DE2427382A1 - 3-benzylpyrido- eckige klammer auf 3,4-e eckige klammer zu -as-triazine und verfahren zu deren herstellung - Google Patents
3-benzylpyrido- eckige klammer auf 3,4-e eckige klammer zu -as-triazine und verfahren zu deren herstellungInfo
- Publication number
- DE2427382A1 DE2427382A1 DE19742427382 DE2427382A DE2427382A1 DE 2427382 A1 DE2427382 A1 DE 2427382A1 DE 19742427382 DE19742427382 DE 19742427382 DE 2427382 A DE2427382 A DE 2427382A DE 2427382 A1 DE2427382 A1 DE 2427382A1
- Authority
- DE
- Germany
- Prior art keywords
- benzylpyrido
- triazine
- square clamp
- washed
- manufacturing
- 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
- 238000004519 manufacturing process Methods 0.000 title description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 claims description 4
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 claims description 4
- FYADHXFMURLYQI-UHFFFAOYSA-N 1,2,4-triazine Chemical compound C1=CN=NC=N1 FYADHXFMURLYQI-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims description 3
- 229960003424 phenylacetic acid Drugs 0.000 claims description 2
- 239000003279 phenylacetic acid Substances 0.000 claims description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000047 product Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 241000222122 Candida albicans Species 0.000 description 2
- 206010040880 Skin irritation Diseases 0.000 description 2
- 230000000843 anti-fungal effect Effects 0.000 description 2
- 229940121375 antifungal agent Drugs 0.000 description 2
- 239000003429 antifungal agent Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000036556 skin irritation Effects 0.000 description 2
- 231100000475 skin irritation Toxicity 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- UUOLETYDNTVQDY-UHFFFAOYSA-N 2-chloro-3-nitropyridine Chemical compound [O-][N+](=O)C1=CC=CN=C1Cl UUOLETYDNTVQDY-UHFFFAOYSA-N 0.000 description 1
- -1 3-nitro-4-pyridyl Chemical group 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000282465 Canis Species 0.000 description 1
- 206010017533 Fungal infection Diseases 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 244000053095 fungal pathogen Species 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US367500A US3883526A (en) | 1973-06-06 | 1973-06-06 | 3-Benzylpyrido {8 3,4-e{9 -as-triazine and 1,2-dihydro-3-benzylpyrido{8 3,4-e{9 -as-triazine hydrochloride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2427382A1 true DE2427382A1 (de) | 1975-01-02 |
Family
ID=23447426
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742427382 Pending DE2427382A1 (de) | 1973-06-06 | 1974-06-06 | 3-benzylpyrido- eckige klammer auf 3,4-e eckige klammer zu -as-triazine und verfahren zu deren herstellung |
Country Status (13)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE409863B (sv) * | 1975-08-01 | 1979-09-10 | Egyt Gyogyszervegyeszeti Gyar | Analogiforfarande for framstellning av pyrido(3,4-e)-as-triazinderivat |
| EP0027693B2 (en) * | 1979-10-18 | 1988-05-11 | Interox Chemicals Limited | Magnesium salts of peroxycarboxylic acids, processes for their preparation and their use as bleaching agents in washing compositions, and processes |
| JPS6336085A (ja) * | 1986-07-30 | 1988-02-16 | Taiko Kikai Kogyo Kk | スクリユウ型真空ポンプ |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3597427A (en) * | 1969-01-13 | 1971-08-03 | American Cyanamid Co | 1,2-dihydropyrido(3,4-e)-as-triazines |
-
1973
- 1973-06-06 US US367500A patent/US3883526A/en not_active Expired - Lifetime
-
1974
- 1974-02-26 ZA ZA00741277A patent/ZA741277B/xx unknown
- 1974-02-27 IL IL44304A patent/IL44304A/en unknown
- 1974-03-01 GB GB943574A patent/GB1391900A/en not_active Expired
- 1974-03-18 NL NL7403598A patent/NL7403598A/xx not_active Application Discontinuation
- 1974-04-26 SE SE7405655A patent/SE7405655L/xx not_active Application Discontinuation
