ES278796A1 - New uracil derivatives and process for their production - Google Patents
New uracil derivatives and process for their productionInfo
- Publication number
- ES278796A1 ES278796A1 ES0278796A ES278796A ES278796A1 ES 278796 A1 ES278796 A1 ES 278796A1 ES 0278796 A ES0278796 A ES 0278796A ES 278796 A ES278796 A ES 278796A ES 278796 A1 ES278796 A1 ES 278796A1
- Authority
- ES
- Spain
- Prior art keywords
- compound
- hydrogen
- compounds
- lower alkyl
- alkyl
- 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
Links
- 238000000034 method Methods 0.000 title abstract 2
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical class O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000003973 alkyl amines Chemical class 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- DYRDKSSFIWVSNM-UHFFFAOYSA-N acetoacetanilide Chemical class CC(=O)CC(=O)NC1=CC=CC=C1 DYRDKSSFIWVSNM-UHFFFAOYSA-N 0.000 abstract 1
- -1 acetoxy compound Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 229940051881 anilide analgesics and antipyretics Drugs 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000029142 excretion Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 230000001965 increasing effect Effects 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of general formula <FORM:1000803/C2/1> wherein R1 represents hydrogen or lower (1-6 C) alkyl, R2 represents hydrogen or lower alkyl, R3 represents lower alkyl or phenyl, and R1,R2 and R3 together contain at least 3 carbon atoms, and R4 represents hydrogen, halogen, hydroxyl or lower alkyl or alkoxy the salts with bases of compounds having hydrogen as R1 and the preparation of these compounds and those in which R3 is hydrogen by (1) reacting a compound <FORM:1000803/C2/2> wherein R5 is lower alkyl with a compound R4-PhNCO (III) and treating the reaction product of formula <FORM:1000803/C2/3> with an alkaline condensing agent, (2) reacting a compound <FORM:1000803/C2/4> with a compound Y-COOR5 wherein 7 represents chlorine, bromine or lower alkoxy, and treating the reaction product of formula <FORM:1000803/C2/5> with an alkaline condensing agent, and (3) in either case then optionally reacting a compound having hydrogen as R1 with a reactive ester of a lower alkanol in the presence of an acid binding agent a product having R4 hydroxy is obtained by process (1) starting with the corresponding acetoxy compound. b -Amino acid esters (II) may be prepared from a -alkanoyl acetic acid alkyl esters with ammonia or alkylamines. b -Amino acid anilides (VI) may be prepared from acetoacetanilides and ammonia or alkylamines. Pharmaceutical compositions comprise products of the invention together with carriers. Oral and parenteral administration is mentioned, the compounds having anti-inflammatory, analgesic and antipyretic activity and increasing sodium and chlorine excretion.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH737461A CH395107A (en) | 1961-06-23 | 1961-06-23 | Process for the production of new uracil derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES278796A1 true ES278796A1 (en) | 1963-03-01 |
Family
ID=4324118
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0278797A Expired ES278797A1 (en) | 1961-06-23 | 1962-06-22 | New uracil derivatives and process for their production |
| ES0278796A Expired ES278796A1 (en) | 1961-06-23 | 1962-06-22 | New uracil derivatives and process for their production |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0278797A Expired ES278797A1 (en) | 1961-06-23 | 1962-06-22 | New uracil derivatives and process for their production |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | AT239800B (en) |
| BE (1) | BE619275A (en) |
| CH (1) | CH395107A (en) |
| DK (1) | DK102963C (en) |
| ES (2) | ES278797A1 (en) |
| GB (1) | GB1000803A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK366887A (en) * | 1986-07-31 | 1988-05-13 | Hoffmann La Roche | pyrimidine |
| US4927451A (en) * | 1988-12-30 | 1990-05-22 | Uniroyal Chemical Company, Inc. | 3-aryldihydrouracils |
-
1961
- 1961-06-23 CH CH737461A patent/CH395107A/en unknown
-
1962
- 1962-06-14 GB GB2284062A patent/GB1000803A/en not_active Expired
- 1962-06-22 ES ES0278797A patent/ES278797A1/en not_active Expired
- 1962-06-22 DK DK280862A patent/DK102963C/en active
- 1962-06-22 BE BE619275A patent/BE619275A/en unknown
- 1962-06-22 AT AT332863A patent/AT239800B/en active
- 1962-06-22 ES ES0278796A patent/ES278796A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DK102963C (en) | 1965-11-01 |
| BE619275A (en) | 1962-12-24 |
| ES278797A1 (en) | 1963-03-16 |
| GB1000803A (en) | 1965-08-11 |
| AT239800B (en) | 1965-04-26 |
| CH395107A (en) | 1965-07-15 |
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