Macrocyclic compounds having nitrogen-containing linkages

• US 6,207,826 B1
• Filed: 03/27/1995
• Issued: 03/27/2001
• Est. Priority Date: 03/27/1995
• Status: Expired due to Fees

• Current Assignee: ISIS Pharmaceuticals Incorporated (Ionis Pharmaceuticals, Inc.)
• Original Assignee: ISIS Pharmaceuticals Incorporated (Ionis Pharmaceuticals, Inc.)
• Inventors: Cook, Phillip Dan, Kung, Pei-Pei, Guinosso, Charles J., Fraser, Allister S.
• Primary Examiner(s): Shah, Mukund J.
• Assistant Examiner(s): Sripada, Pavanaram K
• Application Number:
  US08/410,703
• Time in Patent Office: 2,192 Days
• Field of Search: 435/7.1, 435/6, 436/501, 436/518, 436/528, 436/531, 436/91, 436/96, 436/98, 530/333, 530/334, 525/54.11, 514/23, 514/24, 514/27, 514/42, 514/28, 514/29, 514/30, 514/31, 514/43, 536/1.11, 536/18.2, 536/22.1, 540/1, 540/121, 540/145, 540/472, 540/473, 540/474
• US Class Current: 540/472
• CPC Class Codes: B01J 2219/0072 Organic compounds
• CPC Class Codes: C07D 471/08 Bridged systems
• CPC Class Codes: C07D 515/08 Bridged systems

Abstract

Novel macrocyclic compounds are constructed to include a ring or ring system having two bridgehead atoms with a bridge extending between the bridgehead atoms. Located in at least the bridge are two or more nitrogenous moieties that are derivatized with chemical functional groups. The ring or ring systems can include further nitrogenous moieties, either as ring atoms or on pendant groups attached to the ring. These can also be derivatized with chemical functional groups. The totality of the chemical functional groups imparts certain conformational and other properties to the compounds. In accordance with certain embodiments of the invention, libraries of such compounds are prepared utilizing permutations and combinations of the chemical functional groups and the nitrogenous moieties to build complexity into the library.

Claims

1. A compound of the structure:

wherein

X is (—

T—

L)_y

y is 0-3

each T is, independently, a single bond, a methylene group or a group having the structure

2. The compound of claim 1 wherein one of said —

T—

L groups is different from each of the other said —

T—

L groups.

3. The compound of claim 1 wherein two of said —

T—

L groups are different from each of the other said —

T—

L groups.

4. The compound of claim 1 wherein three of said —

T—

L groups are different from the fourth —

T—

L group.

5. The compound of claim 1 wherein each of said —

T—

L groups is different from each of the other said —

T—

L groups.

6. The compound of claim 1 wherein said X is H, —

NH₂, —

CH₃, CHBr₂, —

O—

(CH₂)₂—

N₃, —

O—

(CH₂)₃—

N₃ or —

(CH₂)₂—

N₃.