BE518622A - - Google Patents
Info
- Publication number
- BE518622A BE518622A BE518622DA BE518622A BE 518622 A BE518622 A BE 518622A BE 518622D A BE518622D A BE 518622DA BE 518622 A BE518622 A BE 518622A
- Authority
- BE
- Belgium
- Prior art keywords
- amino
- lower alkyl
- general formula
- radical
- halogen
- Prior art date
Links
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N anhydrous guanidine Natural products NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims 1
- 150000002357 guanidines Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 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
- 241000192132 Leuconostoc Species 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- SWXXKWPYNMZFTE-UHFFFAOYSA-N (c-ethylsulfanylcarbonimidoyl)azanium;bromide Chemical compound Br.CCSC(N)=N SWXXKWPYNMZFTE-UHFFFAOYSA-N 0.000 description 1
- NKRGJBDEEGULAN-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-oxopentanenitrile Chemical compound CCC(=O)C(C#N)C1=CC=C(Cl)C=C1 NKRGJBDEEGULAN-UHFFFAOYSA-N 0.000 description 1
- -1 3, 4-dichlorphenyl Chemical group 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241001024304 Mino Species 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical class C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000000078 anti-malarial effect Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000003966 growth inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229940014569 pentam Drugs 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE518622A true BE518622A (enrdf_load_stackoverflow) |
Family
ID=155115
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE518622D BE518622A (enrdf_load_stackoverflow) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE518622A (enrdf_load_stackoverflow) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0251083A3 (en) * | 1986-06-21 | 1988-03-23 | Basf Aktiengesellschaft | 4-amino-pyrimidine derivatives |
| EP0459819A3 (en) * | 1990-06-01 | 1992-03-11 | The Wellcome Foundation Limited | Pharmacologically active cns compounds |
| WO1994014780A1 (en) * | 1992-12-18 | 1994-07-07 | The Wellcome Foundation Limited | Pyrimidine, pyridine, pteridinone and indazole derivatives as enzyme inhibitors |
| US5459158A (en) * | 1992-12-18 | 1995-10-17 | Burroughs Wellcome Co. | Pharmaceutical compositions of indazoles and methods of use thereof |
| US5597828A (en) * | 1988-12-07 | 1997-01-28 | Glaxo Wellcome Inc. | Certain 2,4-diamino-5-(2,3-dihalophenyl)-6-substituted pyrimidines which are pharmacologically active CNS compounds |
| WO2002074753A3 (de) * | 2001-03-15 | 2002-12-27 | Basf Ag | 5-phenylpyrimidine, verfahren und zwischenprodukte zu ihrer herstellung und ihre verwendung zur bekaempfung von schadpilzen |
-
0
- BE BE518622D patent/BE518622A/fr unknown
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0251083A3 (en) * | 1986-06-21 | 1988-03-23 | Basf Aktiengesellschaft | 4-amino-pyrimidine derivatives |
| US5597828A (en) * | 1988-12-07 | 1997-01-28 | Glaxo Wellcome Inc. | Certain 2,4-diamino-5-(2,3-dihalophenyl)-6-substituted pyrimidines which are pharmacologically active CNS compounds |
| US5684005A (en) * | 1988-12-07 | 1997-11-04 | Glaxo Wellcome Inc. | Pharmacologically active CNS compounds |
| EP0459819A3 (en) * | 1990-06-01 | 1992-03-11 | The Wellcome Foundation Limited | Pharmacologically active cns compounds |
| WO1994014780A1 (en) * | 1992-12-18 | 1994-07-07 | The Wellcome Foundation Limited | Pyrimidine, pyridine, pteridinone and indazole derivatives as enzyme inhibitors |
| US5459158A (en) * | 1992-12-18 | 1995-10-17 | Burroughs Wellcome Co. | Pharmaceutical compositions of indazoles and methods of use thereof |
| WO2002074753A3 (de) * | 2001-03-15 | 2002-12-27 | Basf Ag | 5-phenylpyrimidine, verfahren und zwischenprodukte zu ihrer herstellung und ihre verwendung zur bekaempfung von schadpilzen |
| US7153860B2 (en) | 2001-03-15 | 2006-12-26 | Basf Aktiengesellschaft | 5-Phenylpyrimidines, methods and intermediate products for the production thereof and use of the same for controlling pathogenic fungi |
| EA007719B1 (ru) * | 2001-03-15 | 2006-12-29 | Басф Акциенгезельшафт | 5-фенилпиримидины, способ и промежуточные продукты для их получения и их применение для борьбы с фитопатогенными грибами |
| US7709637B2 (en) | 2001-03-15 | 2010-05-04 | Basf Se | 5-phenylpyrimidines, their preparation, intermediates for their preparation, and their use for controlling harmful fungi |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH646969A5 (fr) | Derives du beta-amino-3 nor-tropane. | |
| JP5006311B2 (ja) | 置換テトラフルオロベンジルアニリン化合物、及びその薬学的に許容される塩の製造方法 | |
| EP0254627A1 (fr) | Dérivés de la benzhydryloxyéthylpipérazine, procédés d'obtention et compositions pharmaceutiques les contenant | |
| FR2468601A1 (fr) | Nouveaux derives de flavanne utiles notamment comme anticonvulsivants | |
| BE518622A (enrdf_load_stackoverflow) | ||
| US3131195A (en) | Beta-dimethylaminoethyl ester of parachlorophenoxy acetic acid and its pharmaceutically acceptable acid addition salts | |
| EP0002978B1 (fr) | Dérivés de thiazolidinedione-2,4, leur préparation et leur application en thérapeutique | |
| EP0021940A1 (fr) | Nouveaux dérivés aminés du benzothiazole, leur procédé de préparation et leur application en thérapeutique | |
| FR2631827A1 (fr) | Nouveaux derives d'(hetero)aryl-5 tetrazole, leur procede de preparation et leur application en therapeutique | |
| CH630606A5 (en) | Phenylamidine derivatives useful especially in therapeutics | |
| EP0183577B1 (fr) | Dérivés du thiadiazole actifs sur le système nerveux central, procédé d'obtension et compositions pharmaceutiques les contenant | |
| CA1093582A (fr) | Procede d'obtention de nouvelles propylenediamines | |
| CA2018485A1 (fr) | Derives de phenyl-1-dihydro-1,4 amino-3 oxo-4 pyridazines, leur preparation et leur application en therapeutique | |
| CH316289A (fr) | Procédé de préparation de dérivés de la pyrimidine | |
| US4806660A (en) | Aurone oxypropanolamines | |
| EP0157762B1 (fr) | Nouvelles piperidinoguanidines substituees, leur procede de preparation et les compositions pharmaceutiques en renfermant | |
| FR2552762A1 (fr) | Nouveaux amides piperaziniques et homopiperaziniques derives de l'acide 3,4-dioxymethylene cinnamique, leur procede de preparation et leur application en therapeutique | |
| FR2597867A1 (fr) | Ethanediimidamides substitues | |
| FR2528040A1 (fr) | Benzhydrylsulfinylethylamines, procede de preparation et utilisation en therapeutique | |
| FR2716454A1 (fr) | Nouveaux dérivés de 4-aminométhyl 3-diméthylamino acridines substituées, leur préparation et leur application thérapeutique. | |
| EP0106860A1 (fr) | Nouvelles carboxamidoguanidines, leur procede d'obtention et les compositions pharmaceutiques en renfermant. | |
| CH587796A5 (en) | 2-Aminoalkyl amino indanes - anti-arrhythmic,orally active, long-acting, not myocardial depressant | |
| FR2481278A1 (fr) | Nouveaux derives de piperidine, leur procede de preparation et leur application en therapeutique | |
| BE889337A (fr) | Indolo(2', 3'; 3,4) pyrido (2,1-b)quinazoline-5-ones et procede pour leur preparation | |
| FR2473512A1 (fr) | Nouveaux 2-aminomethyl-6-halogeno-phenols, leur preparation et leur application comme medicaments |