FI120260B - Förfarande för framställning av farmakologiskt aktiva aminobensoesyraderivat - Google Patents

Förfarande för framställning av farmakologiskt aktiva aminobensoesyraderivat Download PDF

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Publication number
FI120260B
FI120260B FI930462A FI930462A FI120260B FI 120260 B FI120260 B FI 120260B FI 930462 A FI930462 A FI 930462A FI 930462 A FI930462 A FI 930462A FI 120260 B FI120260 B FI 120260B
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FI
Finland
Prior art keywords
compound
formula
amino
group
chloro
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Application number
FI930462A
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English (en)
Finnish (fi)
Other versions
FI930462A0 (fi
FI930462A (fi
Inventor
Isao Yamatsu
Masanori Mizuno
Shuhei Miyazawa
Hiroyuki Yoshimura
Hisashi Shibata
Shigeki Hibi
Kazuo Hirota
Takashi Yamanaka
Takashi Mori
Yorihisa Hoshino
Mitsuo Nagai
Kouichi Kikuchi
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Eisai R&D Man Co Ltd
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Application filed by Eisai R&D Man Co Ltd filed Critical Eisai R&D Man Co Ltd
Publication of FI930462A0 publication Critical patent/FI930462A0/fi
Publication of FI930462A publication Critical patent/FI930462A/fi
Application granted granted Critical
Publication of FI120260B publication Critical patent/FI120260B/sv

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/52Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C229/54Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C229/60Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring with amino and carboxyl groups bound in meta- or para- positions
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D451/00Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/02Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
    • C07D451/04Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/468-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/08Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

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  • 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)
  • Hospice & Palliative Care (AREA)
  • Epidemiology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Anesthesiology (AREA)
  • Otolaryngology (AREA)
  • Emergency Medicine (AREA)
  • Biomedical Technology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Hydrogenated Pyridines (AREA)
  • Saccharide Compounds (AREA)

Claims (5)

1. Förfarande för framställning av ett farmakologiskt aktivt aminobensoesyraderivat med följande allmänna formel (I), (1-2) eller (1-3) eller ett farmakologiskt acceptabelt sait därav: j~7\ COX-( I N-CH, 1 v_V (I) /y L-/7Y i vv nch3 ^Ss^a-r1 Af « rKDv : : : ..a-r1 * · · i • · · 9 /Sf : · : r2 • · »·· • · · • · · * väri R1 är en alkenylgrupp eller en alkynylgrupp: * · · • ♦ • · 2 *1* R är en amino-, karboxiammo-, alkylamino- eller acylammo- ,.*·* grupp väri acylgruppen är formyl, acetyl, propionyl, butyryl, valeryl, isovaleryl, pivaloyl, bensoyl, toluoyl, naftoyl, furo-yl, nikotinoyl eller isonikotinoyl; • · · R är en halogenatom; R4 är en Ci-8-alkylgrupp eller aralkylgrupp; 81 X är -O- eller -NH-; och A är -0- eller -S-, kännetecknat av att a) för framställning av en förening med formeln (I), kondense-ras en förening med formeln C02H ^\.ä-r1 Λτ R (a) väri R1, R2, R3 och A har ovan angiven betydelse, eller ett re-aktivt derivat därav, med en förening med formeln . . CH3 ch I I 3 :i |Q 01 f* T Y :.T: nh2 tai oh b) för framställning av en förening med formeln (1-2), omsättes ... en förening med formeln (I), van R , R , R , X och A har ovan • · • · *** angiven betydelse, med en förening med formeln • ♦ · ···· Λ ··. R-Hal • · • · «·· :*·*; väri R4 har ovan angiven betydelse och Hai är halogen, eller ·»· • · • · • · · 82 c) för framställning av en förening med formeln (1-3), oxideras en förening med formeln (I), väri R1, R2, R3, X och A har ovan angiven betydelse, och om sei önskas 1. separeras en förening med formeln (I), (1-2) eller (1-3) som är i form av ett racemat i en optiskt aktiv isomer och/eller ii) överförs en förening med formeln (I), (1-2) eller (1-3) tili ett farmakologiskt acceptabelt sait.
2. Förfarande enligt patentkrav 1, kännetecknat av att man framställer ett aminobensoesyraderivat med formeln (I), (1-2) eller (1-3), väri R1 är en alkynylgrupp, eller ett farmakologiskt acceptabelt sait därav.
3. Förfarande enligt patentkrav 1 eller 2, kännetecknat av att man framställer ett aminobensoesyraderivat med formeln (I), (I- 2. eller (1-3), väri R2 är en aminogrupp, eller ett farmakologiskt acceptabelt sait därav.
4. Förfarande enligt patentkrav 1, kännetecknat av att man framställer ett aminobensoesyraderivat med följande formel (I- • · . 1-1) , (1-2-1) eller (1-3-1) eller ett farmakologiskt accepta- • · · .:. belt salt av ett aminobensoesyraderivat med formeln (1-1-1) el-ler (1-3-1) • · • · · • · · • · · • · • · • · · • · · • · · • · · • · · • ♦ · • · · • · • · • · · • · · « • · « · • · * • · • · ·«» ··· • ♦ · • · ♦ ·»· • ♦ • · • · · 83 ci/IOJ nh2 Me V P JOf°i c^J II-2-1) nh2 =.=.= °γ- l> ···· S [of t =:== C1A^ nh2 • 1
· ^ • · · • · · :...: 5. Förfarande enligt patentkrav 1, kännetecknat av att man .:. framställer (- )-endo-4-amino-5-klor-N-( 8-metyl-8- .···. azabicyklo [3.2.1] okt-3-yl )-2-( (3-pentyn-2- • · T yl)oxijbensamidhydroklorid. • · · • · · • · · 1 1 • · • · • · ·
FI930462A 1992-02-04 1993-02-02 Förfarande för framställning av farmakologiskt aktiva aminobensoesyraderivat FI120260B (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP1895992 1992-02-04
JP1895992 1992-02-04
JP23553392 1992-09-03
JP23553392 1992-09-03

Publications (3)

Publication Number Publication Date
FI930462A0 FI930462A0 (fi) 1993-02-02
FI930462A FI930462A (fi) 1993-08-05
FI120260B true FI120260B (sv) 2009-08-31

Family

ID=26355729

Family Applications (1)

Application Number Title Priority Date Filing Date
FI930462A FI120260B (sv) 1992-02-04 1993-02-02 Förfarande för framställning av farmakologiskt aktiva aminobensoesyraderivat

Country Status (18)

Country Link
US (4) US5389643A (sv)
EP (1) EP0554794B1 (sv)
JP (2) JP2721631B2 (sv)
KR (3) KR970005192B1 (sv)
CN (1) CN1039909C (sv)
AT (1) ATE169015T1 (sv)
AU (2) AU653094B2 (sv)
CA (1) CA2088702C (sv)
DE (1) DE69319939T2 (sv)
DK (1) DK0554794T3 (sv)
ES (1) ES2118842T3 (sv)
FI (1) FI120260B (sv)
HU (1) HU221301B1 (sv)
MX (1) MX9300638A (sv)
NO (1) NO302821B1 (sv)
NZ (2) NZ245800A (sv)
PH (1) PH31171A (sv)
TW (1) TW309521B (sv)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PH30413A (en) * 1992-03-26 1997-05-09 Boehringer Ingelheim Italia Crystalline forms of endo-2,3-dihydro-n-(8-methyl)-8-azabicyclo-(3,2,1)oct-3-yl)-2-oxo-1h-benzimidazole-1-carboxamides
GB9214184D0 (en) * 1992-07-03 1992-08-12 Smithkline Beecham Plc Pharmaceuticals
JP3235913B2 (ja) * 1993-07-30 2001-12-04 エーザイ株式会社 アミノ安息香酸誘導体
FR2762316B1 (fr) * 1997-04-18 1999-12-17 Sanofi Synthelabo Derives de 5-aryl-3-(8-azabicyclo[3.2.1] octan-3-yl)-1,3,4- oxadiazol-2(3h)-one, leur preparation et leur application en therapeutique
AR037524A1 (es) * 2001-11-14 2004-11-17 Sucampo Ag Unidad de dosificacion que comprende un analogo de prostaglandina para el tratamiento de la constipacion
WO2005007600A2 (en) * 2003-07-11 2005-01-27 Eisai Co., Ltd. Novel methods using aminobenzoic acid compounds
EP1736156A4 (en) * 2004-04-15 2010-06-16 Eisai R&D Man Co Ltd COMPOSITION CONTAINING 4-AMINO-5-CHLORO-N-¬ (1R, 3R, 5S) -8-METHYL-8-AZABICYCLO-3.2.1 OCT-3-YL-2-β-methyl-2-ynyloxy BENZAMIDE STABILIZED
CN114315585B (zh) * 2022-03-04 2022-05-13 中国医学科学院药用植物研究所 一种羟戊苯甲酸双酯化合物及其制备方法和制药应用

