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US 2007/0185179 A1Published application
New compounds
AssigneeAstraZeneca AB
InventorsCarmen Leugn, Miroslaw Tomaszewski, Simon Woo
Life of this patent
Estimating the term…
Abstract
The present invention relates to new compounds of formula I, where R1 and R2 are independently halo or C1-3haloalkyl, X is ethenyl or ethynyl, or a salt thereof.
Claims60
A compound having the formula I:
- where R1 and R2 are independently halo or C1-3haloalkyl,
- X is ethenyl or ethynyl,
- or a salt thereof,
- with the proviso that it is not 1′-[(2E)-3-(3,4-dichlorophenyl)prop-2-en-1-yl]-2H,5H-spiro[imidazolidine-4,3′-indole]-2,2′,5(1′H)-trione in racemic form.
1 more element
A compound having the formula I:
- where R1 and R2 are independently halo or C1-3haloalkyl,
- X is ethenyl or ethynyl,
- or a pharmaceutically acceptable salt thereof,
- for use as a medicament for treatment of VR1 mediated disorders.
1 more element
Use of a compound having the formula I:
- where R1 and R2 are independently halo or C1-3haloalkyl,
- X is ethenyl or ethynyl,
- or a salt thereof,
- in the manufacture of a medicament,
- with the proviso that the compound is not 1′-[(2E)-3-(3,4-dichlorophenyl)prop-2-en-1-yl]-2H,5H-spiro[imidazolidine-4,3′-indole]-2,2′,5 (1′H)-trione in racemic form.
2 more elements
Use of a compound having the formula I:
- where R1 and R2 are independently halo or C1-3haloalkyl,
- X is ethenyl or ethynyl,
- or a salt thereof,
- in the manufacture of a medicament for treatment of VR1 mediated disorders.
1 more element
A substantially pure single enantiomer having the formula II:
- where R1 and R2 are independently halo or C1-3haloalkyl,
- X is ethenyl or ethynyl,
- or a salt thereof.
A compound selected from the group consisting of
- 1-Allyl-1H-indole-2,3-dione,
- 1-[(2E)-3-(3,4-dichlorophenyl)prop-2-en-1-yl]-1H-indole-2,3-dione,
- 1-{(2E)-3-[4-chloro-3-(trifluoromethyl)phenyl]prop-2-en-1-yl}-1H-indole-2,3-dione,
- 1-prop-2-yn-1-yl-1H-indole-2,3-dione, and
- 1-[3-(3,4-dichlorophenyl)prop-2-yn-1-yl]-1H-indole-2,3-dione
2 more elements
A process for preparing a compound of formula III
- where R1 and R2 are independently halo or C1-3haloalkyl,
- X is ethenyl or ethynyl, comprising:
- Reaction of an optionally protected compound of formula IV
- with
- where HAL is an halogen atom, in the presence of a suitable palladium catalyst, such as Pd(P(t-Bu)3)2 or Pd(OAc)2, in a suitable solvent,
- and thereafter optionally:
- ii) converting the intermediate of formula III into another intermediate of formula III;
- and/or
- iii) removing any protecting groups.
6 more elements
Dependencies are inferred from the claim text.