GB1488707A - 5-(2-hydroxy-propoxy)-4-oxo-8-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereof - Google Patents
5-(2-hydroxy-propoxy)-4-oxo-8-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereofInfo
- Publication number
- GB1488707A GB1488707A GB30647/74A GB3064774A GB1488707A GB 1488707 A GB1488707 A GB 1488707A GB 30647/74 A GB30647/74 A GB 30647/74A GB 3064774 A GB3064774 A GB 3064774A GB 1488707 A GB1488707 A GB 1488707A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- ester
- group
- hydroxy
- selectively
- 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
- YQCGBHBRCNCNLL-UHFFFAOYSA-N 5-(2-hydroxypropoxy)-4-oxo-8-propylchromene-2-carboxylic acid Chemical compound O1C(C(O)=O)=CC(=O)C2=C1C(CCC)=CC=C2OCC(C)O YQCGBHBRCNCNLL-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 9
- 150000002148 esters Chemical class 0.000 abstract 9
- 150000001408 amides Chemical class 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- RVMGXWBCQGAWBR-UHFFFAOYSA-N 4-oxo-1-benzopyran-2-carboxylic acid Chemical class C1=CC=C2OC(C(=O)O)=CC(=O)C2=C1 RVMGXWBCQGAWBR-UHFFFAOYSA-N 0.000 abstract 1
- SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 239000000427 antigen Substances 0.000 abstract 1
- 102000036639 antigens Human genes 0.000 abstract 1
- 108091007433 antigens Proteins 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000001727 in vivo Methods 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 238000006400 oxidative hydrolysis reaction Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/24—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 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 in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
Priority Applications (29)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB30647/74A GB1488707A (en) | 1974-07-10 | 1974-07-10 | 5-(2-hydroxy-propoxy)-4-oxo-8-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereof |
AR259483A AR207470A1 (es) | 1974-07-10 | 1975-01-01 | Procedimiento para preparar el acido 5-(2-hidroxi-n-propoxi)-4-oxo-8-n-propil-4h-1-benzopiran-2-carboxilico |
ZA00754128A ZA754128B (en) | 1974-07-10 | 1975-06-27 | Monochromone-2-carboxylic acid |
IL47606A IL47606A (en) | 1974-07-10 | 1975-06-30 | 5-(2-hydroxypropoxy)-4-oxo-8-propyl-4h-1-benzopyran-2-carboxylic acid and salts, esters or amides thereof, their preparation and pharmaceutical compositons containing them |
IE1505/75A IE41577B1 (en) | 1974-07-10 | 1975-07-07 | 5(2-hydroxypropoxy)-4-oxo 8-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereof |
DE19752530289 DE2530289A1 (de) | 1974-07-10 | 1975-07-07 | Neue benzopyranderivate verfahren zu deren herstellung und diese enthaltende pharmazeutische zusammensetzungen |
YU01741/75A YU174175A (en) | 1974-07-10 | 1975-07-08 | Process for producing salts of bis-chromyl compounds possessing pharmaceutical activity |
DK309075A DK146127C (da) | 1974-07-10 | 1975-07-08 | Analogifremgangsmaade til fremstilling af 5-(2-hydroxy-n-propoxy)-4-oxo-8-n-propyl-4h-1-benzopyran-2-carboxylsyre eller salte eller estre deraf |
BR5527/75D BR7504313A (pt) | 1974-07-10 | 1975-07-08 | Processo para a producao de um novo composto ciclico |
FR7521558A FR2277578A1 (fr) | 1974-07-10 | 1975-07-09 | Composes antiallergiques |
ES74439261A ES439261A1 (es) | 1974-07-10 | 1975-07-09 | Procedimiento para preparar acido 5-(2-hidroxi-n-propoxi)-4-oxo-8-n-propil-4h-1-benzopiran-2-carboxilico. |
BE158136A BE831178A (fr) | 1974-07-10 | 1975-07-09 | Composes antiallergiques |
CH897275A CH613201A5 (en, 2012) | 1974-07-10 | 1975-07-09 | |
AU82892/75A AU492102B2 (en) | 1974-07-10 | 1975-07-09 | 5-(2-hydroxypropoxy)-4-oxo-8 propyl-4h-1-benzopyran and derivatives thereof |
FI751997A FI751997A7 (en, 2012) | 1974-07-10 | 1975-07-09 | |
