IE32674B1 - Sulfanilamide derivatives their preparation and use - Google Patents
Sulfanilamide derivatives their preparation and useInfo
- Publication number
- IE32674B1 IE32674B1 IE335/69A IE33569A IE32674B1 IE 32674 B1 IE32674 B1 IE 32674B1 IE 335/69 A IE335/69 A IE 335/69A IE 33569 A IE33569 A IE 33569A IE 32674 B1 IE32674 B1 IE 32674B1
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- reacting
- group
- compounds
- signifies
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 2
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical class NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 230000007062 hydrolysis Effects 0.000 abstract 3
- 238000006460 hydrolysis reaction Methods 0.000 abstract 3
- 238000006722 reduction reaction Methods 0.000 abstract 3
- 238000006894 reductive elimination reaction Methods 0.000 abstract 3
- GRDXCFKBQWDAJH-UHFFFAOYSA-N 4-acetamidobenzenesulfonyl chloride Chemical compound CC(=O)NC1=CC=C(S(Cl)(=O)=O)C=C1 GRDXCFKBQWDAJH-UHFFFAOYSA-N 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 2
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 2
- 230000003993 interaction Effects 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FMCAFXHLMUOIGG-IWFBPKFRSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-formamido-3-sulfanylpropanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxy-2,5-dimethylphenyl)propanoyl]amino]-4-methylsulfanylbutanoic acid Chemical compound O=CN[C@@H](CS)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCSC)C(O)=O)CC1=CC(C)=C(O)C=C1C FMCAFXHLMUOIGG-IWFBPKFRSA-N 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- RZISTNHSOMNHDE-UHFFFAOYSA-N 4,5-dihydro-1h-imidazol-2-amine;hydrochloride Chemical compound Cl.NC1=NCCN1 RZISTNHSOMNHDE-UHFFFAOYSA-N 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- -1 alkaline earth metal salt Chemical class 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- FFNKZSVHHUBFHT-UHFFFAOYSA-N cyanamide;sodium Chemical compound [Na].[Na].NC#N FFNKZSVHHUBFHT-UHFFFAOYSA-N 0.000 abstract 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-N cyanic acid Chemical class OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000002218 hypoglycaemic effect Effects 0.000 abstract 1
- 150000002461 imidazolidines Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
- 125000005039 triarylmethyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
- C07D233/46—Nitrogen atoms not forming part of a nitro radical with only hydrogen atoms attached to said nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/22—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
- C07D203/24—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH388668A CH500988A (de) | 1968-03-14 | 1968-03-14 | Verfahren zur Herstellung von neuen Derivaten des Sulfanilamids |
| CH388568A CH505830A (de) | 1968-03-14 | 1968-03-14 | Verfahren zur Herstellung von neuen Derivaten des Sulfanilamids |
| CH388368A CH504444A (de) | 1968-03-14 | 1968-03-14 | Verfahren zur Herstellung von neuen Derivaten des Sulfanilamids |
| CH388168A CH504443A (de) | 1968-03-14 | 1968-03-14 | Verfahren zur Herstellung von neuen Derivaten des Sulfanilamids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE32674L IE32674L (en) | 1969-09-14 |
| IE32674B1 true IE32674B1 (en) | 1973-10-31 |
Family
ID=27428687
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE335/69A IE32674B1 (en) | 1968-03-14 | 1969-03-13 | Sulfanilamide derivatives their preparation and use |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS49184B1 (enrdf_load_stackoverflow) |
| BE (1) | BE729835A (enrdf_load_stackoverflow) |
| CA (1) | CA971958A (enrdf_load_stackoverflow) |
| DE (1) | DE1912848A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1261572A (enrdf_load_stackoverflow) |
| IE (1) | IE32674B1 (enrdf_load_stackoverflow) |
| IL (1) | IL31799A (enrdf_load_stackoverflow) |
| NL (1) | NL6903832A (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4665227A (en) * | 1986-05-23 | 1987-05-12 | American Home Products Corporation | N-substituted-4(3)-nitrobenzene sulphonamides |
| US4698445A (en) * | 1986-06-18 | 1987-10-06 | American Home Products Corporation | 4-amino benzenesulfonamides |
| US4721809A (en) * | 1986-09-18 | 1988-01-26 | American Home Products Corporation | Alkylsulfonamido or perfluoroalkylsulfonamido benzenesulfonamides |
| US4794196A (en) * | 1987-02-10 | 1988-12-27 | American Home Products Corporation | N-aminoalkylperfluoroalkanoylaminobenzene-sulfonamide anti-arrhythmic agents |
| CN103524460B (zh) * | 2013-10-17 | 2015-06-03 | 西南大学 | 磺胺类衍生物及其制备方法与用途 |
-
1969
- 1969-03-12 NL NL6903832A patent/NL6903832A/xx unknown
- 1969-03-13 IL IL31799A patent/IL31799A/en unknown
- 1969-03-13 IE IE335/69A patent/IE32674B1/xx unknown
- 1969-03-13 CA CA045,554A patent/CA971958A/en not_active Expired
- 1969-03-13 BE BE729835D patent/BE729835A/xx unknown
- 1969-03-13 DE DE19691912848 patent/DE1912848A1/de active Pending
- 1969-03-14 GB GB03508/69A patent/GB1261572A/en not_active Expired
-
1971
- 1971-02-20 JP JP46007922A patent/JPS49184B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IL31799A0 (en) | 1969-05-28 |
| NL6903832A (enrdf_load_stackoverflow) | 1969-09-16 |
| JPS49184B1 (enrdf_load_stackoverflow) | 1974-01-05 |
| CA971958A (en) | 1975-07-29 |
| BE729835A (enrdf_load_stackoverflow) | 1969-09-15 |
| IE32674L (en) | 1969-09-14 |
| IL31799A (en) | 1972-09-28 |
| DE1912848A1 (de) | 1969-10-02 |
| GB1261572A (en) | 1972-01-26 |
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