GB1291644A - Substituted 1-indancarboxylic acids, their esters and salts - Google Patents
Substituted 1-indancarboxylic acids, their esters and saltsInfo
- Publication number
- GB1291644A GB1291644A GB4535/70A GB453570A GB1291644A GB 1291644 A GB1291644 A GB 1291644A GB 4535/70 A GB4535/70 A GB 4535/70A GB 453570 A GB453570 A GB 453570A GB 1291644 A GB1291644 A GB 1291644A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- salts
- acid
- esters
- alkyl
- 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
- 150000003839 salts Chemical class 0.000 title abstract 3
- JBQMFBWTKWOSQX-UHFFFAOYSA-N 2,3-dihydro-1h-indene-1-carboxylic acid Chemical class C1=CC=C2C(C(=O)O)CCC2=C1 JBQMFBWTKWOSQX-UHFFFAOYSA-N 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical class Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-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
- PYTBQLTVFVFKOW-UHFFFAOYSA-N 3-(4-cyclohexylphenyl)oxolane-2,5-dione Chemical compound O=C1OC(=O)CC1C1=CC=C(C2CCCCC2)C=C1 PYTBQLTVFVFKOW-UHFFFAOYSA-N 0.000 abstract 1
- KUHNCPCUPOPMDY-UHFFFAOYSA-N 4-cyclohexylbenzaldehyde Chemical compound C1=CC(C=O)=CC=C1C1CCCCC1 KUHNCPCUPOPMDY-UHFFFAOYSA-N 0.000 abstract 1
- IAIYUCIDTWPHKH-UHFFFAOYSA-N 5-cyclohexyl-3-oxo-1,2-dihydroindene-1-carboxylic acid Chemical compound C=1C=C2C(C(=O)O)CC(=O)C2=CC=1C1CCCCC1 IAIYUCIDTWPHKH-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- JVVXZOOGOGPDRZ-SLFFLAALSA-N [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine Chemical class NC[C@]1(C)CCC[C@]2(C)C3=CC=C(C(C)C)C=C3CC[C@H]21 JVVXZOOGOGPDRZ-SLFFLAALSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical group [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 150000002828 nitro derivatives Chemical class 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/55—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups or carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings of the carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- 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]
-
- 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
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/513—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an etherified hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Rheumatology (AREA)
- Pharmacology & Pharmacy (AREA)
- Pain & Pain Management (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Physical Education & Sports Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US79572669A | 1969-01-31 | 1969-01-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1291644A true GB1291644A (en) | 1972-10-04 |
Family
ID=25166286
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4535/70A Expired GB1291644A (en) | 1969-01-31 | 1970-01-30 | Substituted 1-indancarboxylic acids, their esters and salts |
Country Status (11)
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0061308A1 (en) * | 1981-03-19 | 1982-09-29 | Takeda Chemical Industries, Ltd. | Indancarboxylic acid zinc salts and production thereof |
| CN102010298A (zh) * | 2003-04-15 | 2011-04-13 | 阿奎诺克斯药物公司 | 作为药物活性剂的茚衍生物 |
| US9765085B2 (en) | 2013-03-14 | 2017-09-19 | Aquinox Pharmaceuticals (Canada) Inc. | SHIP1 modulators and methods related thereto |
| US9944590B2 (en) | 2015-06-26 | 2018-04-17 | Aquinox Pharmaceuticals (Canada) Inc. | Crystalline solid forms of the acetate salt of (1S,3S,4R)-4-((3aS,4R,5S,7aS)-4-(aminomethyl)-7a-methyl-1-methyleneoctahydro-1H-inden-5-yl)-3-(hydroxymethyl)-4-methylcyclohexanol |
| US10053415B2 (en) | 2016-01-20 | 2018-08-21 | Aquinox Pharmaceuticals (Canada) Inc. | Synthesis of a substituted indene derivative |
