IP Library Granted Patent US 12,146,003
Granted Patent B2
US 12,146,003 · App. 18/511,852 · Granted Nov 19, 2024

Ultra-pure agonists of guanylate cyclase C, method of making and using same

Inventors: Kunwar Shailubhai (Audubon, PA); Stephen Comiskey (Doylestown, PA); Rong Feng (Langhorne, PA); Juncai Bai (North Augusta, SC); Ruoping Zhang (North Augusta, SC); Jun Jia (Shanghai, CN); Junfeng Zhou (Shanghai, CN); Qiao Zhao (Shanghai, CN); Guoqing Zhang (Shanghai, CN)
Assignee: Bausch Health Ireland Limited
C07K7/08A61K38/10B01D15/424C07K1/14C12N9/88C12Y406/01002
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Quick Facts
Patent No.
US 12,146,003
App. No.
18/511,852
Granted
Nov 19, 2024
Kind
B2
Abstract

The invention provides processes of purifying a peptide including a GCC agonist sequence selected from the group consisting of SEQ ID NOs: 1-251 described herein. The processes include a solvent exchange step before a freeze-drying (lyophilization) step.

Claims (14)

1. An oral formulation comprising a purified peptide comprising a Guanylate Cyclase-C(GCC) agonist of amino acid sequence of SEQ ID NO: 1, wherein the purified peptide has less than 0.25% alpha-Asp-9-plecanatide relative to the weight of the purified peptide.

2. The oral formulation of claim 1 , wherein the formulation further comprises at least one pharmaceutically acceptable excipient, wherein the at least one pharmaceutically acceptable excipient comprises magnesium stearate.

3. The oral formulation of claim 1 , comprising 0.01 mg to 10 mg of the purified peptide.

4. The oral formulation of claim 1 , comprising 0.1 mg to 5 mg of the purified peptide.

5. The oral formulation of claim 1 , comprising 3 mg of the purified peptide.

6. The oral formulation of claim 1 , comprising 0.15% to 0.25% by weight of alpha-Asp-9-plecanatide relative to the weight of the purified peptide.

7. An oral formulation comprising:

(i) a purified peptide comprising a Guanylate Cyclase-C(GCC) agonist of amino acid sequence of SEQ ID NO: 1, wherein the purified peptide has less than 0.25% alpha-Asp-9-plecanatide relative to the weight of the purified peptide; and

(ii) at least one pharmaceutically acceptable excipient, wherein the at least one pharmaceutically acceptable excipient comprises microcrystalline cellulose.

8. The oral formulation of claim 7 , comprising 0.01 mg to 10 mg of the purified peptide.

9. The oral formulation of claim 7 , comprising 0.1 mg to 5 mg of the purified peptide.

10. The oral formulation of claim 7 , comprising 3 mg of the purified peptide.

11. The oral formulation of claim 7 , wherein the at least one pharmaceutically acceptable excipient further comprises magnesium stearate.

12. The oral formulation of claim 7 , comprising 0.15 to 0.25% by weight of alpha-Asp-9-plecanatide relative to the weight of the purified peptide.

Assignments (9)
U.S. PATENT SECURITY AGREEMENT Recorded Nov 25, 2025
From: BAUSCH HEALTH IRELAND LIMITED
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 073715/0375 →
RELEASE OF SECURITY INTEREST Recorded Apr 8, 2025
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: SOLTA MEDICAL, INC.; PRECISION DERMATOLOGY, INC.; BAUSCH HEALTH IRELAND LIMITED (F/K/A/ VALEANT PHARMACEUTICALS IRELAND LIMITED); SALIX PHARMACEUTICALS, INC.; SALIX PHARMACEUTICALS, LTD; SANTARUS, INC.; MEDICIS PHARMACEUTICAL CORPORATION; HUMAX PHARMACEUTICAL S.A.; SOLTA MEDICAL IRELAND LIMITED; BAUSCH & LOMB MEXICO, S.A. DE C.V.; BAUSCH+LOMB OPS B.V.; BAUSCH HEALTH AMERICAS, INC.; BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH HOLDCO LIMITED; BAUSCH HEALTH MAGYARORSZAG KFT (A/K/A BAUSCH HEALTH HUNGARY LLC); BAUSCH HEALTH POLAND SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA (F/K/A VALEANT PHARMA POLAND SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA); BAUSCH HEALTH US, LLC; BAUSCH HEALTH, CANADA INC. / SANTE BAUSCH, CANADA INC.; ICN POLFA RZESZOW SPOLKA AKCYJNA (A/K/A ICN POLFA RZESZOW S.A.); ORAPHARMA, INC.; PRZEDSIEBIORSTWO FARMACEUTYCZNE JELFA SPOLKA AKCYJNA (A/K/A PRZEDSIEBIORSTWO FARMACEUTYCZNE JELFA S.A.); SOLTA MEDICAL DUTCH HOLDINGS B.V.; V-BAC HOLDING CORP.; VRX HOLDCO LLC; 1261229 B.C. LTD.; 1530065 B.C. LTD.
Reel/Frame 070778/0199 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 25, 2024
From: SHAILUBHAI, KUNWAR; COMISKEY, STEPHEN; FENG, RONG
To: SYNERGY PHARMACEUTICALS, INC.
Reel/Frame 068690/0715 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 25, 2024
From: BAI, JUNCAI; ZHANG, RUOPING; JIA, JUN; ZHOU, JUNFENG; ZHAO, QIAO; ZHANG, GUOQING
To: AMBIOPHARM, INC.
Reel/Frame 068690/0484 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 25, 2024
From: AMBIOPHARM, INC.
To: SYNERGY PHARMACEUTICALS, INC.
Reel/Frame 068690/0853 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 25, 2024
From: SYNERGY PHARMACEUTICALS, INC.
To: BAUSCH HEALTH IRELAND LIMITED
Reel/Frame 068690/0961 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Feb 28, 2024
From: BAUSCH HEALTH IRELAND LIMITED; SOLTA MEDICAL, INC.; SOLTA MEDICAL IRELAND LIMITED; MEDICIS PHARMACEUTICAL CORPORATION
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 066695/0565 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Feb 28, 2024
From: BAUSCH HEALTH IRELAND LIMITED; SOLTA MEDICAL, INC.; SOLTA MEDICAL IRELAND LIMITED; MEDICIS PHARMACEUTICAL CORPORATION
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 066695/0557 →
SECOND LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Feb 28, 2024
From: BAUSCH HEALTH IRELAND LIMITED; SOLTA MEDICAL, INC.; SOLTA MEDICAL IRELAND LIMITED; MEDICIS PHARMACEUTICAL CORPORATION
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 066695/0664 →
Continuity (8)
Continuation 18193144 · Mar 30, 2023
Continuation 17397796 · Aug 9, 2021
Continuation 17207215 · Mar 19, 2021
Continuation 16921450 · Jul 6, 2020
Continuation 16000251 · Jun 5, 2018
Continuation 14896019
Provisional Application 61831402 · Jun 5, 2013
Related Publication 20240287137A1 · Aug 29, 2024