CH117082A CH637650A5 (fr) | 1974-07-10 | 1975-07-09 | Procede de preparation d'un acide chromone carboxylique. |
SE7507887A SE419337B (sv) | 1974-07-10 | 1975-07-09 | Forfarande for framstellning av 5-(2-hydroxi-n-propoxi)-4-oxo-8-n-propyl-4h-1-bensopyran-2-karboxylsyra samt farmaceutiskt godtagbara derivat derav |
NO752461A NO143501C (no) | 1974-07-10 | 1975-07-09 | Analogifremgangsmaate til fremstilling av terapeutisk virksom benzopyranforbindelse |
NL7508162A NL7508162A (nl) | 1974-07-10 | 1975-07-09 | Werkwijze voor de bereiding en toepassing van een nieuwe therapeutische verbinding. |
JP50084036A JPS5134164A (en) | 1974-07-10 | 1975-07-10 | Benzopiranjudotaino seizoho |
DD187239A DD118627A5 (en, 2012) | 1974-07-10 | 1975-07-10 | |
LU72945A LU72945A1 (en, 2012) | 1974-07-10 | 1975-07-10 | |
CA231,228A CA1065330A (en) | 1974-07-10 | 1975-07-10 | 5-(2-hydroxy-n-propoxy)-4-oxo-8-n-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereof |
CH362279A CH615673A5 (en, 2012) | 1974-07-10 | 1979-04-17 | |
US06/122,284 US4335048A (en) | 1974-07-10 | 1980-02-19 | 5-(2-Hydroxypropoxy)-8-propyl-4H-1-benzopyran-4-one-2-carboxylic acid |
CH691680A CH625799A5 (en, 2012) | 1974-07-10 | 1980-09-16 | |
YU01657/81A YU165781A (en) | 1974-07-10 | 1981-07-03 | Process for producing penzopyran derivatives |
CH442682A CH639083A5 (fr) | 1974-07-10 | 1982-07-20 | Procede de preparation d'un acide chromone carboxylique. |
CH53983A CH640529A5 (fr) | 1974-07-10 | 1983-01-31 | Procede de preparation d'un acide chromone carboxylique. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB30647/74A GB1488707A (en) | 1974-07-10 | 1974-07-10 | 5-(2-hydroxy-propoxy)-4-oxo-8-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1488707A true GB1488707A (en) | 1977-10-12 |
Family
ID=10310913
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB30647/74A Expired GB1488707A (en) | 1974-07-10 | 1974-07-10 | 5-(2-hydroxy-propoxy)-4-oxo-8-propyl-4h-1-benzopyran-2-carboxylic acid and derivatives thereof |
Country Status (22)
Country | Link |
---|---|
US (1) | US4335048A (en, 2012) |
JP (1) | JPS5134164A (en, 2012) |
AR (1) | AR207470A1 (en, 2012) |
BE (1) | BE831178A (en, 2012) |
BR (1) | BR7504313A (en, 2012) |
CA (1) | CA1065330A (en, 2012) |
CH (6) | CH637650A5 (en, 2012) |
DD (1) | DD118627A5 (en, 2012) |
DE (1) | DE2530289A1 (en, 2012) |
DK (1) | DK146127C (en, 2012) |
ES (1) | ES439261A1 (en, 2012) |
FI (1) | FI751997A7 (en, 2012) |
FR (1) | FR2277578A1 (en, 2012) |
GB (1) | GB1488707A (en, 2012) |
IE (1) | IE41577B1 (en, 2012) |
IL (1) | IL47606A (en, 2012) |
LU (1) | LU72945A1 (en, 2012) |
NL (1) | NL7508162A (en, 2012) |
NO (1) | NO143501C (en, 2012) |
SE (1) | SE419337B (en, 2012) |
YU (2) | YU174175A (en, 2012) |
ZA (1) | ZA754128B (en, 2012) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0040489A1 (en) * | 1980-05-17 | 1981-11-25 | FISONS plc | Mixtures, salts, packages and pharmaceutical compositions containing 5-(2-hydroxypropoxy)-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylic acid or a derivative thereof and an H2 receptor antagonist antihistamine |
EP0104018A3 (en) * | 1982-09-21 | 1985-06-26 | FISONS plc | Benzopyran, benzothiapyran and quinoline compounds and pharmaceutical compositions containing them |
EP0634409A1 (en) * | 1993-07-13 | 1995-01-18 | Sumitomo Chemical Company, Limited | Process of producing 2-cyano-4-oxo-4H-benzopyran compounds |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU522209B2 (en) * | 1977-05-06 | 1982-05-20 | Fisons Limited | Veterinary use of cromoglycate-i. ike compounds |
US4317833A (en) * | 1978-12-27 | 1982-03-02 | Fisons Limited | Method for the reduction of excess gastric acid secretion |
JPS597933Y2 (ja) * | 1979-06-14 | 1984-03-12 | 積水ハウス株式会社 | 壁体の隙間閉塞構造 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1049289A (en) * | 1962-08-18 | 1966-11-23 | Benger Lab Ltd | Chromone derivatives and pharmaceutical compositions containing them |
