IT1108726B - Antiallergic 6-carboxy-2-cyclopropyl-chromone derivs. - also useful in antiulcer and bronchodilator medicaments - Google Patents
Antiallergic 6-carboxy-2-cyclopropyl-chromone derivs. - also useful in antiulcer and bronchodilator medicamentsInfo
- Publication number
- IT1108726B IT1108726B IT2482478A IT2482478A IT1108726B IT 1108726 B IT1108726 B IT 1108726B IT 2482478 A IT2482478 A IT 2482478A IT 2482478 A IT2482478 A IT 2482478A IT 1108726 B IT1108726 B IT 1108726B
- Authority
- IT
- Italy
- Prior art keywords
- chromone
- substd
- opt
- alkyl
- derivs
- Prior art date
Links
- 230000000767 anti-ulcer Effects 0.000 title abstract 2
- NXQMWDCWMVYJCJ-UHFFFAOYSA-N 2-cyclopropyl-4-oxochromene-6-carboxylic acid Chemical compound C(=O)(O)C=1C=C2C(C=C(OC2=CC1)C1CC1)=O NXQMWDCWMVYJCJ-UHFFFAOYSA-N 0.000 title 1
- 230000003266 anti-allergic effect Effects 0.000 title 1
- 229940124630 bronchodilator Drugs 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- OZFGYKMNASTSDC-DLBZAZTESA-N 4-oxo-2-[(1R,2R)-2-phenylcyclopropyl]-3-propylchromene-6-carboxylic acid Chemical compound C1([C@@H]2C[C@H]2C2=C(C(C3=CC(=CC=C3O2)C(O)=O)=O)CCC)=CC=CC=C1 OZFGYKMNASTSDC-DLBZAZTESA-N 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000000043 antiallergic agent Substances 0.000 abstract 1
- 230000003182 bronchodilatating effect Effects 0.000 abstract 1
- OTAFHZMPRISVEM-UHFFFAOYSA-N chromone Chemical compound C1=CC=C2C(=O)C=COC2=C1 OTAFHZMPRISVEM-UHFFFAOYSA-N 0.000 abstract 1
- 229940109248 cromoglycate Drugs 0.000 abstract 1
- IMZMKUWMOSJXDT-UHFFFAOYSA-N cromoglycic acid Chemical compound O1C(C(O)=O)=CC(=O)C2=C1C=CC=C2OCC(O)COC1=CC=CC2=C1C(=O)C=C(C(O)=O)O2 IMZMKUWMOSJXDT-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- YVHQIRBCUVIJCY-UHFFFAOYSA-N methyl 4-hydroxy-3-pentanoylbenzoate Chemical compound CCCCC(=O)C1=CC(C(=O)OC)=CC=C1O YVHQIRBCUVIJCY-UHFFFAOYSA-N 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- -1 pyrrolidino, piperidino Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Chromone derivs. of formula (I) and their salts are new: In the formula, n=0 or 1; R1 is H or 1-20C alkyl opt. substd. by 2-5C alkanoyloxy or NR4R5; R4 and R5 are H or 1-10C alkyl, or NR4R5 is pyrrolidino, piperidino or morpholino; R2 is 1-8C alkyl or 3-4C alkenyl; R3 is an opt. Me-substd. furyl, thienyl or pyridyl gp., or a phenyl gp. opt. mono- or di-substd. by halogen and/or (O)mR8; m=0 or 1; R8 is 1-6C alkyl or 3-4C alkenyl opt. substd. by OH or 1-2C alkoxy. Cpds. (I) are anti-allergic agents, some with higher activity than Na cromoglycate. Cpds. (I) also have antiulcer and bronchodilatory activity. A typical cpd. (I) is trans-6-carboxy-3-propyl-2-(2-phenylcyclopropyl)-chromone. In an example, this is prepd. from methyl 3-valeroyl-4-hydroxybenzoate and trans-2-phenylcyclopropyl-1-carbonyl chloride.
