BG61320B2 - N-оксиди на алфа,алфа-диарил-4-арил-4-хидрокси-1- пиперидинбутанамид - Google Patents
N-оксиди на алфа,алфа-диарил-4-арил-4-хидрокси-1- пиперидинбутанамид Download PDFInfo
- Publication number
- BG61320B2 BG61320B2 BG097952A BG9795293A BG61320B2 BG 61320 B2 BG61320 B2 BG 61320B2 BG 097952 A BG097952 A BG 097952A BG 9795293 A BG9795293 A BG 9795293A BG 61320 B2 BG61320 B2 BG 61320B2
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- BG
- Bulgaria
- Prior art keywords
- compound
- compounds
- phenyl
- hydroxy
- formula
- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims abstract description 53
- 239000002253 acid Substances 0.000 claims abstract description 23
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 6
- 125000001424 substituent group Chemical group 0.000 claims abstract description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 3
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims abstract description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 3
- 125000003386 piperidinyl group Chemical group 0.000 claims abstract description 3
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 4
- 239000013543 active substance Substances 0.000 claims description 16
- 230000001142 anti-diarrhea Effects 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
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- 239000003937 drug carrier Substances 0.000 claims description 6
- 150000001204 N-oxides Chemical class 0.000 claims description 5
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- 150000002367 halogens Chemical class 0.000 claims description 5
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- 239000002904 solvent Substances 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 239000012458 free base Substances 0.000 claims description 2
- 231100000252 nontoxic Toxicity 0.000 claims description 2
- 230000003000 nontoxic effect Effects 0.000 claims description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 230000002378 acidificating effect Effects 0.000 claims 1
- 125000000068 chlorophenyl group Chemical group 0.000 claims 1
- 230000000741 diarrhetic effect Effects 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- -1 C1-6alkyloxy Chemical group 0.000 abstract description 7
- 125000005059 halophenyl group Chemical group 0.000 abstract description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 230000004071 biological effect Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
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- 239000003826 tablet Substances 0.000 description 7
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- 229920002472 Starch Polymers 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 3
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- SBQRYMGLABMVAQ-UHFFFAOYSA-N 2-(1,2-dihydroxypropyl)propanedioic acid Chemical compound CC(O)C(O)C(C(O)=O)C(O)=O SBQRYMGLABMVAQ-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
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- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/12—Antidiarrhoeals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Compositions Of Oxide Ceramics (AREA)
- Electric Double-Layer Capacitors Or The Like (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78656685A | 1985-10-11 | 1985-10-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BG61320B2 true BG61320B2 (bg) | 1997-05-30 |
Family
ID=25138953
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG097952A BG61320B2 (bg) | 1985-10-11 | 1993-07-15 | N-оксиди на алфа,алфа-диарил-4-арил-4-хидрокси-1- пиперидинбутанамид |
Country Status (33)
| Country | Link |
|---|---|
| EP (1) | EP0219898B1 (fr) |
| JP (1) | JPS6287569A (fr) |
| KR (1) | KR940001772B1 (fr) |
| CN (1) | CN1015453B (fr) |
| AT (1) | ATE53022T1 (fr) |
| AU (1) | AU583429B2 (fr) |
| BG (1) | BG61320B2 (fr) |
| CA (1) | CA1332236C (fr) |
| CY (1) | CY1603A (fr) |
| DE (1) | DE3671442D1 (fr) |
