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US4277465A Expired / Lapsed US ⏱️ 0.0 years remaining

Adjuvant for promoting absorption of therapeutically active substances through the digestive tract

Assignee: Kyoto Pharmaceutical Industries Ltd
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Filing: 1979-08-17
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Granted: 1981-07-07
•
Expires: 1999-08-17
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Abstract

Abstract The enamine derivatives having following formula ##STR1## promote absorption of therapeutically active substances through the digestive tract into the blood stream and are able to effectively elevate the concentration of such active substances in the blood stream even when said active substances are usually absorbable through the digestive tract only with considerable difficulty.

Inventors

  • 👤 Akira Kamada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 07:37
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06008; C07K5/06017; C07K5/06026; A; A61; A61K; A61K47/00; A61K47/06; A61K47/16; A61K47/18; A61K47/183; A61K9/00; A61K9/02; C07D; C07D207/00; C07D207/02; C07D207/04; C07D207/10; C07D207/16; C07D307/00; C07D307/02; C07D307/34; C07D307/56; C07D307/58; A61K38/00; A61K9/0012; A61K9/0031; A61K9/48; A61K9/4841; A61K9/4858; Y; Y10; Y10S; Y10S424/00; Y10S424/15

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 186 words
A pharmaceutical composition for absorption through the digestive tract, which comprises a therapeutically effective amount of insulin and an absorption promoting amount of an enamine derivative of the formula ##STR26## wherein ##STR27## is the residue of an organic aminocarboxylic acid or organic aminosulfonic acid having a hydrogen atom removed from the amino group thereof, the carboxyl or sulfo group in said residue being optionally in the form of an alkali metal salt or ester; wherein one of R 1 and R 2 is a carboxy or sulfo substituted alkyl of 1 to 6 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, phenyl or naphthyl group and the other of R 1 and R 2 is hydrogen, lower alkyl or phenyl, R 3 is a hydrogen atom, a lower group or a lower alkoxy group, R 4 is a hydrogen atom, a lower alkyl group or a lower alkoxycarbonyl group, R 5 is a lower alkyl group, a lower alkoxy group which may optionally be substituted by hydroxyl, carboxyl or lower alkoxycarbonyl, or a lower alkylamino group which is substituted by hydroxyl, carboxyl or lower alkoxycarbonyl.
Claim 2
Dependent Claim 186 words
A pharmaceutical composition for absorption through the digestive tract, which comprises a therapeutically effective amount of insulin and an absorption promoting amount of an enamine derivative of the formula ##STR26## wherein ##STR27## is the residue of an organic aminocarboxylic acid or organic aminosulfonic acid having a hydrogen atom removed from the amino group thereof, the carboxyl or sulfo group in said residue being optionally in the form of an alkali metal salt or ester; wherein one of R 1 and R 2 is a carboxy or sulfo substituted alkyl of 1 to 6 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, phenyl or naphthyl group and the other of R 1 and R 2 is hydrogen, lower alkyl or phenyl, R 3 is a hydrogen atom, a lower group or a lower alkoxy group, R 4 is a hydrogen atom, a lower alkyl group or a lower alkoxycarbonyl group, R 5 is a lower alkyl group, a lower alkoxy group which may optionally be substituted by hydroxyl, carboxyl or lower alkoxycarbonyl, or a lower alkylamino group which is substituted by hydroxyl, carboxyl or lower alkoxycarbonyl.
Claim 3
Dependent Claim 30 words
A pharmaceutical composition according to claim 1, wherein ##STR28## in the formula is the residue of an organic aminocarboxylic acid having a hydrogen atom removed from the amino group thereof.
Claim 4
Dependent Claim 19 words
A pharmaceutical composition according to claim 1, wherein R 3 in the general formula is a lower alkyl group.
Claim 5
Dependent Claim 13 words
A pharmaceutical composition according to claim 3, wherein lower alkyl group is methyl.
Claim 6
Dependent Claim 18 words
A pharmaceutical composition according to claim 1, wherein R 4 in the general formula is a hydrogen atom.
Claim 7
Dependent Claim 26 words
A pharmaceutical composition according to claim 1, wherein R 5 in the formula is a group selected from the group consisting of ethoxy, 1-ethoxycarbonylethoxy and 1-glyceryl.
Claim 8
Dependent Claim 15 words
A pharmaceutical composition according to claim 1, wherein the enamine derivative is N-(1-methyl-2-ethoxycarbonylvinyl)glycine sodium salt.
Claim 9
Dependent Claim 15 words
A pharmaceutical composition according to claim 1, wherein the enamine derivative is N-(1-methyl-2-ethoxycarbonylvinyl)-L-leucine sodium salt.
Claim 10
Dependent Claim 15 words
A pharmaceutical composition according to claim 1, wherein the enamine derivative is N-(1-methyl-2-ethoxycarbonylvinyl)-L-phenylglycine sodium salt.
Claim 11
Dependent Claim 15 words
A pharmaceutical composition according to claim 1, wherein the enamine derivative is N-(1-methyl-2-ethoxycarbonylvinyl)-DL-phenylglycine sodium salt.
Claim 12
Dependent Claim 15 words
A pharmaceutical composition according to claim 1, wherein the enamine derivative is N-[1-methyl-2-(2,3-dihydroxypropoxycarbonyl)vinyl]glycine sodium salt.
Claim 13
Dependent Claim 15 words
A pharmaceutical composition according to claim 1, wherein the enamine derivative is N-[1-methyl-2-(1-ethoxycarbonyl-ethoxycarbonyl)vinyl]glycine sodium salt.
Claim 14
Dependent Claim 12 words
A pharmaceutical composition according to claim 1, wherein digestive tract is rectum.

References Cited (Backward Citations)

US3591574A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-07-06 1985-01-05 1985-07-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-07-06 1989-01-05 1989-07-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-07-06 1993-01-05 1993-07-07 $7700.00 Window Closed / Lapsed

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