| US10100056B2 (en) | 2013-03-14 | 2018-10-16 | Aquinox Pharmaceuticals (Canada) Inc. | SHIP1 modulators and methods related thereto |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5530487U (enrdf_load_stackoverflow) * | 1978-08-18 | 1980-02-27 | ||
| JPS63143813U (enrdf_load_stackoverflow) * | 1987-03-13 | 1988-09-21 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2886589A (en) * | 1957-08-05 | 1959-05-12 | Merck & Co Inc | 8-methyl-5-oxyphenyl hexahydroindan compounds |
| JPS5121981B1 (enrdf_load_stackoverflow) * | 1967-09-11 | 1976-07-06 |
-
1970
- 1970-01-28 SE SE1040/70A patent/SE345995B/xx unknown
- 1970-01-29 FR FR707003190A patent/FR2034514B1/fr not_active Expired
- 1970-01-29 DK DK42170AA patent/DK130582B/da unknown
- 1970-01-29 BE BE745177D patent/BE745177A/xx not_active IP Right Cessation
- 1970-01-29 DE DE2004038A patent/DE2004038C3/de not_active Expired
- 1970-01-29 YU YU211/70A patent/YU34270B/xx unknown
- 1970-01-30 CH CH135070A patent/CH544055A/de not_active IP Right Cessation
- 1970-01-30 GB GB4535/70A patent/GB1291644A/en not_active Expired
- 1970-01-30 ES ES376067A patent/ES376067A1/es not_active Expired
- 1970-01-30 CH CH934073A patent/CH565132A5/xx not_active IP Right Cessation
- 1970-01-30 NL NL7001380.A patent/NL165930C/xx not_active IP Right Cessation
- 1970-01-31 JP JP45008175A patent/JPS4925662B1/ja active Pending
-
1974
- 1974-01-14 JP JP49006668A patent/JPS5136271B1/ja active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0061308A1 (en) * | 1981-03-19 | 1982-09-29 | Takeda Chemical Industries, Ltd. | Indancarboxylic acid zinc salts and production thereof |
| CN102010298A (zh) * | 2003-04-15 | 2011-04-13 | 阿奎诺克斯药物公司 | 作为药物活性剂的茚衍生物 |
| EP3156387A1 (en) * | 2003-04-15 | 2017-04-19 | Aquinox Pharmaceuticals (Canada) Inc. | Indene derivatives as pharmaceutical agents |
| US9765085B2 (en) | 2013-03-14 | 2017-09-19 | Aquinox Pharmaceuticals (Canada) Inc. | SHIP1 modulators and methods related thereto |
| US10100056B2 (en) | 2013-03-14 | 2018-10-16 | Aquinox Pharmaceuticals (Canada) Inc. | SHIP1 modulators and methods related thereto |
| US10174046B2 (en) | 2013-03-14 | 2019-01-08 | Aquinox Pharmaceuticals (Canada) Inc. | SHIP1 modulators and methods related thereto |
| US9944590B2 (en) | 2015-06-26 | 2018-04-17 | Aquinox Pharmaceuticals (Canada) Inc. | Crystalline solid forms of the acetate salt of (1S,3S,4R)-4-((3aS,4R,5S,7aS)-4-(aminomethyl)-7a-methyl-1-methyleneoctahydro-1H-inden-5-yl)-3-(hydroxymethyl)-4-methylcyclohexanol |
| US10065920B2 (en) | 2015-06-26 | 2018-09-04 | Aquinox Pharmaceuticals (Canada) Inc. | Crystalline solid forms of the acetate salt of (1S,3S,4R)-4-((3AS,4R,5S,7AS)-4-(aminomethyl)-7A-methyl-1-methyleneoctahydro-1H-inden-5-YL)-3- (hydroxymethyl)-4-methylcyclohexanol |
| US10053415B2 (en) | 2016-01-20 | 2018-08-21 | Aquinox Pharmaceuticals (Canada) Inc. | Synthesis of a substituted indene derivative |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2034514B1 (enrdf_load_stackoverflow) | 1973-07-13 |
| DE2004038C3 (de) | 1982-03-25 |
| BE745177A (fr) | 1970-07-29 |
| JPS4925662B1 (enrdf_load_stackoverflow) | 1974-07-02 |
| NL7001380A (enrdf_load_stackoverflow) | 1970-08-04 |
| YU21170A (en) | 1978-10-31 |
| ES376067A1 (es) | 1972-05-16 |
| DE2004038A1 (de) | 1970-08-06 |
| NL165930B (nl) | 1981-01-15 |
| YU34270B (en) | 1979-04-30 |
| DK130582B (da) | 1975-03-10 |
| NL165930C (nl) | 1981-06-15 |
| DK130582C (enrdf_load_stackoverflow) | 1975-08-18 |
| JPS5136271B1 (enrdf_load_stackoverflow) | 1976-10-07 |
| CH565132A5 (enrdf_load_stackoverflow) | 1975-08-15 |
| FR2034514A1 (enrdf_load_stackoverflow) | 1970-12-11 |
| DE2004038B2 (de) | 1981-07-23 |
| SE345995B (enrdf_load_stackoverflow) | 1972-06-19 |
| CH544055A (de) | 1973-11-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |