ZA200206467B - 1,2,3,4-tetrahydroisoquinoline derivatives. - Google Patents
1,2,3,4-tetrahydroisoquinoline derivatives. Download PDFInfo
- Publication number
- ZA200206467B ZA200206467B ZA200206467A ZA200206467A ZA200206467B ZA 200206467 B ZA200206467 B ZA 200206467B ZA 200206467 A ZA200206467 A ZA 200206467A ZA 200206467 A ZA200206467 A ZA 200206467A ZA 200206467 B ZA200206467 B ZA 200206467B
- Authority
- ZA
- South Africa
- Prior art keywords
- benzyl
- dimethoxy
- acetamide
- dihydro
- isoquinolin
- Prior art date
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- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical class C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 45
- 125000000217 alkyl group Chemical group 0.000 claims description 41
- 125000000623 heterocyclic group Chemical group 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 19
- -1 1,2,3,4-tetrahydro-naphthalen-1-yl Chemical group 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 15
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 102000002512 Orexin Human genes 0.000 claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- 108060005714 orexin Proteins 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 8
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
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- UZJLYRRDVFWSGA-UHFFFAOYSA-N n-benzylacetamide Chemical compound CC(=O)NCC1=CC=CC=C1 UZJLYRRDVFWSGA-UHFFFAOYSA-N 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- JWMZPZFSAXVGMK-UHFFFAOYSA-N 2-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]-n-(6-methoxy-2,3-dihydro-1h-inden-1-yl)acetamide Chemical compound C12=CC(OC)=CC=C2CCC1NC(=O)CN1CCC2=CC(OC)=C(OC)C=C2C1CC1=CC=C(OC)C(OC)=C1 JWMZPZFSAXVGMK-UHFFFAOYSA-N 0.000 claims description 2
- BVPKSCZDEKFXBF-UHFFFAOYSA-N 2-[8-(cyclopropylmethoxy)-1-[(3,4-dimethoxyphenyl)methyl]-5-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]-n-(pyridin-2-ylmethyl)acetamide Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=C(OCC3CC3)C=CC(OC)=C2CCN1CC(=O)NCC1=CC=CC=N1 BVPKSCZDEKFXBF-UHFFFAOYSA-N 0.000 claims description 2
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- UOOXDDHYFFXMJJ-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-1-yl)acetamide Chemical compound C1=CC=C2C(NC(=O)C)CCC2=C1 UOOXDDHYFFXMJJ-UHFFFAOYSA-N 0.000 claims 2
- GEYCZKOLGCILBP-UHFFFAOYSA-N 2-[1-[(3,4-dichlorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]-n-(pyridin-3-ylmethyl)acetamide Chemical compound C=1C=C(Cl)C(Cl)=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CC(=O)NCC1=CC=CN=C1 GEYCZKOLGCILBP-UHFFFAOYSA-N 0.000 claims 1
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- RTCVKRBTBBZWQK-UHFFFAOYSA-N 2-[1-[(3,4-dimethoxyphenyl)methyl]-5-methoxy-8-propan-2-yloxy-3,4-dihydro-1h-isoquinolin-2-yl]-n-(pyridin-2-ylmethyl)acetamide Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=C(OC(C)C)C=CC(OC)=C2CCN1CC(=O)NCC1=CC=CC=N1 RTCVKRBTBBZWQK-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- 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
- C07D239/26—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/04—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
- C07D217/20—Aralkyl radicals with oxygen atoms directly attached to the aromatic ring of said aralkyl radical, e.g. papaverine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Anesthesiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Child & Adolescent Psychology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP0002245 | 2000-03-14 |
Publications (1)
Publication Number | Publication Date |
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ZA200206467B true ZA200206467B (en) | 2003-11-13 |
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ZA200206467A ZA200206467B (en) | 2000-03-14 | 2002-08-13 | 1,2,3,4-tetrahydroisoquinoline derivatives. |
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US (1) | US6703392B2 (fr) |
JP (1) | JP4009460B2 (fr) |
KR (2) | KR20070087103A (fr) |
CN (1) | CN100393703C (fr) |
AT (1) | ATE286500T1 (fr) |
AU (2) | AU2001260113B2 (fr) |
BR (1) | BRPI0109200B8 (fr) |
CA (1) | CA2402431C (fr) |
DE (1) | DE60108236T2 (fr) |
ES (1) | ES2234840T3 (fr) |
HU (1) | HU227811B1 (fr) |
IL (2) | IL150986A0 (fr) |
MX (1) | MXPA02008797A (fr) |
NO (1) | NO324932B1 (fr) |
NZ (1) | NZ520624A (fr) |
PT (1) | PT1274687E (fr) |
WO (1) | WO2001068609A1 (fr) |
ZA (1) | ZA200206467B (fr) |
Families Citing this family (92)
Publication number | Priority date | Publication date | Assignee | Title |
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ES2234929T3 (es) | 2000-11-28 | 2005-07-01 | Smithkline Beecham Plc | Derivados de morfolina como antagonistas de los receptores de orexina. |
GB0126292D0 (en) * | 2001-11-01 | 2002-01-02 | Smithkline Beecham Plc | Compounds |
GB0130388D0 (en) * | 2001-12-19 | 2002-02-06 | Smithkline Beecham Plc | Compounds |
US7105526B2 (en) | 2002-06-28 | 2006-09-12 | Banyu Pharmaceuticals Co., Ltd. | Benzimidazole derivatives |
WO2004033418A2 (fr) | 2002-10-11 | 2004-04-22 | Actelion Pharmaceuticals Ltd. | Derives d'acide sulfonylamino-acetique |
GB0225884D0 (en) * | 2002-11-06 | 2002-12-11 | Glaxo Group Ltd | Novel compounds |
US7772188B2 (en) | 2003-01-28 | 2010-08-10 | Ironwood Pharmaceuticals, Inc. | Methods and compositions for the treatment of gastrointestinal disorders |
WO2004076411A2 (fr) * | 2003-02-24 | 2004-09-10 | Merck & Co., Inc. | Modulateurs d'heterotricylicamide fusionne avec un aminocyclopentyl de l'activite des recepteurs de la chimiokine |
JP4637089B2 (ja) * | 2003-03-26 | 2011-02-23 | アクテリオン ファーマシューティカルズ リミテッド | アセトアミド誘導体 |
US7321065B2 (en) * | 2003-04-18 | 2008-01-22 | The Regents Of The University Of California | Thyronamine derivatives and analogs and methods of use thereof |
US7538109B2 (en) | 2003-04-28 | 2009-05-26 | Actelion Pharmaceuticals Ltd | Quinoxalin-3-one derivatives as orexin receptor antagonists |
WO2005028438A1 (fr) | 2003-09-22 | 2005-03-31 | Banyu Pharmaceutical Co., Ltd. | Nouveau derive de piperidine |
ATE493421T1 (de) * | 2004-01-23 | 2011-01-15 | Janssen Pharmaceutica Nv | Neue inhibitoren von chymase |
US20100048513A1 (en) | 2008-08-20 | 2010-02-25 | Hawkins Michael J | Novel inhibitors of chymase |
SI1751111T1 (sl) * | 2004-03-01 | 2015-04-30 | Actelion Pharmaceuticals Ltd. | Substituirani 1,2,3,4-tetrahidroizokinolinski derivati |
EP2305352A1 (fr) | 2004-04-02 | 2011-04-06 | Merck Sharp & Dohme Corp. | Inhibiteurs de la 5-alpha-reductase pour le traitement d'hommes aux troubles métaboliques et anthropométriques |
EP1814590B2 (fr) | 2004-11-01 | 2013-12-11 | Amylin Pharmaceuticals, Inc. | Traitement contre l'obesite ainsi que les maladies associees a l'obesite |
WO2006081522A2 (fr) * | 2005-01-26 | 2006-08-03 | The Regents Of The Unversity Of California | Modulation de courants du recepteur nmda au moyen du recepteur de l'orexine et/ou du recepteur du facteur crf |
US20090286723A1 (en) | 2005-02-11 | 2009-11-19 | Amylin Pharmaceuticals, Inc. | Hybrid Polypeptides with Selectable Properties |
US7501395B2 (en) | 2005-04-25 | 2009-03-10 | Eisai R & D Management Co., Ltd. | Method of screening for antianxiety drugs |
US7737155B2 (en) | 2005-05-17 | 2010-06-15 | Schering Corporation | Nitrogen-containing heterocyclic compounds and methods of use thereof |
ES2574014T3 (es) | 2005-05-30 | 2016-06-14 | Msd K.K. | Derivado de piperidina novedoso |
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WO2001068609A1 (fr) | 2001-09-20 |
KR20070087103A (ko) | 2007-08-27 |
HU227811B1 (en) | 2012-03-28 |
DE60108236T2 (de) | 2005-12-22 |
AU2001260113B2 (en) | 2006-04-06 |
US20030176415A1 (en) | 2003-09-18 |
NO20024339L (no) | 2002-09-11 |
PT1274687E (pt) | 2005-04-29 |
DE60108236D1 (de) | 2005-02-10 |
BRPI0109200B1 (pt) | 2015-08-11 |
NZ520624A (en) | 2004-02-27 |
KR20020080465A (ko) | 2002-10-23 |
JP4009460B2 (ja) | 2007-11-14 |
JP2003527374A (ja) | 2003-09-16 |
ES2234840T3 (es) | 2005-07-01 |
ATE286500T1 (de) | 2005-01-15 |
CA2402431C (fr) | 2009-10-06 |
HUP0300207A2 (en) | 2003-05-28 |
MXPA02008797A (es) | 2005-09-08 |
HUP0300207A3 (en) | 2005-07-28 |
AU6011301A (en) | 2001-09-24 |
NO20024339D0 (no) | 2002-09-11 |
BRPI0109200B8 (pt) | 2021-05-25 |
IL150986A0 (en) | 2003-02-12 |
WO2001068609B1 (fr) | 2002-02-21 |
KR100842698B1 (ko) | 2008-07-01 |
CN100393703C (zh) | 2008-06-11 |
CA2402431A1 (fr) | 2001-09-20 |
BR0109200A (pt) | 2003-06-03 |
CN1416420A (zh) | 2003-05-07 |
US6703392B2 (en) | 2004-03-09 |
IL150986A (en) | 2007-07-04 |
NO324932B1 (no) | 2008-01-07 |
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