SU929009A3 - Способ получени бензофуранил-бензимидазолов - Google Patents
Способ получени бензофуранил-бензимидазолов Download PDFInfo
- Publication number
- SU929009A3 SU929009A3 SU772542148A SU2542148A SU929009A3 SU 929009 A3 SU929009 A3 SU 929009A3 SU 772542148 A SU772542148 A SU 772542148A SU 2542148 A SU2542148 A SU 2542148A SU 929009 A3 SU929009 A3 SU 929009A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- carbon atoms
- alkyl
- hydrogen
- substituted
- residue
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- BBBQWRHMACVVMG-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-1h-benzimidazole Chemical class C1=CC=C2NC(C3=CC4=CC=CC=C4O3)=NC2=C1 BBBQWRHMACVVMG-UHFFFAOYSA-N 0.000 title abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 24
- 239000001257 hydrogen Substances 0.000 claims abstract description 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- -1 cycloalkyloxy radical Chemical class 0.000 claims abstract description 22
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 14
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 8
- 150000001450 anions Chemical class 0.000 claims abstract description 6
- 125000003302 alkenyloxy group Chemical group 0.000 claims abstract description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 17
- 125000002071 phenylalkoxy group Chemical group 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 65
- 150000001875 compounds Chemical class 0.000 claims description 28
- 239000000460 chlorine Substances 0.000 claims description 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 11
- 125000005429 oxyalkyl group Chemical group 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 6
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 6
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 125000005359 phenoxyalkyl group Chemical group 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000002168 alkylating agent Substances 0.000 claims description 2
- 229940100198 alkylating agent Drugs 0.000 claims description 2
- 125000005242 carbamoyl alkyl group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 1
- 150000001804 chlorine Chemical class 0.000 claims 1
- 125000005159 cyanoalkoxy group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 1
- 125000006178 methyl benzyl group Chemical group 0.000 claims 1
- 125000003944 tolyl group Chemical group 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 4
- 125000005843 halogen group Chemical group 0.000 abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 125000005415 substituted alkoxy group Chemical group 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 150000002431 hydrogen Chemical class 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 150000004987 o-phenylenediamines Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical class NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 1
- YVXJFJPPDDKZOQ-UHFFFAOYSA-N 6-butoxy-1-benzofuran-2-carboxylic acid Chemical compound CCCCOC1=CC=C2C=C(C(O)=O)OC2=C1 YVXJFJPPDDKZOQ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 125000005824 oxyalkoxy group Chemical group 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/927—Polyacrylonitrile fiber
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Detergent Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU75458 | 1976-07-26 | ||
| LU77216 | 1977-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU929009A3 true SU929009A3 (ru) | 1982-05-15 |
Family
ID=26640208
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU772542148A SU929009A3 (ru) | 1976-07-26 | 1977-11-16 | Способ получени бензофуранил-бензимидазолов |
Country Status (18)
| Country | Link |
|---|---|
| US (3) | US4146725A (en, 2012) |
| JP (1) | JPS5314735A (en, 2012) |
| AR (1) | AR217651A1 (en, 2012) |
| AT (1) | AT356052B (en, 2012) |
| AU (1) | AU2726877A (en, 2012) |
| BR (1) | BR7704901A (en, 2012) |
| CA (1) | CA1099727A (en, 2012) |
| CH (1) | CH632628B (en, 2012) |
| DD (1) | DD133810A5 (en, 2012) |
| DE (1) | DE2733156A1 (en, 2012) |
| ES (2) | ES460994A1 (en, 2012) |
| FR (1) | FR2359839A1 (en, 2012) |
| GB (1) | GB1560321A (en, 2012) |
| IT (1) | IT1079804B (en, 2012) |
| MX (1) | MX150024A (en, 2012) |
| NL (1) | NL7708245A (en, 2012) |
| SE (1) | SE7708510L (en, 2012) |
| SU (1) | SU929009A3 (en, 2012) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH645359A5 (de) * | 1978-11-20 | 1984-09-28 | Ciba Geigy Ag | Lagerstabile, konzentrierte waessrige loesung von benzimidazolium-aufhellern. |
| DE2852531A1 (de) * | 1978-12-05 | 1980-06-19 | Bayer Ag | Benzofuranyl-benzimidazole |
| DE2904829A1 (de) * | 1979-02-08 | 1980-08-14 | Bayer Ag | Verfahren zur herstellung von benzimidazolylbenzofuran |
| DE4230656A1 (de) * | 1992-09-14 | 1994-03-17 | Ciba Geigy | Verfahren zur Verbesserung von Weissgrad, Helligkeit und Farbort von Füllstoffen und Pigmenten |
| CA2150610C (en) * | 1994-06-01 | 1999-08-17 | Mikiro Yanaka | Benzene derivatives and pharmaceutical composition |
| JPH10203981A (ja) * | 1997-01-21 | 1998-08-04 | Kureha Chem Ind Co Ltd | 心疾患改善剤 |
| IL139317A0 (en) * | 1998-05-05 | 2001-11-25 | Byk Gulden Lomberg Chem Fab | Benzimdazole and benzoxazole derivatives and pharmaceutical compositions contining the same |
| PT1194425E (pt) * | 1999-06-23 | 2005-10-31 | Aventis Pharma Gmbh | Benzimidazoles substituidos |
| RU2223761C2 (ru) * | 1999-12-27 | 2004-02-20 | Джапан Тобакко Инк. | Соединения с конденсированным кольцом и их использование в качестве лекарственных средств |
| US6770666B2 (en) | 1999-12-27 | 2004-08-03 | Japan Tobacco Inc. | Fused-ring compounds and use thereof as drugs |
| US6448281B1 (en) * | 2000-07-06 | 2002-09-10 | Boehringer Ingelheim (Canada) Ltd. | Viral polymerase inhibitors |
| AR035543A1 (es) * | 2001-06-26 | 2004-06-16 | Japan Tobacco Inc | Agente terapeutico para la hepatitis c que comprende un compuesto de anillo condensado, compuesto de anillo condensado, composicion farmaceutica que lo comprende, compuestos de benzimidazol, tiazol y bifenilo utiles como intermediarios para producir dichos compuestos, uso del compuesto de anillo con |
| EP2335700A1 (en) * | 2001-07-25 | 2011-06-22 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis C virus polymerase inhibitors with a heterobicylic structure |
| US7223785B2 (en) * | 2003-01-22 | 2007-05-29 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| US7098231B2 (en) * | 2003-01-22 | 2006-08-29 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| EP1455352A1 (en) * | 2003-03-05 | 2004-09-08 | Clariant International Ltd. | New dyes for optical data recording |
| JP2007501189A (ja) * | 2003-08-01 | 2007-01-25 | ジェネラブス テクノロジーズ，インコーポレイテッド | フラビウイルス科に対する二環式イミダゾール誘導体 |
| SG184700A1 (en) * | 2004-02-20 | 2012-10-30 | Boehringer Ingelheim Int | Viral polymerase inhibitors |
| EP1915378A4 (en) * | 2005-08-12 | 2009-07-22 | Boehringer Ingelheim Int | VIRUS POLYMERASE INHIBITORS |
| CA2768832A1 (en) * | 2009-07-23 | 2011-01-27 | Vanderbilt University | Substituted benzoimidazolesulfonamides and substituted indolesulfonamides as mglur4 potentiators |
| BR112015024887A2 (pt) | 2013-03-26 | 2017-07-18 | Momentive Performance Mat Inc | composição de revestimento e método para determinar a uniformidade e espessura de um pré-tratamento com silano sem lavagem |
| JP6956033B2 (ja) * | 2018-03-14 | 2021-10-27 | 日本化薬株式会社 | ベンゾアゾール化合物、並びにこれを含んだ顔料組成物 |
| JP7211029B2 (ja) | 2018-11-20 | 2023-01-24 | 日本電気硝子株式会社 | ガラス物品の製造方法、及び薄板ガラスの加熱方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1469227A1 (de) * | 1964-12-31 | 1970-06-04 | Bayer Ag | Furanverbindungen |
| DE1802863C2 (de) * | 1968-10-12 | 1971-03-18 | Basf Ag | Verwendung von sulfonsaeuregruppenhaltigen Farbstoffen zum Faerben von Textilmaterial aus Polyamiden |
| CH986369A4 (en, 2012) * | 1969-06-27 | 1970-12-31 | ||
| DE2006517A1 (en) * | 1970-02-13 | 1971-08-26 | Badische Anilin & Soda Fabrik AG, 6700 Ludwigshafen | Salts of 3-(benzimidazolyl-2') -7-dialkyl-co |
| DE2013262A1 (en) * | 1970-03-20 | 1971-10-07 | Badische Anilin & Soda Fabrik AG, 6700 Ludwigshafen | Acid gp-contg 3-(benzimidazolyl-2')-7-dialkyl amino cumarin |
| US3940417A (en) * | 1970-12-09 | 1976-02-24 | Ciba-Geigy Corporation | Quaternised benzofuranyl-benzimidazoles |
| CH560277B5 (en, 2012) | 1971-11-09 | 1975-03-27 | ||
| CH577998A5 (en, 2012) * | 1970-12-09 | 1976-07-30 | Ciba Geigy Ag | |
| JPS5529110B2 (en, 2012) * | 1972-12-25 | 1980-08-01 | ||
| CH117273A4 (en, 2012) * | 1973-01-26 | 1976-07-15 | ||
| CH590965A5 (en, 2012) * | 1973-12-19 | 1977-08-31 | Ciba Geigy Ag | |
| CH616422A5 (en, 2012) * | 1974-05-23 | 1980-03-31 | Sandoz Ag | |
