IP Library Granted Patent US 9,522,892
Granted Patent B2
US 9,522,892 · App. 13/688,442 · Granted Dec 20, 2016

Anticoagulant reversal agents

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Quick Facts
Patent No.
US 9,522,892
App. No.
13/688,442
Granted
Dec 20, 2016
Kind
B2
Abstract

Novel anticoagulant reversal compounds are disclosed, as well as methods of making the compounds, pharmaceutical compositions including the compounds, methods of using the compounds to reverse the anticoagulant effects of coagulation inhibitors, and diagnostic assays comprising the compounds.

Claims (29)

1. A compound represented by formula II:

or a pharmaceutically acceptable salt thereof, wherein:

L and L′ are each a substituted or unsubstituted C 1 to C 10 alkylene chain;

M and M′ are each a substituted C 1 to C 10 alkylene chain; and

Y and Y′ are each

2. The compound of claim 1 , wherein L and/or L′ is a substituted or unsubstituted alkylene chain that is C 1 to C 6 .

3. The compound of claim 1 , wherein the compound is represented by formula III:

or a pharmaceutically acceptable salt thereof.

4. The compound of claim 3 , wherein the compound is represented by formula IV:

or a pharmaceutically acceptable salt thereof,

wherein n is 3 to 5, m is 3 to 6 and G is selected from —NH 2 and OH.

5. The compound of claim 4 , wherein G is amino.

6. A compound of formula V

or a pharmaceutically acceptable salt thereof.

7. A compound of formula VI

or a pharmaceutically acceptable salt thereof.

8. A compound of formula VII

or a pharmaceutically acceptable salt thereof.

9. A compound of formula VIII

or a pharmaceutically acceptable salt thereof.

10. A pharmaceutical composition comprising the compound of any one of claims 2 - 5 and 6 - 9 and a pharmaceutically acceptable carrier.

11. The pharmaceutical composition of claim 10 , wherein the composition is adapted for enteral administration.

12. The pharmaceutical composition of claim 11 , wherein the composition is adapted for oral administration.

13. The pharmaceutical composition of claim 10 , wherein the composition is adapted for parenteral administration.

14. The pharmaceutical composition of claim 13 , wherein the composition is adapted for intravenous or subcutaneous administration.

15. The pharmaceutical composition of claim 12 , wherein the composition is a daily dosage that comprises the compound in an amount of about 0.01 mg/kg to about 100 mg/kg of body weight of a patient.

16. The pharmaceutical composition of claim 15 , wherein the daily dosage composition comprises the compound in an amount of about 0.01 mg/kg to about 25 mg/kg of body weight of the patient.

17. The pharmaceutical composition of claim 12 , wherein the composition is in the form of a capsule or tablet.

18. The pharmaceutical composition of claim 12 , wherein the composition is an aqueous solution.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 8, 2026
From: CIRAPARANTAG HOLDINGS SARL
To: PINWHEEL THERAPEUTICS INC.
Reel/Frame 074599/0667 →
REORGANIZATION AND NAME CHANGE Recorded Nov 26, 2025
From: CIPAPARANTAG HOLDINGS GMBH
To: CIRAPARANTAG HOLDINGS SARL
Reel/Frame 073715/0589 →
IP TRANSFER AGREEMENT Recorded Oct 11, 2024
From: COVIS PHARMA GMBH
To: COVIS PHARMACEUTICALS HOLDINGS GMBH
Reel/Frame 069163/0488 →
CHANGE OF NAME Recorded Oct 11, 2024
From: COVIS PHARMACEUTICALS HOLDINGS GMBH
To: CIRAPARANTAG HOLDINGS GMBH
Reel/Frame 069168/0495 →
RELEASE OF SECURITY INTEREST Recorded Feb 18, 2022
From: CAPITAL ONE, NATIONAL ASSOCIATION
To: COVIS PHARMA GMBH
Reel/Frame 059043/0226 →
SECURITY INTEREST Recorded Feb 22, 2021
From: COVIS PHARMA GMBH
To: CAPITAL ONE, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 055354/0063 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 12, 2021
From: PEROSPHERE PHARMACEUTICALS, INC.
To: COVIS PHARMA GMBH
Reel/Frame 055241/0663 →
CHANGE OF NAME Recorded Nov 14, 2017
From: PEROSPHERE INC.
To: PEROSPHERE PHARMACEUTICALS INC.
Reel/Frame 044444/0153 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 28, 2013
From: STEINER, SOLOMON S.; LAULICHT, BRYAN E.; BAKHRU, SASHA H.; MATHIOWITZ, EDITH
To: PEROSPHERE INC.
Reel/Frame 029702/0377 →