB1111170A patent/GB1310120A/en not_active Expired
- 1970-03-09 NO NO70757A patent/NO131546C/no unknown
- 1970-03-09 BE BE747086D patent/BE747086A/xx not_active IP Right Cessation
- 1970-03-09 CS CS155770A patent/CS154295B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| YU33863B (en) | 1978-06-30 |
| CH505101A (de) | 1971-03-31 |
| DK133898B (da) | 1976-08-09 |
| IE34050L (en) | 1970-09-30 |
| DE2011045B2 (de) | 1978-10-05 |
| DE2011045A1 (de) | 1970-10-08 |
| IL34027A (en) | 1972-12-29 |
| YU53770A (en) | 1977-12-31 |
| FR2035999A1 (fi) | 1970-12-24 |
| BR7017333D0 (pt) | 1973-05-31 |
| DK133898C (fi) | 1977-03-07 |
| FI50524C (fi) | 1976-04-12 |
| NL159972C (nl) | 1979-09-17 |
| IL34027A0 (en) | 1970-05-21 |
| CA920587A (en) | 1973-02-06 |
| GB1310120A (en) | 1973-03-14 |
| NL7003026A (fi) | 1970-10-02 |
| BE747086A (fr) | 1970-09-09 |
| IE34050B1 (en) | 1975-01-22 |
| NO131546C (fi) | 1975-06-25 |
| ES377280A1 (es) | 1972-06-16 |
| CS154295B2 (fi) | 1974-03-29 |
| FR2035999B1 (fi) | 1973-04-06 |
| AT294106B (de) | 1971-11-10 |
| DE2011045C3 (de) | 1979-05-31 |
| SE354069B (fi) | 1973-02-26 |
| BG17600A3 (bg) | 1973-11-10 |
| PL80544B1 (fi) | 1975-08-30 |
| FI50524B (fi) | 1975-12-31 |
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