US 2012/0083006 A1Published application

Methods for the identification of kinase interacting molecules and for the purification of kinase proteins

AssigneeCellzone AG

InventorsNigel Ramsden, Jeremy Major, John Harrison, Daniel Leggate, Paola Grandi

Life of this patent

Estimating the term…

Abstract

The present invention relates to immobilization compounds (I), immobilization products and preparations thereof as well as methods and uses for the identification of kinase interacting compounds or for the purification or identification of kinase proteins.

Claims19

Dependent claims

An immobilization compound of formula (I)

or a salt thereof, wherein
one of R1, R2, R3 is X—(CH2)n—NH2 and the other two are independently selected from the group consisting of H;
halogen;
CN;
C(O)OR10;
OR10;
C(O)R10;
C(O)N(R10R10a);
S(O)2N(R10R10a);
S(O) N(R10R10a);
S(O)2R10;
S(O)R10;
N(R10)S(O)2N(R10aR10b);
SR10;
N(R10R10a);
NO2;
OC(O)R10;
N(R10)C(O)R10a;
N(R10)S(O)2R10a;
N(R10) S(O)R10a;
N(R10)C(O)N(R10aR10b);
N(R10)C(O)OR10a;
OC(O)N(R10R10a);
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R11, which are the same or different;
X is a single covalent chemical bond;
O;
S;
NH;
NHC(O);
or C(O)NH;
n is 0;
1;
2;
3;
4;
5;
or 6, when X is a single covalent chemical bond or NHC(O);
and n is 2;
3;
4;
5;
or 6, when X is O;
S;
or C(O)NH;
R10;
R10a;
R10b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R12, which are the same or different;
R11, R12 are independently selected from the group consisting of halogen;
CN;
C(O)OR13;
OR13;
C(O)R13;
C(O)N(R13R13a);
S(O)2N(R13R13a);
S(O)N(R13R13a);
S(O)2R13;
S(O)R13;
N(R13)S(O)2N(R13aR13b);
N(R13)S(O)N(R13aR13b);
SR13;
N(R13R13a);
NO2;
OC(O)R13;
N(R13)C(O)R13a;
N(R13)S(O)2R13a;
N(R13)S(O)R13a;
N(R13)C(O)N(R13aR13b);
N(R13)C(O)OR13a;
and OC(O)N(R13R13a);
R13, R13a, R13b) are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R4, R5, R6, R7, R4a are independently selected from the group consisting of H;
X1;
halogen;
CN;
C(O)OR14;
OR14;
C(O)R14;
C(O)N(R14R14a);
S(O)2N(R14R14a);
S(O)N(R14R14a);
S(O)2R14;
S(O)R14;
SR14;
N(R14R14a);
NO2;
OC(O)R14;
N(R14)C(O)R14a;
N(R14)S(O)2R14a;
N(R14)S(O)R14a;
N(R14)C(O)N(R14aR14b);
N(R14)C(O)OR14a;
OC(O)N(R14R14a);
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R15, which are the same or different,
provided that one of R4, R5, R6, R7, R4a is X1;
R14;
R14a, R14b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R16, which are the same or different;
R15, R16 are independently selected from the group consisting of halogen;
CN;
C(O)OR17;
OR17;
C(O)R17;
C(O)N(R17R17a);
S(O)2N(R17R17a);
S(O)N(R17R17a);
S(O)2R17;
S(O)R17;
N(R17)S(O)2N(R17aR17b);
N(R17)S(O)N(R17aR17b);
SR17;
N(R17R17a);
NO2;
OC(O)R17;
N(R17)C(O)R17a;
N(R17)S(O)2R17a;
N(R17)S(O)R17a;
N(R17)C(O)N(R17aR17b);
N(R17)C(O)OR17a;
OC(O)N(R17R17a);
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R17, R17a, R17b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
X1 is N(R18a)S(O)2R18;
or N(R18a)S(O)2N(R18bR18);
R9, R18a, R18b are independently selected from the group consisting of H;
C1-4 alkyl;
C3-5 cycloalkyl;
and C3-5 cycloalkylmethyl, wherein C1-4 alkyl;
C3-5 cycloalkyl and C3-5 cycloalkylmethyl are optionally substituted with one or more halogen, which are the same or different;
R18 is T;
C1-6 alkyl;
C2-6 alkenyl;
or C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R19, which are the same or different;
R19 is T;
halogen;
CN;
C(O)OR20;
OR20;
C(O)R20;
C(O)N(R20R20a);
S(O)2N(R20R20a);
S(O)N(R20R20a);
S(O)2R20;
S(O)R20;
N(R20)S(O)2N(R20aR20b);
N(R20)S(O)N(R20aR20b);
SR20;
N(R20R20a);
NO2;
OC(O)R20;
N(R20)C(O)R20a;
N(R20)S(O)2R20a;
N(R20)S(O)R20a;
N(R20)C(O)N(R20aR20b);
N(R20)C(O)OR20a;
OC(O)N(R20R20a);
C1-6 alkyl;
C2-6 alkenyl;
or C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R20;
R20a, R20b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
T is phenyl;
C3-7 cycloalkyl;
or 4 to 7 membered heterocyclyl, wherein T is optionally substituted with one or more R21, which are the same or different;
R21 is halogen;
CN;
C(O)OR22;
OR22;
oxo (═O), where the ring is at least partially saturated;
C(O)R22;
C(O)N(R22R22a);
S(O)2N(R22R22a);
S(O) N(R22R22a);
S(O)2R22;
S(O)R22;
N(R22)S(O)2N(R22aR22b);
N(R22)S(O)N(R22aR22b);
SR22;
N(R22R22a);
NO2;
OC(O)R22;
N(R22)C(O)R22a;
N(R22)S(O)2R22a;
N(R22)S(O)R22a;
N(R22)C(O)N(R22aR22b);
N(R22)C(O)OR22a;
OC(O)N(R22R22a);
C1-6 alkyl;
C2-6 alkenyl;
or C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R22, R22a, R22b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R8 is H;
F;
Cl;
Br;
CN;
C1-4 alkyl;
CH2F;
CHF2;
CF3;
OH;
OCH3;
NO2;
NH2;
NHCH3;
N(CH3)2;
or NO2.

