NO322966B1 - Nye oktahydro-2H-pyrido[1-2-a]pyrazinforbindelser, fremgangsmate ved deres fremstilling og farmasoytiske sammensetninger inneholdende dem - Google Patents

Nye oktahydro-2H-pyrido[1-2-a]pyrazinforbindelser, fremgangsmate ved deres fremstilling og farmasoytiske sammensetninger inneholdende dem Download PDF

Info

Publication number: NO322966B1
Authority: NO; Norway
Prior art keywords: formula; compounds; pyrido; octahydro; linear
Prior art date: 2001-07-12

Application number

NO20023345A

Other languages

English (en)

Norwegian (no)

Other versions

NO20023345L (no

NO20023345D0 (no

Inventor

Solo Goldstein

Guillaume Poissonnet

Jean-Gilles Parmentier

Brian Lockhart

Pierre Lestage

Original Assignee

Servier Lab

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2001-07-12

Filing date

2002-07-11

Publication date

2006-12-18

2002-07-11 Application filed by Servier Lab filed Critical Servier Lab

2002-07-11 Publication of NO20023345D0 publication Critical patent/NO20023345D0/no

2003-01-13 Publication of NO20023345L publication Critical patent/NO20023345L/no

2006-12-18 Publication of NO322966B1 publication Critical patent/NO322966B1/no

Links

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125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 38
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-1 methylenedioxy, ethylenedioxy Chemical group 0.000 claims description 19
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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 14
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WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
URLLJAVJPAATKX-UHFFFAOYSA-N pyrazine;trihydrochloride Chemical compound Cl.Cl.Cl.C1=CN=CC=N1 URLLJAVJPAATKX-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
229940107700 pyruvic acid Drugs 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000000241 respiratory effect Effects 0.000 description 1
239000003340 retarding agent Substances 0.000 description 1
229940076279 serotonin Drugs 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
239000006190 sub-lingual tablet Substances 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000006228 supernatant Substances 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
230000008961 swelling Effects 0.000 description 1
230000003956 synaptic plasticity Effects 0.000 description 1
208000011580 syndromic disease Diseases 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
230000028016 temperature homeostasis Effects 0.000 description 1
YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
238000012360 testing method Methods 0.000 description 1
FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical compound [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 description 1
USFPINLPPFWTJW-UHFFFAOYSA-N tetraphenylphosphonium Chemical compound C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 USFPINLPPFWTJW-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
XWKHFFLZJISKNH-UHFFFAOYSA-N tri(propan-2-yl)-(3,4,5-trimethoxyphenyl)sulfanylsilane Chemical compound COC1=CC(S[Si](C(C)C)(C(C)C)C(C)C)=CC(OC)=C1OC XWKHFFLZJISKNH-UHFFFAOYSA-N 0.000 description 1
CPKHFNMJTBLKLK-UHFFFAOYSA-N tri(propan-2-yl)-sulfanylsilane Chemical compound CC(C)[Si](S)(C(C)C)C(C)C CPKHFNMJTBLKLK-UHFFFAOYSA-N 0.000 description 1
ZRDDDFSCPLPNTF-UHFFFAOYSA-N tributyl-(3,4,5-trimethoxyphenyl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C1=CC(OC)=C(OC)C(OC)=C1 ZRDDDFSCPLPNTF-UHFFFAOYSA-N 0.000 description 1
CWMFRHBXRUITQE-UHFFFAOYSA-N trimethylsilylacetylene Chemical group C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 1
230000007306 turnover Effects 0.000 description 1
230000000304 vasodilatating effect Effects 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
- 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
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- 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

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Neurosurgery (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Biomedical Technology (AREA)
General Health & Medical Sciences (AREA)
Neurology (AREA)
Veterinary Medicine (AREA)
Pain & Pain Management (AREA)
Psychology (AREA)
Hospice & Palliative Care (AREA)
Psychiatry (AREA)
Child & Adolescent Psychology (AREA)
Diabetes (AREA)
Hematology (AREA)
Obesity (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

NO20023345A 2001-07-12 2002-07-11 Nye oktahydro-2H-pyrido[1-2-a]pyrazinforbindelser, fremgangsmate ved deres fremstilling og farmasoytiske sammensetninger inneholdende dem NO322966B1 (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR0109260A FR2827288B1 (fr)	2001-07-12	2001-07-12	Nouveaux derives d'octahydro-2h-pyrido[1,2-a]pyrazine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent

Publications (3)

Publication Number	Publication Date
NO20023345D0 NO20023345D0 (no)	2002-07-11
NO20023345L NO20023345L (no)	2003-01-13
NO322966B1 true NO322966B1 (no)	2006-12-18

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NO20023345A NO322966B1 (no)	2001-07-12	2002-07-11	Nye oktahydro-2H-pyrido[1-2-a]pyrazinforbindelser, fremgangsmate ved deres fremstilling og farmasoytiske sammensetninger inneholdende dem

Country Status (25)

Country	Link
US (1)	US6992085B2 (ru)
EP (1)	EP1275647B1 (ru)
JP (1)	JP3950018B2 (ru)
KR (1)	KR100485020B1 (ru)
CN (1)	CN1197863C (ru)
AR (1)	AR036166A1 (ru)
AT (1)	ATE254124T1 (ru)
AU (1)	AU2002300094B2 (ru)
BR (1)	BR0202681A (ru)
CA (1)	CA2394027C (ru)
DE (1)	DE60200089T2 (ru)
DK (1)	DK1275647T3 (ru)
EA (1)	EA005160B1 (ru)
ES (1)	ES2210219T3 (ru)
FR (1)	FR2827288B1 (ru)
HK (1)	HK1050682A1 (ru)
HU (1)	HUP0202282A3 (ru)
MX (1)	MXPA02006699A (ru)
NO (1)	NO322966B1 (ru)
NZ (1)	NZ520120A (ru)
PL (1)	PL355034A1 (ru)
PT (1)	PT1275647E (ru)
SI (1)	SI1275647T1 (ru)
TR (1)	TR200302001T4 (ru)
ZA (1)	ZA200205596B (ru)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPWO2004089410A1 (ja) *	2003-04-03	2006-07-06	協和醗酵工業株式会社	神経因性疼痛の予防及び／または治療剤
MY141255A (en) *	2003-12-11	2010-03-31	Memory Pharm Corp	Phosphodiesterase 4 inhibitors, including n-substituted diarylamine analogs
FR2866647B1 (fr) *	2004-02-20	2006-10-27	Servier Lab	Nouveaux derives azabicycliques, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
MXPA06015267A (es) *	2004-06-22	2007-03-15	Pfizer Prod Inc	Antagonistas diazabiciclicos del receptor histamina-3.
RU2442775C2 (ru) *	2005-07-04	2012-02-20	Хай Пойнт Фармасьютикалс, ЛЛС	Антагонисты гистаминовых н3-рецепторов
ES2375929T3 (es) *	2005-07-04	2012-03-07	High Point Pharmaceuticals, Llc	Antagonistas del receptor histamina h3.
CA2646023A1 (en) *	2006-03-10	2007-09-20	Neurogen Corporation	Piperazinyl oxoalkyl tetrahydroisoquinolines and related analogues
KR100871691B1 (ko)	2006-10-16	2008-12-05	삼성전자주식회사	병렬 비트 테스트 방법 및 그 방법을 사용하는 반도체메모리 장치
WO2018021447A1 (ja)	2016-07-28	2018-02-01	塩野義製薬株式会社	ドーパミンｄ３受容体拮抗作用を有する含窒素縮環化合物
EP3744721A4 (en)	2018-01-26	2021-11-10	Shionogi & Co., Ltd	CONDENSED CYCLIC COMPOUND WITH ANTAGONISM TO DOPAMINE D3 RECEPTOR

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Publication number	Priority date	Publication date	Assignee	Title
US3388128A (en) *	1965-09-03	1968-06-11	Allan R. Day	Substituted 1, 4-diazabicyclo [4. 4. 9] decanes
GB8518236D0 (en) *	1985-07-19	1985-08-29	Beecham Group Plc	Compounds
AU5291793A (en) *	1992-09-24	1994-04-12	National Institutes Of Health	Aralkyl diazabicycloalkane derivatives for cns disorders
US6231833B1 (en) *	1999-08-05	2001-05-15	Pfizer Inc	2,7-substituted octahydro-1H-pyrido[1,2-A]pyrazine derivatives as ligands for serotonin receptors
US5731307A (en) *	1994-09-30	1998-03-24	Pfizer, Inc.	Neuroleptic 2,7-disubtituted perhydro-1h-pyrido 1, 2-A!pyrazines
DE60031686T2 (de) *	1999-07-19	2007-08-30	Merck Frosst Canada Ltd., Kirkland	Pyrazinone, diese verbindungen enthaltende zusammenstellungen

2001
- 2001-07-12 FR FR0109260A patent/FR2827288B1/fr not_active Expired - Fee Related
2002
- 2002-07-05 MX MXPA02006699A patent/MXPA02006699A/es active IP Right Grant
- 2002-07-10 JP JP2002201793A patent/JP3950018B2/ja not_active Expired - Fee Related
- 2002-07-11 TR TR2003/02001T patent/TR200302001T4/xx unknown
- 2002-07-11 EA EA200200663A patent/EA005160B1/ru not_active IP Right Cessation
- 2002-07-11 DK DK02291745T patent/DK1275647T3/da active
- 2002-07-11 ES ES02291745T patent/ES2210219T3/es not_active Expired - Lifetime
- 2002-07-11 PT PT02291745T patent/PT1275647E/pt unknown
- 2002-07-11 DE DE60200089T patent/DE60200089T2/de not_active Expired - Fee Related
- 2002-07-11 NZ NZ520120A patent/NZ520120A/en unknown
- 2002-07-11 BR BR0202681-3A patent/BR0202681A/pt not_active IP Right Cessation
- 2002-07-11 EP EP02291745A patent/EP1275647B1/fr not_active Expired - Lifetime
- 2002-07-11 AT AT02291745T patent/ATE254124T1/de not_active IP Right Cessation
- 2002-07-11 NO NO20023345A patent/NO322966B1/no not_active IP Right Cessation
- 2002-07-11 SI SI200230005T patent/SI1275647T1/xx unknown
- 2002-07-12 AU AU2002300094A patent/AU2002300094B2/en not_active Ceased
- 2002-07-12 ZA ZA200205596A patent/ZA200205596B/xx unknown
- 2002-07-12 CA CA002394027A patent/CA2394027C/fr not_active Expired - Fee Related
- 2002-07-12 AR ARP020102607A patent/AR036166A1/es unknown
- 2002-07-12 US US10/195,019 patent/US6992085B2/en not_active Expired - Fee Related
- 2002-07-12 PL PL02355034A patent/PL355034A1/xx not_active Application Discontinuation
- 2002-07-12 HU HU0202282A patent/HUP0202282A3/hu unknown
- 2002-07-12 KR KR10-2002-0040727A patent/KR100485020B1/ko not_active IP Right Cessation
- 2002-07-12 CN CNB021241481A patent/CN1197863C/zh not_active Expired - Fee Related
2003
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Also Published As

Publication number	Publication date
BR0202681A (pt)	2003-05-06
CN1197863C (zh)	2005-04-20
PT1275647E (pt)	2004-03-31
EP1275647A1 (fr)	2003-01-15
FR2827288B1 (fr)	2003-10-31
CA2394027A1 (fr)	2003-01-12
ZA200205596B (en)	2003-03-27
SI1275647T1 (en)	2004-02-29
HUP0202282A2 (hu)	2003-03-28
US20030195216A1 (en)	2003-10-16
HU0202282D0 (ru)	2002-09-28
JP2003064081A (ja)	2003-03-05
HK1050682A1 (en)	2003-07-04
US6992085B2 (en)	2006-01-31
DK1275647T3 (da)	2004-03-15
ATE254124T1 (de)	2003-11-15
TR200302001T4 (tr)	2004-01-21
FR2827288A1 (fr)	2003-01-17
PL355034A1 (en)	2003-01-13
NO20023345L (no)	2003-01-13
ES2210219T3 (es)	2004-07-01
NZ520120A (en)	2004-03-26
NO20023345D0 (no)	2002-07-11
EP1275647B1 (fr)	2003-11-12
MXPA02006699A (es)	2005-08-16
AR036166A1 (es)	2004-08-18
KR100485020B1 (ko)	2005-04-25
AU2002300094B2 (en)	2007-06-14
KR20030007159A (ko)	2003-01-23
DE60200089T2 (de)	2004-09-09
CA2394027C (fr)	2008-01-08
EA005160B1 (ru)	2004-12-30
HUP0202282A3 (en)	2003-11-28
JP3950018B2 (ja)	2007-07-25
CN1397557A (zh)	2003-02-19
DE60200089D1 (de)	2003-12-18
EA200200663A1 (ru)	2003-02-27

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2010-03-01	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
EP1869018B1 (en)	2010-01-13	3-triazolylthioalkyl-3-azabicyclo (3 - 1 - o) hexanes and their use as dopamine d3 receptor ligands
US6218538B1 (en)	2001-04-17	2-aryl dihydropyrimidine compounds
WO2007022935A1 (en)	2007-03-01	Azabicyclo [3.1.0] hexylphenyl derivatives as modulators of dopamine d3 receptors
US9006271B2 (en)	2015-04-14	5-[5-[2-(3,5-bis(trifluoromethyl)phenyl)-2-methylpropanomethylpropanoylmethylamino]-4-(4-fluoro-2-methylphenyl)]-2-pyridinyl-2-alkyl-prolinamide as NK1 receptor antagonists
CA2685017A1 (en)	2008-11-06	2-substituted indole derivatives as calcium channel blockers
NO322966B1 (no)	2006-12-18	Nye oktahydro-2H-pyrido[1-2-a]pyrazinforbindelser, fremgangsmate ved deres fremstilling og farmasoytiske sammensetninger inneholdende dem
EP1057814B1 (en)	2005-03-09	Tetrahydrobenzindole derivatives
US6414157B1 (en)	2002-07-02	3-Substituted tetrahydropyridopyrimidinone derivatives, method for producing the same, and their use
WO2006024955A1 (en)	2006-03-09	Azabicyclic amine histamine-3 receptor antagonists
NO311724B1 (no)	2002-01-14	Heksahydro-pyrido (4,3-B)indolderivater som antipsykotiske legemidler
WO2008037681A1 (en)	2008-04-03	5-{2-[4-(2-methyl-5-quinolinyl)-l-piperidinyl] ethyl} quinolinone derivatives as 5ht1a receptor modulators for treating sexual dysfunction, cognition impairement, psychotic disorders, anxiety, depression, etc.
IE55312B1 (en)	1990-08-01	Piperazine derivatives,their production and pharmaceutical compositions containing them
IE51954B1 (en)	1987-04-29	Hexahydro-trans-and tetrahydropyridoindole neuroleptic agents
NO314801B1 (no)	2003-05-26	Nye cyanoindol serotonin-reopptaks-inhibitorforbindelser og farmasöytiske sammensetninger inneholdende dem
US20100311734A1 (en)	2010-12-09	Spiro Compounds Useful as Antagonists of the H1 Receptor
CZ2000307A3 (cs)	2000-08-16	Deriváty 2-(4-aryI nebo heteroarylpiperazin-1- ylmetyl)-lH-indolu
CZ20001454A3 (cs)	2000-09-13	Deriváty 3-substituovaného tetrahydropyridopyrimidinonu, způsob jejich přípravy a použití