US3862270A
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Secondary phosphoric acid esters
Assignee: Leo AB
•
Filing: 1972-01-05
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Granted: 1975-01-21
•
Expires: 1992-01-05
Abstract
Abstract WHEREIN THE SUBSTITUENT R is positioned in meta or para position relative to the phosphoric acid ester group; processes for the preparation of said esters; and compositions containing said esters. The esters are i.a. useful as selective inhibitors of prostaglandins and compounds with prostaglandin activities. They also selectively antagonize the slow reacting substance (SRS). Novel symmetrical secondary phosphoric acid esters having the general formula
Inventors
- 👤 Knut Bertil Hogberg
- 👤 Hans Jacob Fex
- 👤 Bo Goran Fredholm
- 👤 Torsten Rune Perklev
- 👤 Sten Gunner Veige
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 23:23
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/12
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
117 words
A SYMMETRICAL SECONDARY PHOSPHORIC ACID ESTER COMWHEREIN Y IS A STRAIGHE HYDROCCABON CHAIN HAVING 2 OR 3 CARBON ATOMS, SAID CHAIN BEING SATURATED OR CONTAINING ONE DOUBLE BOND AND HAVING AT MOST 2 SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF LOWER ALKY, PHENYL, PHENYL SUBSTITUTED IN P-POSITION BY HALOGEN (F, CL, BR), BENZYL AND BENZYL SUBSTITUTED IN P-POSITION BY HALOGEN (F, CL, BR); R3, R4, R5, R6 AND R7 ARE SAME OR DIFFERENT AND ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, LOWER ALKYL, LOWER ALKOXY, HYDROXY, OCOR8, F, CL, BR, CF3, NO2, WHEREIN R8 IS LOWER ALKYL, WHERE M IS SELECTED FROM THE GROUP CONSISTING OF H, NA, K 1/2 CA AND A PHARMACEUTICALLY ACCEPTABLE AMINE.
Claim 2
Dependent Claim
117 words
A SYMMETRICAL SECONDARY PHOSPHORIC ACID ESTER COMWHEREIN Y IS A STRAIGHE HYDROCCABON CHAIN HAVING 2 OR 3 CARBON ATOMS, SAID CHAIN BEING SATURATED OR CONTAINING ONE DOUBLE BOND AND HAVING AT MOST 2 SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF LOWER ALKY, PHENYL, PHENYL SUBSTITUTED IN P-POSITION BY HALOGEN (F, CL, BR), BENZYL AND BENZYL SUBSTITUTED IN P-POSITION BY HALOGEN (F, CL, BR); R3, R4, R5, R6 AND R7 ARE SAME OR DIFFERENT AND ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, LOWER ALKYL, LOWER ALKOXY, HYDROXY, OCOR8, F, CL, BR, CF3, NO2, WHEREIN R8 IS LOWER ALKYL, WHERE M IS SELECTED FROM THE GROUP CONSISTING OF H, NA, K 1/2 CA AND A PHARMACEUTICALLY ACCEPTABLE AMINE.
Claim 3
Dependent Claim
20 words
A compound according to claim 1, whErein at least two of substituents R3, R4, R5, R6 and R7 are hydrogen.
Claim 4
Dependent Claim
28 words
A compound according to claim 2, wherein Y contains one substituent selected from the group consisting of phenyl, phenyl substituted in p-positions, benzyl, and benzyl substituted in p-position.
Claim 5
Dependent Claim
18 words
A compound according to claim 3, wherein Y is a straight substituted hydrocarbon chain having two carbon atoms.
Claim 6
Dependent Claim
42 words
A compound according to claim 4, wherein substituents R3, R4, R5, R6, R7 are the same or different and are selected from the group consisting of hydrogen, lower alkyl, fluorine, chlorine, bromine, CF3, hydroxy, lower alkoxy, OCOR8, wherein R8has the above meaning.
