US4228274A
Expired / Lapsed
US
⏱️ 0.0 years remaining
1-Substituted glycopyranosides
Assignee: Merck and Co Inc
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Filing: 1978-07-10
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Granted: 1980-10-14
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Expires: 1998-07-10
Abstract
Abstract The invention disclosed herein relates to novel 1-deoxy-glycopyranosides, preferably 1-deoxy-D-mannopyranosides, having in the 1-position of the pyranoside ring an omega -aminoalkylthio, omega -aminoalkyloxy or omega -aminoalkanoylamino substituent; and to novel processes for preparing these 1-substituted-1-deoxy-glycopyranosides starting with the corresponding tetra-O-acetyl-glycopyranosyl bromide or amine. These omega -amino(alkylthio, alkyloxy or alkanoylamino)-1-deoxy-glycopyranosides, and in particular 1-[(6'-aminohexyl)thio or oxy]-1-deoxy-D-mannopyranosides, possess insulin-like activity.
Inventors
- 👤 Mitree M. Ponpipom
- 👤 Robert L. Bugianesi
- 👤 Philippe L. Durette
- 👤 Howard M. Katzen
- 👤 Tsung-Ying Shen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 20:21
CPC Classifications
C; C07; C07H; C07H13/00; C07H13/02; C07H13/04; C07H15/00; C07H15/02; C07H15/04; C07H15/14
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
30 words
A hypoglycemic compound selected from the group consisting of 1-[(ω-aminoalkyl)thio]-1-deoxy-glycopyranosides and 1-[(ω-aminoalkanoyl)amino]-1-deoxy-glycopyranosides, wherein said alkyl contains 2 to 8 carbon atoms and said alkanoyl contains 3 to 9 carbon atoms.
Claim 2
Dependent Claim
30 words
A hypoglycemic compound selected from the group consisting of 1-[(ω-aminoalkyl)thio]-1-deoxy-glycopyranosides and 1-[(ω-aminoalkanoyl)amino]-1-deoxy-glycopyranosides, wherein said alkyl contains 2 to 8 carbon atoms and said alkanoyl contains 3 to 9 carbon atoms.
Claim 3
Dependent Claim
12 words
The compound, as defined in claim 1, having the chemical name 1-[(6-aminohexyl)thio]-1-deoxy-α-D-mannopyranoside.
Claim 4
Dependent Claim
12 words
The compound, as defined in claim 1, having the chemical name 1-[(6-aminohexyl)thio]-1-deoxy-β-D-mannopyranoside.
Claim 5
Dependent Claim
12 words
The compound, as defined in claim 1, having the chemical name 1-[(7-aminoheptyl)thio]-1-deoxy-α-D-mannopyranoside.
Claim 6
Dependent Claim
12 words
The compound, as defined in claim 1, having the chemical name 1-[(7-aminoheptanoyl)amino]-1-deoxy-β-D-mannopyranoside.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-10-14 | 1984-04-14 | 1984-10-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-14 | 1988-04-14 | 1988-10-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-14 | 1992-04-14 | 1992-10-14 | $7700.00 | Window Closed / Lapsed |