GB966591A - Substituted 3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxides - Google Patents
Substituted 3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxidesInfo
- Publication number
- GB966591A GB966591A GB40831/61A GB4083161A GB966591A GB 966591 A GB966591 A GB 966591A GB 40831/61 A GB40831/61 A GB 40831/61A GB 4083161 A GB4083161 A GB 4083161A GB 966591 A GB966591 A GB 966591A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzyl
- sulphide
- nitro
- reacting
- prepared
- 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
- OKXYPUDKVYVJDI-UHFFFAOYSA-N 3,4-dihydro-2h-1$l^{6},2,4-benzothiadiazine 1,1-dioxide Chemical class C1=CC=C2S(=O)(=O)NCNC2=C1 OKXYPUDKVYVJDI-UHFFFAOYSA-N 0.000 title 1
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 10
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 5
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 abstract 5
- 229940073608 benzyl chloride Drugs 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 abstract 2
- CMVQZRLQEOAYSW-UHFFFAOYSA-N 1,2-dichloro-3-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1Cl CMVQZRLQEOAYSW-UHFFFAOYSA-N 0.000 abstract 1
- VITSNECNFNNVQB-UHFFFAOYSA-N 1,3-dichloro-2-nitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C=CC=C1Cl VITSNECNFNNVQB-UHFFFAOYSA-N 0.000 abstract 1
- DLJPDAHCABYQTO-UHFFFAOYSA-N 1-benzylsulfanyl-2,4-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC=C1SCC1=CC=CC=C1 DLJPDAHCABYQTO-UHFFFAOYSA-N 0.000 abstract 1
- DPCNCDXURDSUCR-UHFFFAOYSA-N 1-chloro-3-[[3-chloro-2-(2-nitrophenyl)phenyl]methylsulfanylmethyl]-2-(2-nitrophenyl)benzene Chemical compound ClC=1C(=C(CSCC2=C(C(=CC=C2)Cl)C2=C(C=CC=C2)[N+](=O)[O-])C=CC=1)C1=C(C=CC=C1)[N+](=O)[O-] DPCNCDXURDSUCR-UHFFFAOYSA-N 0.000 abstract 1
- HISHUMDTGXICEZ-UHFFFAOYSA-N 1-chloro-4-methoxy-2-nitrobenzene Chemical compound COC1=CC=C(Cl)C([N+]([O-])=O)=C1 HISHUMDTGXICEZ-UHFFFAOYSA-N 0.000 abstract 1
- NWESJZZPAJGHRZ-UHFFFAOYSA-N 1-chloro-4-methyl-2-nitrobenzene Chemical compound CC1=CC=C(Cl)C([N+]([O-])=O)=C1 NWESJZZPAJGHRZ-UHFFFAOYSA-N 0.000 abstract 1
- YGTRSOJCKASZSR-UHFFFAOYSA-N 1-nitro-2-[[(2-nitrophenyl)-phenylmethyl]sulfanyl-phenylmethyl]benzene Chemical compound [N+](=O)([O-])C1=C(C=CC=C1)C(C1=CC=CC=C1)SC(C1=CC=CC=C1)C1=C(C=CC=C1)[N+](=O)[O-] YGTRSOJCKASZSR-UHFFFAOYSA-N 0.000 abstract 1
- UMHSKUILJUFIEK-UHFFFAOYSA-N 2,5-dichlorobenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC(Cl)=CC=C1Cl UMHSKUILJUFIEK-UHFFFAOYSA-N 0.000 abstract 1
- AZAZMOKIBYYZFV-UHFFFAOYSA-N 2-amino-5-chloro-4-(trifluoromethyl)benzenesulfonamide Chemical compound NC1=CC(C(F)(F)F)=C(Cl)C=C1S(N)(=O)=O AZAZMOKIBYYZFV-UHFFFAOYSA-N 0.000 abstract 1
- GILVDMQZKCPCMS-UHFFFAOYSA-N 2-benzylsulfanyl-1-chloro-3-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1SCC1=CC=CC=C1 GILVDMQZKCPCMS-UHFFFAOYSA-N 0.000 abstract 1
- YTWROCQMOIITTF-UHFFFAOYSA-N 4-[[(4-carboxy-2-nitrophenyl)-phenylmethyl]sulfanyl-phenylmethyl]-3-nitrobenzoic acid Chemical compound [N+](=O)([O-])C1=C(C=CC(=C1)C(=O)O)C(C1=CC=CC=C1)SC(C1=CC=CC=C1)C1=C(C=C(C=C1)C(=O)O)[N+](=O)[O-] YTWROCQMOIITTF-UHFFFAOYSA-N 0.000 abstract 1
- NSZGTGYNJPUACM-UHFFFAOYSA-N 4-methoxy-1-[[(4-methoxy-2-nitrophenyl)-phenylmethyl]sulfanyl-phenylmethyl]-2-nitrobenzene Chemical compound COC1=CC(=C(C=C1)C(C1=CC=CC=C1)SC(C1=CC=CC=C1)C1=C(C=C(C=C1)OC)[N+](=O)[O-])[N+](=O)[O-] NSZGTGYNJPUACM-UHFFFAOYSA-N 0.000 abstract 1
- AFDROYUTDLRLOT-UHFFFAOYSA-N 4-methyl-1-[[(4-methyl-2-nitrophenyl)-phenylmethyl]sulfanyl-phenylmethyl]-2-nitrobenzene Chemical compound [N+](=O)([O-])C1=C(C=CC(=C1)C)C(C1=CC=CC=C1)SC(C1=CC=CC=C1)C1=C(C=C(C=C1)C)[N+](=O)[O-] AFDROYUTDLRLOT-UHFFFAOYSA-N 0.000 abstract 1
- SXINBFXPADXIEY-UHFFFAOYSA-N 5-Nitrofurfural Chemical compound [O-][N+](=O)C1=CC=C(C=O)O1 SXINBFXPADXIEY-UHFFFAOYSA-N 0.000 abstract 1
