NO132725B - - Google Patents
Download PDFInfo
- Publication number
- NO132725B NO132725B NO1076/70A NO107670A NO132725B NO 132725 B NO132725 B NO 132725B NO 1076/70 A NO1076/70 A NO 1076/70A NO 107670 A NO107670 A NO 107670A NO 132725 B NO132725 B NO 132725B
- Authority
- NO
- Norway
- Prior art keywords
- chloro
- benzoxazin
- oxazino
- production
- halogen
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000000908 ammonium hydroxide Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
- 206010030113 Oedema Diseases 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 241000700159 Rattus Species 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 210000002683 foot Anatomy 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- LYYSLZWGZRYATI-UHFFFAOYSA-N 6-chloro-2-(3-chloropropyl)-3-hydroxy-2h-1,3-benzoxazin-4-one Chemical compound C1=C(Cl)C=C2C(=O)N(O)C(CCCCl)OC2=C1 LYYSLZWGZRYATI-UHFFFAOYSA-N 0.000 description 2
- IRGPZBJWWMQCDD-UHFFFAOYSA-N 8-chloro-2,3,4,4a-tetrahydrooxazino[3,2-b][1,3]benzoxazin-10-one Chemical compound C1CCON2C(=O)C3=CC(Cl)=CC=C3OC21 IRGPZBJWWMQCDD-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 235000010418 carrageenan Nutrition 0.000 description 2
- 229940113118 carrageenan Drugs 0.000 description 2
- 229920001525 carrageenan Polymers 0.000 description 2
- 239000000679 carrageenan Substances 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 210000000548 hind-foot Anatomy 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 2
- JGGRHRMHOUWCDX-UHFFFAOYSA-N 4-chloro-1,1-diethoxybutane Chemical compound CCOC(OCC)CCCCl JGGRHRMHOUWCDX-UHFFFAOYSA-N 0.000 description 1
- VGDCRPRQQPVICX-UHFFFAOYSA-N 5-chloro-n,2-dihydroxybenzamide Chemical compound ONC(=O)C1=CC(Cl)=CC=C1O VGDCRPRQQPVICX-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 235000006491 Acacia senegal Nutrition 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 230000004968 inflammatory condition Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000033660 oral incubation Effects 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- HBROZNQEVUILML-UHFFFAOYSA-N salicylhydroxamic acid Chemical class ONC(=O)C1=CC=CC=C1O HBROZNQEVUILML-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000012453 sprague-dawley rat model Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
- C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
- C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D265/20—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 4
- C07D265/22—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80993069A | 1969-03-24 | 1969-03-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO132725B true NO132725B (en, 2012) | 1975-09-15 |
| NO132725C NO132725C (en, 2012) | 1975-12-22 |
Family
ID=25202522
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO1076/70A NO132725C (en, 2012) | 1969-03-24 | 1970-03-23 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3684805A (en, 2012) |
| AT (1) | AT297728B (en, 2012) |
| CA (1) | CA956631A (en, 2012) |
| CH (1) | CH511883A (en, 2012) |
| DE (1) | DE2013023A1 (en, 2012) |
| DK (1) | DK131727C (en, 2012) |
| ES (1) | ES377857A1 (en, 2012) |
| FI (1) | FI50630C (en, 2012) |
| GB (2) | GB1297401A (en, 2012) |
| LU (1) | LU60584A1 (en, 2012) |
| NL (1) | NL7003944A (en, 2012) |
| NO (1) | NO132725C (en, 2012) |
| SE (1) | SE343587B (en, 2012) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4024139A (en) * | 1969-03-24 | 1977-05-17 | Carter-Wallace, Inc. | 2,3,4,4A-Tetrahydro-10H-1,2-oxazino[3,2-b](1,3)benzoxazin-10-ones |
| US3801574A (en) * | 1972-06-19 | 1974-04-02 | Carter Wallace | Oxazinoquinazolinones |
| US4224323A (en) * | 1978-12-29 | 1980-09-23 | Carter-Wallace, Inc. | Method for lowering serum uric acid |
| US4224443A (en) * | 1978-12-29 | 1980-09-23 | Carter-Wallace, Inc. | Chemical process for preparation of 7-chloro-2-methyl-3,3a-dihydro-2H,9H-isoxazolo(3,2-b)(1,3)-benzoxazin-9-one |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1153375B (de) * | 1960-05-25 | 1963-08-29 | Thomae Gmbh Dr K | Verfahren zur Herstellung von Benzoxazin-(1, 3)-dionen-(2, 4) |
