GB1187612A - Sulphanilamide Derivatives and Process for their Production - Google Patents
Sulphanilamide Derivatives and Process for their ProductionInfo
- Publication number
- GB1187612A GB1187612A GB02358/67A GB1235867A GB1187612A GB 1187612 A GB1187612 A GB 1187612A GB 02358/67 A GB02358/67 A GB 02358/67A GB 1235867 A GB1235867 A GB 1235867A GB 1187612 A GB1187612 A GB 1187612A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclopropyl
- methyl
- pyrimidinol
- methoxy
- pyrimidine
- 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
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical class NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 title 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 abstract 2
- JMKPHIMALWSTIB-UHFFFAOYSA-N 4-chloro-6-cyclopropyl-5-methoxypyrimidine Chemical compound COC1=C(Cl)N=CN=C1C1CC1 JMKPHIMALWSTIB-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- MUDVUWOLBJRUGF-UHFFFAOYSA-N (c-methoxycarbonimidoyl)azanium;chloride Chemical compound Cl.COC(N)=N MUDVUWOLBJRUGF-UHFFFAOYSA-N 0.000 abstract 1
- YYUIMZNMVAXGKZ-UHFFFAOYSA-N 2-cyclopropyl-4-hydroxy-5-methyl-1h-pyrimidin-6-one Chemical compound N1=C(O)C(C)=C(O)N=C1C1CC1 YYUIMZNMVAXGKZ-UHFFFAOYSA-N 0.000 abstract 1
- ULPFDYQYVQCVQX-UHFFFAOYSA-N 4,5-dichloro-6-cyclopropylpyrimidine Chemical compound C1(CC1)C1=C(C(=NC=N1)Cl)Cl ULPFDYQYVQCVQX-UHFFFAOYSA-N 0.000 abstract 1
- AEKXEKPMZIZYLD-UHFFFAOYSA-N 4,6-dichloro-2-cyclopropyl-5-methylpyrimidine Chemical compound N1=C(Cl)C(C)=C(Cl)N=C1C1CC1 AEKXEKPMZIZYLD-UHFFFAOYSA-N 0.000 abstract 1
- UHSNPJFTQQFRHM-UHFFFAOYSA-N 4-chloro-2-cyclopropyl-5-methyl-6-methylsulfanylpyrimidine Chemical compound ClC1=C(C)C(SC)=NC(C2CC2)=N1 UHSNPJFTQQFRHM-UHFFFAOYSA-N 0.000 abstract 1
- OMJQORKEDYNAQP-UHFFFAOYSA-N 4-chloro-6-cyclopropyl-2,5-dimethylpyrimidine Chemical compound CC1=NC(Cl)=C(C)C(C2CC2)=N1 OMJQORKEDYNAQP-UHFFFAOYSA-N 0.000 abstract 1
- JLXKKDPMBJZLDB-UHFFFAOYSA-N 4-chloro-6-cyclopropyl-2-methoxy-5-methylpyrimidine Chemical compound ClC1=NC(=NC(=C1C)C1CC1)OC JLXKKDPMBJZLDB-UHFFFAOYSA-N 0.000 abstract 1
- AOLHBMGNCCHHAE-UHFFFAOYSA-N 4-chloro-6-cyclopropyl-5-methylpyrimidine Chemical compound CC1=C(Cl)N=CN=C1C1CC1 AOLHBMGNCCHHAE-UHFFFAOYSA-N 0.000 abstract 1
- YTEXGMWZKIEJKF-UHFFFAOYSA-N 4-cyclopropyl-2,5-dimethyl-1H-pyrimidin-6-one Chemical compound C1(CC1)C1=C(C(=NC(=N1)C)O)C YTEXGMWZKIEJKF-UHFFFAOYSA-N 0.000 abstract 1
- BCAFVZMXQPSPBS-UHFFFAOYSA-N 4-cyclopropyl-5-methoxy-1H-pyrimidin-6-one Chemical compound COC=1C(=NC=NC1C1CC1)O BCAFVZMXQPSPBS-UHFFFAOYSA-N 0.000 abstract 1
- SDIGUJXNZFETMM-UHFFFAOYSA-N 5-chloro-6-cyclopropyl-1h-pyrimidin-4-one Chemical compound OC1=NC=NC(C2CC2)=C1Cl SDIGUJXNZFETMM-UHFFFAOYSA-N 0.000 abstract 1
- ZCBSUUFNOFEDES-UHFFFAOYSA-N 6-cyclopropyl-1h-pyrimidin-4-one Chemical compound C1=NC(O)=CC(C2CC2)=N1 ZCBSUUFNOFEDES-UHFFFAOYSA-N 0.000 abstract 1
- GZIGMQWOMSKGIL-UHFFFAOYSA-N 6-cyclopropyl-2-methoxy-5-methyl-1h-pyrimidin-4-one Chemical compound COC1=NC(O)=C(C)C(C2CC2)=N1 GZIGMQWOMSKGIL-UHFFFAOYSA-N 0.000 abstract 1
- RUNSILMDEKLMEZ-UHFFFAOYSA-N 6-cyclopropyl-5-methoxy-2-sulfanylidene-1H-pyrimidin-4-one Chemical compound SC1=NC(=C(C(=N1)O)OC)C1CC1 RUNSILMDEKLMEZ-UHFFFAOYSA-N 0.000 abstract 1
- OZGRATZTUWTAJK-UHFFFAOYSA-N 6-cyclopropyl-5-methyl-1h-pyrimidin-4-one Chemical compound N1C=NC(=O)C(C)=C1C1CC1 OZGRATZTUWTAJK-UHFFFAOYSA-N 0.000 abstract 1
