US4656159A
Expired / Lapsed
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Galactose-C-6 nitrogen mustard compounds and their uses
Assignee: Georgetown University
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Filing: 1984-10-31
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Granted: 1987-04-07
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Expires: 2004-10-31
Abstract
Abstract Compounds of the formula <IMAGE> wherein X is halogen; each R independently represents H, a C1-C4 alkyl group, a C2-C4 alkanoyl group, a phosphate group, or a sulfate, sulfonate, or benzoate group with the proviso that no more than one sulfate, sulfonate, or benzoate group is present in said compound; and R' represents R or a carbohydrate residue derived from a carbohydrate having the formula R'OH with the proviso that R' and the R on C-2 or both R groups on C-3 and C-4 together can represent an isopropylidene group; or a pharmaceutically acceptable salt thereof, are disclosed along with methods of synthesizing and using these compounds.
Inventors
- 👤 Eugene McPherson
- 👤 Philip S. Schein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 22:39
CPC Classifications
C; C07; C07H; C07H9/00; C07H9/02; C07H9/04; A; A61; A61P; A61P35/00; A61P35/02; C07H15/00; C07H15/02; C07H15/12
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
103 words
A compound of the formula ##STR9## wherein X is halogen; each R independently represents H, a C 1 -C 4 alkyl group, a C 2 -C 4 alkanoyl group, a phosphate group, or a sulfate, sulfonate, or benzoate group with the proviso that no more than one sulfate, sulfonate, or benzoate group is present in said compound; and R' represents R or a carbohydrate residue derived from a carbohydrate having the formula R'OH with the proviso that R' and the R on C-2 or both R groups on C-3 and C-4 together can represent an isopropylidene group, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
103 words
A compound of the formula ##STR9## wherein X is halogen; each R independently represents H, a C 1 -C 4 alkyl group, a C 2 -C 4 alkanoyl group, a phosphate group, or a sulfate, sulfonate, or benzoate group with the proviso that no more than one sulfate, sulfonate, or benzoate group is present in said compound; and R' represents R or a carbohydrate residue derived from a carbohydrate having the formula R'OH with the proviso that R' and the R on C-2 or both R groups on C-3 and C-4 together can represent an isopropylidene group, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
19 words
The compound of claim 1 wherein R' is H or a carbohydrate residue of galactose, xylose, mannose, or ribose.
Claim 4
Dependent Claim
10 words
The compound of claim 2 wherein each R is H.
Claim 5
Dependent Claim
13 words
The compound of claim 3 wherein said compound is an acid addition salt.
Claim 6
Dependent Claim
9 words
The compound of claim 3 wherein X is Br.
Claim 7
Dependent Claim
9 words
The compound of claim 3 wherein X is Cl.
Claim 8
Dependent Claim
13 words
The compound of claim 1 wherein said compound is an acid addition salt.
Claim 9
Dependent Claim
20 words
The compound of claim 7 wherein said acid is HCl, H 2 SO 4 , citric acid, or lactic acid.
Claim 10
Dependent Claim
10 words
The compound of claim 7 wherein said acid is HCl.
Claim 11
Dependent Claim
10 words
The compound of claim 7 wherein each R is H.
Claim 12
Dependent Claim
12 words
The compound of claim 8 wherein R' and each R is H.
Claim 13
Dependent Claim
9 words
The compound of claim 11 wherein X is Cl.
Claim 14
Dependent Claim
10 words
The compound of claim 12 wherein said acid is HCl.
Claim 15
Dependent Claim
36 words
A method of selectively suppressing cell division in hydrophylic tissue over lypophylic tissue, which comprises: administering to a mammal an amount of a compound of claim 1 sufficient to suppress cell division in a hydrophylic tissue.
Claim 16
Dependent Claim
14 words
The method of claim 14 wherein said amount is from 4 to 8 mg/kg.
Claim 17
Dependent Claim
10 words
The method of claim 14 wherein each R is H.
Claim 18
Dependent Claim
19 words
The method of claim 16 wherein R' is H or a carbohydrate residue of galactose, xylose, mannose, or ribose.
Claim 19
Dependent Claim
12 words
The method of claim 17 wherein said administering is by intravenous injection.
References Cited (Backward Citations)
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