| DK (1) | DK173954B1 (fr) |
| DZ (1) | DZ997A1 (fr) |
| EG (1) | EG18126A (fr) |
| ES (1) | ES2002001A6 (fr) |
| FI (1) | FI83642C (fr) |
| GR (1) | GR862493B (fr) |
| HK (1) | HK52491A (fr) |
| HU (1) | HU196180B (fr) |
| IE (1) | IE59519B1 (fr) |
| IL (1) | IL80268A (fr) |
| LT (1) | LT2086B (fr) |
| LV (2) | LV5042A3 (fr) |
| NL (1) | NL950025I2 (fr) |
| NO (2) | NO168640C (fr) |
| NZ (1) | NZ217818A (fr) |
| PH (1) | PH22510A (fr) |
| PT (1) | PT83506B (fr) |
| SG (1) | SG46291G (fr) |
| SU (1) | SU1443798A3 (fr) |
| TN (1) | TNSN86138A1 (fr) |
| ZA (1) | ZA867713B (fr) |
| ZM (1) | ZM9486A1 (fr) |
| ZW (1) | ZW20386A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU661972B2 (en) * | 1990-08-09 | 1995-08-17 | Procter & Gamble Company, The | Process for formulating a solid oral dosage form of loperamide compounds |
| US5434158A (en) * | 1994-04-26 | 1995-07-18 | Merck & Co., Inc. | Spiro-substituted azacycles as neurokinin-3 antagonists |
| WO1997024325A1 (fr) * | 1995-12-28 | 1997-07-10 | Takeda Chemical Industries, Ltd. | DERIVES DE DIPHENYLMETHANE UTILISES COMME ANTAGONISTES DU RECEPTEUR MIP-1α/RANTES |
| EP1058684A1 (fr) * | 1998-03-06 | 2000-12-13 | Janssen Pharmaceutica N.V. | Inhibiteurs du transport de la glycine |
| KR101315751B1 (ko) * | 2011-05-30 | 2013-10-10 | 주식회사 엔지켐생명과학 | 로페라미드 옥사이드 모노하이드레이트의 신규한 제조방법 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3714159A (en) * | 1971-03-30 | 1973-01-30 | Janssen Pharmaceutica Nv | 2,2-diaryl-4-(4'-aryl-4'-hydroxy-piper-idino)-butyramides |
| US4002618A (en) * | 1976-02-23 | 1977-01-11 | G. D. Searle & Co. | 2,2-Diphenyl-5-(4-substituted-piperidino)-3-trans-pentenenitriles |
-
1986
- 1986-09-22 CA CA000518722A patent/CA1332236C/fr not_active Expired - Lifetime
- 1986-09-26 ES ES8602220A patent/ES2002001A6/es not_active Expired
- 1986-09-30 KR KR1019860008184A patent/KR940001772B1/ko not_active IP Right Cessation
- 1986-09-30 DE DE8686201676T patent/DE3671442D1/de not_active Expired - Lifetime
- 1986-09-30 EP EP86201676A patent/EP0219898B1/fr not_active Expired - Lifetime
- 1986-09-30 AT AT86201676T patent/ATE53022T1/de active
- 1986-10-02 GR GR862493A patent/GR862493B/el unknown
- 1986-10-03 JP JP61234679A patent/JPS6287569A/ja active Granted
- 1986-10-06 NZ NZ217818A patent/NZ217818A/xx unknown
- 1986-10-08 CN CN86106848A patent/CN1015453B/zh not_active Expired
- 1986-10-08 SU SU864028251A patent/SU1443798A3/ru active
- 1986-10-09 PT PT83506A patent/PT83506B/pt unknown
- 1986-10-09 PH PH34340A patent/PH22510A/en unknown
- 1986-10-09 IL IL80268A patent/IL80268A/xx not_active IP Right Cessation
- 1986-10-09 ZM ZM94/86A patent/ZM9486A1/xx unknown
- 1986-10-09 EG EG231/86A patent/EG18126A/xx active
- 1986-10-09 ZA ZA867713A patent/ZA867713B/xx unknown
- 1986-10-10 FI FI864099A patent/FI83642C/fi not_active IP Right Cessation
- 1986-10-10 IE IE267786A patent/IE59519B1/en not_active IP Right Cessation
- 1986-10-10 AU AU63815/86A patent/AU583429B2/en not_active Expired
- 1986-10-10 ZW ZW203/86A patent/ZW20386A1/xx unknown
- 1986-10-10 HU HU864248A patent/HU196180B/hu unknown
- 1986-10-10 NO NO864045A patent/NO168640C/no unknown
- 1986-10-10 TN TNTNSN86138A patent/TNSN86138A1/fr unknown
- 1986-10-10 DK DK198604868A patent/DK173954B1/da not_active IP Right Cessation
- 1986-10-11 DZ DZ860211A patent/DZ997A1/fr active
-
1991
- 1991-06-18 SG SG46291A patent/SG46291G/en unknown
- 1991-07-11 HK HK524/91A patent/HK52491A/xx not_active IP Right Cessation
-
1992
- 1992-04-03 CY CY1603A patent/CY1603A/xx unknown
- 1992-11-27 LV LV920227A patent/LV5042A3/xx unknown
-
1993
- 1993-02-26 LT LTRP373A patent/LT2086B/xx not_active IP Right Cessation
- 1993-07-15 BG BG097952A patent/BG61320B2/bg unknown
-
1995
- 1995-10-30 NL NL950025C patent/NL950025I2/nl unknown
-
1996
- 1996-06-18 LV LV960189A patent/LV5767B4/xx unknown
- 1996-08-06 NO NO1996010C patent/NO1996010I1/no unknown
Also Published As
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