← Back to Patent Explorer
EP0747385A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Prodrugs of paclitaxel derivatives

Assignee: Bristol Myers Squibb Co
•
Filing: 1996-06-05
•
Granted: —
•
Expires: 2016-06-05
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The present invention concerns novel paclitaxel derivatives, their use as antitumor agents, and pharmaceutical formulations.

Inventors

  • 👤 Paul M. Scola
  • 👤 John F. Kadow
  • 👤 Dolatrai M. Vyas

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-07 18:17
CPC Classifications
A; A61; A61K; A61K31/00; C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6558; C07F9/65586; A61P; A61P35/00; C07F9/655; C07F9/6551; C07F9/65512

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 361 words
A compound of formula I, or a pharmaceutically acceptable salt thereof wherein R 1 is hydroxy, -OC(O)R x or -OC(O)OR x ; R 2 is hydroxy, hydroxy, -OC(O)R x or -OC(O)OR x ; R 2' is hydrogen, hydroxy or fluoro; R 6' is hydrogen or hydroxy; R 6 is hydrogen, or R 2 and R 6 together can form oxirane ring or a bond; R 3 is hydrogen, hydroxy, C 1-6 alkyloxy, -OCONR 11 R 12 , -OC(O)R x or -OC(O)OR x ; R 8 is methyl or hydroxymethyl, or R 8 and R 2 together can form cyclopropane ring; R 9 is hydroxy or -OC(O)R x ; with the proviso that when R 8 and R 2 form cyclopropane ring, R 2' is hydrogen; when R 2 and R 6 form oxirane ring or double bond, R 2' and R 6' are hydrogen; when R 2 is hydroxy, -OC(O)R x or -OC(O)OR x , R 2' is hydrogen; when R 2' is fluoro, R 2 is hydrogen; one of R 7 or R 7' is hydrogen and the other is hydroxy, -OC(O)R x or -OC(O)OR x , or R 7 and R 7' together can form an oxo group; R 11 and R 12 are independently C 1-6 alkyl, hydrogen, aryl or substituted aryl; R 4 and R 5 are independently C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, or -Z-R 10 ; Z is a direct bond, C 1-6 alkyl or C 2-6 alkenyl; R 10 is aryl, substituted aryl, C 3-6 cycloalkyl or heteroaryl; p is 0 or 1; R d and R e are independently hydrogen, C 1-6 alkyl, aryl, substituted aryl or phosphono protecting group; R f is hydrogen or hydroxy; R x is C 3-6 cycloalkyl, C 2-6 alkenyl or C 1-6 alkyl, all can be optionally substituted with one to six same or different halogen atoms; or R x is a radical of the formula wherein D is a bond or C 1-6 alkyl; and R a , R b and R c are independently hydrogen, nitro, amino, C 1-6 alkylamino, di-C 1-6 alkylamino, halogen, C 1-6 alkyl, hydroxy or C 1-6 alkoxy.
Claim 2
Dependent Claim 179 words
A compound of claim 1 wherein R 1 is -OC(O)R x ; R 2 is hydroxy; R 2' is hydrogen; R 3 is hydroxy or -OC(O)R x ; R 8 is methyl; R 6 and R 6' are hydrogen; R 9 is -OC(O)R x ; R 7 and R 7' together form an oxo group; R 4 and R 5 are independently C 1-6 alkyl, C 2-6 alkenyl or -Z-R 10 ; Z is a direct bond or C 1-6 alkyl; R 10 is aryl, substituted aryl, C 3-6 cycloalkyl or heteroaryl; p is 0; R d and R e are hydrogen; R f is hydrogen; R x is C 3-6 cycloalkyl, C 2-6 alkenyl or C 1-6 alkyl, all can be optionally substituted with one to six same or different halogen atoms; or R x is a radical of the formula wherein D is a bond or C 1-6 alkyl; and R a , R b and R c are independently hydrogen, nitro, amino, C 1-6 alkylamino, di-C 1-6 alkylamino, halogen, C 1-6 alkyl or C 1-6 alkoxy.
Claim 3
Dependent Claim 10 words
A compound of claim 2 that is N-debenzoyl-N-[(phosphonooxymethyl)oxy]carbonyl-2- O -benzoylpaclitaxel.
Claim 4
Dependent Claim 8 words
The triethanolamine salt of compound of claim 3.
Claim 5
Dependent Claim 21 words
A pharmaceutical formulation which comprises at least one compound of any of claims 1 to 4 and a pharmaceutically acceptable carrier.
Claim 6
Dependent Claim 24 words
The use of at least one compound claimed in any of claims 1 to 4 for preparing a pharmaceutical composition for inhibiting tumor growth.
Claim 7
Dependent Claim 14 words
The use according to claim 6 wherein the composition is suitable for oral administration.

References Cited (Backward Citations)

EP0604910A1 Cited
EP0639577A1 Cited

USPTO Annuity & Maintenance Windows

Maintenance schedule is calculated for granted US utility patents.

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag