GB713767A - Improvements relating to substituted quinazolones - Google Patents
Improvements relating to substituted quinazolonesInfo
- Publication number
- GB713767A GB713767A GB20948/51A GB2094851A GB713767A GB 713767 A GB713767 A GB 713767A GB 20948/51 A GB20948/51 A GB 20948/51A GB 2094851 A GB2094851 A GB 2094851A GB 713767 A GB713767 A GB 713767A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methoxy
- acid
- quinazolones
- carbethoxy
- chloro
- 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
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 4
- QMNUDYFKZYBWQX-UHFFFAOYSA-N 1H-quinazolin-4-one Chemical compound C1=CC=C2C(=O)N=CNC2=C1 QMNUDYFKZYBWQX-UHFFFAOYSA-N 0.000 abstract 3
- CVICEEPAFUYBJG-UHFFFAOYSA-N 5-chloro-2,2-difluoro-1,3-benzodioxole Chemical group C1=C(Cl)C=C2OC(F)(F)OC2=C1 CVICEEPAFUYBJG-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 238000002360 preparation method Methods 0.000 abstract 3
- 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 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical class NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 238000009833 condensation Methods 0.000 abstract 2
- 230000005494 condensation Effects 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- -1 hydrohalic Chemical class 0.000 abstract 2
- 150000003053 piperidines Chemical class 0.000 abstract 2
- 238000007363 ring formation reaction Methods 0.000 abstract 2
- QNOCLMLTKMSMNP-UHFFFAOYSA-N 1-O-ethyl 3-O-[2-methoxy-5-(phenylmethoxycarbonylamino)pentanoyl] propanedioate Chemical compound C(CC(=O)OC(C(CCCNC(=O)OCC1=CC=CC=C1)OC)=O)(=O)OCC QNOCLMLTKMSMNP-UHFFFAOYSA-N 0.000 abstract 1
- CHOARRIRPWFLBC-UHFFFAOYSA-N 2-(1-ethoxycarbonyl-3-methoxypiperidin-2-yl)acetic acid Chemical compound C(=O)(OCC)N1C(C(CCC1)OC)CC(=O)O CHOARRIRPWFLBC-UHFFFAOYSA-N 0.000 abstract 1
- XYUQATGMGIRKHL-UHFFFAOYSA-N 2-formamido-6-methoxybenzamide Chemical compound C(=O)NC1=C(C(=O)N)C(=CC=C1)OC XYUQATGMGIRKHL-UHFFFAOYSA-N 0.000 abstract 1
- JCOIKJUUXBKFJC-UHFFFAOYSA-N 2-methoxy-5-(phenylmethoxycarbonylamino)pentanoic acid Chemical compound COC(C(O)=O)CCCNC(=O)OCC1=CC=CC=C1 JCOIKJUUXBKFJC-UHFFFAOYSA-N 0.000 abstract 1
- OFGNHPGPCHHDRF-UHFFFAOYSA-N 5-(trifluoromethyl)-1h-quinazolin-4-one Chemical class N1C=NC(=O)C2=C1C=CC=C2C(F)(F)F OFGNHPGPCHHDRF-UHFFFAOYSA-N 0.000 abstract 1
- XGZBESXYEGZKRH-UHFFFAOYSA-N 5-amino-1h-quinazolin-4-one Chemical compound N1C=NC(=O)C2=C1C=CC=C2N XGZBESXYEGZKRH-UHFFFAOYSA-N 0.000 abstract 1
- UXEZULVIMJVIFB-UHFFFAOYSA-N 5-fluoro-1h-quinazolin-4-one Chemical compound N1C=NC(=O)C2=C1C=CC=C2F UXEZULVIMJVIFB-UHFFFAOYSA-N 0.000 abstract 1
- GOBVWEUSCRFCPB-UHFFFAOYSA-N 6-chloro-1h-quinazolin-4-one Chemical compound N1C=NC(=O)C2=CC(Cl)=CC=C21 GOBVWEUSCRFCPB-UHFFFAOYSA-N 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- 229930194542 Keto Natural products 0.000 abstract 1
- 150000008061 acetanilides Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- HSDAJNMJOMSNEV-UHFFFAOYSA-N benzyl chloroformate Chemical compound ClC(=O)OCC1=CC=CC=C1 HSDAJNMJOMSNEV-UHFFFAOYSA-N 0.000 abstract 1
- 230000020335 dealkylation Effects 0.000 abstract 1
- 238000006900 dealkylation reaction Methods 0.000 abstract 1
- 238000006193 diazotization reaction Methods 0.000 abstract 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 abstract 1
- NOXJSLWFZVKDQE-UHFFFAOYSA-N ethyl 3-chloro-2-oxopiperidine-3-carboxylate Chemical compound CCOC(=O)C1(Cl)CCCNC1=O NOXJSLWFZVKDQE-UHFFFAOYSA-N 0.000 abstract 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 abstract 1
- UKFXDFUAPNAMPJ-UHFFFAOYSA-N ethylmalonic acid Chemical compound CCC(C(O)=O)C(O)=O UKFXDFUAPNAMPJ-UHFFFAOYSA-N 0.000 abstract 1
- 230000004927 fusion Effects 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
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- LWPKBKFYMMOUJL-UHFFFAOYSA-N methyl 3-methoxy-2-oxopiperidine-3-carboxylate Chemical compound COC1(C(NCCC1)=O)C(=O)OC LWPKBKFYMMOUJL-UHFFFAOYSA-N 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 150000003016 phosphoric acids Chemical class 0.000 abstract 1
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical class O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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 |
|---|---|---|---|
| US713767XA | 1950-09-09 | 1950-09-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB713767A true GB713767A (en) | 1954-08-18 |
Family
ID=22100910
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20948/51A Expired GB713767A (en) | 1950-09-09 | 1951-09-05 | Improvements relating to substituted quinazolones |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE505711A (enrdf_load_stackoverflow) |
| GB (1) | GB713767A (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2468368A1 (fr) * | 1979-08-23 | 1981-05-08 | Hoechst Ag | Agent pour le traitement de theilerioses a base de quinazolinone |
| US4632926A (en) * | 1982-07-06 | 1986-12-30 | Vetem S.P.A. | Quinazolinone derivatives which are active against coccidiosis |
| JP2007530601A (ja) * | 2004-04-02 | 2007-11-01 | プラナ バイオテクノロジー リミティッド | 神経学的に活性な化合物 |
| FR2921061A1 (fr) * | 2007-09-13 | 2009-03-20 | Idealp Pharma Soc Par Actions | Derives d'indolone pour le traitement de la malaria |
| AU2005229161B2 (en) * | 2004-04-02 | 2011-07-28 | Prana Biotechnology Limited | Neurologically-active compounds |
| KR101375074B1 (ko) * | 2004-04-02 | 2014-03-17 | 프라나 바이오테크놀로지 리미티드 | 신경 활성 화합물 |
| US9163018B2 (en) | 2006-04-14 | 2015-10-20 | Prana Biotechnology Inc. | Method of treatment of age-related macular degeneration (AMD) |
-
0
- BE BE505711D patent/BE505711A/xx unknown
-
1951
- 1951-09-05 GB GB20948/51A patent/GB713767A/en not_active Expired
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2468368A1 (fr) * | 1979-08-23 | 1981-05-08 | Hoechst Ag | Agent pour le traitement de theilerioses a base de quinazolinone |
| US4632926A (en) * | 1982-07-06 | 1986-12-30 | Vetem S.P.A. | Quinazolinone derivatives which are active against coccidiosis |
| JP2007530601A (ja) * | 2004-04-02 | 2007-11-01 | プラナ バイオテクノロジー リミティッド | 神経学的に活性な化合物 |
| EP1737831A4 (en) * | 2004-04-02 | 2009-07-22 | Prana Biotechnology Ltd | NEUROLOGICALLY ACTIVE COMPOUNDS |
| AU2005229161B2 (en) * | 2004-04-02 | 2011-07-28 | Prana Biotechnology Limited | Neurologically-active compounds |
| US8084459B2 (en) | 2004-04-02 | 2011-12-27 | Prana Biotechnology Ltd | Substituted quinazolinones for treating neurological conditions |
| JP4937111B2 (ja) * | 2004-04-02 | 2012-05-23 | プラナ バイオテクノロジー リミティッド | 神経学的に活性な化合物 |
| KR101375074B1 (ko) * | 2004-04-02 | 2014-03-17 | 프라나 바이오테크놀로지 리미티드 | 신경 활성 화합물 |
| US9163018B2 (en) | 2006-04-14 | 2015-10-20 | Prana Biotechnology Inc. | Method of treatment of age-related macular degeneration (AMD) |
| FR2921061A1 (fr) * | 2007-09-13 | 2009-03-20 | Idealp Pharma Soc Par Actions | Derives d'indolone pour le traitement de la malaria |
Also Published As
| Publication number | Publication date |
|---|---|
| BE505711A (enrdf_load_stackoverflow) |
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