SE414175B - Analogiflrfarande for framstellning av anti-allergiska n-(-tetranzolyl)-pyrimido (1,2-a) kinolin-2-karboxamider - Google Patents
Analogiflrfarande for framstellning av anti-allergiska n-(-tetranzolyl)-pyrimido (1,2-a) kinolin-2-karboxamiderInfo
- Publication number
- SE414175B SE414175B SE7607099A SE7607099A SE414175B SE 414175 B SE414175 B SE 414175B SE 7607099 A SE7607099 A SE 7607099A SE 7607099 A SE7607099 A SE 7607099A SE 414175 B SE414175 B SE 414175B
- Authority
- SE
- Sweden
- Prior art keywords
- allergic
- compounds
- quinoline
- oxo
- pyrimido
- Prior art date
Links
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- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 description 1
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- 125000001246 bromo group Chemical group Br* 0.000 description 1
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- 125000004432 carbon atom Chemical group C* 0.000 description 1
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- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
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- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- LTMHNWPUDSTBKD-UHFFFAOYSA-N diethyl 2-(ethoxymethylidene)propanedioate Chemical compound CCOC=C(C(=O)OCC)C(=O)OCC LTMHNWPUDSTBKD-UHFFFAOYSA-N 0.000 description 1
- ZZTSQZQUWBFTAT-UHFFFAOYSA-N diethylcyanamide Chemical compound CCN(CC)C#N ZZTSQZQUWBFTAT-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- GXGAKHNRMVGRPK-UHFFFAOYSA-N dimagnesium;dioxido-bis[[oxido(oxo)silyl]oxy]silane Chemical compound [Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O GXGAKHNRMVGRPK-UHFFFAOYSA-N 0.000 description 1
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- 238000004821 distillation Methods 0.000 description 1
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- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- YPMPTULBFPFSEQ-PLNGDYQASA-N ethyl (z)-3-aminobut-2-enoate Chemical compound CCOC(=O)\C=C(\C)N YPMPTULBFPFSEQ-PLNGDYQASA-N 0.000 description 1
- SDMSGNXFHZBVSF-UHFFFAOYSA-N ethyl 1-oxopyrimido[1,2-a]quinoline-2-carboxylate Chemical compound C1=CC2=CC=CC=C2N2C1=NC=C(C(=O)OCC)C2=O SDMSGNXFHZBVSF-UHFFFAOYSA-N 0.000 description 1
- KTMGNAIGXYODKQ-UHFFFAOYSA-N ethyl 2-cyano-3-ethoxyprop-2-enoate Chemical compound CCOC=C(C#N)C(=O)OCC KTMGNAIGXYODKQ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- WMYNMYVRWWCRPS-UHFFFAOYSA-N ethynoxyethane Chemical group CCOC#C WMYNMYVRWWCRPS-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
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- 239000000706 filtrate Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229960004931 histamine dihydrochloride Drugs 0.000 description 1
- PPZMYIBUHIPZOS-UHFFFAOYSA-N histamine dihydrochloride Chemical compound Cl.Cl.NCCC1=CN=CN1 PPZMYIBUHIPZOS-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
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- 230000000984 immunochemical effect Effects 0.000 description 1
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- 238000001990 intravenous administration Methods 0.000 description 1
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- 229940050906 magnesium chloride hexahydrate Drugs 0.000 description 1
- DHRRIBDTHFBPNG-UHFFFAOYSA-L magnesium dichloride hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-] DHRRIBDTHFBPNG-UHFFFAOYSA-L 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229940099273 magnesium trisilicate Drugs 0.000 description 1
- 229910000386 magnesium trisilicate Inorganic materials 0.000 description 1
- 235000019793 magnesium trisilicate Nutrition 0.000 description 1
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- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- KOEPZFXWJREUPX-UHFFFAOYSA-N n-(4-methylphenyl)ethenimine Chemical compound CC1=CC=C(N=C=C)C=C1 KOEPZFXWJREUPX-UHFFFAOYSA-N 0.000 description 1
- LKPFBGKZCCBZDK-UHFFFAOYSA-N n-hydroxypiperidine Chemical compound ON1CCCCC1 LKPFBGKZCCBZDK-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 238000010647 peptide synthesis reaction Methods 0.000 description 1
