FI81788B - Foerfarande foer framstaellning av terapeutiskt anvaendbara fenotiazinfoereningar. - Google Patents

Foerfarande foer framstaellning av terapeutiskt anvaendbara fenotiazinfoereningar. Download PDF

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Publication number
FI81788B
FI81788B FI834401A FI834401A FI81788B FI 81788 B FI81788 B FI 81788B FI 834401 A FI834401 A FI 834401A FI 834401 A FI834401 A FI 834401A FI 81788 B FI81788 B FI 81788B
Authority
FI
Finland
Prior art keywords
compound
formula
group
acid
dimethylaminopropyl
Prior art date
Application number
FI834401A
Other languages
English (en)
Finnish (fi)
Other versions
FI81788C (sv
FI834401A0 (fi
FI834401A (fi
Inventor
Geoffrey George Coker
John William Addison Findlay
Harry Jefferson Leighton
Original Assignee
Wellcome Found
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.)
Filing date
Publication date
Priority claimed from GB838318832A external-priority patent/GB8318832D0/en
Application filed by Wellcome Found filed Critical Wellcome Found
Publication of FI834401A0 publication Critical patent/FI834401A0/fi
Publication of FI834401A publication Critical patent/FI834401A/fi
Application granted granted Critical
Publication of FI81788B publication Critical patent/FI81788B/fi
Publication of FI81788C publication Critical patent/FI81788C/sv

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/56Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D279/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/101,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/141,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18[b, e]-condensed with two six-membered rings
    • C07D279/20[b, e]-condensed with two six-membered rings with hydrogen atoms directly attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D279/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/101,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/141,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18[b, e]-condensed with two six-membered rings
    • C07D279/22[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom
    • C07D279/24[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (6)

1. Förfarande för framställning av terapeutiskt användbara föreningar med formeln (I) eller deras salter 5 eller estrar (i>
10 A N X \ R2 R3 i vilken formel R3 är C3_4-alkylen eller CH-CH; R2 och R3 15 betecknar C^-alkyl eller blldar tillsammans med kväve- atomer en kväveatom innehällande heterocyklisk ring med 4-6 leder; R4 är väte, halogen, R4 är väte, halogen, C1.4-alkyl; och A är C^-alkylen, under förbehäll att ANR2R3 icke är CH2CH2N(C2H5)2, dä R4 är väte och R^OjH är 20 2-CH2C02H, kännetecknat därav, att a) en förening med formeln (III) i; - A L 30 eller en ester därav, omsätts med aminen HNR2R3, väri Rx -R4 har ovan angivna betydelse och L är en avgäende grupp; 44 81 788 b) en förening med formeln (V) R4—^TSTg5— <<" (V,
2. Förfarande enligt patentkravet 1, k ä n n e -5 tecknat därav, att man framställer en förening med formeln (II) 10 9 " R,CO-H A 12 N r/ \r K2 K3 15 eller ett sait eller en ester därav, i vilken formel ^ -R4 och A har samma betydelse som i formeln (I).
3. Förfarande enligt patentkravet 1 eller 2, kännetecknat därav, att Ri är (CH2)n, väri n är ett heltal 0-3, eller CH-CH eller CH(CH3)(CH2)„, väri 20 m är 0 eller 1, eller C(CH3)2.
4. Förfarande enligt nägot av patentkraven 1-3, kännetecknat därav, att NR2R3 är en dimetyl-amino- eller dietylaminogrupp.
5. Förfarande enligt nägot av patentkraven 1-4, 25 kännetecknat därav, att R4 är väte, metyl, klor eller fluor.
5 A l L R ^R K2 R3 10 väri R2, R3, R4 och A har ovan angivna be ty del se, omsätts med en Wittig-reagens, vilken är lämplig för anbrlngande av en sidokedja CH=CHC0R6, väri C0R6 är en syra- eller estergrupp, och därefter avlägsnas vid behov karboxigrup-pens skyddsgrupp, eller en förening med formeln (V) om-15 sätts med malonsyra eller en malonsyraester; c) en förening med formeln (VI) A f N R / ^R 2 3 25 väri R2, R3, R4 och A har ovan angivna betydelse, R2Z är gruppen RjCN, väri Rx är C1.4-alkylen, eller gruppen -CH=C(Y)XH, väri X är syra eller svavel och Y är en ami-nogrupp, hydrolyseras; d) en förening med formeln (VII) 3° %-fpT Tch— Ri°0R6 (vii) H väri Rt och R4 har ovan angivna betydelse och C0Re är en 35 estergrupp, alkyleras, II 45 81 7 88 och att, om sä önskas, en förening med formeln (I) om-vandlas tili en annan förening med formeln (I) pä i och för sig känt sätt genom förtvilning av estergruppen.
6. Förfarande enligtnägot av patentkraven 1-5, kännetecknat därav, att A är en etylen- eller n- eller i-propylengrupp.
FI834401A 1982-12-02 1983-12-01 Förfarande för framställning av terapeutiskt användbara fenotiazinföre ningar FI81788C (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB8234398 1982-12-02
GB8234398 1982-12-02
GB838318832A GB8318832D0 (en) 1983-07-12 1983-07-12 Chemical compounds
GB8318832 1983-07-12

Publications (4)

Publication Number Publication Date
FI834401A0 FI834401A0 (fi) 1983-12-01
FI834401A FI834401A (fi) 1984-06-03
FI81788B true FI81788B (fi) 1990-08-31
FI81788C FI81788C (sv) 1990-12-10

