JPS6219419B2 - - Google Patents
Info
- Publication number
- JPS6219419B2 JPS6219419B2 JP2852380A JP2852380A JPS6219419B2 JP S6219419 B2 JPS6219419 B2 JP S6219419B2 JP 2852380 A JP2852380 A JP 2852380A JP 2852380 A JP2852380 A JP 2852380A JP S6219419 B2 JPS6219419 B2 JP S6219419B2
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- represents hydrogen
- compound
- methanol
- present
- 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
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- -1 4',5-disubstituted-3-biphenylylacetic acid Chemical class 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 235000010290 biphenyl Nutrition 0.000 description 8
- 239000004305 biphenyl Substances 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000007350 electrophilic reaction Methods 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 238000007344 nucleophilic reaction Methods 0.000 description 2
- 150000002923 oximes Chemical class 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- HYUJEAPUCMAAOZ-UHFFFAOYSA-N 2-(3-acetamido-5-phenylphenyl)acetic acid Chemical compound CC(=O)NC1=CC(CC(O)=O)=CC(C=2C=CC=CC=2)=C1 HYUJEAPUCMAAOZ-UHFFFAOYSA-N 0.000 description 1
- HROOQWGZDYRPIN-UHFFFAOYSA-N 2-(3-amino-5-phenylphenyl)acetic acid Chemical compound NC1=CC(CC(O)=O)=CC(C=2C=CC=CC=2)=C1 HROOQWGZDYRPIN-UHFFFAOYSA-N 0.000 description 1
- VLQLJPWPRYUYMK-UHFFFAOYSA-N 2-(3-phenylphenyl)acetic acid Chemical class OC(=O)CC1=CC=CC(C=2C=CC=CC=2)=C1 VLQLJPWPRYUYMK-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000012345 acetylating agent Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001334 alicyclic compounds Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000001760 anti-analgesic effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- RFGRRYAUCDYEEQ-UHFFFAOYSA-N methyl 2-(3-amino-5-phenylphenyl)acetate;hydrochloride Chemical compound Cl.COC(=O)CC1=CC(N)=CC(C=2C=CC=CC=2)=C1 RFGRRYAUCDYEEQ-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2852380A JPS56123935A (en) | 1980-03-05 | 1980-03-05 | Biphenyl derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2852380A JPS56123935A (en) | 1980-03-05 | 1980-03-05 | Biphenyl derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56123935A JPS56123935A (en) | 1981-09-29 |
| JPS6219419B2 true JPS6219419B2 (ko) | 1987-04-28 |
Family
ID=12251023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2852380A Granted JPS56123935A (en) | 1980-03-05 | 1980-03-05 | Biphenyl derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56123935A (ko) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005110963A1 (en) * | 2004-05-19 | 2005-11-24 | Cellzome Ag | (biphenyl-3-yl)-carboxylic acids and derivatives thereof and their use in therapy |
| EP1604970A1 (en) * | 2004-05-19 | 2005-12-14 | Cellzome Ag | 2-(Biphenyl-3-yl)-carboxylic acids of gamma-secretase-modulating activity |
-
1980
- 1980-03-05 JP JP2852380A patent/JPS56123935A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56123935A (en) | 1981-09-29 |
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