JPS6312466B2 - - Google Patents
Info
- Publication number
- JPS6312466B2 JPS6312466B2 JP12752780A JP12752780A JPS6312466B2 JP S6312466 B2 JPS6312466 B2 JP S6312466B2 JP 12752780 A JP12752780 A JP 12752780A JP 12752780 A JP12752780 A JP 12752780A JP S6312466 B2 JPS6312466 B2 JP S6312466B2
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- benzoic acid
- melting point
- carboxyphenyl
- imino
- 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
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- IOHPVZBSOKLVMN-UHFFFAOYSA-N 2-(2-phenylethyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 IOHPVZBSOKLVMN-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 3
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 238000002844 melting Methods 0.000 description 10
- 230000008018 melting Effects 0.000 description 10
- -1 o-carboxyphenyl Chemical group 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 238000000862 absorption spectrum Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 238000001819 mass spectrum Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000001841 imino group Chemical group [H]N=* 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- JKNKNWJNCOJPLI-UHFFFAOYSA-N o-phthalaldehydic acid Chemical compound C1=CC=C2C(O)OC(=O)C2=C1 JKNKNWJNCOJPLI-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JYYLQSCZISREGY-UHFFFAOYSA-N 2-amino-4-chlorobenzoic acid Chemical compound NC1=CC(Cl)=CC=C1C(O)=O JYYLQSCZISREGY-UHFFFAOYSA-N 0.000 description 1
- NBUUUJWWOARGNW-UHFFFAOYSA-N 2-amino-5-methylbenzoic acid Chemical compound CC1=CC=C(N)C(C(O)=O)=C1 NBUUUJWWOARGNW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 206010018910 Haemolysis Diseases 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical class NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 1
- 230000003266 anti-allergic effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000003356 anti-rheumatic effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229940054441 o-phthalaldehyde Drugs 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12752780A JPS5750952A (en) | 1980-09-10 | 1980-09-10 | Benzoic acid derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12752780A JPS5750952A (en) | 1980-09-10 | 1980-09-10 | Benzoic acid derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5750952A JPS5750952A (en) | 1982-03-25 |
| JPS6312466B2 true JPS6312466B2 (xx) | 1988-03-18 |
Family
ID=14962214
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12752780A Granted JPS5750952A (en) | 1980-09-10 | 1980-09-10 | Benzoic acid derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5750952A (xx) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02133971U (xx) * | 1989-04-14 | 1990-11-07 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2668770A1 (fr) * | 1990-11-07 | 1992-05-07 | Nyco Sa | Esters d'acides amines heterocycliques et leurs derives, et leur application comme additifs anti-oxydants pour les huiles de graissage a temperature elevee. |
-
1980
- 1980-09-10 JP JP12752780A patent/JPS5750952A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02133971U (xx) * | 1989-04-14 | 1990-11-07 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5750952A (en) | 1982-03-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR0146352B1 (ko) | 모르니플루메이트 및 동족 화합물의 제조방법 | |
| JPS6312466B2 (xx) | ||
| JP2005523324A (ja) | カンプトテシン誘導体の調製に有用な化合物 | |
| JPH0730046B2 (ja) | キナゾリン酢酸誘導体 | |
| JPH0144708B2 (xx) | ||
| JPS6327337B2 (xx) | ||
| JPH0159273B2 (xx) | ||
| JPS6154016B2 (xx) | ||
| JP2004217665A (ja) | ９−アミノカンプトテシンの製造方法 | |
| JPH0378384B2 (xx) | ||
| JPS5813550B2 (ja) | シンキナピリド （ ４，３−ｄ ） ピリミジンジオンユウドウタイノセイゾウホウ | |
| JPS607623B2 (ja) | １―カルバモイル―５―フルオロウラシル誘導体およびその製造法 | |
| JPS609503B2 (ja) | テトラクロルナフタル酸イミド誘導体とその製造方法 | |
| JPS6020387B2 (ja) | 新規なキナゾリン誘導体の製造法 | |
| JP2997702B2 (ja) | スチリル化合物の製造方法 | |
| JPS5852995B2 (ja) | フルフラ−ル誘導体の製造法 | |
| JPS5888361A (ja) | ３−アミノ−１，４−ビス（アルコキシカルボニル）マレイミド類およびその製法 | |
| JPS5942677B2 (ja) | シユクゴウキナゾリノンユウドウタイノセイホウ | |
| JPS626543B2 (xx) | ||
| SU1490115A1 (ru) | Способ получени гидрохлорида N-ацетил-2-хлор-3-иминоиндолина | |
| JPS6148514B2 (xx) | ||
| JPS604831B2 (ja) | ４（３ｈ）−キナゾリノン誘導体の製法 | |
| JP2717997B2 (ja) | 新規ヒドラゾン化合物、及びトリアゾールの製法 | |
| JPS5916879A (ja) | Ｎ−置換イミダゾ−ル類の製造法 | |
| JPS6159309B2 (xx) |