Priority Applications (24)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT1078072A AT326181B (en) | 1970-06-15 | 1971-04-27 | LOCKABLE PIPE COUPLING ON AN AUTOMATIC CENTRAL BUFFER COUPLING OF RAIL VEHICLES |
IT2482478A IT1108726B (en) | 1978-06-22 | 1978-06-22 | Antiallergic 6-carboxy-2-cyclopropyl-chromone derivs. - also useful in antiulcer and bronchodilator medicaments |
US05/921,853 US4160028A (en) | 1977-08-02 | 1978-07-03 | Substituted 2-cyclopropyl-chromones and pharmaceutical compositions and use thereof |
IL55139A IL55139A (en) | 1977-08-02 | 1978-07-13 | Substituted 2-cyclopropyl-chromones,process for their preparation and pharmaceutical compositions containing them |
NL787807636A NL7807636A (en) | 1977-08-02 | 1978-07-17 | SUBSTITUTED 2-CYCLOPROPYL CHROMONES. |
DE19782832358 DE2832358A1 (en) | 1977-08-02 | 1978-07-22 | SUBSTITUTED 2-CYCLOPROPYL CHROMONES, THE METHOD OF MANUFACTURING THEM AND THE PHARMACEUTICAL PRODUCTS CONTAINING THEM |
GB7831206A GB2002367B (en) | 1977-08-02 | 1978-07-26 | Substituted 2-cyclopropyl-chromones |
NZ187965A NZ187965A (en) | 1977-08-02 | 1978-07-26 | 2-cyclopropylchromone derivatives and pharmaceutical compositions |
DK332178A DK156724C (en) | 1977-08-02 | 1978-07-26 | ANALOGY PROCEDURE FOR THE PREPARATION OF CYCLOPROPYL CHROMONE DERIVATIVES |
GR56892A GR73175B (en) | 1977-08-02 | 1978-07-29 | |
YU1842/78A YU42089B (en) | 1977-08-02 | 1978-07-31 | Process for obtaining substituted 2-cyclopropyl-chromones |
HU78EA186A HU180736B (en) | 1977-08-02 | 1978-08-01 | Process for preparing substituted derivatives of 2-cyclopropyl-chromone derivatives |
CA308,526A CA1115273A (en) | 1977-08-02 | 1978-08-01 | Substituted 2-cyclopropyl-chromones and process for their preparation |
NO782636A NO150606C (en) | 1977-08-02 | 1978-08-01 | ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTICALLY ACTIVE SUBSTITUTED CHROMONS |
FI782368A FI72516C (en) | 1977-08-02 | 1978-08-01 | Process for the preparation of pharmaceutically active 3,6-disubstituting the 2-cyclopropyl chromones. |
SE7808294A SE443785B (en) | 1977-08-02 | 1978-08-01 | SUBSTITUTED 2-CYCLOPROPYL CHROMONES |
AT0561878A AT363931B (en) | 1977-08-02 | 1978-08-02 | METHOD FOR PRODUCING NEW SUBSTITUTED 2-CYCLOPROPYL CHROMONES, THEIR SALTS AND ISOMERS |
FR7822872A FR2399424A1 (en) | 1977-08-02 | 1978-08-02 | SUBSTITUTE 2-CYCLOPROPYL-CHROMONES, THEIR PREPARATION PROCESS, AND THEIR USE AS ANTIALLERGICS |
JP53094468A JPS5924988B2 (en) | 1977-08-02 | 1978-08-02 | Substituted 2↓-cyclopropyl↓-chromone, its production method and pharmaceutical compositions having antiallergic activity |
CH825478A CH636355A5 (en) | 1977-08-02 | 1978-08-02 | SUBSTITUTED 2-CYCLOPROPYL CHROMONE. |
AT303380A AT363471B (en) | 1977-08-02 | 1980-06-09 | METHOD FOR PRODUCING NEW SUBSTITUTED 2-CYCLOPROPYL CHROMONES, THEIR SALTS AND ISOMERS |
KE321482A KE3214A (en) | 1975-05-08 | 1982-05-21 | Substituted 2-cyclopropyl-chromones cis-bicyclooctyl-alkyl-amine derivatives |
MY39/83A MY8300039A (en) | 1977-08-02 | 1983-12-30 | Substituted 2-cyclopropyl-chromones |
HK594/84A HK59484A (en) | 1977-08-02 | 1984-08-02 | Substituted 2-cyclopropyl-chromones |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2482478A IT1108726B (en) | 1978-06-22 | 1978-06-22 | Antiallergic 6-carboxy-2-cyclopropyl-chromone derivs. - also useful in antiulcer and bronchodilator medicaments |
Publications (2)
Publication Number | Publication Date |
---|---|
IT7824824A0 IT7824824A0 (en) | 1978-06-22 |
IT1108726B true IT1108726B (en) | 1985-12-09 |
Family
ID=11214843
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IT2482478A IT1108726B (en) | 1970-06-15 | 1978-06-22 | Antiallergic 6-carboxy-2-cyclopropyl-chromone derivs. - also useful in antiulcer and bronchodilator medicaments |
Country Status (1)
Country | Link |
---|---|
IT (1) | IT1108726B (en) |
-
1978
- 1978-06-22 IT IT2482478A patent/IT1108726B/en active
Also Published As
Publication number | Publication date |
---|---|
IT7824824A0 (en) | 1978-06-22 |
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