DE2520308A1 - 8-brom-1- eckige klammer auf (dimethylamino)methyl eckige klammer zu -6-(2-pyridyl)-4h-s-triazolo eckige klammer auf 4,3-a eckige klammer zu eckige klammer auf 1,4 eckige klammer zu benzodiazepin, verfahren zur herstellung von benzodiazepinen sowie dieselben enthaltende pharmazeutische praeparate - Google Patents
8-brom-1- eckige klammer auf (dimethylamino)methyl eckige klammer zu -6-(2-pyridyl)-4h-s-triazolo eckige klammer auf 4,3-a eckige klammer zu eckige klammer auf 1,4 eckige klammer zu benzodiazepin, verfahren zur herstellung von benzodiazepinen sowie dieselben enthaltende pharmazeutische praeparateInfo
- Publication number
- DE2520308A1 DE2520308A1 DE19752520308 DE2520308A DE2520308A1 DE 2520308 A1 DE2520308 A1 DE 2520308A1 DE 19752520308 DE19752520308 DE 19752520308 DE 2520308 A DE2520308 A DE 2520308A DE 2520308 A1 DE2520308 A1 DE 2520308A1
- Authority
- DE
- Germany
- Prior art keywords
- pyridyl
- bromo
- benzodiazepine
- square
- triazolo
- 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.)
- Withdrawn
Links
- -1 2-PYRIDYL Chemical class 0.000 title claims description 34
- 238000000034 method Methods 0.000 title claims description 14
- DXASQZJWWGZNSF-UHFFFAOYSA-N n,n-dimethylmethanamine;sulfur trioxide Chemical class CN(C)C.O=S(=O)=O DXASQZJWWGZNSF-UHFFFAOYSA-N 0.000 title claims description 6
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 4
- 229940049706 benzodiazepine Drugs 0.000 title description 35
- SVUOLADPCWQTTE-UHFFFAOYSA-N 1h-1,2-benzodiazepine Chemical compound N1N=CC=CC2=CC=CC=C12 SVUOLADPCWQTTE-UHFFFAOYSA-N 0.000 title description 28
- 150000001557 benzodiazepines Chemical class 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 3
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 82
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- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 3
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- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000001683 mentha spicata herb oil Substances 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229940093429 polyethylene glycol 6000 Drugs 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000006190 sub-lingual tablet Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000009637 wintergreen oil Substances 0.000 description 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46939474A | 1974-05-13 | 1974-05-13 | |
| US05/547,804 US3995043A (en) | 1974-05-13 | 1975-02-07 | Composition and process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2520308A1 true DE2520308A1 (de) | 1975-11-27 |
Family
ID=27042749
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752520308 Withdrawn DE2520308A1 (de) | 1974-05-13 | 1975-05-07 | 8-brom-1- eckige klammer auf (dimethylamino)methyl eckige klammer zu -6-(2-pyridyl)-4h-s-triazolo eckige klammer auf 4,3-a eckige klammer zu eckige klammer auf 1,4 eckige klammer zu benzodiazepin, verfahren zur herstellung von benzodiazepinen sowie dieselben enthaltende pharmazeutische praeparate |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3995043A (enExample) |
| JP (1) | JPS50154292A (enExample) |
| CA (1) | CA1050020A (enExample) |
| DE (1) | DE2520308A1 (enExample) |
| FR (1) | FR2270884B1 (enExample) |
| GB (1) | GB1463908A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4501698A (en) * | 1983-03-31 | 1985-02-26 | The Upjohn Company | Preparing 1-(hydroxymethyl)-triazolobenzodiazepines and 1-(aminomethyl)-triazolobenzodiazepines |
| CA2193942C (en) | 1996-12-24 | 2001-11-06 | Frank Pacitto | Mortarless retaining wall structure with improved lateral and longitudinal reinforcement for a vertical, set forward and/or set back retaining wall in whole or in part constructedby utilizing standardized blocks |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3734922A (en) * | 1971-05-11 | 1973-05-22 | Upjohn Co | Certain 4h-s-triazolo(4,3-a)(1,4)benzodiazepines |
-
1975
- 1975-02-07 US US05/547,804 patent/US3995043A/en not_active Expired - Lifetime
- 1975-04-15 GB GB1534475A patent/GB1463908A/en not_active Expired
- 1975-04-24 CA CA225,568A patent/CA1050020A/en not_active Expired
- 1975-05-07 DE DE19752520308 patent/DE2520308A1/de not_active Withdrawn
- 1975-05-12 FR FR7514680A patent/FR2270884B1/fr not_active Expired
- 1975-05-12 JP JP50055891A patent/JPS50154292A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2270884B1 (enExample) | 1980-01-25 |
| US3995043A (en) | 1976-11-30 |
| FR2270884A1 (enExample) | 1975-12-12 |
| CA1050020A (en) | 1979-03-06 |
| AU8025775A (en) | 1976-10-21 |
| GB1463908A (en) | 1977-02-09 |
| JPS50154292A (enExample) | 1975-12-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8130 | Withdrawal |