GB1206232A - Improvements in or relating to sulphanilamide derivatives - Google Patents
Improvements in or relating to sulphanilamide derivativesInfo
- Publication number
- GB1206232A GB1206232A GB74568A GB74568A GB1206232A GB 1206232 A GB1206232 A GB 1206232A GB 74568 A GB74568 A GB 74568A GB 74568 A GB74568 A GB 74568A GB 1206232 A GB1206232 A GB 1206232A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclopropyl
- group
- methoxy
- sulphanilamide
- pyrimidinol
- 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 abstract 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 abstract 1
- DBPKMSBWOKAKLA-UHFFFAOYSA-N 4-chloropyrimidine Chemical compound ClC1=CC=NC=N1 DBPKMSBWOKAKLA-UHFFFAOYSA-N 0.000 abstract 1
- JPJWDJDZHLOKFC-UHFFFAOYSA-N 4-cyclopropyl-5-methoxy-2-methylsulfanyl-1H-pyrimidin-6-one Chemical compound C1(CC1)C1=C(C(=NC(=N1)SC)O)OC JPJWDJDZHLOKFC-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
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-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
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 241000700605 Viruses Species 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 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
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 229940124530 sulfonamide Drugs 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
-
- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/60—Three or more oxygen or sulfur atoms
-
- 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH20167A CH476739A (de) | 1967-01-06 | 1967-01-06 | Verfahren zur Herstellung von neuen Derivaten des Sulfanilamids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1206232A true GB1206232A (en) | 1970-09-23 |
Family
ID=4181546
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB74568A Expired GB1206232A (en) | 1967-01-06 | 1968-01-05 | Improvements in or relating to sulphanilamide derivatives |
Country Status (12)
| Country | Link |
|---|---|
| AT (1) | AT275529B (cg-RX-API-DMAC10.html) |
| BE (1) | BE709034A (cg-RX-API-DMAC10.html) |
| CH (1) | CH476739A (cg-RX-API-DMAC10.html) |
| DE (1) | DE1695106A1 (cg-RX-API-DMAC10.html) |
| DK (1) | DK116593B (cg-RX-API-DMAC10.html) |
| ES (1) | ES348964A1 (cg-RX-API-DMAC10.html) |
| FR (1) | FR1567151A (cg-RX-API-DMAC10.html) |
| GB (1) | GB1206232A (cg-RX-API-DMAC10.html) |
| NL (1) | NL6800191A (cg-RX-API-DMAC10.html) |
| NO (1) | NO122651B (cg-RX-API-DMAC10.html) |
| SE (1) | SE339472B (cg-RX-API-DMAC10.html) |
| YU (1) | YU33108B (cg-RX-API-DMAC10.html) |
-
1967
- 1967-01-06 CH CH20167A patent/CH476739A/de not_active IP Right Cessation
- 1967-12-29 DK DK668167A patent/DK116593B/da unknown
-
1968
- 1968-01-04 YU YU1868A patent/YU33108B/xx unknown
- 1968-01-04 SE SE9268A patent/SE339472B/xx unknown
- 1968-01-04 FR FR1567151D patent/FR1567151A/fr not_active Expired
- 1968-01-05 NL NL6800191A patent/NL6800191A/xx unknown
- 1968-01-05 DE DE19681695106 patent/DE1695106A1/de active Pending
- 1968-01-05 GB GB74568A patent/GB1206232A/en not_active Expired
- 1968-01-05 BE BE709034D patent/BE709034A/xx unknown
- 1968-01-05 AT AT14968A patent/AT275529B/de active
- 1968-01-05 NO NO4868A patent/NO122651B/no unknown
- 1968-01-05 ES ES348964A patent/ES348964A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL6800191A (cg-RX-API-DMAC10.html) | 1968-07-08 |
| DE1695106A1 (de) | 1971-04-08 |
| CH476739A (de) | 1969-08-15 |
| ES348964A1 (es) | 1969-03-16 |
| AT275529B (de) | 1969-10-27 |
| YU33108B (en) | 1976-04-30 |
| NO122651B (cg-RX-API-DMAC10.html) | 1971-07-26 |
| FR1567151A (cg-RX-API-DMAC10.html) | 1969-05-16 |
| BE709034A (cg-RX-API-DMAC10.html) | 1968-07-05 |
| YU1868A (en) | 1975-10-31 |
| DK116593B (da) | 1970-01-26 |
| SE339472B (cg-RX-API-DMAC10.html) | 1971-10-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |