Compounds and use thereof in the expansion of hematopoietic stem cells and/or hematopoietic progenitor cells

A compound of general formula

• or a salt thereof, wherein:
• Z is
• 1) -P(O) (OR1) (OR1),
• 2) —C(O)OR1,
• 3) —C(O)NHR1,
• 4) —C(O)N(R1)R1,
• 5) —C(O)R1,
• 6) —CN,
• 7) —SR1,
• 8) —S(O)2NH2,
• 9) —S(O)2NHR1,
• 10) —S(O)2N(R1)R1,
• 11) —S(O)R1,
• 12) —S(O)2R1,
• 13) -L,
• 14) -benzyl optionally substituted with 1, 2 or 3 RA or R1 substituents,
• 15) -L-heteroaryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and the heteroaryl groups,
• 16) -L-heterocyclyl optionally substituted with one or more RA or R1 substituents attached on either one or both the L and the heterocyclyl groups,
• 17) -L-aryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and the heteroaryl groups,
• 18) -heteroaryl optionally substituted with one or more RA or R1 substituents, or
• 19) -aryl optionally substituted with one or more RA or R1 substituents,
• and wherein each substituent is optionally attached to the L group if it is not already present,
• and wherein, when (R1) and R1 are attached to a nitrogen atom, optionally they join together with the nitrogen atom to form a 3 to 7-membered ring which optionally includes one or more other heteroatom selected from N, O and S, optionally the 3 to 7-membered ring is substituted with one or more R1 or RA;
• W is
• 1) —OR1,
• 2) -L-OH,
• 3) -L-OR1,
• 4) —SR1,
• 5) —CN,
• 6) —P(O)(OR1)(OR1),
• 7) —NHR1,
• 8) —N(R1)R1,
• 9) -L-NH2,
• 10) -L-NHR1,
• 11) -L-N(R1)R1,
• 12) -L-SR1,
• 13) -L-S(O)R1,
• 14) -L-S(O)2R1,
• 15) -L-P(O)(OR1)(OR1),
• 16) —C(O)OR1,
• 17) —C(O)NH2,
• 18) —C(O)NHR1,
• 19) —C(O)N(R1)R1,
• 20) —NHC(O)R1,
• 21) —NR1C(O)R1,
• 22) —NHC(O)OR1,
• 23) —NR1C(O)OR1,
• 24) —OC(O)NH2,
• 25) —OC(O)NHR1,
• 26) —OC(O)N(R1)R1,
• 27) —OC(O)R1,
• 28) —C(O)R1,
• 29) —NHC(O)NH2,
• 30) —NHC(O)NHR1,
• 31) —NHC(O)N(R1)R1,
• 32) —NR1C(O)NH2,
• 33) —NR1C(O)NHR1,
• 34) —NR1C(O)N(R1)R1,
• 35) —NHS(O)2R1,
• 36) —NR1S(O)2R1,
• 37) —S(O)2NH2,
• 38) —S(O)2NHR1,
• 39) —S(O)2N(R1)R1,
• 40) —S(O)R1,
• 41) —S(O)2R1,
• 42) —OS(O)2R1,
• 43) —S(O)2OR1,
• 44) -benzyl optionally substituted with 1, 2 or 3 RA or R1 substituents,
• 45) -L-heteroaryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and the heteroaryl groups,
• 46) -L-heterocyclyl optionally substituted with one or more RA or R1 substituents attached on either or both the L and the heterocyclyl groups,
• 47) -L-aryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and aryl groups,
• 48) -L-NR1(R1),
• 49) -L-)2NR1,
• 50) -L-(N(R1)-L)n-N(R1)R1,
• 51) -L-(N(R1)-L)n-(N(R1)R1)n,
• 52) -L-(N(R1)-L)n-heteroaryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and heteroaryl groups,
• 53) -L-(N(R1)-L)n-heterocyclyl optionally substituted with one or more RA or R1 substituents attached on either or both the L and heterocyclyl groups,
• 54) -L-(N(R1)-L)n-aryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and aryl groups,
• 55) —O-L-N(R1)R1,
• 56) —O-L-heteroaryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and heteroaryl groups,
• 57) —O-L-heterocyclyl optionally substituted with one or more RA or R1 substituents attached on either or both the L and heterocyclyl groups,
• 58) —O-L-aryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and aryl groups,
• 59) —O-L)2-NR1,
• 60) —O-L-(N(R1)-L)n-N(R1)R1,
• 61) —O-L-(N(R1)-L)n-(N(R1)R1)n,
• 62) —O-L-(N(R1)-L)n-heteroaryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and heteroaryl groups,
• 63) —O-L-(N(R1)-L)n-heterocyclyl optionally substituted with one or more RA or R1 substituents attached on either or both the L and heterocyclyl groups,
• 64) —O-L-(N(R1)-L)n-aryl optionally substituted with one or more RA or R1 substituents,
• 65) —S-L-heteroaryl optionally substituted with one or more RA or R1 substituents,
• 66) —S-L-heterocyclyl optionally substituted with one or more RA or R1 substituents,
• 67) —S-L-aryl optionally substituted with one or more RA or R1 substituents attached on either or both the L and aryl groups,
• 68) —S-L)2NR1,
• 69) —S-L-(N(R1)-L)n-N(R1)R1,
• 70) —S-L-(N(R1)-L)n-(N(R1)R1)n,
• 71) —S-L-(N(R1)-L)n-heteroaryl optionally substituted with one or more RA substituents,
• 72) —S-L-(N(R1)-L)n-heterocyclyl optionally substituted with one or more RA substituents,
• 73) —S-L-(N(R1)-L)n-aryl optionally substituted with one or more RA substituents,
• 74) —NR1(R1),
• 75) —(N(R1)-L)n-N(R1)R1,
• 76) —(N(R1)-L)n-(N(R1)R1)n,
• 77) —N(R1)L)2-NR1,
• 78) —(N(R1)-L)n-N(R1)RA,
• 79) —(N(R1)-L)n-heteroaryl optionally substituted with one or more RA or R1 substituents,
• 80) —(N(R1)-L)n-heterocyclyl optionally substituted with one or more RA or R1 substituents,
• 81) —(N(R1)-L)n-aryl optionally substituted with one or more RA or R1 substituents,
• 82) -heteroaryl optionally substituted with one or more RA substituents, or
• 83) -aryl optionally substituted with one or more RA substituents,
• 84) —X(CR1CR1)m—C(O)—(CR1CR1)n—X(R1R1)-[L-N(R1R1)]p,
• 85) —X(CR1CR1)m—CR1(OR1)—(CR1CR1)n—X(R1R1)-[L-N(R1R1)]p,
• 86) —X(R1)-L-N(R1)-(LX)n—RA,
• 87) —X(R1)-L-N(R1)-(LX)n—H,
• and wherein each substituent is optionally attached to the L group if it is not already present,
• and wherein when two R1 substituents are present on the same nitrogen atom, then each R1 substituent is independently selected from the list of R1 values described thereafter,
• and wherein n and m are each independently an integer equal to either 0, 1, 2, 3, 4, 5 or 6,
• and wherein X is CR1R1, O, NR1 or S,
• and wherein, when (R1) and R1 are attached to a nitrogen atom, optionally they join together with the nitrogen atom to form a 3 to 7-membered ring which optionally includes one or more other heteroatom selected from N, O and S, optionally the ring is substituted with one or more R1 or RA;
• L is
• 1) —C1-6 alkyl,
• 2) —C2-6 alkenyl,
• 3) —C2-6 alkynyl,
• 4) —C3-7 cycloalkyl,
• 5) —C3-7 cycloalkenyl,
• 6) heterocyclyl,
• 7) —C1-6 alkyl-C3-7 cycloalkyl,
• 8) —C1-6 alkyl-heterocyclyl,
• 9) aryl, or
• 10) heteroaryl,