- ASPDJZINBYYZRU-UHFFFAOYSA-N 5-amino-2-chlorobenzotrifluoride Chemical compound NC1=CC=C(Cl)C(C(F)(F)F)=C1 ASPDJZINBYYZRU-UHFFFAOYSA-N 0.000 abstract 1
- OLVBKPDAJZHAEV-UHFFFAOYSA-N 5-chloro-2-(methylamino)benzenesulfonamide Chemical compound CNC1=CC=C(Cl)C=C1S(N)(=O)=O OLVBKPDAJZHAEV-UHFFFAOYSA-N 0.000 abstract 1
- -1 5-nitro-2-furyl alkyl ketone Chemical class 0.000 abstract 1
- DFXQXFGFOLXAPO-UHFFFAOYSA-N 96-99-1 Chemical compound OC(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 DFXQXFGFOLXAPO-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- VYZAHLCBVHPDDF-UHFFFAOYSA-N Dinitrochlorobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 VYZAHLCBVHPDDF-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 abstract 1
- 229920002472 Starch Polymers 0.000 abstract 1
- 125000005236 alkanoylamino group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 238000005576 amination reaction Methods 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- UENWRTRMUIOCKN-UHFFFAOYSA-N benzyl thiol Chemical compound SCC1=CC=CC=C1 UENWRTRMUIOCKN-UHFFFAOYSA-N 0.000 abstract 1
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- 235000010216 calcium carbonate Nutrition 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000008101 lactose Substances 0.000 abstract 1
- 235000019359 magnesium stearate Nutrition 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000002674 ointment Substances 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 abstract 1
- 235000019698 starch Nutrition 0.000 abstract 1
- 239000000454 talc Substances 0.000 abstract 1
- 229910052623 talc Inorganic materials 0.000 abstract 1
- 235000012222 talc Nutrition 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 1
- 239000008158 vegetable oil Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69283A US3155654A (en) | 1960-11-15 | 1960-11-15 | Substituted 3, 4-dihydro-1, 2, 4-benzothiadiazine-1, 1-dioxides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB966591A true GB966591A (en) | 1964-08-12 |
Family
ID=22087931
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB40831/61A Expired GB966591A (en) | 1960-11-15 | 1961-11-15 | Substituted 3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxides |
Country Status (7)
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2809194A (en) * | 1957-10-08 | Thiadiazine type natriuretic agents | ||
| US2886566A (en) * | 1959-05-12 | Sulfamyl-j | ||
| US2358465A (en) * | 1941-07-11 | 1944-09-19 | Eastman Kodak Co | Sulphonamide compounds |
| US2388529A (en) * | 1943-06-07 | 1945-11-06 | Gen Electric | Derivatives of aminobenzenesulphonamides |
| US2726264A (en) * | 1954-05-27 | 1955-12-06 | Du Pont | Alpha-halogenosulfamylacetophenones |
| US3024233A (en) * | 1959-12-17 | 1962-03-06 | Abbott Lab | Antibacterial agents |
| US2986573A (en) * | 1961-01-18 | 1961-05-30 | Schering Corp | Method for the treatment of hypertension |
-
0
- NL NL271307D patent/NL271307A/xx unknown
- NL NL130540D patent/NL130540C/xx active
-
1960
- 1960-11-15 US US69283A patent/US3155654A/en not_active Expired - Lifetime
-
1961
- 1961-11-14 BR BR134153/61A patent/BR6134153D0/pt unknown
- 1961-11-14 BE BE610272A patent/BE610272A/fr unknown
- 1961-11-14 CH CH1317161A patent/CH401073A/de unknown
- 1961-11-15 GB GB40831/61A patent/GB966591A/en not_active Expired
-
1962
- 1962-01-29 FR FR886226A patent/FR1831M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL130540C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| US3155654A (en) | 1964-11-03 |
| NL271307A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| BE610272A (fr) | 1962-03-01 |
| FR1831M (fr) | 1963-05-27 |
| CH401073A (de) | 1965-10-31 |
| BR6134153D0 (pt) | 1973-05-24 |
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