Patent EP0590267A2 successfully refreshed from Google Patents.
EP0590267A2
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Deoxy taxols
Assignee: Bristol Myers Squibb Co
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Filing: 1993-07-30
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Granted: —
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Expires: 2013-07-30
Abstract
Abstract in which R¹ is -COR z in which R z is RO- or R; Rg is C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₃₋₆ cycloalkyl, or a radical of the formula -W-R x in which W is a bond, C₂₋₆ alkenediyl, or -(CH₂) t -, in which t is one to six; and R x is naphthyl, phenyl, or heteroaryl, and furthermore R x can be optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups; R² is -OCOR, H, OH, -OR, -OSO₂R, -OCONR o R, -OCONHR, -OCOO(CH₂) t R, or -OCOOR; and R and Ro are independently C₁₋₆ alkyl, C₂₋₆ alkenyl, C₃₋₆ cycloalkyl, C₂₋₆ alkynyl, or phenyl, optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups. Further provided by this invention are pharmaceutical formulations and intermediates for the the preparation of deoxy taxols of formula I. A method of treating mammalian tumors using a compound of formula I is also provided.
Inventors
- 👤 Vittorio Farina
- 👤 Shu-Hui Chen
- 👤 David R. Langley
- 👤 Mark D. Wittman
- 👤 Joydeep Kant
- 👤 Dolatrai Vyas
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-26 21:02
CPC Classifications
C; C07; C07D; C07D407/00; C07D407/02; C07D407/12; A; A61; A61P; A61P35/00; C07C; C07C233/00; C07C233/64; C07C233/81; C07C233/82; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/22; C07D263/00; C07D263/02; C07D263/04; C07D263/06; C07D263/08; C07D263/16; C07D305/00; C07D305/14; C07D409/00; C07D409/02; C07D409/12; C07D413/00; C07D413/02; C07D413/04; C07D413/12; C07D413/14; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07F9/00; C07F9/02; C07F9/547; C07F9/655; C07F9/6551; C07F9/65512; C07F9/6558; C07F9/65586; H; H10; H10W; H10W70/00; H10W70/01; H10W70/04; H10W70/047
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
138 words
A compound of formula I in which R¹ is -COR z in which R z is RO- or R; R g is C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₃₋₆ cycloalkyl, or a radical of the formula -W-R x in which W is a bond, C₂₋₆ alkenediyl, or -(CH₂) t -, in which t is one to six; and R x is naphthyl, phenyl, or heteroaryl, and furthermore R x can be optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups; R² is -OCOR, H, OH, -OR, -OSO₂R, -OCONR o R, -OCONHR, -OCOO(CH₂) t R, or -OCOOR; and R and R o are independently C₁₋₆ alkyl, C₂₋₆ alkenyl, C₃₋₆ cycloalkyl, C₂₋₆ alkynyl, or phenyl, optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups.
Claim 2
Dependent Claim
28 words
A compound of claim 1 in which R² is hydrogen or acetyloxy; and R g is phenyl, 2-furyl, 4-oxazolyl, 2-methyl-4-oxazolyl or 2-thienyl; and R¹ is C₁₋₆alkyloxycarbonyl or benzoyl.
Claim 3
Dependent Claim
16 words
The compounds of claim 2 that are N-debenzoyl-N-t-butoxycarbonyl-7-deoxytaxol; 7-deoxytaxol; N-debenzoyl-N-t-butoxycarbonyl-7-deoxy-10-desacetyloxytaxol; 7-deoxy-10-desacetyloxytaxol; N-debenzoyl-N-t-butoxycarbonyl-3'dephenyl-3'-(2-furyl)-7-deoxytaxol; N-debenzoyl-N-t-butoxycarbonyl-3'-dephenyl-3'-(2-thienyl)-7-deoxytaxol; N-debenzoyl-N-isopropyloxycarbonyl-3'-dephenyl-3'-(2-furyl)-7-deoxytaxol; and N-debenzoyl-N-n-butyloxycarbonyl-3'-dephenyl-3'-(2-furyl)-7-deoxytaxol.
Claim 4
Dependent Claim
33 words
A pharmaceutical formulation which comprises as an active ingredient a compound as claimed in any one of claims 1 to 10, associated with one or more pharmaceutically acceptable carriers, excipients or diluents therefor.
Claim 5
Dependent Claim
24 words
The use of a compound as claimed in any one of claims 1 to 3 for preparing a pharmaceutical composition for treating mammalian tumors.
Claim 6
Dependent Claim
63 words
A compound of the formula in which R² equals -OCOR, H, OH, -OR, -OSO₂R, -OCONR o R, -OCONHR, -OCOO(CH₂) t R, or -OCOOR, wherein R and R o are independently C₁₋₆ alkyl, C₂₋₆ alkenyl, C₃₋₆ cycloalkyl, C₂₋₆ alkynyl, or phenyl, optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups; and t equals one to six.
Claim 7
Dependent Claim
12 words
The compounds of claim 12 in which R² is hydrogen or acetyloxy.
Claim 8
Dependent Claim
5 words
The compounds of the formulae
Claim 9
Dependent Claim
171 words
A process of making a compound of formula I in which R¹ is -COR z in which R z is RO- or R; R g is C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₃₋₆ cycloalkyl, or a radical of the formula -W-R x in which W is a bond, C₂₋₆ alkenediyl, or -(CH₂) t -, in which t is one to six; and R x is naphthyl, phenyl or heteroaryl, and furthermore R x can be optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups; R² is -OCOR, H, OH, -OR, -OSO₂R, -OCONR o R, -OCONHR, -OCOO(CH₂) t R, or -OCOOR; and R and R o are independently C₁₋₆ alkyl, C₂₋₆ alkenyl, C₃₋₆ cycloalkyl, C₂₋₆ alkynyl, or phenyl, optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups; comprising, reacting a compound of formula II with a compound of formula IV in which R³ is a conventional hydroxy protecting group to afford a compound of formula III
Claim 10
Dependent Claim
85 words
A process of making a compound of formula IIa in which R c equals OH, -OCOR, -OR, -OSO₂R, -OCONR o R, -OCONHR, -OCOO(CH₂) t R, or -OCOOR, wherein R and R o are independently C₁₋₆ alkyl, C₂₋₆ alkenyl, C₃₋₆ cycloalkyl, c₂₋₆ alkynyl, or phenyl, optionally substituted with one to three same or different C₁₋₆ alkyl, C₁₋₆ alkoxy, halogen or -CF₃ groups, and t equals one to six; comprising: reacting a compound of formula VI with Bu₃SnH and 2,2'-azobisisobutyronitrile to afford a compound of formula IIa.
Claim 11
Dependent Claim
26 words
A process for making a compound of formula IIb comprising, reacting compound of formula VIIa with Bu₃SnH and 2,2'-azobisisobutyronitrile to afford a compound of formula XXIII
References Cited (Backward Citations)
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