| US4009994A (en) * | 1974-08-22 | 1977-03-01 | Ciba-Geigy Corporation | Process and product of optical brightening with quaternized benzofuranyl-benzimidazoles |
-
1977
- 1977-06-20 CH CH752277A patent/CH632628B/de unknown
- 1977-07-15 US US05/815,889 patent/US4146725A/en not_active Expired - Lifetime
- 1977-07-21 GB GB30748/77A patent/GB1560321A/en not_active Expired
- 1977-07-22 CA CA283,359A patent/CA1099727A/en not_active Expired
- 1977-07-22 DD DD7700200239A patent/DD133810A5/xx unknown
- 1977-07-22 DE DE19772733156 patent/DE2733156A1/de active Granted
- 1977-07-25 SE SE7708510A patent/SE7708510L/xx unknown
- 1977-07-25 AT AT538777A patent/AT356052B/de not_active IP Right Cessation
- 1977-07-25 MX MX169967A patent/MX150024A/es unknown
- 1977-07-25 AU AU27268/77A patent/AU2726877A/en active Pending
- 1977-07-25 IT IT50415/77A patent/IT1079804B/it active
- 1977-07-25 AR AR268559A patent/AR217651A1/es active
- 1977-07-25 NL NL7708245A patent/NL7708245A/xx not_active Application Discontinuation
- 1977-07-25 FR FR7722791A patent/FR2359839A1/fr active Granted
- 1977-07-26 BR BR7704901A patent/BR7704901A/pt unknown
- 1977-07-26 JP JP8890277A patent/JPS5314735A/ja active Granted
- 1977-07-27 ES ES460994A patent/ES460994A1/es not_active Expired
- 1977-11-16 SU SU772542148A patent/SU929009A3/ru active
-
1978
- 1978-06-16 ES ES470878A patent/ES470878A1/es not_active Expired
- 1978-12-21 US US05/972,139 patent/US4250317A/en not_active Expired - Lifetime
-
1980
- 1980-09-30 US US06/192,576 patent/US4360679A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US4146725A (en) | 1979-03-27 |
| ATA538777A (de) | 1979-09-15 |
| CA1099727A (en) | 1981-04-21 |
| CH632628GA3 (en, 2012) | 1982-10-29 |
| NL7708245A (nl) | 1978-01-30 |
| MX150024A (es) | 1984-03-05 |
| DE2733156A1 (de) | 1978-02-02 |
| AR217651A1 (es) | 1980-04-15 |
| SE7708510L (sv) | 1978-01-27 |
| FR2359839A1 (fr) | 1978-02-24 |
| GB1560321A (en) | 1980-02-06 |
| BR7704901A (pt) | 1978-03-28 |
| IT1079804B (it) | 1985-05-13 |
| AT356052B (de) | 1980-04-10 |
| ES470878A1 (es) | 1979-02-16 |
| US4360679A (en) | 1982-11-23 |
| ES460994A1 (es) | 1978-12-01 |
| DE2733156C2 (en, 2012) | 1991-09-05 |
| AU2726877A (en) | 1979-02-01 |
| CH632628B (de) | |
| JPS5314735A (en) | 1978-02-09 |
| DD133810A5 (de) | 1979-01-24 |
| JPS6260422B2 (en, 2012) | 1987-12-16 |
| US4250317A (en) | 1981-02-10 |
| FR2359839B1 (en, 2012) | 1980-07-11 |
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| DE2740562C2 (en, 2012) | ||
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| FI64144B (fi) | Foerfarande foer framstaellning av 2-arylamino-2-imidazolinderivat | |
| DE2230592A1 (de) | Heterocyclische verbindungen, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneipraeparate | |
| EP0212481B1 (de) | Indolinonderivate, Verfahren zu ihrer Herstellung, sie enthaltende Arzneimittel und deren Verwendung | |
| EP0005232A1 (de) | Isochinolinderivate, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zubereitungen | |
| US4077958A (en) | 2-[(Substituted piperazinyl)alkyl]-2,3-dihydro-3-hydroxy-1H-benz[de]isoquinolin-1-ones | |
| DE2340571C3 (de) | Verfahren zur Herstellung von heterocyclischen Verbindungen | |
| DE2315148A1 (de) | Neue chinolinderivate, verfahren zu ihrer herstellung und ihre verwendung | |
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| US4082757A (en) | Amides of 4-hydroxy-6H-thieno[2,3-b]thiopyran-5-carboxylic acid-7,7-dioxide | |
| HU191126B (en) | Process for producing new n-imino-pyridinium-betaine derivatives and pharmaceutical compositions containing them as active agents | |
| EP1054869A1 (de) | 3,4-dihydrochinolin-derivative als stickstoffmonoxid-synthase (nos) inhibitoren | |
| EP0005465B1 (de) | Benzofuranyl-benzimidazole, Verfahren zu ihrer Herstellung sowie ihre Verwendung zum optischen Aufhellen von organischen Materialien | |
| SU639450A3 (ru) | Способ получени гетероциклических соединений или их солей | |
| SU1433411A3 (ru) | Способ получени производных 2-(1Н)-хинолона или их фармацевтически приемлемых солей | |
| EP0362635A1 (de) | Verfahren von basischen Nitrophenyl-dihydropyridinamiden als Arzneimittel, neue Verbindungen und Verfahren zu ihrer Herstellung über neue Zwischenprodukte | |
| US4420487A (en) | Diuretic and antihypertensive benzimidazoles | |
| NO126374B (en, 2012) |