NL140730B (nl) * | 1963-09-27 | 1974-01-15 | Fisons Pharmaceuticals Ltd | Werkwijze voor de bereiding van gesubstitueerde chromoncabonzuur-2-derivaten met remmende werking op anafylactische reacties. |
US3686320A (en) * | 1965-03-25 | 1972-08-22 | Fisons Pharmaceuticals Ltd | Bis-phenoxy compounds |
GB1147976A (en) * | 1965-12-21 | 1969-04-10 | Fisons Pharmaceuticals Ltd | Chromone derivatives |
GB1190194A (en) * | 1966-07-05 | 1970-04-29 | Fisons Pharmaceuticals Ltd | Bis-Phenoxy Compounds and Chromanone and Chromone Derivatives |
US3629920A (en) * | 1967-06-12 | 1971-12-28 | Hurth Masch Zahnrad Carl | Gear cutter |
YU35250B (en) * | 1970-08-25 | 1980-10-31 | Fisons Ltd | Process for obtaining 4-oxo-4h-1-benzopyran derivatives |
GB1389227A (en) * | 1971-09-16 | 1975-04-03 | Fisons Ltd | Chromone-2-carboxylic acid derivatives methods for their preparation and compositions containing them |
-
1974
- 1974-07-10 GB GB30647/74A patent/GB1488707A/en not_active Expired
-
1975
- 1975-01-01 AR AR259483A patent/AR207470A1/es active
- 1975-06-27 ZA ZA00754128A patent/ZA754128B/xx unknown
- 1975-06-30 IL IL47606A patent/IL47606A/xx unknown
- 1975-07-07 DE DE19752530289 patent/DE2530289A1/de not_active Withdrawn
- 1975-07-07 IE IE1505/75A patent/IE41577B1/en unknown
- 1975-07-08 BR BR5527/75D patent/BR7504313A/pt unknown
- 1975-07-08 DK DK309075A patent/DK146127C/da not_active IP Right Cessation
- 1975-07-08 YU YU01741/75A patent/YU174175A/xx unknown
- 1975-07-09 CH CH117082A patent/CH637650A5/fr not_active IP Right Cessation
- 1975-07-09 SE SE7507887A patent/SE419337B/xx unknown
- 1975-07-09 BE BE158136A patent/BE831178A/xx not_active IP Right Cessation
- 1975-07-09 ES ES74439261A patent/ES439261A1/es not_active Expired
- 1975-07-09 NO NO752461A patent/NO143501C/no unknown
- 1975-07-09 NL NL7508162A patent/NL7508162A/xx not_active Application Discontinuation
- 1975-07-09 FI FI751997A patent/FI751997A7/fi not_active Application Discontinuation
- 1975-07-09 FR FR7521558A patent/FR2277578A1/fr active Granted
- 1975-07-09 CH CH897275A patent/CH613201A5/xx not_active IP Right Cessation
- 1975-07-10 CA CA231,228A patent/CA1065330A/en not_active Expired
- 1975-07-10 DD DD187239A patent/DD118627A5/xx unknown
- 1975-07-10 JP JP50084036A patent/JPS5134164A/ja active Pending
- 1975-07-10 LU LU72945A patent/LU72945A1/xx unknown
-
1979
- 1979-04-17 CH CH362279A patent/CH615673A5/fr not_active IP Right Cessation
-
1980
- 1980-02-19 US US06/122,284 patent/US4335048A/en not_active Expired - Lifetime
- 1980-09-16 CH CH691680A patent/CH625799A5/fr not_active IP Right Cessation
-
1981
- 1981-07-03 YU YU01657/81A patent/YU165781A/xx unknown
-
1982
- 1982-07-20 CH CH442682A patent/CH639083A5/fr not_active IP Right Cessation
-
1983
- 1983-01-31 CH CH53983A patent/CH640529A5/fr not_active IP Right Cessation
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0040489A1 (en) * | 1980-05-17 | 1981-11-25 | FISONS plc | Mixtures, salts, packages and pharmaceutical compositions containing 5-(2-hydroxypropoxy)-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylic acid or a derivative thereof and an H2 receptor antagonist antihistamine |
EP0104018A3 (en) * | 1982-09-21 | 1985-06-26 | FISONS plc | Benzopyran, benzothiapyran and quinoline compounds and pharmaceutical compositions containing them |
EP0634409A1 (en) * | 1993-07-13 | 1995-01-18 | Sumitomo Chemical Company, Limited | Process of producing 2-cyano-4-oxo-4H-benzopyran compounds |
US5659051A (en) * | 1993-07-13 | 1997-08-19 | Sumitomo Chemical Company, Limited | Process of producing 2-cyano-4-oxo-4H-benzopyran compounds |
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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 |