US5459255A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-2 substituted purines
Assignee: Ionis Pharmaceuticals Inc
•
Filing: 1993-11-29
•
Granted: 1995-10-17
•
Expires: 2013-11-29
Abstract
Abstract This invention presents novel purine-based compounds for inclusion into oligonucleotides. The compounds of the invention, when incorporated into oligonucleotides are especially useful as agents that are capable of specific hybridization with a nucleotide sequence of an RNA. Oligonucleotides are used for a variety of purposes, such as regulating gene expression in experimental systems, assaying for RNA and for RNA products through the employment of interactions with such RNA, diagnosing diseases, modulating the production of proteins, and cleaving RNA in site specific fashions. The compounds of the invention include novel heterocyclic bases, nucleosides, and nucleotides. When incorporated into oligonucleotides, the compounds of the invention can be useful for modulating the activity of RNA.
Inventors
- 👤 P. Dan Cook
- 👤 Kanda S. Ramasamy
- 👤 Muthiah Manoharan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 21:31
CPC Classifications
C; C07; C07H; C07H19/00; C07H19/02; C07H19/04; C07H19/16; A; A61; A61K; A61K47/00; A61K47/50; A61K47/51; A61P; A61P31/00; A61P31/12; C07H19/06; C07H19/10; C07H19/20; C07H21/00; C07H23/00; C07J; C07J43/00; C07J43/003; C12; C12N; C12N15/00; C12N15/09; C12N15/11; C12N15/113; C12N15/1131; C12N15/1132; C12N15/1133; C12N15/1135; C12N15/1137; C12N15/1138; C12N9/00; C12N9/0004; C12N9/0069; C12Q; C12Q1/00; C12Q1/68; C12Y; C12Y113/00; C12Y113/11; C12Y113/11012; A61K38/00; A61K48/00; C12N2310/00; C12N2310/30; C12N2310/31; C12N2310/312; C12N2310/3125; C12N2310/315; C12N2310/318; C12N2310/32; C12N2310/321; C12N2310/322; C12N2310/33; C12N2310/333; C12N2310/336; C12N2310/35; C12N2310/352; C12N2310/3521; C12N2310/3523; C12N2310/3527; C12N2310/353; C12N2310/3531; C12N2310/3533
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
63 words
A compound having the formula: ##STR7## wherein G is CH or N; X is NH 2 or OH; Y is RQ or NHRQ, wherein said R is a hydrocarbyl group having from 2 to about 20 carbon atoms; and Q is H, NH 2 , polyalkylamino, hydrazines, hydroxylamines, imidazoles, imidazole amides, alkylimidazoles, tetrazole, triazole, or alkoxy groups; and Z is ribose or deoxyribose.
Claim 2
Dependent Claim
63 words
A compound having the formula: ##STR7## wherein G is CH or N; X is NH 2 or OH; Y is RQ or NHRQ, wherein said R is a hydrocarbyl group having from 2 to about 20 carbon atoms; and Q is H, NH 2 , polyalkylamino, hydrazines, hydroxylamines, imidazoles, imidazole amides, alkylimidazoles, tetrazole, triazole, or alkoxy groups; and Z is ribose or deoxyribose.
Claim 3
Dependent Claim
15 words
The compound of claim 1 wherein Q is imidazole, imidazole amide, alkyimidazole, tetrazole, or triazole.
Claim 4
Dependent Claim
15 words
The compound of claim 1 wherein Q is imidazole, an imidazole amide or an alkylimidazole.
Claim 5
Dependent Claim
14 words
The compound of claim 1 wherein Y is RQ, said Q is an imidazole.
Claim 6
Dependent Claim
14 words
The compound of claim 1 wherein Y is NHRQ, said Q is an imidazole.
Claim 7
Dependent Claim
28 words
The compound of claim 1 wherein G is N; X is NH 2 ; Y is NHRQ, said R is a lower alkane; and Q is an imidazole.
Claim 8
Dependent Claim
19 words
The compound of claim 6 wherein said R is an alkane having from 2 to about 4 carbon atoms.
Claim 9
Dependent Claim
9 words
The compound of claim 6 wherein R is propyl.
