FI68050C - Foerfarande foer framstaellning av farmaceutiskt anvaendbara 2-asylaminometyl-1h-2,3-dihydro-1,4-benzodiazepiner - Google Patents

Foerfarande foer framstaellning av farmaceutiskt anvaendbara 2-asylaminometyl-1h-2,3-dihydro-1,4-benzodiazepiner Download PDF

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Publication number
FI68050C
FI68050C FI803988A FI803988A FI68050C FI 68050 C FI68050 C FI 68050C FI 803988 A FI803988 A FI 803988A FI 803988 A FI803988 A FI 803988A FI 68050 C FI68050 C FI 68050C
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FI
Finland
Prior art keywords
dihydro
phenyl
methyl
benzodiazepine
general formula
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FI803988A
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English (en)
Finnish (fi)
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FI803988L (fi
FI68050B (fi
Inventor
Horst Zeugner
Hans Liepmann
Wolfgang Milkowski
Dietmar Roemer
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Kali Chemie Pharma Gmbh
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Application filed by Kali Chemie Pharma Gmbh filed Critical Kali Chemie Pharma Gmbh
Publication of FI803988L publication Critical patent/FI803988L/fi
Publication of FI68050B publication Critical patent/FI68050B/fi
Application granted granted Critical
Publication of FI68050C publication Critical patent/FI68050C/fi

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D243/00Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/141,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/161,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D245/00Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms
    • C07D245/04Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D245/06Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Claims (4)

1. Förfarande för framställning av farmaceutiskt använd-bara 2-asYlaminometyl-lH-2,3-dihvdro-1,4-benzod iazepiner med den allmänna formeIn I i2 ?1 CH--N-C-FU « ό där Ri betecknar en väteatom eller en lägre alkyl- eller alkenylgrupp eller cyklopropylmetylgrupp, R2 betecknar en väteatom eller en lägre alkyl eller alkenylgrupp R3 betecknar en grupp enligt formeln -ζΤι h där R betecknar väteatom eller en Ci,..C3-alkyl, R4 betecknar väteatom, en halogenatom, speciellt klor-eller bromatom, en lägre alkyl, lägre alkoxi eller nitro, och R4' betecknar en väteatom eller en Cj...C4-alkyl A och B är oberoende av varandra osubstituerade eller substituerade med 1...3 substituenter valda ur följande grupp bestäende av halogen, lägre alkyltio, lägre alkoxi, lägre alkyl, hydroxi, nitro, och tr ifluormetyl, eller A och B utgörs av fenylrester i vilka tvä när-liggande C-atomer är forbundna med en metylendioxi- eller etylendioxigrupp, eller av optiska isomerer och syraadditionssalter av föreningar med den allmänna formeln I, känneteck- 48 6805 0 n a t därav, att man ρέ i och för sig känt sätt bringar en amin med formeln II |*1 gh2-nh-r2 mj 0 där A, B, och R2 betecknar samma som ovan, eller deras svraadditionssalter att reagera med en karbonsyra eller ett reaktivt karbonsyraderivat med den allmänna formeln III ^ 0 R3 - C (III) Y där R3 betecknar samma som ovan och Y betecknar hydroxi, halogen, eller en lägre alkoxigrupp eller O-CO-Z, där Z betecknar samma som R3 eller en lägre alkoxiqrupp, i ett inert lösningsmedel vid temperaturen mellan -30 °C och det använda lösningsmedels kokpunkt, vid normalt tryck eller förhöjt tryck varvid man erhäller en förening med den allmänna formeln I, där A, B, Rj_, R2 och P.3 betecknar samma som ovan, varefter man dä R2 betecknar en vätetom, eventuellt ersätter denna med en lägre alkvl, eventuellt inför pä i och för sig känt sätt en klor- eller bcomatom, eller en nitrogrupp i ringen A, eventuellt skiljer den racemiska blandningen i sinä optiska isomerer, och eventuellt överför den bildade basen i ett syraadditionssalt eller isolerar den fr ia basen ur ett syraadditionssalt.
2. 2-azidometyl-5-fenyl-lH-2,3-dihydro-l,4-benzo-diazepiner med den allmänna formeln X 49 68050 fl /'Vh 0C_> ά) där Ri betecknar en väteatom eller en lägre alkylgrupp, A och B är oberoende av varandra osubstituerade eller substituerade med 1...3 substituenter valda ur gruppen bestäende av halogen, lägre alkvltio, lägre alkoxi, lägre alkyl, hydroxi, nitro och tr ifluormetyl eller A och B utgörs av fenylrester, där tvä närliggande C-atomer är förbundna med en metylendioxi- eller etylen-dioxigrupp, samt deras syraadditionssalter.
3. R][-A- 2-az idometyl-5-B-lH-2,3-d ihydro-1,4-benzo-diazepin, där A utgörs av en väteatom, 7-fluor, 8-fluor, 7-klor, 7-brom, 7-metoxi, 8-metoxi, 7-metyl-, 7-trifluor-metyl eller 7-nitro, B utgörs av fenyl, 2-fluorfenyl, 2-klorfenvl, 2-bromfenyl eller 3,4,5-trimetoxifenyl och R^ utgörs av en väteatom, metyl eller etyl.
4. Förfarande för framställning av 2-azidometyl-5-fenyl-1H-2,3-dihydro-l,4-benzodiazepiner med den allmänna formeln X f 1 / C Vh -CH uC—/;H2 I (X) ό
FI803988A 1979-12-24 1980-12-19 Foerfarande foer framstaellning av farmaceutiskt anvaendbara 2-asylaminometyl-1h-2,3-dihydro-1,4-benzodiazepiner FI68050C (fi)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2952279 1979-12-24
DE19792952279 DE2952279A1 (de) 1979-12-24 1979-12-24 Neue 2-acylaminomethyl-1,4-benzodiazepine und deren salze sowie verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel

Publications (3)

Publication Number Publication Date
FI803988L FI803988L (fi) 1981-06-25
FI68050B FI68050B (fi) 1985-03-29
FI68050C true FI68050C (fi) 1985-07-10

Family

ID=6089628

Family Applications (1)

Application Number Title Priority Date Filing Date
FI803988A FI68050C (fi) 1979-12-24 1980-12-19 Foerfarande foer framstaellning av farmaceutiskt anvaendbara 2-asylaminometyl-1h-2,3-dihydro-1,4-benzodiazepiner

Country Status (21)

Country Link
US (2) US4325957A (sv)
EP (1) EP0031080B1 (sv)
JP (1) JPS5699477A (sv)
AU (1) AU542701B2 (sv)
CA (1) CA1169425A (sv)
DD (2) DD200274A5 (sv)
DE (3) DE2952279A1 (sv)
DK (1) DK548080A (sv)
ES (2) ES498072A0 (sv)
FI (1) FI68050C (sv)
GR (1) GR73080B (sv)
HU (1) HU185398B (sv)
IE (1) IE50580B1 (sv)
IL (1) IL61692A (sv)
NO (1) NO154883C (sv)
NZ (1) NZ195872A (sv)
PH (1) PH17189A (sv)
PT (2) PT72279B (sv)
SU (1) SU1253430A3 (sv)
YU (1) YU324780A (sv)
ZA (1) ZA807704B (sv)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3021107A1 (de) * 1980-06-04 1981-12-17 Hoechst Ag, 6000 Frankfurt Carbamoyloxyamino-1,4-benzodiazepine, verfahren zu irer herstellung und diese enthaltende arzneimittel
DE3048264A1 (de) * 1980-12-20 1982-09-09 Kali-Chemie Pharma Gmbh, 3000 Hannover 2-acylaminomethyl-1,4-benzodiazepine und deren salze sowie verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE3124013A1 (de) * 1981-06-19 1982-12-30 Kali-Chemie Pharma Gmbh, 3000 Hannover 2-acylaminomethyl-1,4-benzodiazepin-verbindungen sowie verfahren und zwischenprodukte zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE3151597A1 (de) * 1981-12-28 1983-07-07 Kali-Chemie Pharma Gmbh, 3000 Hannover (1,2)-anellierte 1,4-benzodiazepin-verbindungen sowie verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
EP0170024A3 (en) * 1984-06-26 1990-01-31 Merck & Co. Inc. Use of 2-acylaminomethyl-1,4-benzodiazepine derivatives for the production of pharmaceutical compositions and process for the preparation for pharmaceutical compositions
US4724237A (en) * 1984-06-26 1988-02-09 Merck & Co., Inc. 2-substituted-aminomethyl-1,4-benzodiazepines
US4684646A (en) * 1984-06-26 1987-08-04 Merck & Co., Inc. 2-acylaminomethyl-1,4-benzodiazepine derivatives as CCK-antagonists
JPH01314666A (ja) * 1988-06-15 1989-12-19 Kayaba Ind Co Ltd パワーステアリング装置の操舵力制御装置
GB8823041D0 (en) * 1988-09-30 1988-11-09 Lilly Sa Organic compounds & their use as pharmaceuticals
GB8823042D0 (en) * 1988-09-30 1988-11-09 Lilly Sa Organic compounds & their use as pharmaceuticals
US5380721A (en) * 1990-09-10 1995-01-10 Sterling Winthrop Inc. Aryl-fused and hetaryl-fused-2,4-diazepine and 2,4-diazocine antiarrhythmic agents
JPH0546660U (ja) * 1991-12-03 1993-06-22 カヤバ工業株式会社 パワーステアリング装置
CN1384867A (zh) 1999-08-27 2002-12-11 宝洁公司 稳定性提高的配制组分、使用该组分的组合物和洗衣方法
US6825160B1 (en) 1999-08-27 2004-11-30 Procter & Gamble Company Color safe laundry methods employing cationic formulation components
BR0014153A (pt) * 1999-08-27 2002-05-07 Procter & Gamble Componentes de intensificação de branqueamento, composições e métodos de lavagem
JP2003508586A (ja) * 1999-08-27 2003-03-04 ザ、プロクター、エンド、ギャンブル、カンパニー 迅速に作用する処方成分、それらの成分を使用する組成物および洗濯方法
US6903060B1 (en) 1999-08-27 2005-06-07 Procter & Gamble Company Stable formulation components, compositions and laundry methods employing same
US7109156B1 (en) 1999-08-27 2006-09-19 Procter & Gamble Company Controlled availability of formulation components, compositions and laundry methods employing same
US6818607B1 (en) * 1999-08-27 2004-11-16 Procter & Gamble Company Bleach boosting components, compositions and laundry methods
US6821935B1 (en) 1999-08-27 2004-11-23 Procter & Gamble Company Color safe laundry methods employing zwitterionic formulation components
US7557076B2 (en) * 2002-06-06 2009-07-07 The Procter & Gamble Company Organic catalyst with enhanced enzyme compatibility
US7169744B2 (en) * 2002-06-06 2007-01-30 Procter & Gamble Company Organic catalyst with enhanced solubility
US20050113246A1 (en) * 2003-11-06 2005-05-26 The Procter & Gamble Company Process of producing an organic catalyst
AR051659A1 (es) * 2005-06-17 2007-01-31 Procter & Gamble Una composicion que comprende un catalizador organico con compatibilidada enzimatica mejorada
KR100877824B1 (ko) 2005-11-11 2009-01-12 한국생명공학연구원 E2epf ucp-vhl 상호작용 및 그 용도
CN113149914A (zh) * 2021-01-15 2021-07-23 福安药业集团重庆礼邦药物开发有限公司 一种咪达唑仑中间体脱氟杂质的制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3681340A (en) * 1968-02-12 1972-08-01 Herman Robert Rodriguez 1,3-benzodiazepines
US3738999A (en) * 1970-05-28 1973-06-12 Squibb & Sons Inc 2,3,4,5-tetrahydro-2-phenyl-1,4-benzothiazepine, hydrochloride
DE2353187A1 (de) * 1973-05-02 1974-11-14 Kali Chemie Ag Neue benzodiazepinderivate
DE2353160C2 (de) * 1973-05-02 1986-07-17 Kali-Chemie Ag, 3000 Hannover 5-Phenyl-2,3-dihydro-1H-1,4-benzodiazepine, ihre Säureadditionssalze und diese Verbindungen enthaltende Arzneimittel
US3925358A (en) * 1973-07-27 1975-12-09 Hoffmann La Roche 1-Lower alkyl-2-substituted-1,4-benzodiazepines
US3947475A (en) * 1975-04-28 1976-03-30 Stauffer Chemical Company 5-Furoyl-2,2,4-trimethyl-1,4-dihydro-1H-1,5-benzodiazepine as an anti-inflammatory agent
US4087421A (en) * 1976-04-19 1978-05-02 American Cyanamid Company Substituted benzodiazepines and method of use