Claim 7
Dependent Claim
37 words
A compound according to claim 2, wherein Y is a straight hydrocarbon chain having two or three carbon atoms, said chain being saturated or containing one double bond and having at most two substituents being lower alkyl.
Claim 8
Dependent Claim
45 words
A compound according to claim 6, wherein substituents R3, R4, R5, R6, R7 are the same or different and are selected from the group consisting of hydrogen, lower alkyl, fluorine, chlorine, bromine, CF3, hydroxy, lower alkoxy, OCOR8, and NO2, wherein R8 has the above meaning.
Claim 9
Dependent Claim
20 words
A compound according to claim 7, wherein Y is a straight substituted or unsubstituted hydrocarbon chain having two carbon atoms.
Claim 10
Dependent Claim
20 words
A compound according to claim 7, wherein Y is a straight substituted or unsubstituted hydrocarbon chain having three carbon atoms.
Claim 11
Dependent Claim
46 words
A compound according to claim 9, wherein at least one of substituents R3, R4, R5, R6, R7 is selected from the group consisting of hydroxy, lower alkoxy, and OCOR8, wherein R8 has the above meaning, said substituent being in o-position relative to the keto-group of X.
Claim 12
Dependent Claim
46 words
A compound according to claim 8, wherein at least one of substituents R3, R4, R5, R6, R7 is selected from the group consisting of hydroxy, lower alkoxy, and OCOR8, wherein R8 has the above meaning, said substituent being in o-position relative to the keto-group of X.
Claim 13
Dependent Claim
41 words
A compound according to claim 8, wherein in the presence of substituents R3, R4, R5, R6, R7 selected from the group consisting of hydroxy, lower alkoxy, OCOR8 such substituents are positioned in m- and p-positions relative to the keto-group of X.
Claim 14
Dependent Claim
9 words
A compound according to claim 11, wherein X is
Claim 15
Dependent Claim
9 words
A compound according to claim 11, wherein X is
Claim 16
Dependent Claim
19 words
A compound according to claim 13, wherein R is positioned in p-position relative to the phosphoric acid ester group.
Claim 17
Dependent Claim
19 words
A compound according to claim 13, wherein R is positioned in m-position relative to the phosphoric acid ester group.
Claim 18
Dependent Claim
27 words
A compound according to claim 15, wherein Y is a straight unsubstituted hydrocarbon chain having two carbon atoms, said chain being saturated or containng one double bond.
Claim 19
Dependent Claim
36 words
A compound according to claim 15, wherein Y is a straight hydrocarbon chain having two carbon atoms and having at most two hydrogen atoms of the carbon atom adjacent to the keto-group substituted by lower alkyl.
Claim 20
Dependent Claim
23 words
A compound according to claim 1, wherein M is selected from the group consisting of Na, K, 1/2 Ca, diethanolamine, dimethylaminoethanol, and N-methylglucamine.
Claim 21
Dependent Claim
11 words
A compound according to claim 5, which is bis(3-(2,3-diphenyl-3-oxopropyl)phenyl) hydrogen phosphate.
Claim 22
Dependent Claim
12 words
A compound according to claim 10, which is sodium bis(4-(4-(2,4-dihydroxyphenyl)-4-oxobutyl) phenyl) phosphate.
Claim 23
Dependent Claim
23 words
A compound according to claim 12, which is sodium bis(4-(3-(3,5-dimethoxyphenyl)propionyl)-3-methylphenyl) phosphate. 23. A compound according to claim 12, which is bis(4-(2-butyl-3-phenylpropionyl)phenyl) hydrogen phosphate.
Claim 24
Dependent Claim
11 words
A compound according to claim 12 which is sodium bis(3-(3-(4-hydroxyphenyl)-3-oxopropyl)phenyl) phosphate.
Claim 25
Dependent Claim
12 words
A compound according to claim 12, which is sodium bis(3-(3-(3-methoxyphenyl)-2-methylpropionyl) phenyl) phosphate.
Claim 26
Dependent Claim
12 words
A compound according to claim 12, which is sodium bis(3-(3-(4-hydroxy-3-methoxyphenyl) propionyl)phenyl) phosphate.
Claim 27
Dependent Claim
13 words
A compound according to claim 14, which is sodium bis(3-acetoxy-4-(3-(4-methoxyphenyl) propionyl) phenyl) phosphate.
Claim 28
Dependent Claim
11 words
A compound according to claim 14, which is sodium bis(3,5-dihydroxy-4-(3-(4-hydroxyphenyl)-acryloyl)phenyl phosphate.
Claim 29
Dependent Claim
19 words
A compound according to claim 14 selected from the group consisting of sodium bis(3,5-dihydroxy-4-(3-(4-hydroxyphenyl)propionyl)phenyl) phosphate and its hexa acetate.
Claim 30
Dependent Claim
11 words
A compound according to claim 14, which is sodium bis(4-(3-(4-chlorophenyl)propionyl)-3-methoxyphenyl) phosphate.
Claim 31
Dependent Claim
12 words
A compound according to claim 14, which is sodium bis(3,5-dimethoxy-4-(3-(4-methylphenyl) propionyl)phenyl) phosphate.
Claim 32
Dependent Claim
12 words
A compound according to claim 14, which is sodium bis(3-methoxy-4-(2-methyl-3-phenylpropionyl) phenyl) phosphate.
Claim 33
Dependent Claim
19 words
A compound according to claim 16 selected from the group consisting of sodium bis(3-(3-(2-hydroxyphenyl) -3-oxopropyl)phenyl) phosphate and its diacetate.
Claim 34
Dependent Claim
19 words
A compound according to claim 16 selected from the group consisting of sodium bis(3-(3(2,4-dihydroxyphenyl)-3-oxopropyl)phenyl) phosphate and its tetra acetate.
Claim 35
Dependent Claim
19 words
A compound according to claim 16 selected from the group consisting of sodium bis(5-(3-(2,6-dihydroxyphenyl)-3-oxopropyl)-2-methoxyphenol) phosphate and its tetra acetate.
Claim 36
Dependent Claim
18 words
A compound according to claim 16 selected from the group consisting of sodium bis(3-(3-(2,4,6,-trihydroxyphenyl)-3-oxopropyl)phenyl) phosphate and its hexaacetate.
Claim 37
Dependent Claim
12 words
A compound according to claim 17, which is sodium bis(4-(3-(2-hydroxyphenyl)-3-oxopropyl) phenyl) phosphate.
Claim 38
Dependent Claim
11 words
A compound according to claim 17, which is Sodium bis(4-(3-(2,4-dihydroxyphenyl)-3-oxopropyl)phenyl) phosphate.
Claim 39
Dependent Claim
18 words
A compound according to claim 17 selected from the group consisting of sodium bis(4-(3-oxo-3-(2,4,6-trihydroxyphenyl)-propyl)phenyl) phosphate and its hexa-acetate.
Claim 40
Dependent Claim
11 words
A compound according to claim 17, which is sodium bis(4-(3-(2-hydroxy-4-methoxyphenyl)-3-oxopropyl)-3-methylphenyl) phosphate.
Claim 41
Dependent Claim
11 words
A compound according to claim 17, which is sodium bis(4-(3-(4-chloro-2-hydroxyphenyl)-3-oxopropyl)-3-methylphenyl) phosphate.
Claim 42
Dependent Claim
11 words
A compound according to claim 17, which is sodium bis(4-(3-(2,4-dimethoxyphenyl)-3-oxopropyl)-3-methylphenyl) phosphate.
References Cited (Backward Citations)
US3423487A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-01-20 | 1978-07-22 | 1979-01-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-01-20 | 1982-07-22 | 1983-01-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-01-20 | 1986-07-22 | 1987-01-21 | $7700.00 | Window Closed / Lapsed |