Claim 10
Dependent Claim
26 words
The compound of claim 1 wherein G is N; X is OH; Y is NHRQ, said R is a lower alkane; and Q is an imidazole.
Claim 11
Dependent Claim
18 words
The compound of claim 9 wherein R is an alkane having from 2 to about 4 carbon atoms.
Claim 12
Dependent Claim
9 words
The compound of claim 9 wherein R is propyl.
Claim 13
Dependent Claim
9 words
The compound of claim 9 wherein R is ethyl.
Claim 14
Dependent Claim
36 words
The compound of claim 1 wherein G is N; X is NH 2 ; Y is NHRQ, said Q is H and R is an alkane having from about 5 up to about 20 carbon atoms.
Claim 15
Dependent Claim
34 words
The compound of claim 1 wherein G is N; X is OH; Y is NHRQ, said Q is H and R is an alkane having from about 5 up to about 20 carbon atoms.
Claim 16
Dependent Claim
9 words
The compound of claim 14 wherein R is nonyl.
Claim 17
Dependent Claim
39 words
The compound of claim 1 wherein Y is RQ, said R is a lower alkane; and Q is an amine, wherein said amine is selected form the group consisting of NH 2 , polyalkylamine, aminoalkylamino, hydrazine (--NH--NH--), or hydroxylamine(--NH--OH).
Claim 18
Dependent Claim
40 words
The compound of claim 1 wherein Y is NHRQ, said R is a lower alkane; and Q is an amine, wherein said amine is selected from the group consisting of NH 2 , polyalkylamine, aminoalkylamine, hydrazine (--NH--NH--), or hydroxylamine (--NH--OH).
Claim 19
Dependent Claim
48 words
The compound of claim 1 wherein G is N; X is N 2 ; Y is NHRQ, said R is a lower alkane; and Q is an amine, wherein said amine is selected from the group consisting of NH 2 , polyalkylamine, aminoalkylamine, hydrazine (--NH--NH--), or hydroxylamine (--NH--OH).
Claim 20
Dependent Claim
12 words
The compound of claim 18 wherein said amine is NH 2 .
Claim 21
Dependent Claim
46 words
The compound of claim 1 wherein G is N; X is OH; Y is NHRQ, said R is a lower alkane; and Q is an amine, wherein said amine is selected from the group consisting of NH 2 , polyalkylamine, aminoalkylamines, hydrazines (--NH--NH--), or hydroxylamines (--NH--OH).
Claim 22
Dependent Claim
12 words
The compound of claim 20 wherein said amine is NH 2 .
Claim 23
Dependent Claim
15 words
The compound of claim 20 wherein R is hexane and Q is NH 2 .
Claim 24
Dependent Claim
15 words
The compound of claim 1 wherein Y is NHRQ, said Q is an alkoxy group.
Claim 25
Dependent Claim
15 words
The compound of claim 1 wherein Y is RQ, said Q is an alkoxy group.
Claim 26
Dependent Claim
19 words
The compound of claim 1 further having a phosphate group at the 3' position of the ribose or deoxyribose.
Claim 27
Dependent Claim
15 words
The compound of claim 25 wherein said phosphate is a methylphosphonate, phosphorothioate, phosphoramidite, or phosphorotriester.
Claim 28
Dependent Claim
44 words
A compound having the formula: ##STR8## wherein G is CH or N; X is NH 2 or OH; Y is R-aminoalkylamino or NHR-aminoalkylamino, wherein said R is a hydrocarbyl group having from 2 to about 20 carbon atoms; and Z is ribose or deoxyribose.
Claim 29
Dependent Claim
44 words
A compound having the formula: ##STR8## wherein G is CH or N; X is NH 2 or OH; Y is R-aminoalkylamino or NHR-aminoalkylamino, wherein said R is a hydrocarbyl group having from 2 to about 20 carbon atoms; and Z is ribose or deoxyribose.
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) | 1998-10-16 | 1999-04-17 | 1999-10-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-10-16 | 2003-04-17 | 2003-10-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-10-16 | 2007-04-17 | 2007-10-17 | $7700.00 | Window Closed / Lapsed |