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL59004A0 (en) * 1978-12-30 1980-03-31 Beecham Group Ltd Substituted benzamides their preparation and pharmaceutical compositions containing them
FR2493848B2 (fr) * 1980-11-07 1986-05-16 Delalande Sa Nouveaux derives des nor-tropane et granatane, leur procede de preparation et leur application en therapeutique
EP0220011A3 (en) * 1985-10-12 1990-01-03 Beecham Group Plc Use of azabicloalkylbenzamides in the treatment of gastrointestinal motility disorders, migraine, emesis, cluster headaches, trigeminal neuralgia and arrhythmia
GB8718345D0 (en) * 1987-08-03 1987-09-09 Fordonal Sa N-substituted benzamides
PT100990A (pt) * 1991-10-24 1994-01-31 Smithkline Beecham Plc Derivados de piridina e sua utilizacao como substancia terapeutica

Also Published As

Publication number Publication date
JP2721631B2 (ja) 1998-03-04
CN1039909C (zh) 1998-09-23
ATE169015T1 (de) 1998-08-15
AU668827B2 (en) 1996-05-16
PH31171A (en) 1998-03-20
HUT69691A (en) 1995-09-28
NO302821B1 (no) 1998-04-27
KR970009570B1 (en) 1997-06-14
HU9300283D0 (en) 1993-04-28
TW309521B (sv) 1997-07-01
AU653094B2 (en) 1994-09-15
JPH107674A (ja) 1998-01-13
FI930462A0 (fi) 1993-02-02
US5389643A (en) 1995-02-14
US5599972A (en) 1997-02-04
DE69319939T2 (de) 1999-02-18
EP0554794B1 (en) 1998-07-29
KR970002634B1 (en) 1997-03-07
CN1075145A (zh) 1993-08-11
US5578603A (en) 1996-11-26
MX9300638A (es) 1993-08-01
NO930353D0 (no) 1993-02-02
CA2088702C (en) 2003-08-12
AU3217693A (en) 1993-08-05
NZ245800A (en) 1995-03-28
HU221301B1 (en) 2002-09-28
JPH06128254A (ja) 1994-05-10
DE69319939D1 (de) 1998-09-03
FI930462A (fi) 1993-08-05
ES2118842T3 (es) 1998-10-01
KR930017882A (ko) 1993-09-20
EP0554794A1 (en) 1993-08-11
CA2088702A1 (en) 1993-08-05
NZ264220A (en) 1995-03-28
US5631402A (en) 1997-05-20
AU6890894A (en) 1994-09-29
DK0554794T3 (da) 1999-04-26
KR970005192B1 (ko) 1997-04-14
NO930353L (no) 1993-08-05

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