GB924322A - - Google Patents
Info
- Publication number
- GB924322A GB924322A GB924322DA GB924322A GB 924322 A GB924322 A GB 924322A GB 924322D A GB924322D A GB 924322DA GB 924322 A GB924322 A GB 924322A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- gives
- ketone
- chloro
- amino
- 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.)
- Active
Links
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 28
- 229910021529 ammonia Inorganic materials 0.000 abstract 14
- LSTRKXWIZZZYAS-UHFFFAOYSA-N 2-bromoacetyl bromide Chemical compound BrCC(Br)=O LSTRKXWIZZZYAS-UHFFFAOYSA-N 0.000 abstract 9
- -1 alkyl radical Chemical class 0.000 abstract 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 239000012965 benzophenone Substances 0.000 abstract 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 230000007062 hydrolysis Effects 0.000 abstract 3
- 238000006460 hydrolysis reaction Methods 0.000 abstract 3
- KWZYIAJRFJVQDO-UHFFFAOYSA-N (2-amino-5-chlorophenyl)-(2-chlorophenyl)methanone Chemical compound NC1=CC=C(Cl)C=C1C(=O)C1=CC=CC=C1Cl KWZYIAJRFJVQDO-UHFFFAOYSA-N 0.000 abstract 2
- RLDBDKPNTDXDAW-UHFFFAOYSA-N (2-aminophenyl)-[2-(trifluoromethyl)phenyl]methanone Chemical compound NC1=CC=CC=C1C(=O)C1=CC=CC=C1C(F)(F)F RLDBDKPNTDXDAW-UHFFFAOYSA-N 0.000 abstract 2
- LCISFYAQKHOWBP-UHFFFAOYSA-N 2-chloro-5-(trifluoromethyl)benzonitrile Chemical compound FC(F)(F)C1=CC=C(Cl)C(C#N)=C1 LCISFYAQKHOWBP-UHFFFAOYSA-N 0.000 abstract 2
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 abstract 2
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- VLEJARWZYYUFHU-UHFFFAOYSA-M [Br-].FC(F)(F)C1=CC=CC=C1[Mg+] Chemical compound [Br-].FC(F)(F)C1=CC=CC=C1[Mg+] VLEJARWZYYUFHU-UHFFFAOYSA-M 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 abstract 2
- 150000008366 benzophenones Chemical class 0.000 abstract 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 239000004289 sodium hydrogen sulphite Substances 0.000 abstract 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 abstract 2
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- DKIHAYDTTRKFDA-UHFFFAOYSA-N (2-amino-5-bromo-4-methoxyphenyl)-phenylmethanone Chemical compound NC1=C(C(=O)C2=CC=CC=C2)C=C(C(=C1)OC)Br DKIHAYDTTRKFDA-UHFFFAOYSA-N 0.000 abstract 1
- GTGMXPIQRQSORU-UHFFFAOYSA-N (2-amino-5-chlorophenyl)-(2-fluorophenyl)methanone Chemical compound NC1=CC=C(Cl)C=C1C(=O)C1=CC=CC=C1F GTGMXPIQRQSORU-UHFFFAOYSA-N 0.000 abstract 1
- ZHYWLSUFQACVCU-UHFFFAOYSA-N (2-amino-5-chlorophenyl)-(2-methylsulfanylphenyl)methanone Chemical compound CSC1=CC=CC=C1C(=O)C1=CC(Cl)=CC=C1N ZHYWLSUFQACVCU-UHFFFAOYSA-N 0.000 abstract 1
- MZPDVYDLHYUTQS-UHFFFAOYSA-N (2-amino-5-methylphenyl)-phenylmethanone Chemical compound CC1=CC=C(N)C(C(=O)C=2C=CC=CC=2)=C1 MZPDVYDLHYUTQS-UHFFFAOYSA-N 0.000 abstract 1
- RTXMPALVNMDSOL-UHFFFAOYSA-N (2-amino-5-methylsulfanylphenyl)-[2-(trifluoromethyl)phenyl]methanone Chemical compound FC(C1=C(C=CC=C1)C(=O)C1=C(C=CC(=C1)SC)N)(F)F RTXMPALVNMDSOL-UHFFFAOYSA-N 0.000 abstract 1
- GZYBWMKOQXCCHC-UHFFFAOYSA-N (2-amino-5-methylsulfanylphenyl)-phenylmethanone Chemical compound CSC1=CC=C(N)C(C(=O)C=2C=CC=CC=2)=C1 GZYBWMKOQXCCHC-UHFFFAOYSA-N 0.000 abstract 1
- PZPZDEIASIKHPY-UHFFFAOYSA-N (2-amino-5-nitrophenyl)-phenylmethanone Chemical compound NC1=CC=C([N+]([O-])=O)C=C1C(=O)C1=CC=CC=C1 PZPZDEIASIKHPY-UHFFFAOYSA-N 0.000 abstract 1
- MAOBFOXLCJIFLV-UHFFFAOYSA-N (2-aminophenyl)-phenylmethanone Chemical compound NC1=CC=CC=C1C(=O)C1=CC=CC=C1 MAOBFOXLCJIFLV-UHFFFAOYSA-N 0.000 abstract 1
- URBLVRAVOIVZFJ-UHFFFAOYSA-N (3-methylphenyl)-phenylmethanone Chemical compound CC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 URBLVRAVOIVZFJ-UHFFFAOYSA-N 0.000 abstract 1
- WWEHKSOZUNFOMP-UHFFFAOYSA-N (4-amino-3-benzoylphenyl) thiocyanate Chemical compound NC1=C(C(=O)C2=CC=CC=C2)C=C(C=C1)SC#N WWEHKSOZUNFOMP-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- MVFTXLSUUJWLOZ-UHFFFAOYSA-N 2-amino-N-(2-benzoyl-3-chlorophenyl)acetamide Chemical compound ClC1=CC=CC(=C1C(=O)C1=CC=CC=C1)NC(=O)CN MVFTXLSUUJWLOZ-UHFFFAOYSA-N 0.000 abstract 1
- TXSNZMRQUWGNNT-UHFFFAOYSA-N 2-amino-N-[2-(benzenecarbonothioyl)-4-methylphenyl]acetamide hydrochloride Chemical compound Cl.NCC(=O)NC1=C(C(=S)C2=CC=CC=C2)C=C(C=C1)C TXSNZMRQUWGNNT-UHFFFAOYSA-N 0.000 abstract 1
- JAKSCMPXXYPEFX-UHFFFAOYSA-N 2-bromo-N-[2-[4-[4-[2-[(2-bromoacetyl)amino]-5-chlorophenyl]-2-methylthiophene-3-carbonyl]-5-methylthiophen-3-yl]-4-chlorophenyl]acetamide Chemical compound BrCC(=O)NC1=C(C=C(C=C1)Cl)C=1C(=C(SC1)C)C(=O)C1=C(SC=C1C1=C(C=CC(=C1)Cl)NC(=O)CBr)C JAKSCMPXXYPEFX-UHFFFAOYSA-N 0.000 abstract 1
- SPZUATLRFFMTJP-UHFFFAOYSA-N 2-bromo-N-[4-methylsulfanyl-2-[2-(trifluoromethyl)benzoyl]phenyl]acetamide Chemical compound FC(C1=C(C=CC=C1)C(=O)C1=C(C=CC(=C1)SC)NC(=O)CBr)(F)F SPZUATLRFFMTJP-UHFFFAOYSA-N 0.000 abstract 1
- JQMAWYRGSOSWNJ-UHFFFAOYSA-N 2-bromo-n-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide Chemical compound ClC1=CC=C(NC(=O)CBr)C(C(=O)C=2C(=CC=CC=2)Cl)=C1 JQMAWYRGSOSWNJ-UHFFFAOYSA-N 0.000 abstract 1
- ILLHORFDXDLILE-UHFFFAOYSA-N 2-bromopropanoyl bromide Chemical compound CC(Br)C(Br)=O ILLHORFDXDLILE-UHFFFAOYSA-N 0.000 abstract 1
- VKTTYIXIDXWHKW-UHFFFAOYSA-N 2-chloro-5-(trifluoromethyl)aniline Chemical compound NC1=CC(C(F)(F)F)=CC=C1Cl VKTTYIXIDXWHKW-UHFFFAOYSA-N 0.000 abstract 1
- WLXRKCGYQAKHSJ-UHFFFAOYSA-N 2-chloro-5-(trifluoromethyl)benzoic acid Chemical compound OC(=O)C1=CC(C(F)(F)F)=CC=C1Cl WLXRKCGYQAKHSJ-UHFFFAOYSA-N 0.000 abstract 1
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 abstract 1
- RAAGZOYMEQDCTD-UHFFFAOYSA-N 2-fluorobenzoyl chloride Chemical compound FC1=CC=CC=C1C(Cl)=O RAAGZOYMEQDCTD-UHFFFAOYSA-N 0.000 abstract 1
- DRQDEYWKCRHLOU-UHFFFAOYSA-N 4-acetamido-3-benzoylbenzamide Chemical compound C1(=CC=CC=C1)C(=O)C1=C(C=CC(=C1)C(=O)N)NC(=O)C DRQDEYWKCRHLOU-UHFFFAOYSA-N 0.000 abstract 1
- WRYQLYZZFBGNEP-UHFFFAOYSA-N 4-acetamido-3-benzoylbenzoic acid Chemical compound CC(=O)NC1=CC=C(C(O)=O)C=C1C(=O)C1=CC=CC=C1 WRYQLYZZFBGNEP-UHFFFAOYSA-N 0.000 abstract 1
- KSPBATGTCPOURW-UHFFFAOYSA-N 4-acetyl-3-amino-5-benzoylbenzonitrile Chemical compound C1(=CC=CC=C1)C(=O)C1=C(C(=CC(=C1)C#N)N)C(=O)C KSPBATGTCPOURW-UHFFFAOYSA-N 0.000 abstract 1
- RXZJRIJHONFXDH-UHFFFAOYSA-N 4-amino-3-benzoylbenzonitrile Chemical compound NC1=CC=C(C#N)C=C1C(=O)C1=CC=CC=C1 RXZJRIJHONFXDH-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- WZKSXHQDXQKIQJ-UHFFFAOYSA-N F[C](F)F Chemical compound F[C](F)F WZKSXHQDXQKIQJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- ILDCMDMFTAWPQE-UHFFFAOYSA-N N-(2-benzoyl-4-bromo-5-methoxyphenyl)-2-bromoacetamide Chemical compound BrCC(=O)NC1=C(C(=O)C2=CC=CC=C2)C=C(C(=C1)OC)Br ILDCMDMFTAWPQE-UHFFFAOYSA-N 0.000 abstract 1
- MKCHZSFJGJTMSD-UHFFFAOYSA-N N-(2-benzoyl-4-cyanophenyl)-3-bromopropanamide Chemical compound C1(=CC=CC=C1)C(=O)C1=C(C=CC(=C1)C#N)NC(=O)CCBr MKCHZSFJGJTMSD-UHFFFAOYSA-N 0.000 abstract 1
- OHBUZFUZVQWQGD-UHFFFAOYSA-N N-(2-benzoyl-4-methylsulfanylphenyl)-2-bromoacetamide Chemical compound C1(=CC=CC=C1)C(=O)C1=C(C=CC(=C1)SC)NC(=O)CBr OHBUZFUZVQWQGD-UHFFFAOYSA-N 0.000 abstract 1
- XTIZXVFUVFGADA-UHFFFAOYSA-N N-(2-benzoyl-4-nitrophenyl)-2-bromopropanamide Chemical compound BrC(C(=O)NC1=C(C(=O)C2=CC=CC=C2)C=C(C=C1)[N+](=O)[O-])C XTIZXVFUVFGADA-UHFFFAOYSA-N 0.000 abstract 1
- OGQMXGRSESKEIN-UHFFFAOYSA-N N-(2-benzoyl-5-methoxyphenyl)acetamide Chemical compound N(C(=O)C)C1=C(C(=O)C2=CC=CC=C2)C=CC(=C1)OC OGQMXGRSESKEIN-UHFFFAOYSA-N 0.000 abstract 1
- YJUIPGANPMFNLZ-UHFFFAOYSA-N N-(4-benzoyl-3-methoxyphenyl)acetamide Chemical compound C1(=CC=CC=C1)C(=O)C1=C(C=C(C=C1)NC(=O)C)OC YJUIPGANPMFNLZ-UHFFFAOYSA-N 0.000 abstract 1
- QVEGWMFZEWHTFU-UHFFFAOYSA-N N-[2-benzoyl-4-(trifluoromethyl)phenyl]-2-bromoacetamide Chemical compound BrCC(=O)NC1=C(C(=O)C2=CC=CC=C2)C=C(C=C1)C(F)(F)F QVEGWMFZEWHTFU-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- ZMAFLDDFBUFYOF-UHFFFAOYSA-N [2-amino-5-(trifluoromethyl)phenyl]-[2-(trifluoromethyl)phenyl]methanone Chemical compound NC1=C(C(=O)C2=C(C=CC=C2)C(F)(F)F)C=C(C=C1)C(F)(F)F ZMAFLDDFBUFYOF-UHFFFAOYSA-N 0.000 abstract 1
- NRMOBHGSHDKJLW-UHFFFAOYSA-N [2-amino-5-(trifluoromethyl)phenyl]-phenylmethanone Chemical compound NC1=CC=C(C(F)(F)F)C=C1C(=O)C1=CC=CC=C1 NRMOBHGSHDKJLW-UHFFFAOYSA-N 0.000 abstract 1
- VVFABDKZHZCBGQ-UHFFFAOYSA-N [4-amino-3-[2-(trifluoromethyl)benzoyl]phenyl] thiocyanate Chemical compound FC(C1=C(C=CC=C1)C(=O)C1=C(C=CC(=C1)SC#N)N)(F)F VVFABDKZHZCBGQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000003973 alkyl amines Chemical class 0.000 abstract 1
- 229940125681 anticonvulsant agent Drugs 0.000 abstract 1
- 239000001961 anticonvulsive agent Substances 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- PWMBWADOPBGZMC-UHFFFAOYSA-N bis[2-chloro-3-[5-chloro-2-(methylamino)phenyl]phenyl]methanone Chemical compound CNC1=C(C=C(C=C1)Cl)C=1C(=C(C=CC1)C(=O)C1=C(C(=CC=C1)C1=C(C=CC(=C1)Cl)NC)Cl)Cl PWMBWADOPBGZMC-UHFFFAOYSA-N 0.000 abstract 1
- CNXRUVBGKKUSTF-UHFFFAOYSA-N bis[3-[2-chloro-5-(trifluoromethyl)phenyl]-2-(trifluoromethyl)phenyl]methanone Chemical compound ClC1=C(C=C(C=C1)C(F)(F)F)C=1C(=C(C=CC1)C(=O)C1=C(C(=CC=C1)C1=C(C=CC(=C1)C(F)(F)F)Cl)C(F)(F)F)C(F)(F)F CNXRUVBGKKUSTF-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000005265 dialkylamine group Chemical group 0.000 abstract 1
- RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 abstract 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000003840 hydrochlorides Chemical class 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- 150000004658 ketimines Chemical class 0.000 abstract 1
- XHXXWWGGXFUMAJ-UHFFFAOYSA-N methanethiol;sodium Chemical compound [Na].SC XHXXWWGGXFUMAJ-UHFFFAOYSA-N 0.000 abstract 1
- JHSJXTNCWSQPAX-UHFFFAOYSA-N n-(2-benzoyl-4-chlorophenyl)-2-(methylamino)acetamide Chemical compound CNCC(=O)NC1=CC=C(Cl)C=C1C(=O)C1=CC=CC=C1 JHSJXTNCWSQPAX-UHFFFAOYSA-N 0.000 abstract 1
- SOWNIRDTJRYCCK-UHFFFAOYSA-N n-(2-benzoyl-4-methylphenyl)acetamide Chemical compound CC(=O)NC1=CC=C(C)C=C1C(=O)C1=CC=CC=C1 SOWNIRDTJRYCCK-UHFFFAOYSA-N 0.000 abstract 1
- OIEFZHJNURGFFI-UHFFFAOYSA-N n-(3-methoxyphenyl)acetamide Chemical compound COC1=CC=CC(NC(C)=O)=C1 OIEFZHJNURGFFI-UHFFFAOYSA-N 0.000 abstract 1
- OZMLKMBHGQTSAO-UHFFFAOYSA-N n-[4-chloro-2-(2-chlorobenzoyl)phenyl]-4-methylbenzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC1=CC=C(Cl)C=C1C(=O)C1=CC=CC=C1Cl OZMLKMBHGQTSAO-UHFFFAOYSA-N 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 1
- 239000012286 potassium permanganate Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 239000000829 suppository Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- 239000003204 tranquilizing agent Substances 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
- C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
- C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
- C07D243/24—Oxygen atoms
- C07D243/28—Preparation including building-up the benzodiazepine skeleton from compounds containing no hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
Publication Number | Publication Date |
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GB924322A true GB924322A (enrdf_load_stackoverflow) |
Family
ID=1753608
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB924322D Active GB924322A (enrdf_load_stackoverflow) |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB924322A (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4476061A (en) * | 1978-09-25 | 1984-10-09 | Pierre Fabre, Sa | 2'-(Orthochlorobenzoyl)-4'-chloroglycylanilides |
-
0
- GB GB924322D patent/GB924322A/en active Active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4476061A (en) * | 1978-09-25 | 1984-10-09 | Pierre Fabre, Sa | 2'-(Orthochlorobenzoyl)-4'-chloroglycylanilides |
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