Also Published As

Publication number Publication date
EP0031080B1 (de) 1983-09-21
FI803988L (fi) 1981-06-25
ES8201142A1 (es) 1981-12-01
IE802531L (en) 1981-06-24
ES498071A0 (es) 1981-12-01
AU6566480A (en) 1981-07-02
ES8201143A1 (es) 1981-12-01
FI68050B (fi) 1985-03-29
JPS6332072B2 (sv) 1988-06-28
EP0031080A1 (de) 1981-07-01
DE3064983D1 (en) 1983-10-27
US4325957A (en) 1982-04-20
IL61692A0 (en) 1981-01-30
IE50580B1 (en) 1986-05-14
DD200274A5 (de) 1983-04-06
DK548080A (da) 1981-07-23
AU542701B2 (en) 1985-03-07
ZA807704B (en) 1981-11-25
GR73080B (sv) 1984-01-31
PT72278B (en) 1981-11-06
PT72279B (en) 1981-11-06
HU185398B (en) 1985-01-28
IL61692A (en) 1984-08-31
PT72278A (en) 1981-01-01
JPS5699477A (en) 1981-08-10
NO154883B (no) 1986-09-29
DD155988A5 (de) 1982-07-21
DE2952279A1 (de) 1981-06-25
YU324780A (en) 1983-12-31
NZ195872A (en) 1983-06-17
NO154883C (no) 1987-01-07
PT72279A (en) 1981-01-01
DE3070798D1 (en) 1985-07-25
SU1253430A3 (ru) 1986-08-23
ES498072A0 (es) 1981-12-01
NO803935L (no) 1981-06-25
PH17189A (en) 1984-06-14
US4382030A (en) 1983-05-03
CA1169425A (en) 1984-06-19

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