ES2020463A6 - Procedure for the preparation of new imidazole derivatives. - Google Patents
Procedure for the preparation of new imidazole derivatives.Info
- Publication number
- ES2020463A6 ES2020463A6 ES9001460A ES9001460A ES2020463A6 ES 2020463 A6 ES2020463 A6 ES 2020463A6 ES 9001460 A ES9001460 A ES 9001460A ES 9001460 A ES9001460 A ES 9001460A ES 2020463 A6 ES2020463 A6 ES 2020463A6
- Authority
- ES
- Spain
- Prior art keywords
- imz
- formula
- procedure
- preparation
- imidazole derivatives
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 150000002460 imidazoles Chemical class 0.000 title abstract 2
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 3
- 230000000694 effects Effects 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910000091 aluminium hydride Inorganic materials 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 230000000767 anti-ulcer Effects 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 229910000103 lithium hydride Inorganic materials 0.000 abstract 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 abstract 1
- 150000003138 primary alcohols Chemical class 0.000 abstract 1
- 230000001562 ulcerogenic effect Effects 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedure for the preparation of imidazole derivatives of formula (I) and pharmaceutically acceptable salts thereof, where -X- is -CO- or -CH2- and -Y- is CH-Imz or C=CH-CH2-Imz, Imz being the radical 1-imidazolyl -R is -H, C1-C4 alkyl, -(CH2CH2O)n-H with n=1,2,3, -(CHOH)m-H with m=2,3,4, which comprises a nucleophilic substitution reaction in which an outgoing group is replaced by imidazole, in a dipolar aprotic solvent, such as acetonitrile or dimethylformamide, in the presence of a base and, if it is desired to obtain a salt of (I), the subsequent addition of the corresponding acid. The products of formula (I) can also be obtained by interconversion inter se esters by esterification of carboxylic acids, the latter by hydrolysis of the former, and primary alcohols by reduction of esters with aluminium and lithium hydride. The products of formula (I) are analgesic/anti-inflammatory agents which do not have any ulcerogenic side effects at the maximum doses tried, and which - in some cases - even have anti-ulcer activity.
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9001460A ES2020463A6 (en) | 1990-05-25 | 1990-05-25 | Procedure for the preparation of new imidazole derivatives. |
| EP19910107704 EP0458160A3 (en) | 1990-05-25 | 1991-05-13 | Substituted diphenylmethane derivatives as analgesic or anti-inflammatory agents |
| NZ238212A NZ238212A (en) | 1990-05-25 | 1991-05-21 | Substituted diphenylmethane derivatives and their use as analgesic or anti-inflammatory agents |
| AU77227/91A AU636033C (en) | 1990-05-25 | 1991-05-21 | Substituted diphenylmethane derivatives as analgesic or anti-inflammatory agents |
| ZA913866A ZA913866B (en) | 1990-05-25 | 1991-05-22 | Substituted diphenylmethane derivatives as analgesic or anti-inflammatory agents |
| JP3149826A JPH04235143A (en) | 1990-05-25 | 1991-05-24 | Substituted diphenylmethane derivative as analgesic or anti-inflammatory |
| US07/705,400 US5204365A (en) | 1990-05-25 | 1991-05-24 | Substituted diphenylmethane derivatives as analgesic or anti-inflammatory agents |
| PT97768A PT97768A (en) | 1990-05-25 | 1991-05-24 | METHOD FOR PREPARING DIPHENYLMETHANE DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| CA002043203A CA2043203A1 (en) | 1990-05-25 | 1991-05-24 | Substituted diphenylmethane derivatives as analgesic or anti-inflammatory agents |
| KR1019910008409A KR910019943A (en) | 1990-05-25 | 1991-05-24 | Alveolar diphenylmethane derivatives as analgesic or anti-inflammatory agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9001460A ES2020463A6 (en) | 1990-05-25 | 1990-05-25 | Procedure for the preparation of new imidazole derivatives. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2020463A6 true ES2020463A6 (en) | 1991-08-01 |
Family
ID=8267476
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES9001460A Expired - Fee Related ES2020463A6 (en) | 1990-05-25 | 1990-05-25 | Procedure for the preparation of new imidazole derivatives. |
Country Status (2)
| Country | Link |
|---|---|
| ES (1) | ES2020463A6 (en) |
| ZA (1) | ZA913866B (en) |
-
1990
- 1990-05-25 ES ES9001460A patent/ES2020463A6/en not_active Expired - Fee Related
-
1991
- 1991-05-22 ZA ZA913866A patent/ZA913866B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA913866B (en) | 1992-02-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20000301 |