IP Library Granted Patent US 11,111,273
Granted Patent B2
US 11,111,273 · App. 16/348,103 · Granted Sep 7, 2021

Cyclic peptides multimers targeting alpha-4-beta-7 integrin

Inventors: Mohammed Monzur Morshed (White Hall, AR); Sai Kumar Chakka (Dorval, CA); Jennifer L. Hickey (Toronto, CA); Manuel Perez Vazquez (Milton, CA); Andrew Roughton (Port Hope, CA); Adam Paul Kafal (Toronto, CA); Narendrakumar B. Patel (Brampton, CA)
Assignee: Zealand Pharma A/S
C07K7/52A61P29/00A61P37/06C07K5/126A61K38/00
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Quick Facts
Patent No.
US 11,111,273
App. No.
16/348,103
Granted
Sep 7, 2021
Kind
B2
Abstract

There is described herein, multimers comprising a plurality of compounds covalently linked together, the compounds independently being of formula (I).

Claims (21)

1. A homodimer of two moieties covalently linked together by an amide bond to a diphenic acid residue, the moieties both being of formula (I):

wherein

R 1 is H;

R 2 is H;

R 3 is CH 3 ;

R 4 is H;

R 5 is an amide of the formula —C(O)NR**R***, wherein R** is H and R*** is tert-butyl;

R 6 along with R 7 together form the pyrrolidine ring of Pro;

R 8 is H;

n is 1;

wherein Z is an amino terminus of an amino acid; —C═O— adjacent L is the carboxy terminus of an amino acid; and L along with Z and —C═O— is a peptide having the following formula:

X y —X z —X 1 —X 2 —X 3

wherein

X y is 3-aminomethyl-4-[4-(1-piperazinyl)-phenyl]-benzoic acid, in which the piperazinyl amine nitrogen at the 4-position of the piperazinyl ring is covalently bound via the amide bond to the diphenic acid residue to form the homodimer;

X z is absent;

X 1 is Leucine;

X 2 is Asp; and

X 3 is Thr;

or a pharmaceutically acceptable salt thereof.

2. A pharmaceutical composition comprising the homodimer of claim 1 along with a pharmaceutically acceptable carrier.

3. The pharmaceutical composition of claim 2 , formulated for oral delivery, topical delivery or parenteral delivery.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded May 17, 2023
From: ZOOLANDER SA LLC
To: ZEALAND PHARMA A/S
Reel/Frame 063672/0342 →
RELEASE OF SECURITY INTEREST Recorded May 11, 2023
From: ZOOLANDER SA LLC
To: ZEALAND PHARMA A/S
Reel/Frame 063624/0547 →
PATENT SECURITY AGREEMENT Recorded Dec 27, 2021
From: ZEALAND PHARMA A/S
To: ZOOLANDER SA LLC
Reel/Frame 058593/0261 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 17, 2020
From: ENCYCLE THERAPEUTICS INC.
To: ZEALAND PHARMA A/S
Reel/Frame 054679/0572 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 7, 2019
From: VAZQUEZ, MANUEL PEREZ; MORSHED, M. MONZUR; KAFAL, ADAM PAUL; HICKEY, JENNIFER L.; PATEL, NARENDRAKUMAR B.; CHAKKA, SAI KUMAR; ROUGHTON, ANDREW L.
To: ENCYCLE THERAPEUTICS INC.
Reel/Frame 049105/0209 →