BR0012599A - Método para preparação de debromohimenialdisina e análogos desta - Google Patents
Método para preparação de debromohimenialdisina e análogos destaInfo
- Publication number
- BR0012599A BR0012599A BR0012599-7A BR0012599A BR0012599A BR 0012599 A BR0012599 A BR 0012599A BR 0012599 A BR0012599 A BR 0012599A BR 0012599 A BR0012599 A BR 0012599A
- Authority
- BR
- Brazil
- Prior art keywords
- compound
- dbh
- converted
- hydrogen
- hymenin
- Prior art date
Links
- JYRJOQGKGMHTOO-VURMDHGXSA-N (4z)-4-(2-amino-4-oxo-1h-imidazol-5-ylidene)-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one Chemical compound N1C(N)=NC(=O)\C1=C/1C(C=CN2)=C2C(=O)NCC\1 JYRJOQGKGMHTOO-VURMDHGXSA-N 0.000 abstract 6
- JYRJOQGKGMHTOO-UHFFFAOYSA-N Debromohymenialdisine hydrochloride Natural products N1C(N)=NC(=O)C1=C1C(C=CN2)=C2C(=O)NCC1 JYRJOQGKGMHTOO-UHFFFAOYSA-N 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- LLQCRTZROWMVOL-DYDIJXKYSA-N (3as,6s,6ar,9as,9br)-6a-hydroxy-6,9a-dimethyl-3-methylidene-4,5,6,9b-tetrahydro-3ah-azuleno[8,7-b]furan-2,9-dione Chemical compound C[C@H]1CC[C@H]2C(=C)C(=O)O[C@H]2[C@]2(C)C(=O)C=C[C@]12O LLQCRTZROWMVOL-DYDIJXKYSA-N 0.000 abstract 2
- WZZBNLYBHUDSHF-DHLKQENFSA-N 1-[(3s,4s)-4-[8-(2-chloro-4-pyrimidin-2-yloxyphenyl)-7-fluoro-2-methylimidazo[4,5-c]quinolin-1-yl]-3-fluoropiperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC2=CN=C3C=C(F)C(C=4C(=CC(OC=5N=CC=CN=5)=CC=4)Cl)=CC3=C2N1[C@H]1CCN(C(=O)CO)C[C@@H]1F WZZBNLYBHUDSHF-DHLKQENFSA-N 0.000 abstract 2
- 229940125773 compound 10 Drugs 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- MRMGABUTBNWSLA-UHFFFAOYSA-N hymenine Natural products N1C(N)=NC(C2C=3C(Br)=C(Br)NC=3C(=O)NCC2)=C1 MRMGABUTBNWSLA-UHFFFAOYSA-N 0.000 abstract 2
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 abstract 2
- LLQCRTZROWMVOL-UHFFFAOYSA-N parthenin Natural products CC1CCC2C(=C)C(=O)OC2C2(C)C(=O)C=CC12O LLQCRTZROWMVOL-UHFFFAOYSA-N 0.000 abstract 2
- SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 abstract 1
- GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 abstract 1
- NPRYCHLHHVWLQZ-TURQNECASA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynylpurin-8-one Chemical compound NC1=NC=C2N(C(N(C2=N1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C NPRYCHLHHVWLQZ-TURQNECASA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229940125797 compound 12 Drugs 0.000 abstract 1
- 229940126543 compound 14 Drugs 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Diabetes (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Hematology (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Immunology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Obesity (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
"MéTODO PARA PREPARAçãO DE DEBROMOHIMENIALDISINA E ANáLOGOS DESTA". Um método para preparar debromohimenialdisina (DSH) 2 e análogos desta é descrito. Uma modalidade do presente método primeiro compreende formar himenina 4, e em seguida converter a himenina em DBH 2 como aqui descrito. Uma tal modalidade primeiro compreende prover um composto tendo a Fórmula (3) onde R é independentemente selecionado do grupo consistindo em hidrogênio e alifático inferior, e X é independentemente selecionado do grupo consistindo em hidrogênio e halogênio. Um composto tendo a Fórmula (3), tal como o Composto 10 com R e X como hidrogênio, é então convertido em DBH 2 ou um análogo deste. Uma modalidade alternativa do composto compreende formar o Composto 30 ou o Composto 32, que são então diretamente convertidos em DBH 2. Alternativamente, o Composto 30 pode ser convertido em Composto 10, que é então subseq³entemente convertido em DBH 2 por reação com um halogênio na presença de um ácido. O método da presente invenção pode ser empregado para preparar análogos de DBH 2, incluindo derivados de alcóxi, tal como o Composto 12, e os derivados de dieno conjugados, tal como o Composto 14.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/357,687 US6211361B1 (en) | 1999-07-20 | 1999-07-20 | Method for making debromohymenialdisine and analogs thereof |
| PCT/US2000/019704 WO2001005794A2 (en) | 1999-07-20 | 2000-07-19 | Method for making debromohymenialdisine and analogs thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR0012599A true BR0012599A (pt) | 2002-09-17 |
Family
ID=23406630
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR0012599-7A BR0012599A (pt) | 1999-07-20 | 2000-07-19 | Método para preparação de debromohimenialdisina e análogos desta |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6211361B1 (pt) |
| EP (1) | EP1200438B1 (pt) |
| JP (1) | JP2003505392A (pt) |
| AT (1) | ATE277051T1 (pt) |
| AU (1) | AU6112800A (pt) |
| BR (1) | BR0012599A (pt) |
| CA (1) | CA2379847A1 (pt) |
| DE (1) | DE60014103D1 (pt) |
| IL (1) | IL147728A0 (pt) |
| MX (1) | MXPA02000706A (pt) |
| WO (1) | WO2001005794A2 (pt) |
| ZA (1) | ZA200201159B (pt) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2003297431A1 (en) * | 2002-12-20 | 2004-07-22 | Pharmacia Corporation | Mitogen activated protein kinase-activated protein kinase-2 inhibiting compounds |
| US7423031B2 (en) | 2003-05-01 | 2008-09-09 | Irm Llc | Compounds and compositions as protein kinase inhibitors |
| US7385055B2 (en) * | 2003-05-19 | 2008-06-10 | Board Of Trustees Of Michigan State University | Preparation of hymenialdisine derivatives and use thereof |
| WO2008147713A1 (en) * | 2007-05-24 | 2008-12-04 | The Regents Of The University Of California | Wnt signaling inhibitors, and methods for making and using them |
| DE102017124284A1 (de) * | 2016-10-19 | 2018-04-19 | Steering Solutions Ip Holding Corporation | In eine controllerplatine integrierter drehmomentsensor und eps-system, das diese enthält |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993016703A1 (en) * | 1992-02-24 | 1993-09-02 | Smithkline Beecham Corporation | Protein kinase c inhibitor |
| JP3714685B2 (ja) * | 1994-05-18 | 2005-11-09 | 第一サントリーファーマ株式会社 | ハイメニアルディシン及びその誘導体並びにそれらの合成中間体の製造法並びにその合成中間体 |
| US5591740A (en) * | 1995-06-07 | 1997-01-07 | Osteoarthritis Sciences, Incorporated | Use of debromohymenialdisine for treating osteoarthritis |
-
1999
- 1999-07-20 US US09/357,687 patent/US6211361B1/en not_active Expired - Fee Related
-
2000
- 2000-07-19 EP EP00947544A patent/EP1200438B1/en not_active Expired - Lifetime
- 2000-07-19 AT AT00947544T patent/ATE277051T1/de not_active IP Right Cessation
- 2000-07-19 MX MXPA02000706A patent/MXPA02000706A/es unknown
- 2000-07-19 DE DE60014103T patent/DE60014103D1/de not_active Expired - Lifetime
- 2000-07-19 WO PCT/US2000/019704 patent/WO2001005794A2/en not_active Ceased
- 2000-07-19 CA CA002379847A patent/CA2379847A1/en not_active Abandoned
- 2000-07-19 JP JP2001511453A patent/JP2003505392A/ja active Pending
- 2000-07-19 BR BR0012599-7A patent/BR0012599A/pt not_active Application Discontinuation
- 2000-07-19 IL IL14772800A patent/IL147728A0/xx unknown
- 2000-07-19 AU AU61128/00A patent/AU6112800A/en not_active Abandoned
-
2002
- 2002-02-11 ZA ZA200201159A patent/ZA200201159B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200201159B (en) | 2003-08-27 |
| CA2379847A1 (en) | 2001-01-25 |
| ATE277051T1 (de) | 2004-10-15 |
| AU6112800A (en) | 2001-02-05 |
| WO2001005794A3 (en) | 2001-07-19 |
| EP1200438B1 (en) | 2004-09-22 |
| JP2003505392A (ja) | 2003-02-12 |
| EP1200438A2 (en) | 2002-05-02 |
| US6211361B1 (en) | 2001-04-03 |
| WO2001005794A2 (en) | 2001-01-25 |
| DE60014103D1 (de) | 2004-10-28 |
| MXPA02000706A (es) | 2002-07-02 |
| IL147728A0 (en) | 2002-08-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA10 | Dismissal: dismissal - article 33 of industrial property law | ||
| B11Y | Definitive dismissal - extension of time limit for request of examination expired [chapter 11.1.1 patent gazette] |