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P-Acetamidobenzoic acid salts of 9-(hydroxyalkyl) purines

Assignee: Memorial Sloan Kettering Cancer Center
•
Filing: 1978-09-15
•
Granted: 1980-09-09
•
Expires: 1998-09-15
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Abstract

Abstract Compounds of the formula <IMAGE> where X is OH, NH2, SH, OR or SR (where R is alkyl of 1 to 4 carbon atoms or benzyl), R1 is H or alkyl of 1 to 8 carbon atoms, R2 is H or methyl, Y is the salt of an amine of the formula <IMAGE> where R3 and R4 are lower alkyl, e.g., 1 to 4 carbon atoms and n is an integer of 2 to 4 with p-acetamidobenzoic acid and where z is a number from 0 to 10 are useful as immunomodulators, as antiviral agents and in specific cases have anti-leukemic activity. The compounds and compositions where z is 1 to 10 are novel per se. When R2 is H the presence of Y enhances the immunoregulatory activity and the antiviral activity. If X is the NH2 there is immunoinhibitory activity but no immunostimulatory (immunopotentiatory) activity.

Inventors

  • 👤 Lionel N. Simon
  • 👤 John W. Hadden

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 13:03
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/46; C07D239/48; A; A61; A61P; A61P31/00; A61P31/12; A61P35/00; A61P37/00; A61P37/02; A61P37/04; A61P37/06; C07D473/00; C07D473/26; C07D473/28; C07D473/30; C07D473/32; C07D473/34; C07D473/36; C07D473/38; C07D473/40

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 97 words
A compound of the formula ##STR29## where X is OH, NH 2 , SH, OR or SR (where R is alkyl of 1 to 4 carbon atoms or benzyl) R 1 is H or alkyl of 1 to 8 carbon atoms, R 2 is H or methyl, Y is the salt of an amine of the formula ##STR30## where R 3 and R 4 are lower alkyl, n is an integer from 2 to 4 and where z is a number from 1 to 10 with p-acetamidobenzoic acid where z is a number from 1 to 10.
Claim 2
Dependent Claim 97 words
A compound of the formula ##STR29## where X is OH, NH 2 , SH, OR or SR (where R is alkyl of 1 to 4 carbon atoms or benzyl) R 1 is H or alkyl of 1 to 8 carbon atoms, R 2 is H or methyl, Y is the salt of an amine of the formula ##STR30## where R 3 and R 4 are lower alkyl, n is an integer from 2 to 4 and where z is a number from 1 to 10 with p-acetamidobenzoic acid where z is a number from 1 to 10.
Claim 3
Dependent Claim 33 words
A compound according to claim 1 where R 1 is H or n-alkyl of 1 to 8 carbon atoms and R 3 and R 4 are alkyl of 1 to 4 carbon atoms.
Claim 4
Dependent Claim 19 words
A compound according to claim 2 where R 1 is H or n-alkyl of 1 to 7 carbon atoms.
Claim 5
Dependent Claim 19 words
A compound according to claim 3 where R 1 is H or n-alkyl of 1 to 6 carbon atoms.
Claim 6
Dependent Claim 11 words
A compound according to claim 4 where R 1 is n-hexyl.
Claim 7
Dependent Claim 14 words
A compound according to claim 1 where X is OH, NH 2 or SH.
Claim 8
Dependent Claim 10 words
A compound according to claim 6 where X is OH.
Claim 9
Dependent Claim 12 words
A compound according to claim 6 where X is NH 2 .
Claim 10
Dependent Claim 10 words
A compound according to claim 6 where X is SH.
Claim 11
Dependent Claim 11 words
A compound according to claim 6 where R 2 is H.
Claim 12
Dependent Claim 10 words
A compound according to claim 10 where X is OH.
Claim 13
Dependent Claim 12 words
A compound according to claim 10 were X is NH 2 .
Claim 14
Dependent Claim 10 words
A compound according to claim 10 where X is SH.
Claim 15
Dependent Claim 11 words
A compound according to claim 6 where R 2 is methyl.
Claim 16
Dependent Claim 10 words
A compound according to claim 14 where X is OH.
Claim 17
Dependent Claim 12 words
A compound according to claim 14 where X is NH 2 .
Claim 18
Dependent Claim 10 words
A compound according to claim 14 where X is SH.
Claim 19
Dependent Claim 24 words
A compound according to claim 2 where X is OH, NH 2 or SH and Y is the salt of dimethylaminoisopropanol and p-acetamidobenzoic acid.
Claim 20
Dependent Claim 10 words
A compound according to claim 18 where X is OH.
Claim 21
Dependent Claim 11 words
A compound according to claim 18 where R 2 is hydrogen.
Claim 22
Dependent Claim 11 words
A compound according to claim 18 where R 1 is n-hexyl.
Claim 23
Dependent Claim 11 words
A compound according to claim 18 where R 1 is methyl.
Claim 24
Dependent Claim 11 words
A compound according to claim 18 where R 2 is methyl.
Claim 25
Dependent Claim 11 words
A compound according to claim 23 where R 1 is n-hexyl.
Claim 26
Dependent Claim 11 words
A compound according to claim 24 where R 1 is methyl.
Claim 27
Dependent Claim 19 words
A compound according to claim 2 where X is OH, NH 2 or SH and R 1 is hydrogen.
Claim 28
Dependent Claim 19 words
A compound according to claim 1 where X is OH, R 1 is n-hexyl and R 2 is methyl.
Claim 29
Dependent Claim 10 words
A compound according to claim 27 where z is 3.
Claim 30
Dependent Claim 16 words
A compound according to claim 28 where Y is the salt of dimethylaminoisopropanol with p-acetamidobenzoic acid.
Claim 31
Dependent Claim 16 words
A compound according to claim 27 where Y is the salt of dimethylaminoisopropanol with p-acetamidobenzoic acid.

References Cited (Backward Citations)

US3215696A Cited
US3646007A Cited
US3728450A Cited
US3857940A Cited
US3836656A Cited
US3862189A Cited
US4060616A Cited
US4123534A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-09-09 1984-03-10 1984-09-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-09-09 1988-03-10 1988-09-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-09-09 1992-03-10 1992-09-09 $7700.00 Window Closed / Lapsed

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