- 1974-05-13 AU AU68846/74A patent/AU473797B2/en not_active Expired
- 1974-05-22 JP JP49056787A patent/JPS5019772A/ja active Pending
- 1974-06-05 FR FR7419426A patent/FR2232322B1/fr not_active Expired
- 1974-06-06 BE BE145155A patent/BE816006A/xx unknown
- 1974-06-06 CH CH774274A patent/CH591479A5/xx not_active IP Right Cessation
- 1974-06-06 DE DE19742427382 patent/DE2427382A1/de active Pending
- 1974-06-06 DK DK302274A patent/DK302274A/da unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE816006A (fr) | 1974-12-06 |
| SE7405655L (enrdf_load_stackoverflow) | 1974-12-09 |
| CH591479A5 (enrdf_load_stackoverflow) | 1977-09-15 |
| IL44304A (en) | 1977-05-31 |
| ZA741277B (en) | 1975-10-29 |
| GB1391900A (en) | 1975-04-23 |
| JPS5019772A (enrdf_load_stackoverflow) | 1975-03-01 |
| NL7403598A (enrdf_load_stackoverflow) | 1974-12-10 |
| US3883526A (en) | 1975-05-13 |
| AU473797B2 (en) | 1976-07-01 |
| DK302274A (enrdf_load_stackoverflow) | 1975-02-03 |
| FR2232322B1 (enrdf_load_stackoverflow) | 1977-09-09 |
| IL44304A0 (en) | 1974-05-16 |
| FR2232322A1 (enrdf_load_stackoverflow) | 1975-01-03 |
| AU6884674A (en) | 1975-11-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2527065A1 (de) | 5-propylthio-2-benzimidazolcarbaminsaeuremethylester | |
| DE1620501A1 (de) | Neue Sydnonimin-Derivate und Verfahren zu ihrer Herstellung | |
| EP0883610B1 (de) | Verfahren zur herstellung von 1,4,7,10-tetraazacyclododecan und dessen derivaten | |
| DE1802162A1 (de) | Neue N-Pyridylmethyliden-homocystein-thiolacton-Verbindung und Verfahren zu ihrer Herstellung | |
| EP0105210A2 (de) | Isochinolinderivate, Verfahren zu ihrer Herstellung, pharmazeutische Präparate auf Basis dieser Verbindungen und ihre Verwendung | |
| DE2713933C2 (enrdf_load_stackoverflow) | ||
| DE2427382A1 (de) | 3-benzylpyrido- eckige klammer auf 3,4-e eckige klammer zu -as-triazine und verfahren zu deren herstellung | |
| DE1545772B1 (de) | 7-(3'-Picolylamino-alkyl)-theophylline und deren nikotinsaure Salze | |
| DE1470284B1 (de) | Beta-{1-Methyl-4-[1-methyl-4-(1-methyl-4-formylamino-pyrrol-2-carboxamido)-pyrrol-2-carboxamido]-pyrrol-2-carboxamido}-propionamidin sowie dessen Saeureadditionssalze | |
| DE2322486C2 (de) | as-Triazino [5,6-c] chinolin und seine Salze, Verfahren zur Herstellung derselben sowie diese Verbindungen enthaltende Arzneimittel | |
| DE3438244C2 (enrdf_load_stackoverflow) | ||
| DE1250828B (de) | Verfahren zur Herstellung des spasmolytisch wirksamen 6,7,3',4' - Tetraäthoxy -l-benzyliden-1,2,3,4tetrahydroisochinolins und seiner Salze | |
| DE3541428A1 (de) | Neue basisch substituierte pyridinverbindungen, verfahren zu ihrer herstellung, die sie enthaltenden arzneimittel und ihre verwendung | |
| DE1283841B (de) | Basisch substituierte AEther des AEthanolamins | |
| DE2858813C2 (enrdf_load_stackoverflow) | ||
| DE2166270B2 (de) | Nicotinoylaminoäthansulfonyl-2amino-thiazol | |
| DE2427377A1 (de) | 3-phenoxymethylpyrido eckige klammer auf 3,4-e eckige klammer zu -as-triazine und verfahren zu deren herstellung | |
| DE1967027C3 (de) | Bis-<33-dioxopiperazino)-alkanverbindungen und Verfahren zu ihrer Herstellung | |
| AT337709B (de) | Verfahren zur herstellung von neuen 1-phthalazonderivaten | |
| CH625227A5 (enrdf_load_stackoverflow) | ||
| DE2438133C3 (de) | N1 [3-(4'- FluorbenzoyO-propyl] -N2. [2-(4'-8CyI-2'-halogenphenoxy)- äthyl] -piperazine, deren Säureadditionsverbindungen und pharmazeutische Präparate | |
| AT345852B (de) | Verfahren zur herstellung neuer furylharnstoffe | |
| DE2221281A1 (de) | Pyrazolderivate und Verfahren zu ihrer Herstellung | |
| DE2250449C3 (de) | N-disubstituierte Aminoäthylester der Vincaminsäure und Verfahren zu ihrer Herstellung | |
| DE1493522C (de) | Verfahren zur Herstellung von Diphenyl propylaminderivaten |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |