DE1302662B - - Google Patents
Info
- Publication number
- DE1302662B DE1302662B DENDAT1302662D DE1302662DA DE1302662B DE 1302662 B DE1302662 B DE 1302662B DE NDAT1302662 D DENDAT1302662 D DE NDAT1302662D DE 1302662D A DE1302662D A DE 1302662DA DE 1302662 B DE1302662 B DE 1302662B
- Authority
- DE
- Germany
- Prior art keywords
- chloromethyl
- methyl
- phenyl
- substance
- per
- 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.)
- Pending
Links
- DGTNSSLYPYDJGL-UHFFFAOYSA-N Phenylisocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 150000003949 imides Chemical class 0.000 claims description 2
- 239000012442 inert solvent Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 230000001773 anti-convulsant Effects 0.000 description 6
- 239000001961 anticonvulsive agent Substances 0.000 description 6
- 230000001225 therapeutic Effects 0.000 description 5
- 206010010904 Convulsion Diseases 0.000 description 3
- 208000005392 Spasm Diseases 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 description 2
- 206010039911 Seizure Diseases 0.000 description 2
- QMGVPVSNSZLJIA-FVWCLLPLSA-N Strychnine Natural products 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
- 241001279009 Strychnos toxifera Species 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000007912 intraperitoneal administration Methods 0.000 description 2
- -1 pentamethylene strychnine Chemical compound 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229960005453 strychnine Drugs 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- 238000002560 therapeutic procedure Methods 0.000 description 2
- PCGVPMHGSJFFTI-ZEYGOCRCSA-N (4aR,5aS,8aR,13aS,15aS,15bR)-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one;nitric acid Chemical compound O[N+]([O-])=O.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 PCGVPMHGSJFFTI-ZEYGOCRCSA-N 0.000 description 1
- WDGCBNTXZHJTHJ-UHFFFAOYSA-N 2H-1,3-oxazol-2-id-4-one Chemical class O=C1CO[C-]=N1 WDGCBNTXZHJTHJ-UHFFFAOYSA-N 0.000 description 1
- 206010034759 Petit mal epilepsy Diseases 0.000 description 1
- QKFJKGMPGYROCL-UHFFFAOYSA-N Phenyl isothiocyanate Chemical compound S=C=NC1=CC=CC=C1 QKFJKGMPGYROCL-UHFFFAOYSA-N 0.000 description 1
- 229940059935 Strychnine Nitrate Drugs 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000036461 convulsion Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007928 intraperitoneal injection Substances 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000003000 nontoxic Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 150000002917 oxazolidines Chemical class 0.000 description 1
- 229940117953 phenylisothiocyanate Drugs 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
- 230000001960 triggered Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/28—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1302662B true DE1302662B (no) | 1971-02-04 |
Family
ID=621399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT1302662D Pending DE1302662B (no) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1302662B (no) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2630107A1 (de) * | 1975-07-04 | 1977-01-27 | Nippon Chemiphar Co | 5-benzyl-2-oxazolidon-derivate und verfahren zu ihrer herstellung |
| DE2538424A1 (de) * | 1975-08-29 | 1977-03-03 | Nordmark Werke Gmbh | Neue oxazolidinone, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel |
| FR2533923A1 (fr) * | 1982-10-05 | 1984-04-06 | Cortial | Nouvelles n-(aminomethyl-5 oxazolin-2 yl-2) n'-phenylurees, leur methode de preparation ainsi que leur application therapeutique |
| EP0105821A1 (fr) * | 1982-10-05 | 1984-04-18 | Cortial S.A. | Nouvelles N-(aminométhyl-5-oxazolin-2-yl-2)N'-phénylurées |
| WO1999015526A2 (en) * | 1997-09-19 | 1999-04-01 | Smithkline Beecham Plc | N-5,6,7,8-tetrahydro(1,6)naphthyridine-n'-phenylurea derivatives |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2844590A (en) * | 1956-10-01 | 1958-07-22 | Monsanto Chemicals | 4-alkylidene-2-oxazolidones and process |
-
0
- DE DENDAT1302662D patent/DE1302662B/de active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2844590A (en) * | 1956-10-01 | 1958-07-22 | Monsanto Chemicals | 4-alkylidene-2-oxazolidones and process |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2630107A1 (de) * | 1975-07-04 | 1977-01-27 | Nippon Chemiphar Co | 5-benzyl-2-oxazolidon-derivate und verfahren zu ihrer herstellung |
| DE2538424A1 (de) * | 1975-08-29 | 1977-03-03 | Nordmark Werke Gmbh | Neue oxazolidinone, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel |
| FR2533923A1 (fr) * | 1982-10-05 | 1984-04-06 | Cortial | Nouvelles n-(aminomethyl-5 oxazolin-2 yl-2) n'-phenylurees, leur methode de preparation ainsi que leur application therapeutique |
| EP0105821A1 (fr) * | 1982-10-05 | 1984-04-18 | Cortial S.A. | Nouvelles N-(aminométhyl-5-oxazolin-2-yl-2)N'-phénylurées |
| WO1999015526A2 (en) * | 1997-09-19 | 1999-04-01 | Smithkline Beecham Plc | N-5,6,7,8-tetrahydro(1,6)naphthyridine-n'-phenylurea derivatives |
| WO1999015526A3 (en) * | 1997-09-19 | 1999-05-20 | Smithkline Beecham Plc | N-5,6,7,8-tetrahydro(1,6)naphthyridine-n'-phenylurea derivatives |
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