IP Library Granted Patent US 9,044,516
Granted Patent B2
US 9,044,516 · App. 14/136,497 · Granted Jun 2, 2015

Pharmaceutical compositions of conjugates formed from polymer derivatives having particular atom arrangements

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Quick Facts
Patent No.
US 9,044,516
App. No.
14/136,497
Granted
Jun 2, 2015
Kind
B2
Abstract

Pharmaceutical compositions of conjugates are provided. The conjugates can be prepared by (among other ways) conjugating a pharmacologically active agent with a polymeric reagent that has a particular arrangement of atoms. Related methods, preparations, and so forth are also provided.

Claims (64)

1. A pharmaceutical preparation comprising

(i) a conjugate of the following structure,

wherein:

POLY 1 is a poly(alkylene glycol);

POLY 2 is a poly(alkylene glycol);

(a) is 0, 1, 2 or 3;

(b) is 0, 1, 2 or 3;

(e) is 0, 1, 2 or 3;

(f′) is 0, 1, 2 or 3;

(g′) is 0, 1, 2 or 3;

(h) is 0, 1, 2 or 3;

(j) is 0 to 20;

each R 1 is independently H or an organic radical selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl and substituted aryl;

X 1 , when present, is a first spacer moiety;

X 2 , when present, is a second spacer moiety;

X 5 , when present, is a fifth spacer moiety;

X 6 , when present, is a sixth spacer moiety;

X 7 , when present, is a seventh spacer moiety;

X 8 , when present, is an eighth spacer moiety;

R 5 is a branching moiety selected from the group consisting of

 wherein (p) is 1-10 and (q) is 1-10; and

Active Agent is a residue of a pharmacologically active agent; and

(ii) a pharmaceutically acceptable excipient.

2. The pharmaceutical preparation of claim 1 , wherein each R 1 is H.

3. The pharmaceutical preparation of claim 1 , wherein each poly(alkylene glycol) is a poly(ethylene glycol).

4. The pharmaceutical preparation of claim 3 , wherein each poly(ethylene glycol) is terminally capped with methoxy.

5. The pharmaceutical preparation of claim 4 , wherein each poly(ethylene glycol) has a molecular weight of from about 100 Daltons to about 100,000 Daltons.

6. The pharmaceutical preparation of claim 5 , wherein each poly(ethylene glycol) has a molecular weight of from about 1,000 Daltons to about 60,000 Daltons.

7. The pharmaceutical preparation of claim 6 , wherein each poly(ethylene glycol) has a molecular weight of from about 2,000 Daltons to about 50,000 Daltons.

8. The pharmaceutical preparation conjugate of claim 1 , wherein the conjugate has the following structure:

when the branching moiety R 5 is

 and,

wherein:

(n) is 2 to 4000;

(g′) is 0, 1, 2 or 3;

(h) is 0, 1, 2 or 3;

(j) is 0 to 20

(p) is 1;

(q) is 1; and

Active Agent is a residue of a pharmacologically active agent.

9. The pharmaceutical preparation of claim 1 , wherein the conjugate has the following structure:

wherein:

(n) is 2 to 4000;

(g′) is 0, 1, 2 or 3;

(c) is 1 to 10;

each R 2 is H or an organic radical selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl and substituted aryl;

each R 3 is H or an organic radical selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl and substituted aryl;

(j) is 0 to 20; and

Active Agent is a residue of a pharmacologically active agent.

10. The pharmaceutical preparation of claim 1 , wherein the conjugate has the following structure:

wherein:

(n) is 2 to 4000;

(g′) is 0, 1, 2 or 3;

(c) is 1 to 10;

each R 2 is H or an organic radical selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl and substituted aryl;

each R 3 is H or an organic radical selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl and substituted aryl;

(j) is 0 to 20; and

Active Agent is a residue of a pharmacologically active agent.

11. The pharmaceutical preparation of claim 1 , wherein the conjugate has the following structure:

wherein:

(n) is 2 to 4000; and

Active Agent is a residue of a pharmacologically active agent.

12. The pharmaceutical preparation of claim 1 , wherein the pharmacologically active agent is selected from the group consisting of erythropoietin, granulocyte-colony stimulating factor, interferon-α, human growth hormone, interferon-β, follicle stimulating hormone, Factor VIII, B-domain deleted Factor VIII, desmopressin and amdoxivir.

13. The pharmaceutical preparation of claim 1 , wherein each R 1 is an organic radical and is selected from the the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl and substituted aryl.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Apr 17, 2020
From: TC LENDING, LLC, AS COLLATERAL AGENT
To: NEKTAR THERAPEUTICS
Reel/Frame 053180/0009 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL 32383, FRAME 0684 Recorded Oct 14, 2015
From: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: NEKTAR THERAPEUTICS
Reel/Frame 036876/0143 →
GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Oct 6, 2015
From: NEKTAR THERAPEUTICS
To: TC LENDING, LLC, AS COLLATERAL AGENT
Reel/Frame 036796/0562 →
SECURITY AGREEMENT Recorded Mar 4, 2014
From: NEKTAR THERAPEUTICS
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 032383/0684 →