FI105681B - Menetelmä terapeuttisesti käyttökelpoisen isopropyyli-(2-metoksietyyli)-4-(2-kloori-3-syaanifenyyli)-1,4-dihydro- 2,6-dimetyylipyridiini-3,5-dikarboksylaatin valmistamiseksi sekä menetelmän välituote - Google Patents

Menetelmä terapeuttisesti käyttökelpoisen isopropyyli-(2-metoksietyyli)-4-(2-kloori-3-syaanifenyyli)-1,4-dihydro- 2,6-dimetyylipyridiini-3,5-dikarboksylaatin valmistamiseksi sekä menetelmän välituote Download PDF

Info

Publication number: FI105681B
Authority: FI; Finland
Prior art keywords: formula; chloro; compound; preparation; cyanophenyl
Prior art date: 1993-12-10

Application number

FI945777A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI945777A7 (fi

FI945777A0 (fi

Inventor

Bodo Junge

Teunis Schuurman

Zhan Gao

Bernard Schmidt

Jonge Maarten De

Heinrich Meier

Wolfgang Hartwig

Rudolfy Schohe-Loop

Original Assignee

Bayer Ag

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.)

1993-12-10

Filing date

1994-12-08

Publication date

2000-09-29

1993-12-10 Priority claimed from DE4342194A external-priority patent/DE4342194A1/de

1994-07-13 Priority claimed from DE19944424677 external-priority patent/DE4424677A1/de

1994-12-08 Application filed by Bayer Ag filed Critical Bayer Ag

1994-12-08 Publication of FI945777A0 publication Critical patent/FI945777A0/fi

1995-06-11 Publication of FI945777A7 publication Critical patent/FI945777A7/fi

2000-09-29 Application granted granted Critical

2000-09-29 Publication of FI105681B publication Critical patent/FI105681B/fi

Links

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238000002360 preparation method Methods 0.000 title claims abstract description 17
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206010027599 migraine Diseases 0.000 description 1
201000006417 multiple sclerosis Diseases 0.000 description 1
KCXYZMFPZHYUFO-UHFFFAOYSA-N n-methyl-n-phosphanylmethanamine Chemical compound CN(C)P KCXYZMFPZHYUFO-UHFFFAOYSA-N 0.000 description 1
210000005036 nerve Anatomy 0.000 description 1
208000015122 neurodegenerative disease Diseases 0.000 description 1
201000001119 neuropathy Diseases 0.000 description 1
230000007823 neuropathy Effects 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000008194 pharmaceutical composition Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
231100000572 poisoning Toxicity 0.000 description 1
230000000607 poisoning effect Effects 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
239000012286 potassium permanganate Substances 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000002265 prevention Effects 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000004044 response Effects 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000004904 shortening Methods 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 description 1
229910001958 silver carbonate Inorganic materials 0.000 description 1
229910001494 silver tetrafluoroborate Inorganic materials 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
235000011182 sodium carbonates Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
230000009182 swimming Effects 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
230000008733 trauma Effects 0.000 description 1
MVDRXYIEGOGRAI-UHFFFAOYSA-N tribromomethylbenzene Chemical compound BrC(Br)(Br)C1=CC=CC=C1 MVDRXYIEGOGRAI-UHFFFAOYSA-N 0.000 description 1
238000012800 visualization Methods 0.000 description 1
239000012224 working solution Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- 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
- A61P25/24—Antidepressants
- 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
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
General Chemical & Material Sciences (AREA)
Neurology (AREA)
Chemical Kinetics & Catalysis (AREA)
Neurosurgery (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Biomedical Technology (AREA)
Psychiatry (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Hospice & Palliative Care (AREA)
Pain & Pain Management (AREA)
Epidemiology (AREA)
Hydrogenated Pyridines (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Liquid Crystal Substances (AREA)

FI945777A 1993-12-10 1994-12-08 Menetelmä terapeuttisesti käyttökelpoisen isopropyyli-(2-metoksietyyli)-4-(2-kloori-3-syaanifenyyli)-1,4-dihydro- 2,6-dimetyylipyridiini-3,5-dikarboksylaatin valmistamiseksi sekä menetelmän välituote FI105681B (fi)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
DE4342194		1993-12-10
DE4342194A DE4342194A1 (de)	1993-12-10	1993-12-10	Halogen-phenyl-substituierte 1,4-Dihydropyridine
DE4424677		1994-07-13
DE19944424677 DE4424677A1 (de)	1994-07-13	1994-07-13	Isopropyl-(2-methoxyethyl)-4-(2-chlor-3-cyano-phenyl)-1,4-dihydro-2,6-dimethyl-pyridin-3,5-dicarboxylat

Publications (3)

Publication Number	Publication Date
FI945777A0 FI945777A0 (fi)	1994-12-08
FI945777A7 FI945777A7 (fi)	1995-06-11
FI105681B true FI105681B (fi)	2000-09-29

Family

ID=25931956

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI945777A FI105681B (fi)	1993-12-10	1994-12-08	Menetelmä terapeuttisesti käyttökelpoisen isopropyyli-(2-metoksietyyli)-4-(2-kloori-3-syaanifenyyli)-1,4-dihydro- 2,6-dimetyylipyridiini-3,5-dikarboksylaatin valmistamiseksi sekä menetelmän välituote

Country Status (35)

Country	Link
US (1)	US5665740A (fr)
EP (1)	EP0657430B1 (fr)
JP (1)	JP3751041B2 (fr)
KR (1)	KR100332325B1 (fr)
CN (2)	CN1056606C (fr)
AT (1)	ATE180774T1 (fr)
AU (1)	AU686976B2 (fr)
BG (1)	BG62487B1 (fr)
CA (1)	CA2137525C (fr)
CO (1)	CO4290426A1 (fr)
CU (1)	CU22713A3 (fr)
CZ (1)	CZ286065B6 (fr)
DE (1)	DE59408350D1 (fr)
DK (1)	DK0657430T3 (fr)
DZ (1)	DZ1831A1 (fr)
EE (1)	EE03192B1 (fr)
ES (1)	ES2132308T3 (fr)
FI (1)	FI105681B (fr)
GR (1)	GR3030436T3 (fr)
HR (1)	HRP940967B1 (fr)
HU (1)	HU215593B (fr)
IL (1)	IL111922A (fr)
LV (1)	LV11321B (fr)
MA (1)	MA23392A1 (fr)
MY (1)	MY111976A (fr)
NO (1)	NO302362B1 (fr)
NZ (1)	NZ270087A (fr)
PL (1)	PL179973B1 (fr)
RO (1)	RO115800B1 (fr)
SA (1)	SA95160078B1 (fr)
SK (1)	SK282399B6 (fr)
SV (1)	SV1994000072A (fr)
TN (1)	TNSN94127A1 (fr)
TW (1)	TW412529B (fr)
YU (1)	YU48920B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU2004292966A1 (en) *	2003-11-21	2005-06-09	Memory Pharmaceutical Corporation	Compositions and methods of treatment using L-type calcium channel blockers and cholinesterase inhibitors
WO2008058234A2 (fr) *	2006-11-08	2008-05-15	Memory Pharmaceuticals Corporation	Formulations pharmaceutiques pour des composés de 1,4-dihydropyridine ayant une solubilité améliorée
US11512052B2 (en) *	2017-11-21	2022-11-29	Icahn School Of Medicine At Mount Sinai	Dihydropyridines for the treatment of cognitive impairment or traumatic brain injury

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1963188A1 (de) *	1969-12-17	1971-06-24	Bayer Ag	Neue Cyanphenyl-1,4-dihydropyridinderivate
DE2117572C3 (de) *	1971-04-10	1980-03-20	Bayer Ag, 5090 Leverkusen	Unsymmetrische 1,4-Dihydropyridin ^-dicarbonsäureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel
US3932646A (en) *	1971-04-10	1976-01-13	Farbenfabriken Bayer Ag	Pharmaceutical compositions containing unsymmetrical esters of 1,4-dihydropyridine 3,5-dicarboxylate
DE2508181A1 (de) *	1975-02-26	1976-09-09	Bayer Ag	1,4-dihydropyridincarbonsaeurearal- kylester, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
DE2815578C2 (de) *	1978-04-11	1986-01-16	Bayer Ag, 5090 Leverkusen	Neue pharmazeutische Verwendung von Nimodipin
DE2935451A1 (de) *	1979-09-01	1981-03-19	Bayer Ag, 5090 Leverkusen	Optisch aktive 1,4-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung als arneimittel
DE3208628A1 (de) *	1982-03-10	1983-09-22	Bayer Ag, 5090 Leverkusen	Neue verbindungen, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
DE3239273A1 (de) *	1982-10-23	1984-04-26	Bayer Ag, 5090 Leverkusen	Tetrahydropyridine, verfahren zu ihrer herstellung sowie ihre verwendung in arzneimitteln
US5137889A (en) *	1983-12-02	1992-08-11	Otsuka Pharmaceutical Co., Ltd.	Dihydropyridine derivatives and process for preparing the same
DE3718398A1 (de) *	1987-06-02	1988-12-22	Troponwerke Gmbh & Co Kg	Neue kombinationspraeparate mit antidepressiver wirkung
US5114946A (en) *	1987-06-12	1992-05-19	American Cyanamid Company	Transdermal delivery of pharmaceuticals
DE3806277A1 (de) *	1988-02-27	1989-09-07	Troponwerke Gmbh & Co Kg	Verwendung von 1,4-dihydropyridin-derivaten
DE4011695A1 (de) *	1990-04-11	1991-10-17	Bayer Ag	Verwendung von n-alkylierten 1,4-dihydropyridindicarbonsaeureestern als arzneimittel, neue verbindungen und verfahren zu ihrer herstellung
FR2671349B1 (fr) *	1991-01-09	1993-04-23	Lafon Labor	Nouveaux derives de 1,4-dihydropyridine, leur procede de preparation et composition therapeutique les contenant.
DE4125271A1 (de) *	1991-07-31	1993-02-11	Bayer Ag	Neue n-alkylierte 1,4-dihydropyridindicarbonsaeureester

1994
- 1994-11-22 EE EE9400393A patent/EE03192B1/xx not_active IP Right Cessation
- 1994-11-28 DK DK94118671T patent/DK0657430T3/da active
- 1994-11-28 ES ES94118671T patent/ES2132308T3/es not_active Expired - Lifetime
- 1994-11-28 EP EP94118671A patent/EP0657430B1/fr not_active Expired - Lifetime
- 1994-11-28 AT AT94118671T patent/ATE180774T1/de active
- 1994-11-28 DE DE59408350T patent/DE59408350D1/de not_active Expired - Lifetime
- 1994-12-01 HR HRP4424677.3A patent/HRP940967B1/xx not_active IP Right Cessation
- 1994-12-02 CU CU13794A patent/CU22713A3/es unknown
- 1994-12-02 CO CO94055078A patent/CO4290426A1/es unknown
- 1994-12-02 US US08/348,436 patent/US5665740A/en not_active Expired - Lifetime
- 1994-12-06 RO RO94-01950A patent/RO115800B1/ro unknown
- 1994-12-06 JP JP32981994A patent/JP3751041B2/ja not_active Expired - Fee Related
- 1994-12-07 DZ DZ940128A patent/DZ1831A1/fr active
- 1994-12-07 PL PL94306157A patent/PL179973B1/pl not_active IP Right Cessation
- 1994-12-07 IL IL11192294A patent/IL111922A/xx not_active IP Right Cessation
- 1994-12-07 TN TNTNSN94127A patent/TNSN94127A1/fr unknown
- 1994-12-07 SK SK1516-94A patent/SK282399B6/sk not_active IP Right Cessation
- 1994-12-07 CA CA002137525A patent/CA2137525C/fr not_active Expired - Fee Related
- 1994-12-07 NZ NZ270087A patent/NZ270087A/en not_active IP Right Cessation
- 1994-12-08 YU YU71794A patent/YU48920B/sh unknown
- 1994-12-08 SV SV1994000072A patent/SV1994000072A/es not_active Application Discontinuation
- 1994-12-08 FI FI945777A patent/FI105681B/fi not_active IP Right Cessation
- 1994-12-08 CZ CZ19943093A patent/CZ286065B6/cs not_active IP Right Cessation
- 1994-12-08 AU AU80306/94A patent/AU686976B2/en not_active Ceased
- 1994-12-08 BG BG99249A patent/BG62487B1/bg unknown
- 1994-12-09 MY MYPI94003289A patent/MY111976A/en unknown
- 1994-12-09 CN CN94112892A patent/CN1056606C/zh not_active Expired - Fee Related
- 1994-12-09 LV LVP-94-242A patent/LV11321B/lv unknown
- 1994-12-09 KR KR1019940033434A patent/KR100332325B1/ko not_active Expired - Fee Related
- 1994-12-09 NO NO944787A patent/NO302362B1/no not_active IP Right Cessation
- 1994-12-09 HU HU9403551A patent/HU215593B/hu not_active IP Right Cessation
- 1994-12-09 MA MA23720A patent/MA23392A1/fr unknown
1995
- 1995-02-14 TW TW084101294A patent/TW412529B/zh not_active IP Right Cessation
- 1995-06-28 SA SA95160078A patent/SA95160078B1/ar unknown
1999
- 1999-06-09 GR GR990401523T patent/GR3030436T3/el unknown
- 1999-06-30 CN CN99108967A patent/CN1124258C/zh not_active Expired - Fee Related

