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US 2019/0240244 A1Published application
Compounds for cancer chemotherapeutic sensitization
AssigneesRegents of the University of Minnesota, The USA, as represented by the Secretary, Dept. of Health and Human Services
InventorsZhengqiang Wang, Jayakanth Kankanala, Yves Pommier
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Abstract
The invention provides a compound of formula (I), (II) or (III): wherein R1, R2, R3, R4 and R5 have any of the values described in the specification, as well as compositions comprising a compound of formula (I), (II) or (III). The compounds and compositions are useful as chemotherapeutic sensitizing agents.
Claims20
A compound of formula (I), (II) or (III):
- wherein:
- R1 is phenyl, benzyl or (C1-C3)alkyl optionally substituted with halo, wherein the phenyl or benzyl is optionally substituted with one or more groups Rx that are independently selected from the group consisting of halo, carboxy, (C1-C6)alkoxycarbonyl, halo(C1-C6)alkoxycarbonyl, —C(═O)NRbRc, —NHP(═O)(ORd)(ORe), —NHC(═O)ORf, —B(ORg)(ORh), —S(O)2F, —P(═O)(F)(ORk),
- and (C1-C3)alkyl substituted with halo, (C1-C6)alkoxycarbonyl, halo(C1-C6)alkoxycarbonyl, —C(═O)NRbRc, —NHP(═O)(ORd)(ORe), —NHC(═O)ORf, —B(ORg)(ORh), —S(O)2F, or —P(═O)(F)(ORk);
- Rb and Rc are each independently H or (C1-C6)alkyl;
- Rd and Re are each independently H, (C1-C6)alkyl, or phenyl;
- Rf is H, (C1-C6)alkyl, or phenyl;
- Rg and Rh are each independently H or (C1-C6)alkyl, or Rg and Rh taken together with the boron to which they are attached form a 5- or 6-membered ring that is optionally substituted with one or more groups independently selected from (C1-C6)alkyl;
- Rk is (C1-C6)alkyl;
- and
- Rmn is H, (C1-C6)alkyl, or phenyl;
- R2 and R3 are each independently selected from H, halo or (C1-C6)alkyl that is optionally substituted with halo;
- R4 is phenyl, wherein the phenyl is optionally substituted with one or more groups Rxx that are independently selected from the group consisting of halo, carboxy, —OH, —ORl, (C1-C6)alkoxycarbonyl, halo(C1-C6)alkoxycarbonyl, —C(═O)NRmRn, —NHP(═O)(ORp)(ORq), —NHC(═O)NRmRn, —NHS(O)2Rss, —B(ORt)(ORtt), —S(O)2F, —P(═O)(F)(ORv),
- and (C1-C3)alkyl optionally substituted with halo, (C1-C6)alkoxycarbonyl, halo(C1-C6)alkoxycarbonyl, —C(═O)NRmRn, —N—P(═O)(ORp)(ORq), —NHC(═O)ORs, —B(ORt)(ORtt) —S(O)2F, or —P(═O)(F)(ORv);
- Rm and Rn are each independently H or (C1-C6)alkyl;
- Rp and Rq are each independently H, (C1-C6)alkyl, or phenyl;
- Rs is H, (C1-C6)alkyl, or phenyl;
- Rss is (C1-C6)alkyl, or phenyl;
- Rt and Rtt are each independently H or (C1-C6)alkyl, or Rt and Rtt taken together with the boron and oxygens to which they are attached form a 5- or 6-membered ring that is optionally substituted with one or more groups independently selected from (C1-C6)alkyl;
- Rv is (C1-C6)alkyl;
- and
- R5 is (C1-C6)alkyl or phenyl, wherein the alkyl or phenyl is optionally substituted with one or more groups that are independently selected from the group consisting of halo, (C1-C6)alkoxycarbonyl, —NHP(═O)(ORw)(ORy), —C(═O)NRzRaa, —NHC(═O)ORbb, carboxy, or (C1-C3)alkyl substituted with —NHP(═O)(ORw)(ORy);
- Rz and Raa are each independently H or (C1-C6)alkyl;
- Rw and Ry are each independently H, (C1-C6)alkyl, or phenyl;
- and
- Rbb is H, (C1-C6)alkyl, or phenyl;
- or a salt thereof.
23 more elements
Dependencies are inferred from the claim text.