Family

ID=26284560

Family Applications (1)

Application Number Title Priority Date Filing Date
FI834401A FI81788C (sv) 1982-12-02 1983-12-01 Förfarande för framställning av terapeutiskt användbara fenotiazinföre ningar

Country Status (22)

Country Link
EP (1) EP0117302B1 (sv)
JP (1) JPH06767B2 (sv)
KR (1) KR890000638B1 (sv)
AU (1) AU572105B2 (sv)
BG (2) BG47647A3 (sv)
CA (1) CA1280749C (sv)
DD (1) DD213922A5 (sv)
DE (1) DE3381689D1 (sv)
DK (1) DK551283A (sv)
ES (7) ES527705A0 (sv)
FI (1) FI81788C (sv)
GR (1) GR81958B (sv)
HU (1) HU193274B (sv)
IE (1) IE56998B1 (sv)
IL (2) IL70359A0 (sv)
MC (1) MC1562A1 (sv)
NO (1) NO160203C (sv)
NZ (1) NZ206458A (sv)
PH (1) PH20433A (sv)
PL (2) PL145778B1 (sv)
PT (1) PT77766B (sv)
YU (1) YU44758B (sv)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8413915D0 (en) * 1984-05-31 1984-07-04 Wellcome Found Phenothiazine compounds
JPS6256489A (ja) * 1985-09-04 1987-03-12 Sanwa Kagaku Kenkyusho:Kk 新規なピロリチジン化合物及びその塩、これらの製法並びにこれらを有効成分とする消化性潰瘍治療剤
US6333322B1 (en) 1996-03-13 2001-12-25 Eisai Co., Ltd. Nitrogen-containing tricyclic compounds and drugs containing the same
CN101896811B (zh) 2007-12-10 2014-04-16 拜尔健康护理有限责任公司 制备3-苯基亚氨基-3h-吩噻嗪或3-苯基亚氨基-3h-吩噁嗪介体的方法
EP2758403B1 (en) 2011-09-21 2016-04-27 Inception Orion, Inc. Tricyclic compounds useful as neurogenic and neuroprotective agents
KR101646962B1 (ko) 2014-09-29 2016-08-10 한국과학기술연구원 CaM 저해활성을 가지는 페노싸이아진 유도체
US10035795B1 (en) 2017-04-06 2018-07-31 Korea Institute Of Science And Technology Phenothiazine derivatives having CaM inhibitory activity

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2956996A (en) * 1960-10-18 Alkylated phenotfflazenecarboxamede
NL97951C (sv) * 1955-11-15
NL96990C (sv) * 1956-01-10
NL58901C (sv) * 1957-02-07 1947-02-15
NL273878A (sv) * 1961-01-24
US3112310A (en) * 1962-01-15 1963-11-26 Searle & Co 10-alkylaminoalkylphenothiazine-2-carboxamides

Also Published As

Publication number Publication date
BG50158A3 (en) 1992-05-15
CA1280749C (en) 1991-02-26
PT77766B (en) 1986-05-30
ES534358A0 (es) 1985-07-16
AU572105B2 (en) 1988-05-05
ES534357A0 (es) 1985-08-01
ES8506296A1 (es) 1985-07-01
HU193274B (en) 1987-09-28
ES534355A0 (es) 1985-07-16
PL252164A1 (en) 1985-11-19
FI81788C (sv) 1990-12-10
ES8506676A1 (es) 1985-07-16
JPS59110684A (ja) 1984-06-26
ES8506673A1 (es) 1985-07-16
IL70359A (en) 1988-05-31
IE832825L (en) 1984-06-02
GR81958B (sv) 1984-12-12
ES8504752A1 (es) 1985-04-16
BG47647A3 (en) 1990-08-15
DD213922A5 (de) 1984-09-26
PL145778B1 (en) 1988-10-31
ES534356A0 (es) 1985-07-01
ES8506675A1 (es) 1985-08-01
EP0117302B1 (en) 1990-06-27
DE3381689D1 (de) 1990-08-02
DK551283D0 (da) 1983-12-01
KR890000638B1 (ko) 1989-03-22
ES534354A0 (es) 1985-07-16
PL252163A1 (en) 1985-11-05
PT77766A (en) 1984-01-01
JPH06767B2 (ja) 1994-01-05
FI834401A0 (fi) 1983-12-01
ES8506672A1 (es) 1985-07-16
YU234983A (en) 1986-02-28
DK551283A (da) 1984-06-03
YU44758B (en) 1991-02-28
NZ206458A (en) 1987-07-31
NO160203C (no) 1989-03-22
PH20433A (en) 1987-01-05
EP0117302A2 (en) 1984-09-05
FI834401A (fi) 1984-06-03
IL70359A0 (en) 1984-03-30
ES534353A0 (es) 1985-07-16
NO160203B (no) 1988-12-12
KR840006996A (ko) 1984-12-04
NO834424L (no) 1984-06-04
ES527705A0 (es) 1985-04-16
ES8506674A1 (es) 1985-07-16
EP0117302A3 (en) 1984-10-17
MC1562A1 (fr) 1984-11-12
AU2190083A (en) 1984-06-07
IE56998B1 (en) 1992-03-11

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Owner name: THE WELLCOME FOUNDATION LIMITED