ES432465A1 - Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them - Google Patents
Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing themInfo
- Publication number
- ES432465A1 ES432465A1 ES432465A ES432465A ES432465A1 ES 432465 A1 ES432465 A1 ES 432465A1 ES 432465 A ES432465 A ES 432465A ES 432465 A ES432465 A ES 432465A ES 432465 A1 ES432465 A1 ES 432465A1
- Authority
- ES
- Spain
- Prior art keywords
- general formula
- group
- radical
- formula
- hydroxy group
- 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
- RWDLDKBHYBMTDJ-UHFFFAOYSA-N 4-(2-phenylphenyl)but-2-enoic acid Chemical class OC(=O)C=CCC1=CC=CC=C1C1=CC=CC=C1 RWDLDKBHYBMTDJ-UHFFFAOYSA-N 0.000 title 1
- 150000001408 amides Chemical class 0.000 title 1
- 239000008194 pharmaceutical composition Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 238000002360 preparation method Methods 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 150000007529 inorganic bases Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 150000007530 organic bases Chemical class 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
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000001640 fractional crystallisation Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/12—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom
- C07C245/14—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom having diazo groups bound to acyclic carbon atoms of a carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/208—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being MX
-
- 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
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
-
- 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
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
- C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
- C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
- C07C57/60—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/64—Acyl halides
- C07C57/76—Acyl halides containing halogen outside the carbonyl halide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/56—Unsaturated compounds containing hydroxy or O-metal groups containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom 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
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedure for the preparation of new biphenyl derivatives of the general formula I, **(See formula)** wherein the radical R1 signifies a halogen atom and the radical B signifies the hydroxy group, an alkoxy or aralkoxy group or a group of the formula (see formula), in which R3 and R4, which may be the same or different from each other, represent hydrogen atoms, the carboxymethyl radical, a lower alcohol radical or a phenyl radical optionally substituted by a hydroxy or methyl group, and, in the case of that B means the hydroxy group, of its salts with organic or inorganic bases, characterized in that for the preparation of a compound of the general formula I, in which B means the hydroxy group or an alkoxy group, a compound of the general formula II **(See formula)** where R1 and B are as defined above; and the eventually obtained racemates are split by fractional crystallization of their salts with optically active bases into their two optically active individual components, and if desired, compounds obtained from the general formula I, in which B means the alkoxy group, are saponified to forming compounds of the general formula I, in which B represents the hydroxy group, and if desired, compounds obtained from the general formula I, in which B is the hydroxy group, are transformed according to methods customary in their esters or in its salts by means of organic or inorganic bases or, if desired, for the preparation of compounds of the general formula I, in which B means the radical (see formula), a compound of the general formula I, in which B represents an alkoxy group or a halogen atom, is reacted with a primary or secondary amine at elevated temperatures. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2240441A DE2240441A1 (en) | 1972-08-17 | 1972-08-17 | NEW BIPHENYL DERIVATIVES AND METHOD OF MANUFACTURING |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES432465A1 true ES432465A1 (en) | 1976-11-16 |
Family
ID=5853790
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES417884A Expired ES417884A1 (en) | 1972-08-17 | 1973-08-14 | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them |
| ES417883A Expired ES417883A1 (en) | 1972-08-17 | 1973-08-14 | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them |
| ES432464A Expired ES432464A1 (en) | 1972-08-17 | 1974-11-30 | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them |
| ES432465A Expired ES432465A1 (en) | 1972-08-17 | 1974-11-30 | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them |
Family Applications Before (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES417884A Expired ES417884A1 (en) | 1972-08-17 | 1973-08-14 | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them |
| ES417883A Expired ES417883A1 (en) | 1972-08-17 | 1973-08-14 | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them |
| ES432464A Expired ES432464A1 (en) | 1972-08-17 | 1974-11-30 | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them |
Country Status (19)
| Country | Link |
|---|---|
| JP (2) | JPS49124051A (en) |
| AT (3) | AT328427B (en) |
| AU (2) | AU5930873A (en) |
| BE (3) | BE803734A (en) |
| BG (3) | BG21844A3 (en) |
| CH (1) | CH588435A5 (en) |
| CS (3) | CS165386B2 (en) |
| DD (2) | DD108071A5 (en) |
| DE (1) | DE2240441A1 (en) |
| ES (4) | ES417884A1 (en) |
| FR (2) | FR2196167B1 (en) |
| GB (2) | GB1410852A (en) |
| HU (2) | HU166516B (en) |
| IL (2) | IL43004A0 (en) |
| NL (2) | NL7311301A (en) |
| PL (2) | PL90397B1 (en) |
| RO (2) | RO62918A (en) |
| SU (11) | SU484679A3 (en) |
| ZA (3) | ZA735628B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2457275A1 (en) * | 1979-05-21 | 1980-12-19 | Fabre Sa Pierre | P-BIPHENYL-4 METHYL-2 BUTEN-3 OIC ACIDS USEFUL IN THE TREATMENT OF RHUMATISMS |
| RU2686489C1 (en) * | 2018-12-27 | 2019-04-29 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Санкт-Петербургский государственный университет (СПбГУ)" | Method of producing α-diazocarbonyl compounds in aqueous medium |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2128277B2 (en) * | 1970-05-05 | 1979-06-22 | Rorer Inc William H | |
| BE776316R (en) * | 1971-03-10 | 1972-06-06 | Rorer Inc William H | Phenylacetic acid derivs - as antiinflammatory agents |
-
1972
- 1972-08-17 DE DE2240441A patent/DE2240441A1/en active Pending
-
1973
- 1973-08-14 AT AT711273A patent/AT328427B/en not_active IP Right Cessation
- 1973-08-14 AT AT710773A patent/AT323143B/en not_active IP Right Cessation
- 1973-08-14 ES ES417884A patent/ES417884A1/en not_active Expired
- 1973-08-14 AT AT710873A patent/AT323144B/en not_active IP Right Cessation
- 1973-08-14 CH CH1170773A patent/CH588435A5/xx not_active IP Right Cessation
- 1973-08-14 ES ES417883A patent/ES417883A1/en not_active Expired
- 1973-08-15 BG BG27671A patent/BG21844A3/xx unknown
- 1973-08-15 DD DD172906A patent/DD108071A5/xx unknown
- 1973-08-15 SU SU1958288A patent/SU484679A3/en active
- 1973-08-15 BG BG24328A patent/BG22069A3/xx not_active Expired
- 1973-08-15 SU SU1958290A patent/SU511846A3/en active
- 1973-08-15 HU HUTO925A patent/HU166516B/hu unknown
- 1973-08-15 BG BG24327A patent/BG21197A3/xx unknown
- 1973-08-15 DD DD172907A patent/DD107901A5/xx unknown
- 1973-08-15 SU SU1958291A patent/SU482039A3/en active
- 1973-08-15 HU HUTO926A patent/HU166517B/hu unknown
- 1973-08-16 ZA ZA00735628A patent/ZA735628B/en unknown
- 1973-08-16 CS CS4903A patent/CS165386B2/cs unknown
- 1973-08-16 AU AU59308/73A patent/AU5930873A/en not_active Expired
- 1973-08-16 GB GB3884473A patent/GB1410852A/en not_active Expired
- 1973-08-16 CS CS4904A patent/CS165387B2/cs unknown
- 1973-08-16 ZA ZA00735629A patent/ZA735629B/en unknown
- 1973-08-16 PL PL1973164708A patent/PL90397B1/pl unknown
- 1973-08-16 CS CS5793A patent/CS165385B2/cs unknown
- 1973-08-16 NL NL7311301A patent/NL7311301A/xx unknown
- 1973-08-16 GB GB3884373A patent/GB1411495A/en not_active Expired
- 1973-08-16 PL PL1973186474A patent/PL94510B1/en unknown
- 1973-08-16 JP JP48092052A patent/JPS49124051A/ja active Pending
- 1973-08-16 NL NL7311300A patent/NL7311300A/xx unknown
- 1973-08-16 ZA ZA00735616A patent/ZA735616B/en unknown
- 1973-08-16 AU AU59309/73A patent/AU476340B2/en not_active Expired
- 1973-08-16 JP JP48092053A patent/JPS49124052A/ja active Pending
- 1973-08-16 IL IL43004A patent/IL43004A0/en unknown
- 1973-08-16 IL IL43003A patent/IL43003A0/en unknown
- 1973-08-17 FR FR7330075A patent/FR2196167B1/fr not_active Expired
- 1973-08-17 BE BE134691A patent/BE803734A/en unknown
- 1973-08-17 RO RO7300075822A patent/RO62918A/en unknown
- 1973-08-17 BE BE134689A patent/BE803732A/en unknown
- 1973-08-17 BE BE134690A patent/BE803733A/en unknown
- 1973-08-17 FR FR7330076A patent/FR2196168B1/fr not_active Expired
- 1973-08-17 RO RO7300075821A patent/RO62917A/en unknown
-
1974
- 1974-10-21 SU SU2069110A patent/SU554810A3/en active
- 1974-10-21 SU SU2069576A patent/SU561505A3/en active
- 1974-10-21 SU SU7402069575A patent/SU577967A3/en active
- 1974-10-21 SU SU2069578A patent/SU511847A3/en active
- 1974-10-21 SU SU2069577A patent/SU520907A3/en active
- 1974-10-21 SU SU2069774A patent/SU552021A3/en active
- 1974-10-21 SU SU2069114A patent/SU538658A3/en active
- 1974-10-21 SU SU2069771A patent/SU520030A3/en active
- 1974-11-30 ES ES432464A patent/ES432464A1/en not_active Expired
- 1974-11-30 ES ES432465A patent/ES432465A1/en not_active Expired
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