IP Library Granted Patent US 7,939,627
Granted Patent B2
US 7,939,627 · App. 12/095,418 · Granted May 10, 2011

Peptides comprising an epitope of the wilms tumor gene product

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Quick Facts
Patent No.
US 7,939,627
App. No.
12/095,418
Granted
May 10, 2011
Kind
B2
Abstract

A compound of formula (1): wherein X is a tyrosine residue or a methionine residue; Y and Z each are a single bond; R 1 is a hydrogen atom; R 2 is a hydroxy group; R 3 is a hydrogen atom, alkyl group, amino group substituted alkylcarbonylamino; R 4 is a hydrogen atom, alkyl group, carboxy group a group of formula (2): wherein W is an amino acid residue; m is 1 or 2; and n is an integer of 0 to 2, with the proviso that when n is 0, R 3 is a hydrogen atom or an alkyl group, or a pharmaceutically acceptable salt thereof, and its use in cancer immunotherapy.

Claims (36)

1. A compound of formula (1):

wherein X is a tyrosine residue or a methionine residue; each of Y and Z is independently selected from the group consisting of a single bond and a divalent peptide group consisting of 1-10 amino acid residues,

R 1 is hydrogen or alkyl,

R 2 is hydroxyl, amino, alkylamino or dialkylamino,

R 3 is hydrogen, alkyl, amino, alkylamino, dialkylamino or substituted or unsubstituted alkylcarbonylamino,

R 4 is hydrogen, alkyl, carboxy, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl or a group of formula (2):

wherein W is an amino acid residue,

m is 1 or 2, and

n is an integer of 0-2, with the proviso that when n is 0, R 3 is hydrogen or alkyl,

or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , or a pharmaceutically acceptable salt thereof,

wherein said substituted alkylcarbonylamino represented by R 3 is alkylcarbonylamino substituted by one or two substituent group selected from the group consisting of carboxy, amino, alkylamino and dialkylamino.

3. The compound of claim 1 , or a pharmaceutically acceptable salt thereof,

wherein R 3 is hydrogen or a group of formula (3):

wherein r is an integer of 1-3, and

R 4 is carboxy or a group of formula (2′):

wherein W′ is a glycine residue or β-alanine residue.

4. The compound of claim 3 , or a pharmaceutically acceptable salt thereof,

wherein R 3 is a group of formula (3′):

R 4 is carboxymethylcarbamoyl.

5. The compound of claim 3 , or a pharmaceutically acceptable salt thereof,

wherein R 3 is hydrogen and R 4 is carboxy.

6. A compound of formula (1′):

wherein X′ is a tyrosine residue or a methionine residue,

R 1′ is hydrogen or alkyl,

R 2′ is hydroxyl, amino, alkylamino or dialkylamino,

R 3′ is amino, alkylamino, dialkylamino or substituted or unsubstituted alkylcarbonylamino, and

R 4′ is carboxy, carbamoyl, alkylcarbamoyl or dialkylcarbamoyl,

or a pharmaceutically acceptable salt thereof.

7. An antigen-presenting cell on which a complex between the compound of claim 1 or a pharmaceutically acceptable salt thereof and HLA-A24 antigen is present.

8. The antigen presenting cell of claim 7 , which is a dendritc cell.

9. A pharmaceutical composition comprising the compound of claim 1 or a pharmaceutically acceptable salt thereof in combination with a pharmaceutically acceptable carrier.

10. The compound of claim 1 which is of formula (4):

or a pharmaceutically acceptable salt thereof.

11. The compound of claim 1 which is of formula (5):

or a pharmaceutically acceptable salt thereof.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2025
From: SUMITOMO PHARMA CO., LTD.
To: INTERNATIONAL INSTITUTE OF CANCER IMMUNOLOGY, INC.
Reel/Frame 072160/0981 →
CHANGE OF NAME Recorded Jun 10, 2022
From: SUMITOMO DAINIPPON PHARMA CO., LTD.
To: SUMITOMO PHARMA CO., LTD.
Reel/Frame 060161/0046 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2016
From: CHUGAI SEIYAKU KABUSHIKI KAISHA
To: SUMITOMO DAINIPPON PHARMA CO., LTD.
Reel/Frame 038364/0495 →
CHANGE OF NAME Recorded Oct 10, 2014
From: DAINIPPON SUMITOMO PHARMA CO., LTD.
To: SUMITOMO DAINIPPON PHARMA CO., LTD.
Reel/Frame 033969/0194 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 30, 2008
From: NISHIHARA, TOSHIO; GOTOH, MASASHI
To: INTERNATIONAL INSTITUTE OF CANCER IMMUNOLOGY, INC.; CHUGAI SEIYAKU KABUSHIKI KAISHA; DAINIPPON SUMITOMO PHARMA CO., LTD.
Reel/Frame 021020/0343 →