250 more elements

Dependencies are inferred from the claim text.

Facts

Application: 13/260,671Filed 31 Mar 2010
Priority: EP 09004956.03 Apr 2009
Published: 5 Apr 2012
Term ends: Not estimatedThe source records don’t support an estimate.

Classification9 codes

C07D 239/48
Two or more oxygen, sulphur or nitrogen atoms: two nitrogen atoms
C12N 11/06
Enzymes or microbial cells immobilised on or in an organic carrier: attached to the carrier via a bridging agent
C12Q 1/485
Involving transferase: involving kinase
G01N 33/531
Immunoassay; Biospecific binding assay; Materials therefor: production of immunochemical test materials

Family

US 2012/0270237 A9Published application
US 2012/0083006 A1This patent

From the US filing history. Foreign family members aren’t listed.

Timeline

Citations

Open elsewhere

patentgrep

Loading patent…

Abstract

An immobilization compound of formula (I)

or a salt thereof, wherein
one of R1, R2, R3 is X—(CH2)n—NH2 and the other two are independently selected from the group consisting of H;
halogen;
CN;
C(O)OR10;
OR10;
C(O)R10;
C(O)N(R10R10a);
S(O)2N(R10R10a);
S(O) N(R10R10a);
S(O)2R10;
S(O)R10;
N(R10)S(O)2N(R10aR10b);
SR10;
N(R10R10a);
NO2;
OC(O)R10;
N(R10)C(O)R10a;
N(R10)S(O)2R10a;
N(R10) S(O)R10a;
N(R10)C(O)N(R10aR10b);
N(R10)C(O)OR10a;
OC(O)N(R10R10a);
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R11, which are the same or different;
X is a single covalent chemical bond;
O;
S;
NH;
NHC(O);
or C(O)NH;
n is 0;
1;
2;
3;
4;
5;
or 6, when X is a single covalent chemical bond or NHC(O);
and n is 2;
3;
4;
5;
or 6, when X is O;
S;
or C(O)NH;
R10;
R10a;
R10b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R12, which are the same or different;
R11, R12 are independently selected from the group consisting of halogen;
CN;
C(O)OR13;
OR13;
C(O)R13;
C(O)N(R13R13a);
S(O)2N(R13R13a);
S(O)N(R13R13a);
S(O)2R13;
S(O)R13;
N(R13)S(O)2N(R13aR13b);
N(R13)S(O)N(R13aR13b);
SR13;
N(R13R13a);
NO2;
OC(O)R13;
N(R13)C(O)R13a;
N(R13)S(O)2R13a;
N(R13)S(O)R13a;
N(R13)C(O)N(R13aR13b);
N(R13)C(O)OR13a;
and OC(O)N(R13R13a);
R13, R13a, R13b) are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R4, R5, R6, R7, R4a are independently selected from the group consisting of H;
X1;
halogen;
CN;
C(O)OR14;
OR14;
C(O)R14;
C(O)N(R14R14a);
S(O)2N(R14R14a);
S(O)N(R14R14a);
S(O)2R14;
S(O)R14;
SR14;
N(R14R14a);
NO2;
OC(O)R14;
N(R14)C(O)R14a;
N(R14)S(O)2R14a;
N(R14)S(O)R14a;
N(R14)C(O)N(R14aR14b);
N(R14)C(O)OR14a;
OC(O)N(R14R14a);
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R15, which are the same or different,
provided that one of R4, R5, R6, R7, R4a is X1;
R14;
R14a, R14b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R16, which are the same or different;
R15, R16 are independently selected from the group consisting of halogen;
CN;
C(O)OR17;
OR17;
C(O)R17;
C(O)N(R17R17a);
S(O)2N(R17R17a);
S(O)N(R17R17a);
S(O)2R17;
S(O)R17;
N(R17)S(O)2N(R17aR17b);
N(R17)S(O)N(R17aR17b);
SR17;
N(R17R17a);
NO2;
OC(O)R17;
N(R17)C(O)R17a;
N(R17)S(O)2R17a;
N(R17)S(O)R17a;
N(R17)C(O)N(R17aR17b);
N(R17)C(O)OR17a;
OC(O)N(R17R17a);
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R17, R17a, R17b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
X1 is N(R18a)S(O)2R18;
or N(R18a)S(O)2N(R18bR18);
R9, R18a, R18b are independently selected from the group consisting of H;
C1-4 alkyl;
C3-5 cycloalkyl;
and C3-5 cycloalkylmethyl, wherein C1-4 alkyl;
C3-5 cycloalkyl and C3-5 cycloalkylmethyl are optionally substituted with one or more halogen, which are the same or different;
R18 is T;
C1-6 alkyl;
C2-6 alkenyl;
or C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more R19, which are the same or different;
R19 is T;
halogen;
CN;
C(O)OR20;
OR20;
C(O)R20;
C(O)N(R20R20a);
S(O)2N(R20R20a);
S(O)N(R20R20a);
S(O)2R20;
S(O)R20;
N(R20)S(O)2N(R20aR20b);
N(R20)S(O)N(R20aR20b);
SR20;
N(R20R20a);
NO2;
OC(O)R20;
N(R20)C(O)R20a;
N(R20)S(O)2R20a;
N(R20)S(O)R20a;
N(R20)C(O)N(R20aR20b);
N(R20)C(O)OR20a;
OC(O)N(R20R20a);
C1-6 alkyl;
C2-6 alkenyl;
or C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R20;
R20a, R20b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
T is phenyl;
C3-7 cycloalkyl;
or 4 to 7 membered heterocyclyl, wherein T is optionally substituted with one or more R21, which are the same or different;
R21 is halogen;
CN;
C(O)OR22;
OR22;
oxo (═O), where the ring is at least partially saturated;
C(O)R22;
C(O)N(R22R22a);
S(O)2N(R22R22a);
S(O) N(R22R22a);
S(O)2R22;
S(O)R22;
N(R22)S(O)2N(R22aR22b);
N(R22)S(O)N(R22aR22b);
SR22;
N(R22R22a);
NO2;
OC(O)R22;
N(R22)C(O)R22a;
N(R22)S(O)2R22a;
N(R22)S(O)R22a;
N(R22)C(O)N(R22aR22b);
N(R22)C(O)OR22a;
OC(O)N(R22R22a);
C1-6 alkyl;
C2-6 alkenyl;
or C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R22, R22a, R22b are independently selected from the group consisting of H;
C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl, wherein C1-6 alkyl;
C2-6 alkenyl;
and C2-6 alkynyl are optionally substituted with one or more halogen, which are the same or different;
R8 is H;
F;
Cl;
Br;
CN;
C1-4 alkyl;
CH2F;
CHF2;
CF3;
OH;
OCH3;
NO2;
NH2;
NHCH3;
N(CH3)2;
or NO2.

250 more elements

Facts

Application

13/260,671Filed 31 Mar 2010

Priority

EP 09004956.03 Apr 2009

Published

5 Apr 2012

Term ends

Not estimatedThe source records don’t support an estimate.

Classification9 codes

C07D 239/48
Two or more oxygen, sulphur or nitrogen atoms: two nitrogen atoms
C12N 11/06
Enzymes or microbial cells immobilised on or in an organic carrier: attached to the carrier via a bridging agent
C12Q 1/485
Involving transferase: involving kinase
G01N 33/531
Immunoassay; Biospecific binding assay; Materials therefor: production of immunochemical test materials