BE525338A - - Google Patents
Info
- Publication number
- BE525338A BE525338A BE525338DA BE525338A BE 525338 A BE525338 A BE 525338A BE 525338D A BE525338D A BE 525338DA BE 525338 A BE525338 A BE 525338A
- Authority
- BE
- Belgium
- Prior art keywords
- base
- preparation
- medium
- diethylaminoethyl
- prepared
- Prior art date
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
- KUBCEEMXQZUPDQ-UHFFFAOYSA-N hordenine Chemical compound CN(C)CCC1=CC=C(O)C=C1 KUBCEEMXQZUPDQ-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- -1 piperidyl radicals Chemical class 0.000 claims description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 159000000000 sodium salts Chemical class 0.000 claims description 7
- 229940071490 hordenine Drugs 0.000 claims description 6
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 238000006266 etherification reaction Methods 0.000 claims description 3
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 claims description 2
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 claims description 2
- 150000001350 alkyl halides Chemical class 0.000 claims description 2
- 150000003868 ammonium compounds Chemical class 0.000 claims description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- MXXMJJSIJDMYJZ-UHFFFAOYSA-N n-(2-phenylethyl)hydroxylamine Chemical class ONCCC1=CC=CC=C1 MXXMJJSIJDMYJZ-UHFFFAOYSA-N 0.000 claims description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 150000003841 chloride salts Chemical class 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 206010021118 Hypotonia Diseases 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000000926 neurological effect Effects 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 208000011580 syndromic disease Diseases 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- ZJRHNNNACBPWEB-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]ethyl phenothiazine-10-carboxylate;hydron;chloride Chemical compound Cl.C1=CC=C2N(C(=O)OCCOCCN(C)C)C3=CC=CC=C3SC2=C1 ZJRHNNNACBPWEB-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 208000007379 Muscle Hypotonia Diseases 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 1
- 241000244317 Tillandsia usneoides Species 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 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
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 208000006111 contracture Diseases 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000001079 digestive effect Effects 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 230000036640 muscle relaxation Effects 0.000 description 1
- 230000002981 neuropathic effect Effects 0.000 description 1
- 230000007170 pathology Effects 0.000 description 1
- 125000005936 piperidyl group Chemical group 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE525338A true BE525338A (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) |
Family
ID=159663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE525338D BE525338A (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE525338A (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) |
-
0
- BE BE525338D patent/BE525338A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH0625099B2 (ja) | 新規な中間生成物及びその製造方法 | |
| AU6326599A (en) | Method for the preparation of citalopram | |
| JPS6313427B2 (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| JP2001525817A (ja) | 新規中間体及びこれらの調製方法 | |
| CH655100A5 (fr) | 1-cyclohexenyl-2-(hydroxy- ou chloro-)ethyl-pyrrolidine et procede pour sa preparation. | |
| CH630606A5 (en) | Phenylamidine derivatives useful especially in therapeutics | |
| CH464172A (fr) | Procédé de préparation d'acides carboxyliques -substitués | |
| CA2291133C (en) | Method for the preparation of citalopram | |
| BE525338A (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| EP0008973A2 (fr) | Procédé de fabrication des acides phénoxylactiques, de leurs dérivés et produits obtenus | |
| CH618977A5 (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| EP0097546A1 (fr) | Benzhydrylsulfinyléthylamines, procédé de préparation et utilisation en thérapeutique | |
| US6043376A (en) | Synthesis of alpha-methyl, alpha-substituted amino acids | |
| KR100376280B1 (ko) | 신남알데하이드 유도체의 제조방법 | |
| BE818471A (fr) | Procede pour preparer des 1-aralkyl-4-amino-methylpiperidine-4-ols | |
| SU248681A1 (ru) | Способ получения замещенных амидов диал'килтиофосфорной кислоты | |
| KR860000848B1 (ko) | 소염진통 작용을 갖는 아릴알칸산 유도체의 프탈리딜에스테르 제조방법 | |
| SU192797A1 (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| CH513908A (fr) | Procédé de préparation de nouveaux dérivés de l'acide 5-thiazole carboxylique | |
| CH573386A5 (en) | Para-Isobutyl-phenyl-butyric acid prepn. - from corresp. acetonitrile cpd., having antiinflammatory, analgesic and antipyretic activity | |
| BE508541A (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| CH573891A5 (en) | 2-(4-Isobutylphenyl) butyric acid and salts - with antiinflammatory activity prepd. by converting 4-isobutyl-phenyl-acetonitrile into its alpha-ethyl deriv., then hydrolysing | |
| BE505305A (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| BE839732A (fr) | Procede de synthese de codeinone au depart de thebaine | |
| CH306901A (fr) | Procédé de préparation d'un nouveau composé chimique ayant une activité antispasmodique. |