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- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
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- 238000011321 prophylaxis Methods 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
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- 150000004760 silicates Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 230000016160 smooth muscle contraction Effects 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- LOIXLDPOFJLYDE-UHFFFAOYSA-M sodium quinoline-2-carbonylazanide Chemical compound [Na+].N1=C(C=CC2=CC=CC=C12)C(=O)[NH-] LOIXLDPOFJLYDE-UHFFFAOYSA-M 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pulmonology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Immunology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MX91976U MX3689E (es) | 1975-08-01 | 1976-07-05 | Procedimiento para la produccion de n-(5-tetrazolil)-1-oxo-1h-6-alcoxipirimido (1,2-a)-quinolin-2-carbomidas |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60103975A | 1975-08-01 | 1975-08-01 |
Publications (2)
Publication Number | Publication Date |
---|---|
SE7607099L SE7607099L (sv) | 1977-02-02 |
SE414175B true SE414175B (sv) | 1980-07-14 |
Family
ID=24406004
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE7607099A SE414175B (sv) | 1975-08-01 | 1976-06-21 | Analogiflrfarande for framstellning av anti-allergiska n-(-tetranzolyl)-pyrimido (1,2-a) kinolin-2-karboxamider |
Country Status (31)
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2720085A1 (de) | 1977-05-05 | 1978-11-16 | Hoechst Ag | Pyrimido(6,1-a)isochinolin-2-on- derivate |
US4127720A (en) * | 1977-09-21 | 1978-11-28 | Bristol-Myers Company | Pyrimido[2,1-a]isoquinoline derivatives having antiallergy activity |
US4192944A (en) * | 1978-04-03 | 1980-03-11 | Bristol-Myers Company | Optionally substituted 4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-4-yl)carboxamides and their use as antiallergy agents |
JPS55138593U (enrdf_load_stackoverflow) * | 1979-03-27 | 1980-10-02 | ||
AU5533996A (en) * | 1996-04-04 | 1997-10-29 | University Of Nebraska Board Of Regents | Synthetic triple helix-forming compounds |
-
1976
- 1976-03-12 SU SU762379567A patent/SU685156A3/ru active
- 1976-04-06 IE IE714/76A patent/IE43028B1/en unknown
- 1976-06-21 SE SE7607099A patent/SE414175B/sv unknown
- 1976-06-28 NZ NZ181317A patent/NZ181317A/xx unknown
- 1976-06-28 IL IL49924A patent/IL49924A/xx unknown
- 1976-06-28 GR GR51134A patent/GR60549B/el unknown
- 1976-06-29 CA CA255,988A patent/CA1060441A/en not_active Expired
- 1976-06-29 ZA ZA763876A patent/ZA763876B/xx unknown
- 1976-07-01 PH PH18640A patent/PH12132A/en unknown
- 1976-07-07 DE DE2630469A patent/DE2630469C2/de not_active Expired
- 1976-07-09 NO NO762411A patent/NO139786C/no unknown
- 1976-07-09 BE BE1007495A patent/BE843952A/xx not_active IP Right Cessation
- 1976-07-09 DK DK311276A patent/DK311276A/da not_active Application Discontinuation
- 1976-07-09 HU HU76PI00000528A patent/HU172063B/hu unknown
- 1976-07-09 NL NL7607618.A patent/NL163514C/xx not_active IP Right Cessation
- 1976-07-09 BG BG033712A patent/BG31229A3/xx unknown
- 1976-07-09 FI FI762016A patent/FI59409C/fi not_active IP Right Cessation
- 1976-07-09 AU AU15784/76A patent/AU497412B2/en not_active Expired
- 1976-07-09 FR FR7621101A patent/FR2319363A1/fr active Granted
- 1976-07-09 PT PT65349A patent/PT65349B/pt unknown
- 1976-07-12 DD DD193810A patent/DD126735A5/xx unknown
- 1976-07-12 CS CS764616A patent/CS195731B2/cs unknown
- 1976-07-12 ES ES449777A patent/ES449777A1/es not_active Expired
- 1976-07-12 AT AT512676A patent/AT351028B/de not_active IP Right Cessation
- 1976-07-12 JP JP51082862A patent/JPS5231098A/ja active Pending
- 1976-07-12 CH CH891276A patent/CH616679A5/fr not_active IP Right Cessation
- 1976-07-12 LU LU75369A patent/LU75369A1/xx unknown
- 1976-07-12 EG EG426/76A patent/EG12424A/xx active
- 1976-07-14 GB GB29181/76A patent/GB1500666A/en not_active Expired
- 1976-07-19 AR AR263987A patent/AR213099A1/es active
- 1976-07-27 YU YU01850/76A patent/YU185076A/xx unknown
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