• and wherein the alkyl, the alkenyl, the alkynyl, the cycloalkyl, the cycloalkenyl, the heterocyclyl, the aryl and the heteroaryl groups are each independently optionally substituted with one or two RA or R1 substituent;
• R1 is
• 1) —H,
• 2) —C1-6 alkyl,
• 3) —C2-6 alkenyl,
• 4) —C2-6 alkynyl,
• 5) —C3-7 cycloalkyl,
• 6) —C3-7 cycloalkenyl,
• 7) —C1-5 fluorinated including one or more fluorine atoms,
• 8) -heterocyclyl,
• 9) -aryl,
• 10) -heteroaryl,
• 11) -benzyl, or
• 12) 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl,
• and wherein the alkyl, the alkenyl, the alkynyl, the cycloalkenyl, the perfluorinated alkyl, the heterocyclyl, the aryl, the heteroaryl and the benzyl groups are each independently optionally substituted with 1, 2 or 3 RA or R1 substituents and wherein, when (R1) and R1 are attached to a nitrogen atom, optionally they join together with the nitrogen atom to form a 3 to 7-membered ring which optionally includes one or more other heteroatom selected from N, O and S, optionally the ring is substituted with one or more R1 or RA;
• R2 is
• 1) —H,
• 2) —C1-6 alkyl,
• 3) —SR1,
• 4) —C(O)R1,
• 5) —S(O)R1,
• 6) —S(O)2R1,
• 7) -benzyl optionally substituted with 1, 2 or 3 RA or R1 substituents,
• 8) -L-heteroaryl optionally substituted with one or more RA or R1 substituents attached on either one or both the L and the heteroaryl groups,
• 9) -L-heterocyclyl optionally substituted with one or more RA or R1 substituents attached on either one or both the L and the heterocyclyl groups,
• 10) -L-aryl optionally substituted with one or more RA or R1 substituents attached on either one or both the L and the aryl groups,
• 11) -heteroaryl optionally substituted with one or more RA or R1 substituents, or
• 12) -aryl optionally substituted with one or more RA or R1 substituents,
• and wherein each substituent is optionally attached to the L group if it is not already present;
• RA is
• 1) -halogen,
• 2) —CF3,
• 3) —OH,
• 4) —OR1,
• 5) -L-OH,
• 6) -L-OR1,
• 7) —OCF3,
• 8) —SH,
• 9) —SR1,
• 10) —CN,
• 11) —NO2,
• 12) —NH2,
• 13) —NHR1,
• 14) —NR1R1,
• 15) -L-NH2,
• 16) -L-NHR1,
• 17) -L-NR1R1,
• 18) -L-SR1,
• 19) -L-S(O)R1,
• 20) -L-S(O)2R1,
• 21) —C(O)OH,
• 22) —C(O)OR1,
• 23) —C(O)NH2,
• 24) —C(O)NHR1,
• 25) —C(O)N(R1)R1,
• 26) —NHC(O)R1,
• 27) —NR1C(O)R1,
• 28) —NHC(O)OR1,
• 29) —NR1C(O)OR1,
• 30) —OC(O)NH2,
• 31) —OC(O)NHR1,
• 32) —OC(O)N(R1)R1,
• 33) —OC(O)R1,
• 34) —C(O)R1,
• 35) —NHC(O)NH2,
• 36) —NHC(O)NHR1,
• 37) —NHC(O)N(R1)R1,
• 38) —NR1C(O)NH2,
• 39) —NR1C(O)NHR1,
• 40) —NR1C(O)N(R1)R1,
• 41) —NHS(O)2R1,
• 42) —NR1S(O)2R1,
• 43) —S(O)2NH2,
• 44) —S(O)2NHR1,
• 45) —S(O)2N(R1)R1,
• 46) —S(O)R1,
• 47) —S(O)2R1,
• 48) —OS(O)2R1,
• 49) —S(O)2OR1,
• 50) -benzyl,
• 51) —N3, or
• 52) —C(—N═N—)(CF3),
• and wherein the benzyl group is optionally substituted with 1, 2 or 3 RA or R1 substituents, optionally, at least one hydrogen atom in the compound is replaced by a deuterium, optionally, the compound is attached to a solid support which is a resin, a polymer or a cellulose including polystyrene cross-linked, polyamide resin, agarose beads.