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US4381306A
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Hydroxypropyl-triazole compounds, their production and their medicinal use
Assignee: Bayer AG
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Filing: 1979-11-09
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Granted: 1983-04-26
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Expires: 1999-11-09
Abstract
Abstract The invention relates to hydroxypropyl-triazole compounds and methods for their preparation. Also included are compositions containing said hydroxypropyl-triazoles and methods for the use of the said active compounds and compositions, as antimycotic agents.
Inventors
- 👤 Erik Regel
- 👤 Karl H. Buchel
- 👤 Ingo Haller
- 👤 Manfred Plempel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 08:55
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A61; A61P; A61P31/00; A61P31/04; C07C; C07C29/00; C07C29/36; C07C29/38; C07C29/40; C07D249/00; C07D249/02; C07D249/08
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
170 words
A hydroxypropyltriazole of the formula ##STR97## or a salt thereof, in which Az denotes a 1,2,4-triazol-1-yl or 1,3,4-triazol-1-yl radical, R denotes phenyl, naphthyl or tetrahydronaphthyl radical which is unsubstituted or substituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or halogenoalkyl with 1 to 4 carbon atoms and up to 5 halogen atoms, R 1 denotes a phenyl or C 3 -C 7 cycloalkyl radical which is unsubstituted or substituted by halogen or C 1 -C 4 -alkyl and R 2 denotes a hydrogen atom, or R 1 and R 2 together, in the o-position relative to one another, represent an optionally halogen or C 1 -C 4 -alkyl substituted methylene bridge with 3 to 5 methylene groups, or, together with the phenyl ring, represent naphthyl, R 3 represents halogen, an alkyl or alkoxy group with in each case 1 to 4 carbon atoms or halogenoalkyl with 1 to 4 carbon atoms and up to 5 halogen atoms and n is 0, 1, 2 or 3.
Claim 2
Dependent Claim
170 words
A hydroxypropyltriazole of the formula ##STR97## or a salt thereof, in which Az denotes a 1,2,4-triazol-1-yl or 1,3,4-triazol-1-yl radical, R denotes phenyl, naphthyl or tetrahydronaphthyl radical which is unsubstituted or substituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or halogenoalkyl with 1 to 4 carbon atoms and up to 5 halogen atoms, R 1 denotes a phenyl or C 3 -C 7 cycloalkyl radical which is unsubstituted or substituted by halogen or C 1 -C 4 -alkyl and R 2 denotes a hydrogen atom, or R 1 and R 2 together, in the o-position relative to one another, represent an optionally halogen or C 1 -C 4 -alkyl substituted methylene bridge with 3 to 5 methylene groups, or, together with the phenyl ring, represent naphthyl, R 3 represents halogen, an alkyl or alkoxy group with in each case 1 to 4 carbon atoms or halogenoalkyl with 1 to 4 carbon atoms and up to 5 halogen atoms and n is 0, 1, 2 or 3.
Claim 3
Dependent Claim
176 words
A compound according to claim 1 in which Az denotes a 1,2,4-triazol-1-yl or 1,3,4-triazol-1-yl radical, R denotes a phenyl, naphthyl radical or tetrahydronaphthyl radical which is unsubstituted or substituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or halogenoalkyl with 1 to 4 carbon atoms and up to 5 halogen atoms, R 1 denotes a phenyl or C 3 to C 7 cycloalkyl radical and R 2 denotes a hydrogen atom, or R 1 and R 2 together, in the ortho-position relative to one another, denote a methylene bridge which has 3 to 5 methylene groups and is optionally monosubstituted or polysubstituted by halogen or C 1 -C 4 -alkyl, or R 1 and R 2 , together with the phenyl ring, complete a naphthyl radical; R 3 denotes a halogen atom, a straight-chain or branched alkyl or alkoxy group with in each case 1 to 4 carbon atoms, or a halogenoalkyl group with 1 to 4 carbon atoms and up to 5 halogen atoms, and n is 0, 1 or 2.
Claim 4
Dependent Claim
124 words
A compound according to claim 1 in which Az denotes a 1,2,4-triazol-1-yl or a 1,3,4-triazol-1-yl radical R denotes a phenyl radical which is optionally monosubstituted or disubstituted by chlorine, fluorine or methyl, or denotes a naphthyl or tetrahydronaphthyl radical, R 1 denotes a phenyl, cyclopentyl or cyclohexyl radical, which is optionally monosubstituted or disubstituted by chlorine, bromine, fluorine or methyl, and R 2 denotes a hydrogen atom, or R 1 and R 2 together, in the ortho-position relative to one another, denote a trimethylene, tetramethylene or pentamethylene bridge which is optionally substituted by chlorine or methyl or together with the phenyl ring, complete a naphthyl radical; R 3 denotes a chlorine or fluorine atom or a methyl group; and n is 0 or 1.
Claim 5
Dependent Claim
6 words
The compound of the formula ##STR98##
Claim 6
Dependent Claim
6 words
The compound of the formula ##STR98##
Claim 7
Dependent Claim
6 words
The compound of the formula ##STR99##
Claim 8
Dependent Claim
6 words
The compound of the formula ##STR99##
Claim 9
Dependent Claim
6 words
The compound of the formula ##STR100##
Claim 10
Dependent Claim
6 words
The compound of the formula ##STR100##
Claim 11
Dependent Claim
6 words
The compound of the formula ##STR101##
Claim 12
Dependent Claim
6 words
The compound of the formula ##STR101##
Claim 13
Dependent Claim
6 words
The compound of the formula ##STR102##
Claim 14
Dependent Claim
6 words
The compound of the formula ##STR102##
Claim 15
Dependent Claim
24 words
A pharmaceutical composition containing as an active ingredient an antimycotically effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 16
Dependent Claim
17 words
A pharmaceutical composition of claim 9 in the form of a sterile or physiologically isotonic aqueous solution.
Claim 17
Dependent Claim
20 words
A composition according to claim 9 or 10 containing from 0.5 to 95% by weight of the said active ingredient.
Claim 18
Dependent Claim
23 words
A medicament in dosage unit form comprising an antimycotically effective amount of a compound according to claim 1 and an inert pharmaceutical carrier.
Claim 19
Dependent Claim
16 words
A medicament of claim 12 in the form of tablets, pills, dragees, capsules, ampoules, or suppositories.
Claim 20
Dependent Claim
41 words
A method of combating mycoses in warm-blooded animals which comprises administering to the animals an antimycotically effective amount of an active compound according to claim 1 either alone or in admixture with a diluent or in the form of a medicament.
Claim 21
Dependent Claim
27 words
A method according to claim 14 in which the active compound is administered in an amount of 50 to 200 mg per kg body weight per day.
Claim 22
Dependent Claim
16 words
A method according to claim 14 or 15 in which the active compound is administered parenterally.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-04-25 | 1986-10-25 | 1987-04-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-04-25 | 1990-10-25 | 1991-04-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-04-25 | 1994-10-25 | 1995-04-26 | $7700.00 | Window Closed / Lapsed |