ES384502A1 - Pyrimidyl-ureas their preparation and use as immunosuppresants and anti-viral agents - Google Patents
Pyrimidyl-ureas their preparation and use as immunosuppresants and anti-viral agentsInfo
- Publication number
- ES384502A1 ES384502A1 ES384502A ES384502A ES384502A1 ES 384502 A1 ES384502 A1 ES 384502A1 ES 384502 A ES384502 A ES 384502A ES 384502 A ES384502 A ES 384502A ES 384502 A1 ES384502 A1 ES 384502A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- lower alkyl
- see formula
- pyrimidyl
- inclusive
- 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
- 239000003443 antiviral agent Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- -1 1-substituted 3- (2-pyrimidyl) urea compounds Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- NBYQXBYMEUOBON-UHFFFAOYSA-N carbamothioyl chloride Chemical compound NC(Cl)=S NBYQXBYMEUOBON-UHFFFAOYSA-N 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 150000002540 isothiocyanates Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A process for the production of 1-substituted 3- (2-pyrimidyl) urea compounds of the formula **(See formula)** where R1 represents hydrogen, chlorine or C1-C3 lower alkyl; R1a has the same meaning as R1 except that when R1 is a methyl group, R1a cannot be a methyl group at the same time; each R2 radical independently represents hydrogen or C1-C4 lower alkyl; Y represents oxygen or sulfur; R3 represents C5-C8 cycloalkyl, naphthyl, phenyl or substituted phenyl of formula: **(See formula)** where R4 independently represents C1-C3 lower alkyl or C1-C3 lower alkoxy; R5 represents cyano, trifluoromethyl or nitro; m represents an integer from 0 to 2, inclusive; and n represents an integer from 0 to 1, inclusive, being the sum of a and n 1 or 2, the process of which is characterized by reacting a 2-aminopyrimidine compound of the formula: **(See formula)** with a carbamoyl chloride, a thiocarbamoyl chloride, an isocyanate or an isothiocyanate of the formulas: **(See formula)** where R1, R1a, R2, Y and R3 are as defined above. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86707969A | 1969-10-16 | 1969-10-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES384502A1 true ES384502A1 (en) | 1973-01-16 |
Family
ID=25349042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES384502A Expired ES384502A1 (en) | 1969-10-16 | 1970-10-14 | Pyrimidyl-ureas their preparation and use as immunosuppresants and anti-viral agents |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS501275B1 (en) |
| AT (1) | AT308763B (en) |
| CA (1) | CA961855A (en) |
| DE (1) | DE2051430A1 (en) |
| DK (1) | DK124131B (en) |
| ES (1) | ES384502A1 (en) |
| FR (1) | FR2070136B1 (en) |
| GB (1) | GB1316333A (en) |
| IL (1) | IL35414A (en) |
| NL (1) | NL7015181A (en) |
| ZA (1) | ZA706704B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0164204A1 (en) * | 1984-05-12 | 1985-12-11 | FISONS plc | Novel pharmaceutically useful pyrimidines |
| GB0512324D0 (en) * | 2005-06-16 | 2005-07-27 | Novartis Ag | Organic compounds |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2762742A (en) * | 1953-03-11 | 1956-09-11 | Merck & Co Inc | 1-(4-nitro phenyl)-3-(2-pyrimidyl) urea compound for the treatment of coccidiosis and method of preparing the same |
| FR1593586A (en) * | 1967-10-17 | 1970-06-01 |
-
1970
- 1970-10-02 ZA ZA706704A patent/ZA706704B/en unknown
- 1970-10-02 CA CA094,657A patent/CA961855A/en not_active Expired
- 1970-10-07 IL IL35414A patent/IL35414A/en unknown
- 1970-10-09 GB GB4823370A patent/GB1316333A/en not_active Expired
- 1970-10-09 DE DE19702051430 patent/DE2051430A1/en active Pending
- 1970-10-14 ES ES384502A patent/ES384502A1/en not_active Expired
- 1970-10-15 AT AT932370A patent/AT308763B/en not_active IP Right Cessation
- 1970-10-15 NL NL7015181A patent/NL7015181A/xx unknown
- 1970-10-15 DK DK525170AA patent/DK124131B/en unknown
- 1970-10-15 JP JP45090854A patent/JPS501275B1/ja active Pending
- 1970-10-16 FR FR7037446A patent/FR2070136B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7015181A (en) | 1971-04-20 |
| JPS501275B1 (en) | 1975-01-16 |
| ZA706704B (en) | 1972-05-31 |
| DK124131B (en) | 1972-09-18 |
| IL35414A (en) | 1974-10-22 |
| DE2051430A1 (en) | 1971-04-29 |
| IL35414A0 (en) | 1971-04-28 |
| CA961855A (en) | 1975-01-28 |
| FR2070136B1 (en) | 1975-01-10 |
| AT308763B (en) | 1973-07-25 |
| GB1316333A (en) | 1973-05-09 |
| FR2070136A1 (en) | 1971-09-10 |
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