GB1346029A - - Google Patents
Info
- Publication number
- GB1346029A GB1346029A GB15036/72*2A GB1503672A GB1346029A GB 1346029 A GB1346029 A GB 1346029A GB 1503672 A GB1503672 A GB 1503672A GB 1346029 A GB1346029 A GB 1346029A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- formula
- reacting
- methoxybenzoyl
- piperazine
- 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
- 150000001875 compounds Chemical class 0.000 abstract 9
- 238000006243 chemical reaction Methods 0.000 abstract 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 3
- MHZUGELJKUYWQA-UHFFFAOYSA-N 3-chloro-1-phenylprop-2-en-1-one Chemical class ClC=CC(=O)C1=CC=CC=C1 MHZUGELJKUYWQA-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- BAYUSCHCCGXLAY-UHFFFAOYSA-N 1-(3-methoxyphenyl)ethanone Chemical compound COC1=CC=CC(C(C)=O)=C1 BAYUSCHCCGXLAY-UHFFFAOYSA-N 0.000 abstract 1
- -1 2-(3-methoxybenzoyl)vinyl Chemical group 0.000 abstract 1
- IYTLRMSSXHOXCR-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]-4-(3-methoxyphenyl)-4-oxobutanenitrile Chemical compound COC=1C=C(C(=O)CC(C#N)N2CCN(CC2)CCO)C=CC1 IYTLRMSSXHOXCR-UHFFFAOYSA-N 0.000 abstract 1
- WFCSWCVEJLETKA-UHFFFAOYSA-N 2-piperazin-1-ylethanol Chemical compound OCCN1CCNCC1 WFCSWCVEJLETKA-UHFFFAOYSA-N 0.000 abstract 1
- XEFRNCLPPFDWAC-UHFFFAOYSA-N 3,4,5-trimethoxyaniline Chemical compound COC1=CC(N)=CC(OC)=C1OC XEFRNCLPPFDWAC-UHFFFAOYSA-N 0.000 abstract 1
- COCPRPLUQIRVEW-UHFFFAOYSA-N 3-chloro-1-(3-methoxyphenyl)prop-2-en-1-one Chemical compound COC=1C=C(C(=O)C=CCl)C=CC1 COCPRPLUQIRVEW-UHFFFAOYSA-N 0.000 abstract 1
- YAELZSXMURQSFH-UHFFFAOYSA-N 4-(3-methoxyphenyl)-4-oxobut-2-enenitrile Chemical compound COC=1C=C(C(=O)C=CC#N)C=CC1 YAELZSXMURQSFH-UHFFFAOYSA-N 0.000 abstract 1
- AEUGHDOWBADUMK-UHFFFAOYSA-N 4-oxo-4-(2,3,4-trimethoxyphenyl)but-2-enamide Chemical compound COC1=C(C(=O)C=CC(=O)N)C=CC(=C1OC)OC AEUGHDOWBADUMK-UHFFFAOYSA-N 0.000 abstract 1
- RAALLIPYMQYGLP-UHFFFAOYSA-N 4-oxo-4-(2,3,4-trimethoxyphenyl)but-2-enoic acid Chemical compound COC1=CC=C(C(=O)C=CC(O)=O)C(OC)=C1OC RAALLIPYMQYGLP-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- 229960001413 acetanilide Drugs 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical class ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 150000003857 carboxamides Chemical class 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 230000002490 cerebral effect Effects 0.000 abstract 1
- 238000006193 diazotization reaction Methods 0.000 abstract 1
- 230000000916 dilatatory effect Effects 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- FZERHIULMFGESH-UHFFFAOYSA-N methylenecarboxanilide Natural products CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 159000000001 potassium salts Chemical class 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19712116293 DE2116293A1 (de) | 1971-04-02 | 1971-04-02 | Ketonderivate und Verfahren zu ihrer Herstellung |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1346029A true GB1346029A (enrdf_load_stackoverflow) | 1974-02-06 |
Family
ID=5803749
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB15036/72*2A Expired GB1346029A (enrdf_load_stackoverflow) | 1971-04-02 | 1972-03-30 |
Country Status (11)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4252804A (en) | 1977-01-14 | 1981-02-24 | Metabio-Joullie | Therapeutically useful 3,4,5-trimethoxybenzene derivatives |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3980643A (en) * | 1974-01-04 | 1976-09-14 | Hokuriku Pharmaceutical Co., Ltd. | Novel piperazine- and homopiperazine-monoalkanol esters and a process of production thereof |
FR2481118A1 (fr) * | 1980-04-24 | 1981-10-30 | Roussel Uclaf | Application a titre de medicaments de derives substitues de l'acide phenyl-4-oxo-2-butenoique |
FR2481270A1 (fr) * | 1980-04-24 | 1981-10-30 | Roussel Uclaf | Nouveaux derives substitues de l'acide 4-phenyl 4-oxo 2-hydroxy butanoique, procede pour leur preparation et applications comme medicaments |
FR2489313A1 (fr) * | 1980-09-04 | 1982-03-05 | Hoechst France | Procede de fabrication d'acides hydroxyarylglyoxyliques et de leurs sels alcalins et son application a la fabrication du para-hydroxyphenylglyoxylate de sodium |
FR2504127B1 (fr) * | 1981-04-17 | 1985-07-19 | Roussel Uclaf | Nouveaux derives d'acides phenyl aliphatique carboxyliques, procede pour leur preparation et leur application comme medicaments |
FR2504004A1 (fr) * | 1981-04-17 | 1982-10-22 | Roussel Uclaf | Application a titre de medicaments de derives d'acides phenyl aliphatique carboxyliques |
GB2108500B (en) * | 1981-10-22 | 1985-05-15 | Roussel Uclaf | Aminobenzene medicaments |
IT1210582B (it) * | 1981-10-22 | 1989-09-14 | Roussel Maestretti Spa | Derivati di acido 4-fenil-4-ossobuten-2-oico dotati di proprieta'farmacologiche e composizioni farmaceutiche che li contengono |
FR2515037A1 (fr) * | 1981-10-22 | 1983-04-29 | Roussel Uclaf | A titre de medicaments, certains derives mono-substitues de l'acide 4-phenyl 4-oxo buten-2-oique, ainsi que les compositions les renfermant |
SE454355B (sv) * | 1983-01-24 | 1988-04-25 | Roussel Uclaf | Akrylsyraderivat innehallande en furyl-, pyranyl-, bensofuranyl-, oxazolyl- eller isoxazolylgrupp, forfarande for framstellning derav samt farmaceutiska kompositioner innehallande nemnda derivat |
IT1169783B (it) * | 1983-08-25 | 1987-06-03 | Roussel Maestretti Spa | Derivati dell' acido 4-fenil 4-osso-buten 2-oico, loro procedimento di preparazione e loro applicazione come prodotti medicinali |
DE3521116A1 (de) * | 1985-06-13 | 1986-12-18 | Henkel KGaA, 4000 Düsseldorf | Spezielle benzoylalanine und ihre verwendung als korrosionsinhibitoren fuer waessrige systeme |
DE69206299T2 (de) * | 1991-03-29 | 1996-03-28 | Tokuyama Corp | Cyanoketonderivat und dieses als Wirkstoff enthaltendes Herbizid. |
DE4443465A1 (de) * | 1994-12-07 | 1996-06-13 | Chemie Linz Deutschland | Verfahren zur Herstellung von (S,S)-(N-(1-Ethoxycarbonyl-3-oxo-3-phenylpropyl)-alanin)-(phenylmethyl)ester |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE630296A (enrdf_load_stackoverflow) * | 1962-03-31 | |||
DE1593837A1 (de) * | 1967-06-29 | 1970-10-29 | Degussa | Verfahren zur Herstellung von neuen Aminoketonen |
-
1971
- 1971-04-02 DE DE19712116293 patent/DE2116293A1/de active Pending
-
1972
- 1972-03-17 NL NL7203630A patent/NL7203630A/xx unknown
- 1972-03-28 AR AR241197A patent/AR192920A1/es active
- 1972-03-29 US US00239359A patent/US3846470A/en not_active Expired - Lifetime
- 1972-03-30 GB GB15036/72*2A patent/GB1346029A/en not_active Expired
- 1972-03-30 DD DD161945A patent/DD96702A5/xx unknown
- 1972-03-31 SU SU1768202A patent/SU439983A3/ru active
- 1972-03-31 CS CS674*[A patent/CS159702B2/cs unknown
- 1972-03-31 AT AT282172A patent/AT316522B/de not_active IP Right Cessation
- 1972-03-31 FR FR7211561A patent/FR2132354B1/fr not_active Expired
- 1972-03-31 BE BE781544A patent/BE781544A/xx unknown
- 1972-03-31 AT AT460773A patent/AT315857B/de not_active IP Right Cessation
- 1972-03-31 AT AT460873A patent/AT315185B/de not_active IP Right Cessation
- 1972-03-31 CS CS2198A patent/CS159701B2/cs unknown
- 1972-03-31 CS CS675*[A patent/CS159703B2/cs unknown
-
1973
- 1973-02-01 AR AR246385A patent/AR199200A1/es active
- 1973-02-01 AR AR246384A patent/AR193462A1/es active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4252804A (en) | 1977-01-14 | 1981-02-24 | Metabio-Joullie | Therapeutically useful 3,4,5-trimethoxybenzene derivatives |
Also Published As
Publication number | Publication date |
---|---|
BE781544A (fr) | 1972-10-02 |
AR193462A1 (es) | 1973-04-23 |
DD96702A5 (enrdf_load_stackoverflow) | 1973-04-05 |
US3846470A (en) | 1974-11-05 |
AR192920A1 (es) | 1973-03-21 |
NL7203630A (enrdf_load_stackoverflow) | 1972-10-04 |
AR199200A1 (es) | 1974-08-14 |
DE2116293A1 (de) | 1972-10-19 |
SU439983A3 (ru) | 1974-08-15 |
FR2132354A1 (enrdf_load_stackoverflow) | 1972-11-17 |
CS159702B2 (enrdf_load_stackoverflow) | 1975-01-31 |
FR2132354B1 (enrdf_load_stackoverflow) | 1975-04-25 |
AT315185B (de) | 1974-05-10 |
CS159703B2 (enrdf_load_stackoverflow) | 1975-01-31 |
CS159701B2 (enrdf_load_stackoverflow) | 1975-01-31 |
AT315857B (de) | 1974-06-10 |
AT316522B (de) | 1974-07-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PLNP | Patent lapsed through nonpayment of renewal fees |