Also Published As

Publication number	Publication date
PL179973B1 (pl)	2000-11-30
NZ270087A (en)	1996-08-27
CZ286065B6 (cs)	2000-01-12
SK282399B6 (sk)	2002-01-07
CZ309394A3 (en)	1995-11-15
EP0657430A1 (fr)	1995-06-14
US5665740A (en)	1997-09-09
SK151694A3 (en)	1995-07-11
JP3751041B2 (ja)	2006-03-01
SA95160078B1 (ar)	2006-09-25
YU48920B (sh)	2002-11-15
IL111922A (en)	1999-05-09
PL306157A1 (en)	1995-06-12
RO115800B1 (ro)	2000-06-30
TNSN94127A1 (en)	1995-09-21
CN1056606C (zh)	2000-09-20
ATE180774T1 (de)	1999-06-15
KR100332325B1 (ko)	2002-09-04
CA2137525A1 (fr)	1995-06-11
EE03192B1 (et)	1999-06-15
CO4290426A1 (es)	1996-04-17
CN1244525A (zh)	2000-02-16
NO944787D0 (no)	1994-12-09
EP0657430B1 (fr)	1999-06-02
FI945777A7 (fi)	1995-06-11
HU215593B (hu)	1999-01-28
AU8030694A (en)	1995-06-15
IL111922A0 (en)	1995-03-15
NO944787L (no)	1995-06-12
MY111976A (en)	2001-03-31
TW412529B (en)	2000-11-21
CA2137525C (fr)	2005-07-12
BG99249A (en)	1995-09-29
CN1109874A (zh)	1995-10-11
MA23392A1 (fr)	1995-07-01
CN1124258C (zh)	2003-10-15
HUT70937A (en)	1995-11-28
GR3030436T3 (en)	1999-09-30
FI945777A0 (fi)	1994-12-08
BG62487B1 (bg)	1999-12-30
DZ1831A1 (fr)	2002-02-17
HRP940967B1 (en)	1999-12-31
DK0657430T3 (da)	1999-11-15
JPH07242632A (ja)	1995-09-19
CU22713A3 (es)	1996-07-05
KR950017958A (ko)	1995-07-22
YU71794A (sh)	1996-10-18
LV11321B (en)	1996-12-20
LV11321A (lv)	1996-06-20
NO302362B1 (no)	1998-02-23
HRP940967A2 (en)	1997-08-31
ES2132308T3 (es)	1999-08-16
SV1994000072A (es)	1995-08-09
AU686976B2 (en)	1998-02-12
DE59408350D1 (de)	1999-07-08
HU9403551D0 (en)	1995-02-28

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2009-05-22

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Owner name: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT

Free format text: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT

2009-06-25

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