JPH02214504A - 光学活性キノキサリン化合物の晶析法 - Google Patents
光学活性キノキサリン化合物の晶析法Info
- Publication number
- JPH02214504A JPH02214504A JP3571389A JP3571389A JPH02214504A JP H02214504 A JPH02214504 A JP H02214504A JP 3571389 A JP3571389 A JP 3571389A JP 3571389 A JP3571389 A JP 3571389A JP H02214504 A JPH02214504 A JP H02214504A
- Authority
- JP
- Japan
- Prior art keywords
- crystals
- crystal
- compound
- compd
- melting point
- 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.)
- Granted
Links
- 239000013078 crystal Substances 0.000 title claims abstract description 80
- 238000000034 method Methods 0.000 title claims abstract description 14
- 150000001875 compounds Chemical class 0.000 title claims description 11
- 238000000151 deposition Methods 0.000 title abstract 6
- 239000002904 solvent Substances 0.000 claims abstract description 21
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 238000002425 crystallisation Methods 0.000 claims description 28
- 230000008025 crystallization Effects 0.000 claims description 20
- 150000002894 organic compounds Chemical class 0.000 claims description 15
- 239000000126 substance Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 5
- 229910052736 halogen Inorganic materials 0.000 abstract description 3
- 230000008021 deposition Effects 0.000 abstract 4
- 238000002844 melting Methods 0.000 description 25
- 230000008018 melting Effects 0.000 description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 238000001035 drying Methods 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000002245 particle Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 150000003252 quinoxalines Chemical class 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- -1 L-form quinoxaline compounds Chemical class 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003849 aromatic solvent Substances 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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229960002989 glutamic acid Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000013081 microcrystal Substances 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
- MTCFGRXMJLQNBG-UHFFFAOYSA-N serine Chemical compound OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3571389A JPH02214504A (ja) | 1989-02-15 | 1989-02-15 | 光学活性キノキサリン化合物の晶析法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3571389A JPH02214504A (ja) | 1989-02-15 | 1989-02-15 | 光学活性キノキサリン化合物の晶析法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02214504A true JPH02214504A (ja) | 1990-08-27 |
| JPH0476721B2 JPH0476721B2 (enrdf_load_stackoverflow) | 1992-12-04 |
Family
ID=12449503
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3571389A Granted JPH02214504A (ja) | 1989-02-15 | 1989-02-15 | 光学活性キノキサリン化合物の晶析法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02214504A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999002036A1 (fr) * | 1997-07-11 | 1999-01-21 | Nissan Chemical Industries, Ltd. | Composition pesticide de type suspension aqueuse |
| EP1075468A1 (en) * | 1998-04-28 | 2001-02-14 | Nissan Chemical Industries, Ltd. | Method for producing high melting point crystals of phenoxypropionic acid derivative |
| US7750028B2 (en) | 1997-06-10 | 2010-07-06 | Novartis Ag | Crystal modifications of 1-(2,6-difluorobenzyl)-1H-1, 2,3-triazole-4-carboxamide |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003155214A (ja) * | 2001-09-10 | 2003-05-27 | Lion Corp | 真珠様光沢剤分散液及びその製造方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5820283A (ja) * | 1981-07-30 | 1983-02-05 | Ube Ind Ltd | 石炭灰の固化方法 |
-
1989
- 1989-02-15 JP JP3571389A patent/JPH02214504A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5820283A (ja) * | 1981-07-30 | 1983-02-05 | Ube Ind Ltd | 石炭灰の固化方法 |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7750028B2 (en) | 1997-06-10 | 2010-07-06 | Novartis Ag | Crystal modifications of 1-(2,6-difluorobenzyl)-1H-1, 2,3-triazole-4-carboxamide |
| US8076362B2 (en) | 1997-06-10 | 2011-12-13 | Novartis Ag | Crystal modification A of 1-(2,6-difluorobenzyI)-1 H-1,2,3-triazole-4-carboxamide and dosage forms and formulations thereof |
| WO1999002036A1 (fr) * | 1997-07-11 | 1999-01-21 | Nissan Chemical Industries, Ltd. | Composition pesticide de type suspension aqueuse |
| EP1000545A4 (en) * | 1997-07-11 | 2000-08-30 | Nissan Chemical Ind Ltd | AQUEOUS SUSPENSION-LIKE PESTICIDE COMPOSITION |
| AU742672B2 (en) * | 1997-07-11 | 2002-01-10 | Nissan Chemical Industries Ltd. | Aqueous suspension-type pesticide composition |
| US7842648B2 (en) | 1997-07-11 | 2010-11-30 | Nissan Chemical Industries, Ltd. | Aqueous suspended agricultural chemical composition |
| EP1075468A1 (en) * | 1998-04-28 | 2001-02-14 | Nissan Chemical Industries, Ltd. | Method for producing high melting point crystals of phenoxypropionic acid derivative |
| US6353104B1 (en) * | 1998-04-28 | 2002-03-05 | Nissan Chemical Industries, Ltd. | Method for producing high melting point crystals of phenoxypropionic acid derivative |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0476721B2 (enrdf_load_stackoverflow) | 1992-12-04 |
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