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US4723028A Expired / Lapsed US ⏱️ 0.0 years remaining

Stilbene derivatives

Assignee: Individual
•
Filing: 1985-07-08
•
Granted: 1988-02-02
•
Expires: 2005-07-08
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Abstract

Abstract The application discloses certain stilbene compounds, pharmaceutical compositions thereof, method of treating thereof, method of diagnosis therewith, and method for the preparation thereof. The compounds and compositions are useful for diagnosis of leukemia types, the treatment of dermatological disorders, and as differentiation-inducing agents for neoplastic cells.

Inventors

  • 👤 Koichi Shudo

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 06:28
CPC Classifications
C; C07; C07C; C07C63/00; C07C63/66; A; A61; A61P; A61P35/00; A61P35/02; C07C63/68; C07C63/74

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 79 words
A stilbene compound represented by the formula (I): ##STR10## wherein R 1 and R 2 each independently represents hydrogen, lower alkyl, or cycloalkyl, with the proviso that both R 1 and R 2 cannot be hydrogen simultaneously, R 3 and R 4 independently represent hydrogen, methyl, or trifluoromethyl, and R 5 represents hydroxyl, lower alkoxyl, or lower alkylamino of the formula --NR 6 R 7 , wherein R 6 and R 7 each independently represents hydrogen or lower alkyl.
Claim 2
Dependent Claim 79 words
A stilbene compound represented by the formula (I): ##STR10## wherein R 1 and R 2 each independently represents hydrogen, lower alkyl, or cycloalkyl, with the proviso that both R 1 and R 2 cannot be hydrogen simultaneously, R 3 and R 4 independently represent hydrogen, methyl, or trifluoromethyl, and R 5 represents hydroxyl, lower alkoxyl, or lower alkylamino of the formula --NR 6 R 7 , wherein R 6 and R 7 each independently represents hydrogen or lower alkyl.
Claim 3
Dependent Claim 14 words
A compound according to claim 1, wherein R 1 represents isopropyl, cyclopropyl, or butyl.
Claim 4
Dependent Claim 17 words
A compound according to claim 1, wherein R 1 and R 2 each represents ethyl or isopropyl.
Claim 5
Dependent Claim 18 words
A compound according to claim 1, wherein R 3 and R 4 each represents hydrogen, methyl, or trifluoromethyl.
Claim 6
Dependent Claim 9 words
A compound of claim 1 which is [E-2-(3,4-di-isopropylphenyl)propenyl]benzoic acid.
Claim 7
Dependent Claim 9 words
A compound of claim 1 which is [E-2-(3-tert.-butylphenyl)ethenyl]benzoic acid.
Claim 8
Dependent Claim 46 words
Method for diagnosis to determine the type of leukemia which comprises the incubation of the blood of a patient with leukemia in vitro in the presence of a compound of claim 1, and the observation of morphological changes and/or of colony formation of the leukemia cell.
Claim 9
Dependent Claim 21 words
Use of one or more stilbene derivatives of claim 1 as medicaments for treatment of dermatological disorders of humans and animals.
Claim 10
Dependent Claim 21 words
A differentiation-inducing agent for neoplastic cells, especially leukemia cells, comprising as active ingredient one or more stilbene compounds of claim 1.
Claim 11
Dependent Claim 9 words
A compound of claim 1, which is [E-2-(4-tert.-butylphenyl)-3,3,3-trifluoropropenyl]-benzoic acid.
Claim 12
Dependent Claim 9 words
A compound of claim 1 which is [E-2-(3-cyclopropyl-phenyl)-ethenyl]benzoic acid.
Claim 13
Dependent Claim 202 words
A process for preparation of a stilbene represented by the formula (I): ##STR11## wherein R 1 and R 2 each independently represents hydrogen, lower alkyl or cycloalkyl, with the proviso that both R 1 and R 2 cannot be hydrogen simultaneously, R 3 and R 4 independently represent hydrogen, methyl, or trifluoromethyl, and R 5 represents hydroxyl, lower alkoxyl, or lower alkylamino of the formula --NR 6 R 7 , wherein R 6 and R 7 each independently represents hydrogen or lower alkyl, which comprises reacting a compound represented by the formula (II) ##STR12## wherein R 1 , R 2 and R 3 have the meanings previously assigned, with a compound represented by the formula (III) ##STR13## wherein R 5 has the meaning previously assigned and X represents a group represented by the formula: ##STR14## wherein R 4 has the meaning previously assigned and Y is an anion of an organic or inorganic acid or a dialkoxyphosphonylalkyl group represented by the formula: ##STR15## wherein R 4 has the value previously assigned and R represents a lower alkyl group and, if desired, converting the carboxylic acid ester group represented by the formula --COR 5 into the carboxylic acid group or a carbamide group.
Claim 14
Dependent Claim 202 words
A process for preparation of a stilbene represented by the formula (I): ##STR11## wherein R 1 and R 2 each independently represents hydrogen, lower alkyl or cycloalkyl, with the proviso that both R 1 and R 2 cannot be hydrogen simultaneously, R 3 and R 4 independently represent hydrogen, methyl, or trifluoromethyl, and R 5 represents hydroxyl, lower alkoxyl, or lower alkylamino of the formula --NR 6 R 7 , wherein R 6 and R 7 each independently represents hydrogen or lower alkyl, which comprises reacting a compound represented by the formula (II) ##STR12## wherein R 1 , R 2 and R 3 have the meanings previously assigned, with a compound represented by the formula (III) ##STR13## wherein R 5 has the meaning previously assigned and X represents a group represented by the formula: ##STR14## wherein R 4 has the meaning previously assigned and Y is an anion of an organic or inorganic acid or a dialkoxyphosphonylalkyl group represented by the formula: ##STR15## wherein R 4 has the value previously assigned and R represents a lower alkyl group and, if desired, converting the carboxylic acid ester group represented by the formula --COR 5 into the carboxylic acid group or a carbamide group.
Claim 15
Dependent Claim 8 words
Compound of claim 1 which is [E-2-(3,4-diethylphenyl)propenyl]benzoic acid.
Claim 16
Dependent Claim 10 words
Compound of claim 1 which is [E-2-(3,4-diethylphenyl)propenyl]benzoic acid methyl ester.

References Cited (Backward Citations)

DE2854354A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-02-01 1991-08-03 1992-02-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-02-01 1995-08-03 1996-02-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-02-01 1999-08-03 2000-02-02 $7700.00 Window Closed / Lapsed

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