-
1969
- 1969-03-24 US US809930A patent/US3684805A/en not_active Expired - Lifetime
-
1970
- 1970-03-09 FI FI700629A patent/FI50630C/fi active
- 1970-03-19 NL NL7003944A patent/NL7003944A/xx unknown
- 1970-03-19 DE DE19702013023 patent/DE2013023A1/de active Pending
- 1970-03-20 GB GB1297401D patent/GB1297401A/en not_active Expired
- 1970-03-20 GB GB1297402D patent/GB1297402A/en not_active Expired
- 1970-03-23 DK DK147470A patent/DK131727C/da active
- 1970-03-23 NO NO1076/70A patent/NO132725C/no unknown
- 1970-03-23 SE SE3949/70A patent/SE343587B/xx unknown
- 1970-03-23 CA CA078,124A patent/CA956631A/en not_active Expired
- 1970-03-24 CH CH443770A patent/CH511883A/fr not_active IP Right Cessation
- 1970-03-24 ES ES377857A patent/ES377857A1/es not_active Expired
- 1970-03-24 LU LU60584D patent/LU60584A1/xx unknown
- 1970-03-24 AT AT270870A patent/AT297728B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FI50630B (en, 2012) | 1976-02-02 |
| CA956631A (en) | 1974-10-22 |
| ES377857A1 (es) | 1972-11-01 |
| DE2013023A1 (de) | 1970-10-01 |
| NO132725C (en, 2012) | 1975-12-22 |
| DK131727B (da) | 1975-08-25 |
| DK131727C (da) | 1976-03-29 |
| SE343587B (en, 2012) | 1972-03-13 |
| AT297728B (de) | 1972-04-10 |
| GB1297401A (en, 2012) | 1972-11-22 |
| CH511883A (fr) | 1971-08-31 |
| GB1297402A (en, 2012) | 1972-11-22 |
| US3684805A (en) | 1972-08-15 |
| NL7003944A (en, 2012) | 1970-09-28 |
| LU60584A1 (en, 2012) | 1970-05-26 |
| FI50630C (fi) | 1976-05-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1188300A (en) | PHARMACOLOGICALLY ACTIVE 3-SUBSTITUTED .beta. CARBOLINES | |
| NO122814B (en, 2012) | ||
| Lombardino | Synthesis and antiinflammatory activity of metabolites of piroxicam | |
| US4013668A (en) | 5-(1,1-diphenyl-3-(5- or 6-hydroxy-2-azabicyclo(2.2.2)oct-2-yl)propyl)-2-alkyl-1,3,4-oxadiazoles and related compounds | |
| NO142173B (no) | Analogifremgangsmaate til fremstilling av terapeutisk virksomme, 1,1-diaryl-1-oksadiazolalkylaminderivater | |
| NO142865B (no) | Analogifremgangsmaate ved fremstilling av nye terapeutisk aktive karbazoler | |
| NZ236200A (en) | 3-oxime-indol-2-one derivatives and pharmaceutical compositions | |
| NO132725B (en, 2012) | ||
| Zinnes et al. | 1, 2-Benzothiazines. 6. 3-Carbamoyl-4-hydroxy-2H-1, 2-benzothiazine 1, 1-dioxides as antiinflammatory agents | |
| US4134897A (en) | Amides of 4-hydroxy-6H-thieno[2,3-b]thiopyran-5-carboxylic acid-7,7-dioxide and process for the preparation thereof | |
| NO136795B (no) | Analogifremgangsm}te for fremstilling av terapeutisk aktive indoliner. | |
| FI71932B (fi) | Foerfarande foer framstaellning av nya terapeutiskt anvaendbara 1,2,4-oxadiazinderivat | |
| NO152786B (no) | Fremgangsmaate ved fremstilling av 10,11-dihydro-5h-dibenzo-(a,d)-cyclohepten-5,10-iminer | |
| NO780202L (no) | Fremgangsmaate for fremstilling av nye derivater av isokinolin | |
| NO157782B (no) | Analogifremgangsmte for fremstilling av terapeutisk aktive kondenserte as-triazinderivater med et pyridoringsystem hvor de to ringsystemer har et felles n-atom. | |
| Brown et al. | α-(2-Piperidyl)-2-aryl-4-quinolinemethanols1 | |
| GB1561521A (en) | 3,4 - dihydro - 3 - oxo - 4-carbamoyl - 2h - thieno (2,3 - e) - 1 - 2-thiazine 1,1 - dioxide derivatives | |
| NO132930B (en, 2012) | ||
| NO165419B (no) | Innretning for laasing og frigjoering av gjenstander beregnet for offentlig bruk, saasom bagasjetraller. | |
| Heindel et al. | New class of 1, 3-benzoxazinones as potential central nervous system agents | |
| JPS5944312B2 (ja) | インダゾ−ル誘導体の製法 | |
| Bradsher et al. | Synthesis and antimicrobial activity of some alkyl 3-phenanthridinols | |
| Kyi et al. | 164. The degradation of Mannich base oximes | |
| IE44449B1 (en) | 11-methylene-6-piperazinyl-morphanthridine derivatives | |
| NO137997B (no) | Analogifremgangsm}te til fremstilling av nye terapeutiske aktive sulfobenzosyreimidosubstituerte laktamer |