GB1461225A - Benzodiazepindione with therapeutic properties - Google Patents
Benzodiazepindione with therapeutic propertiesInfo
- Publication number
- GB1461225A GB1461225A GB1418875A GB1418875A GB1461225A GB 1461225 A GB1461225 A GB 1461225A GB 1418875 A GB1418875 A GB 1418875A GB 1418875 A GB1418875 A GB 1418875A GB 1461225 A GB1461225 A GB 1461225A
- Authority
- GB
- United Kingdom
- Prior art keywords
- proline
- prepared
- acid
- methylanthraniloyl
- pyrrolidylcarbonyl
- 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
- VQMWCYHBHMGBDP-UHFFFAOYSA-N 2h-1,2-benzodiazepine-3,4-dione Chemical compound N1C(=O)C(=O)C=C2C=CC=CC2=N1 VQMWCYHBHMGBDP-UHFFFAOYSA-N 0.000 title 1
- 230000001225 therapeutic effect Effects 0.000 title 1
- 150000002148 esters Chemical class 0.000 abstract 3
- KWTLFUWXYAGRFL-NSHDSACASA-N (2s)-1-[2-(methylamino)benzoyl]pyrrolidine-2-carboxylic acid Chemical compound CNC1=CC=CC=C1C(=O)N1[C@H](C(O)=O)CCC1 KWTLFUWXYAGRFL-NSHDSACASA-N 0.000 abstract 2
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 abstract 2
- KJMRWDHBVCNLTQ-UHFFFAOYSA-N N-methylisatoic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)N(C)C2=C1 KJMRWDHBVCNLTQ-UHFFFAOYSA-N 0.000 abstract 2
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 abstract 2
- XNROFTAJEGCDCT-NSHDSACASA-N (2s)-1-benzylpyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCN1CC1=CC=CC=C1 XNROFTAJEGCDCT-NSHDSACASA-N 0.000 abstract 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- HDIXEQFFQXTGKO-UHFFFAOYSA-N 2-[methyl(pyrrolidine-2-carbonyl)amino]benzoic acid Chemical compound C=1C=CC=C(C(O)=O)C=1N(C)C(=O)C1CCCN1 HDIXEQFFQXTGKO-UHFFFAOYSA-N 0.000 abstract 1
- OWLRIHUHKJIHNS-UHFFFAOYSA-N 5-methyl-6a,7,8,9-tetrahydropyrrolo[2,1-c][1,4]benzodiazepine-6,11-dione Chemical compound O=C1N(C)C2=CC=CC=C2C(=O)N2CCCC21 OWLRIHUHKJIHNS-UHFFFAOYSA-N 0.000 abstract 1
- XDLGHDLMKXERII-UHFFFAOYSA-N 6-(methylamino)-6-(pyrrolidine-1-carbonyl)cyclohexa-2,4-diene-1-carboxylic acid Chemical compound CNC1(C=CC=CC1C(=O)O)C(=O)N2CCCC2 XDLGHDLMKXERII-UHFFFAOYSA-N 0.000 abstract 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 abstract 1
- WBSWYVBUGLBCOV-UHFFFAOYSA-N Ethyl N-methylanthranilate Chemical compound CCOC(=O)C1=CC=CC=C1NC WBSWYVBUGLBCOV-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000002249 anxiolytic agent Substances 0.000 abstract 1
- 230000000949 anxiolytic effect Effects 0.000 abstract 1
- 229940005530 anxiolytics Drugs 0.000 abstract 1
- 238000006264 debenzylation reaction Methods 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- YUOCYTRGANSSRY-UHFFFAOYSA-N pyrrolo[2,3-i][1,2]benzodiazepine Chemical class C1=CN=NC2=C3C=CN=C3C=CC2=C1 YUOCYTRGANSSRY-UHFFFAOYSA-N 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46442474A | 1974-04-26 | 1974-04-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1461225A true GB1461225A (en) | 1977-01-13 |
Family
ID=23843899
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1418875A Expired GB1461225A (en) | 1974-04-26 | 1975-04-07 | Benzodiazepindione with therapeutic properties |
Country Status (15)
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH82A (fr) * | 1889-01-10 | Grandjean Eugene Francois Loui | Nouveau système de raquette-coqueret pour montres de tous calibres |
-
1975
- 1975-01-01 AR AR258248A patent/AR207358A1/es active
- 1975-01-01 AR AR261148A patent/AR207385A1/es active
- 1975-03-19 ZA ZA00751727A patent/ZA751727B/xx unknown
- 1975-03-20 IL IL46876A patent/IL46876A0/xx unknown
- 1975-03-21 IN IN568/CAL/75A patent/IN141817B/en unknown
- 1975-03-21 AU AU79371/75A patent/AU7937175A/en not_active Expired
- 1975-03-26 DE DE19752513417 patent/DE2513417A1/de active Pending
- 1975-04-07 GB GB1418875A patent/GB1461225A/en not_active Expired
- 1975-04-11 DD DD185390A patent/DD119234A5/xx unknown
- 1975-04-15 HU HUAE441A patent/HU169433B/hu unknown
- 1975-04-22 NL NL7504743A patent/NL7504743A/xx unknown
- 1975-04-25 JP JP50049836A patent/JPS50148386A/ja active Pending
- 1975-04-25 BE BE155780A patent/BE828398A/xx unknown
- 1975-04-25 ES ES437003A patent/ES437003A1/es not_active Expired
- 1975-04-25 FR FR7513117A patent/FR2345154A1/fr active Granted
- 1975-04-25 SE SE7504855A patent/SE7504855L/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES437003A1 (es) | 1977-04-01 |
| IL46876A0 (en) | 1975-05-22 |
| JPS50148386A (enrdf_load_stackoverflow) | 1975-11-27 |
| AU7937175A (en) | 1976-09-23 |
| AR207385A1 (es) | 1976-09-30 |
| SE7504855L (sv) | 1975-10-27 |
| NL7504743A (nl) | 1975-10-28 |
| AR207358A1 (es) | 1976-09-30 |
| FR2345154A1 (fr) | 1977-10-21 |
| DE2513417A1 (de) | 1975-11-13 |
| IN141817B (enrdf_load_stackoverflow) | 1977-04-23 |
| HU169433B (enrdf_load_stackoverflow) | 1976-11-28 |
| DD119234A5 (enrdf_load_stackoverflow) | 1976-04-12 |
| BE828398A (fr) | 1975-10-27 |
| ZA751727B (en) | 1976-02-25 |
| FR2345154B1 (enrdf_load_stackoverflow) | 1979-06-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |