IE40585L - (naphthoylamino-alkylphenoxy)-alkyl-carboxylic acid¹derivatives - Google Patents
(naphthoylamino-alkylphenoxy)-alkyl-carboxylic acid¹derivativesInfo
- Publication number
- IE40585L IE40585L IE750231A IE23175A IE40585L IE 40585 L IE40585 L IE 40585L IE 750231 A IE750231 A IE 750231A IE 23175 A IE23175 A IE 23175A IE 40585 L IE40585 L IE 40585L
- Authority
- IE
- Ireland
- Prior art keywords
- prepared
- alkyl
- ethyl
- compound
- esters
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 abstract 2
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 abstract 1
- -1 4 - Hydroxyphenyl - methyl Chemical group 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002632 lipids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- XNLBCXGRQWUJLU-UHFFFAOYSA-N naphthalene-2-carbonyl chloride Chemical compound C1=CC=CC2=CC(C(=O)Cl)=CC=C21 XNLBCXGRQWUJLU-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 210000002966 serum Anatomy 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/67—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/75—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
-
- 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
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1449586 4<SP>1</SP>-(Naphthoylaminoalkyl)-phenoxyacetic acids and esters BOEHRINGER MANNHEIM GmbH 3 Feb 1975 [6 Feb 1974] 4483/75 Heading C2C Novel compounds I in which R 1 and R 2 are H or C 1-3 alkyl, Z is OH or C 1-3 alkyl and n is 1 or 2 and their salts when Z is OH are prepared by reacting 4-(aminomethyl or -ethyl)-phenol (II) or a reactive derivative thereof simultaneously or successively with 1- or 2-naphthoic acid (III) or a derivative thereof and a compound (IV) X-CR 1 R 2 -COZ in which X is a radical derived from an anion of a hydrohalic or sulphonic acid and, when the aminophenol is reacted successively with the other two components, the amino or hydroxy group of compound (II) is blocked by a protecting group which is removed after the first stage to allow the second stage to be carried out. Compounds I (R 1 , R 2 =C 1-3 alkyl) are also prepared by using a mixture of R 1 COR 2 , CCl 3 and an alkali metal hydroxide in place of compound (IV). The free acids are also obtained by hydrolysis of the corresponding esters and other esters may be obtained by transesterification. N - (4 - Hydroxyphenyl - methyl or -ethyl) - 2- naphthamides are prepared by hydrolysis of N- [4 - (2 - naphthoyl - oxy)phenyl - methyl or -ethyl]- 2-naphthamides which are prepared by reacting 2-naphthoyl chloride with an aminophenol (II). Compounds I lower serum lipid and cholesterol levels and form with a carrier or diluent a pharmaceutical composition which may be administered orally or parenterally.
[GB1449586A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742405622 DE2405622A1 (en) | 1974-02-06 | 1974-02-06 | NEW PHENOXYALKYLCARBONIC ACID DERIVATIVES AND METHOD FOR MANUFACTURING THE SAME |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE40585L true IE40585L (en) | 1975-08-06 |
| IE40585B1 IE40585B1 (en) | 1979-07-04 |
Family
ID=5906747
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE231/75A IE40585B1 (en) | 1974-02-06 | 1975-02-05 | (naphthoylamino-alkylphenoxy)-alkyl-carboxylic acid derivatives |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS50108249A (en) |
| AR (1) | AR203228A1 (en) |
| AT (1) | AT335439B (en) |
| BE (1) | BE825176A (en) |
| CA (1) | CA1043806A (en) |
| DD (1) | DD120015A5 (en) |
| DE (1) | DE2405622A1 (en) |
| DK (1) | DK36575A (en) |
| ES (1) | ES434446A1 (en) |
| FI (1) | FI750292A (en) |
| FR (1) | FR2259597B1 (en) |
| GB (1) | GB1449586A (en) |
| HU (1) | HU169491B (en) |
| IE (1) | IE40585B1 (en) |
| IL (1) | IL46543A0 (en) |
| NL (1) | NL7501220A (en) |
| SE (1) | SE7501083L (en) |
| SU (1) | SU674670A3 (en) |
| ZA (1) | ZA75703B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1812315A1 (en) * | 1967-12-28 | 1969-12-04 | Nippon Electric Co | Electromechanical vibration device |
| US4214094A (en) | 1977-03-30 | 1980-07-22 | Fujisawa Pharmaceutical Co., Ltd. | Substituted-phenyl substituted-alkyl ethers and the preparation thereof |
| DE2809377A1 (en) * | 1978-03-04 | 1979-09-13 | Boehringer Mannheim Gmbh | PHENOXYALKYL CARBONIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS |
| JPS5649906B2 (en) * | 1978-05-12 | 1981-11-25 | Boehringer Mannheim Gmbh | Manufacture of alphaa*44*44chlorobenzoylaminoo ethyl**phenoxy**isoethylacetic acid |
| US7838542B2 (en) * | 2006-06-29 | 2010-11-23 | Kinex Pharmaceuticals, Llc | Bicyclic compositions and methods for modulating a kinase cascade |
| ATE520651T1 (en) * | 2006-10-23 | 2011-09-15 | Pfizer | SUBSTITUTED PHENYLMETHYLBICYCLOCARBONIC ACID AMIDE COMPOUNDS |
| US9714238B2 (en) | 2010-07-02 | 2017-07-25 | Allergan, Inc. | Therapeutic agents for ocular hypertension |
| WO2012003145A2 (en) * | 2010-07-02 | 2012-01-05 | Allergan, Inc. | Therapeutic agents for ocular hypertension |
-
1974
- 1974-02-06 DE DE19742405622 patent/DE2405622A1/en not_active Withdrawn
-
1975
- 1975-01-29 CA CA218,899A patent/CA1043806A/en not_active Expired
- 1975-01-31 SE SE7501083A patent/SE7501083L/xx unknown
- 1975-02-03 IL IL46543A patent/IL46543A0/en unknown
- 1975-02-03 NL NL7501220A patent/NL7501220A/en unknown
- 1975-02-03 DK DK36575*#A patent/DK36575A/da unknown
- 1975-02-03 DD DD183967A patent/DD120015A5/xx unknown
- 1975-02-03 FI FI750292A patent/FI750292A/fi not_active Application Discontinuation
- 1975-02-03 GB GB448375A patent/GB1449586A/en not_active Expired
- 1975-02-04 ES ES434446A patent/ES434446A1/en not_active Expired
- 1975-02-04 ZA ZA00750703A patent/ZA75703B/en unknown
- 1975-02-04 BE BE153054A patent/BE825176A/en unknown
- 1975-02-05 FR FR7503585A patent/FR2259597B1/fr not_active Expired
- 1975-02-05 IE IE231/75A patent/IE40585B1/en unknown
- 1975-02-05 AT AT85775*#A patent/AT335439B/en not_active IP Right Cessation
- 1975-02-05 HU HUBO1533A patent/HU169491B/hu unknown
- 1975-02-05 SU SU752104685A patent/SU674670A3/en active
- 1975-02-06 AR AR257551A patent/AR203228A1/en active
- 1975-02-06 JP JP50015856A patent/JPS50108249A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB1449586A (en) | 1976-09-15 |
| ES434446A1 (en) | 1976-12-16 |
| BE825176A (en) | 1975-08-04 |
| SU674670A3 (en) | 1979-07-15 |
| IE40585B1 (en) | 1979-07-04 |
| DE2405622A1 (en) | 1975-08-14 |
| IL46543A0 (en) | 1975-04-25 |
| FR2259597A1 (en) | 1975-08-29 |
| AR203228A1 (en) | 1975-08-22 |
| DK36575A (en) | 1975-10-06 |
| NL7501220A (en) | 1975-08-08 |
| ZA75703B (en) | 1976-02-25 |
| AT335439B (en) | 1977-03-10 |
| SE7501083L (en) | 1975-08-07 |
| HU169491B (en) | 1976-12-28 |
| AU7701874A (en) | 1976-07-01 |
| ATA85775A (en) | 1976-07-15 |
| FR2259597B1 (en) | 1980-01-04 |
| JPS50108249A (en) | 1975-08-26 |
| FI750292A (en) | 1975-08-07 |
| CA1043806A (en) | 1978-12-05 |
| DD120015A5 (en) | 1976-05-20 |
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