CA2354471A1

CA2354471A1 - C10 ester substituted taxanes

C10 ester substituted taxanes Download PDF

Info

Publication number: CA2354471A1
Authority: CA; Canada
Prior art keywords: pyridyl; furyl; thienyl; taxane; substituted
Prior art date: 2001-07-31
Legal status : Abandoned

Application number

CA002354471A

Other languages

English (en)

French (fr)

Inventor

Robert A. Holton

Current Assignee

Florida State University Research Foundation Inc

Original Assignee

Florida State University Research Foundation Inc

Priority date

2001-07-31

Filing date

2001-07-31

Publication date

2003-01-31

2001-07-31 Application filed by Florida State University Research Foundation Inc filed Critical Florida State University Research Foundation Inc

2001-07-31 Priority to CA002354471A priority Critical patent/CA2354471A1/en

2001-08-01 Priority to JP2001233149A priority patent/JP2003055360A/ja

2001-08-06 Priority to EP01118728A priority patent/EP1285920A1/en

2003-01-31 Publication of CA2354471A1 publication Critical patent/CA2354471A1/en

Status Abandoned legal-status Critical Current

Links

229940123237 Taxane Drugs 0.000 title claims abstract description 162
125000004185 ester group Chemical group 0.000 title abstract 2
125000001424 substituent group Chemical group 0.000 claims abstract description 24
-1 C2 - C8 alkyl Chemical group 0.000 claims description 182
DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 claims description 147
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 131
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 79
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 65
125000002541 furyl group Chemical group 0.000 claims description 60
125000001544 thienyl group Chemical group 0.000 claims description 57
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 55
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 53
239000000203 mixture Substances 0.000 claims description 53
125000000217 alkyl group Chemical group 0.000 claims description 46
125000001183 hydrocarbyl group Chemical group 0.000 claims description 45
125000000304 alkynyl group Chemical group 0.000 claims description 40
239000008194 pharmaceutical composition Substances 0.000 claims description 29
229930194542 Keto Natural products 0.000 claims description 27
125000000468 ketone group Chemical group 0.000 claims description 27
125000003342 alkenyl group Chemical group 0.000 claims description 23
125000001145 hydrido group Chemical group *[H] 0.000 claims description 23
238000000034 method Methods 0.000 claims description 21
125000004423 acyloxy group Chemical group 0.000 claims description 20
125000004432 carbon atom Chemical group C* 0.000 claims description 20
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 19
125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims description 18
125000000753 cycloalkyl group Chemical group 0.000 claims description 15
229910052799 carbon Inorganic materials 0.000 claims description 11
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
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125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 89
125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 65
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 64
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 59
125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 59
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 59
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 59
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 59
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