NL294421A - - Google Patents
Info
- Publication number
- NL294421A NL294421A NL294421DA NL294421A NL 294421 A NL294421 A NL 294421A NL 294421D A NL294421D A NL 294421DA NL 294421 A NL294421 A NL 294421A
- Authority
- NL
- Netherlands
- Prior art keywords
- reacting
- alkyl
- phenyl
- methyl
- iii
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/70—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/84—Sulfur atoms
Abstract
The invention comprises imidazoles of the general formula <FORM:1026409/C2/1> and the non-toxic salts with inorganic or organic acids, wherein R is -OH or -SH; R1 is H, methyl, carboxy or carbalboxy; R2 is C1- 10-alkyl, C2- 6-alkenyl, C3- 7-cycloalkyl, o , o -dialkoxyalkyl (at most 6C), dialkylamino alkyl (in all at most 10C and wherein the two alkyl groups together with N can form a 5-7 membered ring), phenyl, phenylalkyl (at most 4C in the alkylene residue) the phenyl group being optionally substituted by halogen, OH, CN, NO2, CF3, CO2H, CH3CO2, CO2C2H5, alkylthio, alkanoyl (at most 4C) or 1-3 alkyl or alkoxy groups (at most 4C in each radical) and the preparation thereof (wherein R is OH) by reacting HCHO, and amine R2NH2 and a ketone <FORM:1026409/C2/2> wherein R11 is methyl or carbalkoxy in a polar solvent, or first forming the Schiffs base and reacting this with III; or (wherein R is SH) by reacting HCHO, R2NH2 and III in a polar solvent, with a reactant which gives off the hydrosulphide ion; or (wherein R is OA and R1 is H) by reacting an isocyanate R2NCO with an alkanol <FORM:1026409/C2/3> and oxidizing the reaction product, e.g. Opponauer reaction. 1 -(N-phenyl-N1-ureido)-propanol-(2) is prepared from 2-hydroxypropylamine and PhNCO. Pharmaceutical compositions comprise compounds I (or their salts) and a pharmaceutically acceptable carrier therefor. The compositions, which possess analgetic, central nervous system depressant, antipyretic and anti-inflammatory activity may be formulated as tablets, dragees, suppositories or solutions for injection.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US20464362A | 1962-06-22 | 1962-06-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
NL294421A true NL294421A (en) |
Family
ID=22758808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL294421D NL294421A (en) | 1962-06-22 |
Country Status (11)
Country | Link |
---|---|
AT (1) | AT236947B (en) |
BE (1) | BE633977A (en) |
CH (3) | CH426852A (en) |
DE (2) | DE1203269B (en) |
DK (2) | DK105469C (en) |
ES (3) | ES289661A1 (en) |
FI (2) | FI44238B (en) |
FR (1) | FR1367746A (en) |
GB (1) | GB1026409A (en) |
NL (1) | NL294421A (en) |
SE (2) | SE318884B (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2732531A1 (en) * | 1977-07-19 | 1979-02-01 | Hoechst Ag | IMIDAZOLE CARBONIC ACIDS AND THEIR DERIVATIVES |
PH19153A (en) * | 1981-11-04 | 1986-01-15 | Merrell Dow Pharma | Treatment of cardiac failure using imidazolecarboxylic acid derivatives |
GB8516573D0 (en) * | 1985-07-01 | 1985-08-07 | Janssen Pharmaceuticaa Nv | Controlling weeds |
US5616601A (en) * | 1994-07-28 | 1997-04-01 | Gd Searle & Co | 1,2-aryl and heteroaryl substituted imidazolyl compounds for the treatment of inflammation |
US6613789B2 (en) | 1994-07-28 | 2003-09-02 | G. D. Searle & Co. | Heterocyclo-substituted imidazoles for the treatment of inflammation |
-
0
- NL NL294421D patent/NL294421A/xx unknown
-
1963
- 1963-06-13 CH CH732663A patent/CH426852A/en unknown
- 1963-06-13 CH CH1564966A patent/CH427824A/en unknown
- 1963-06-13 CH CH1565066A patent/CH427825A/en unknown
- 1963-06-17 GB GB2395763A patent/GB1026409A/en not_active Expired
- 1963-06-19 SE SE10544/66A patent/SE318884B/xx unknown
- 1963-06-20 FI FI125463A patent/FI44238B/fi active
- 1963-06-21 BE BE633977A patent/BE633977A/en unknown
- 1963-06-21 DK DK538364A patent/DK105469C/en active
- 1963-06-21 ES ES0289661A patent/ES289661A1/en not_active Expired
- 1963-06-21 DE DEG38005A patent/DE1203269B/en active Pending
- 1963-06-21 FR FR938989A patent/FR1367746A/en not_active Expired
- 1963-06-21 DE DE1963G0042061 patent/DE1203270B/en active Pending
- 1963-06-21 AT AT48164A patent/AT236947B/en active
- 1963-06-21 DK DK295063A patent/DK104741C/en active
- 1963-06-21 ES ES0289662A patent/ES289662A1/en not_active Expired
- 1963-06-21 ES ES0289663A patent/ES289663A1/en not_active Expired
-
1966
- 1966-08-03 SE SE1054466A patent/SE318883B/xx unknown
-
1969
- 1969-07-16 FI FI212269A patent/FI44239B/fi active
Also Published As
Publication number | Publication date |
---|---|
SE318883B (en) | 1969-12-22 |
DK105469C (en) | 1966-10-03 |
BE633977A (en) | 1963-12-23 |
ES289663A1 (en) | 1963-10-16 |
CH427825A (en) | 1967-01-15 |
ES289661A1 (en) | 1963-10-16 |
FI44239B (en) | 1971-06-30 |
AT236947B (en) | 1964-11-25 |
FR1367746A (en) | 1964-07-24 |
ES289662A1 (en) | 1963-10-16 |
CH426852A (en) | 1966-12-31 |
CH427824A (en) | 1967-01-15 |
GB1026409A (en) | 1966-04-20 |
DK104741C (en) | 1966-06-27 |
DE1203269B (en) | 1965-10-21 |
DE1203270B (en) | 1965-10-21 |
SE318884B (en) | 1969-12-22 |
FI44238B (en) | 1971-06-30 |
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