- ATMZBFIDDBCNMF-UHFFFAOYSA-N 6-cyclopropyl-5-methyl-2-sulfanylidene-1h-pyrimidin-4-one Chemical compound N1C(=S)NC(=O)C(C)=C1C1CC1 ATMZBFIDDBCNMF-UHFFFAOYSA-N 0.000 abstract 1
- SJORUMVWJYXAMB-UHFFFAOYSA-M [Cl-].C1(CC1)C1=C(C(=NC=N1)[N+](C)(C)C)OC Chemical compound [Cl-].C1(CC1)C1=C(C(=NC=N1)[N+](C)(C)C)OC SJORUMVWJYXAMB-UHFFFAOYSA-M 0.000 abstract 1
- -1 alkane thiol Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- JRYOZJIRAVZGMV-UHFFFAOYSA-N cyclopropanecarboximidamide;hydron;chloride Chemical compound Cl.NC(=N)C1CC1 JRYOZJIRAVZGMV-UHFFFAOYSA-N 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- UPQZOUHVTJNGFK-UHFFFAOYSA-N diethyl 2-methylpropanedioate Chemical compound CCOC(=O)C(C)C(=O)OCC UPQZOUHVTJNGFK-UHFFFAOYSA-N 0.000 abstract 1
- WCQOBLXWLRDEQA-UHFFFAOYSA-N ethanimidamide;hydrochloride Chemical compound Cl.CC(N)=N WCQOBLXWLRDEQA-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 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
- C07D239/69—Benzenesulfonamido-pyrimidines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH399066A CH472412A (de) | 1966-03-17 | 1966-03-17 | Verfahren zur Herstellung von neuen Derivaten des Sulfanilamids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1187612A true GB1187612A (en) | 1970-04-08 |
Family
ID=4267733
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB02358/67A Expired GB1187612A (en) | 1966-03-17 | 1967-03-16 | Sulphanilamide Derivatives and Process for their Production |
Country Status (13)
| Country | Link |
|---|---|
| AT (1) | AT268291B (fr) |
| BE (1) | BE695624A (fr) |
| CH (1) | CH472412A (fr) |
| DE (1) | DE1695012B2 (fr) |
| DK (1) | DK113290B (fr) |
| ES (1) | ES338115A1 (fr) |
| FR (2) | FR1514738A (fr) |
| GB (1) | GB1187612A (fr) |
| GR (1) | GR36362B (fr) |
| IL (1) | IL27621A (fr) |
| NL (1) | NL146494B (fr) |
| NO (1) | NO119412B (fr) |
| SE (1) | SE329854B (fr) |
-
1966
- 1966-03-17 CH CH399066A patent/CH472412A/de not_active IP Right Cessation
-
1967
- 1967-03-16 NL NL6703977A patent/NL146494B/xx unknown
- 1967-03-16 AT AT255567A patent/AT268291B/de active
- 1967-03-16 BE BE695624D patent/BE695624A/xx unknown
- 1967-03-16 ES ES338115A patent/ES338115A1/es not_active Expired
- 1967-03-16 DK DK137267A patent/DK113290B/da unknown
- 1967-03-16 DE DE1967G0049594 patent/DE1695012B2/de active Granted
- 1967-03-16 SE SE366867A patent/SE329854B/xx unknown
- 1967-03-16 IL IL2762167A patent/IL27621A/en unknown
- 1967-03-16 NO NO16732567A patent/NO119412B/no unknown
- 1967-03-16 GB GB02358/67A patent/GB1187612A/en not_active Expired
- 1967-03-16 GR GR670136362A patent/GR36362B/el unknown
- 1967-03-16 FR FR99070A patent/FR1514738A/fr not_active Expired
- 1967-06-15 FR FR110529A patent/FR6674M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GR36362B (el) | 1969-02-04 |
| BE695624A (fr) | 1967-09-18 |
| SE329854B (fr) | 1970-10-26 |
| IL27621A (en) | 1971-10-20 |
| NL6703977A (fr) | 1967-09-18 |
| FR1514738A (fr) | 1968-02-23 |
| AT268291B (de) | 1969-02-10 |
| DK113290B (da) | 1969-03-10 |
| CH472412A (de) | 1969-05-15 |
| ES338115A1 (es) | 1968-06-16 |
| NO119412B (fr) | 1970-05-19 |
| FR6674M (fr) | 1969-02-03 |
| NL146494B (nl) | 1975-07-15 |
| DE1695012B2 (de) | 1976-04-15 |
| DE1695012A1 (de) | 1971-04-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |