GB1517164A - Substituted-phenyl ketones and a process for the manufacture thereof - Google Patents

Substituted-phenyl ketones and a process for the manufacture thereof

Info

Publication number
GB1517164A
GB1517164A GB36567/74A GB3656774A GB1517164A GB 1517164 A GB1517164 A GB 1517164A GB 36567/74 A GB36567/74 A GB 36567/74A GB 3656774 A GB3656774 A GB 3656774A GB 1517164 A GB1517164 A GB 1517164A
Authority
GB
United Kingdom
Prior art keywords
formula
naturally occurring
amino acid
acyl group
acid addition
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB36567/74A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Roche Products Ltd
Original Assignee
Roche Products Ltd
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
Application filed by Roche Products Ltd filed Critical Roche Products Ltd
Priority to GB36567/74A priority Critical patent/GB1517164A/en
Priority to GB28087/77A priority patent/GB1517165A/en
Priority to CH1053375A priority patent/CH620900A5/en
Priority to ZA00755197A priority patent/ZA755197B/en
Priority to US05/605,580 priority patent/US4007219A/en
Priority to IL47936A priority patent/IL47936A/en
Priority to PH17475A priority patent/PH16616A/en
Priority to CA000233720A priority patent/CA1177069A/en
Priority to IE2210/78A priority patent/IE42156B1/en
Priority to ES440315A priority patent/ES440315A1/en
Priority to JP50099885A priority patent/JPS6018656B2/en
Priority to BE159285A priority patent/BE832532A/en
Priority to DD187930A priority patent/DD123086A5/xx
Priority to IE1826/75A priority patent/IE42154B1/en
Priority to AT642175A priority patent/AT348985B/en
Priority to NO752876A priority patent/NO150199C/en
Priority to SE7509268A priority patent/SE426319B/en
Priority to AR260048A priority patent/AR217041A1/en
Priority to LU73219A priority patent/LU73219A1/xx
Priority to FR7525632A priority patent/FR2282261A1/en
Priority to IE2209/78A priority patent/IE42155B1/en
Priority to DK373975A priority patent/DK149284C/en
Priority to AU84074/75A priority patent/AU502104B2/en
Priority to NL7509884A priority patent/NL7509884A/en
Priority to DE19752537069 priority patent/DE2537069A1/en
Priority to FI752350A priority patent/FI66592C/en
Priority to FR7622695A priority patent/FR2315914A1/en
Priority to US05/740,701 priority patent/US4069229A/en
Priority to US05/741,084 priority patent/US4046751A/en
Priority to US05/740,894 priority patent/US4044017A/en
Priority to US05/740,917 priority patent/US4071525A/en
Priority to US05/741,001 priority patent/US4105852A/en
Priority to AT706177A priority patent/AT345282B/en
Publication of GB1517164A publication Critical patent/GB1517164A/en
Priority to US05/929,383 priority patent/USRE30473E/en
Priority to SE7902522A priority patent/SE438153B/en
Priority to SE7902521A priority patent/SE438152B/en
Priority to JP58024922A priority patent/JPS58150549A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
    • 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
    • A61P25/20—Hypnotics; Sedatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/50—Ketonic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10—Heterocyclic 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
    • C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/24—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
    • C07K5/06043—Leu-amino acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06086—Dipeptides with the first amino acid being basic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06086—Dipeptides with the first amino acid being basic
    • C07K5/06095—Arg-amino acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06104—Dipeptides with the first amino acid being acidic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C07K5/06165—Dipeptides with the first amino acid being heterocyclic and Pro-amino acid; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Anesthesiology (AREA)
  • Pain & Pain Management (AREA)
  • Neurosurgery (AREA)
  • Physical Education & Sports Medicine (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)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pyridine Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Furan Compounds (AREA)

Abstract

1517164 Dipeptides ROCHE PRODUCTS Ltd 11 Aug 1975 [20 Aug 1974 21 May 1975] 36567/74 and 21821/75 Heading C3H [Also in Division C2] The invention comprises compounds of the formula wherein R is halogen, NO2 or CF3; R<1> is H or C1-C6 alkyl; R<2> is an acyl group derived from a naturally occurring alpha-amino acid (all such groups which contain an asymmetric C atom having the L-configuration); R<3> is phenyl, halophenyl or pyridyl; and R<4> is H, CH3, cyclopropylmethyl, di - (C1-C4 alkyl) aminoethyl, CH3OCH2- or HOCH2CH2-, and acid addition salts thereof. They may be obtained by (1) cleaving off the protecting group(s) present in a group R<20> in a compound of the above formula wherein R<20> is substituted for R<2>, wherein R<20> is an acyl group derived from a naturally occurring amino acid in which the amino group(s) present is (are) in protected form and any other functional group which may be present is in protected form where required, by known methods; (2) resolving a racemate of Formula Ia into its optical isomers and isolating the L-isomer, or (3) when R is NO2 and R<2> is an acyl group derived from a naturally occurring amino acid which is not affected by nitrating agents, nitrating a compound of the formula wherein R<21> is an acyl group derived from a naturally occurring amino acid which is not affected by nitrating agents; and, if desired, converting a free base into an acid addition salt or converting an acid addition salt into a free base or into a different acid addition salt. The products have useful sedative, muscle relaxant and anti-convulsant activity. The starting materials used in method (1) above may be obtained by condensing a compound of the formula with an appropriately protected dipeptide or a reactive derivative thereof by various methods, e.g. by the mixed anhydride, azide, activated ester or acid chloride method.
GB36567/74A 1974-07-20 1974-08-20 Substituted-phenyl ketones and a process for the manufacture thereof Expired GB1517164A (en)

Priority Applications (37)

Application Number Priority Date Filing Date Title
GB36567/74A GB1517164A (en) 1974-08-20 1974-08-20 Substituted-phenyl ketones and a process for the manufacture thereof
GB28087/77A GB1517165A (en) 1974-08-20 1975-05-21 Substituted-phenyl ketones containing a protected dipeptide residue
CH1053375A CH620900A5 (en) 1974-08-20 1975-08-13 Process for the preparation of substituted phenylketones
ZA00755197A ZA755197B (en) 1974-08-20 1975-08-13 Phenyl ketones
US05/605,580 US4007219A (en) 1974-08-20 1975-08-18 Benzophenone glycinamide derivatives
IL47936A IL47936A (en) 1974-08-20 1975-08-18 Dipeptide- triazoly- and imidazolyl derivatives of benzophenone and pyridyl phenyl ketone their preparation and pharmaceutical compositions containing them
PH17475A PH16616A (en) 1974-08-20 1975-08-18 Substituted phenyl ketones
FR7525632A FR2282261A1 (en) 1974-08-20 1975-08-19 PHENYLIC KETONES
AU84074/75A AU502104B2 (en) 1974-08-20 1975-08-19 Heterocyclic peptides
ES440315A ES440315A1 (en) 1974-08-20 1975-08-19 Substituted-phenyl ketones and a process for the manufacture thereof
JP50099885A JPS6018656B2 (en) 1974-08-20 1975-08-19 Method for producing substituted phenyl ketones
BE159285A BE832532A (en) 1974-08-20 1975-08-19 PHENYLIC KETTES
DD187930A DD123086A5 (en) 1974-08-20 1975-08-19
IE1826/75A IE42154B1 (en) 1974-08-20 1975-08-19 Substituted-phenyl ketones and a process for the manufacture thereof
AT642175A AT348985B (en) 1974-08-20 1975-08-19 PROCESS FOR PRODUCING NEW SUBSTITUTED PHENYLKETONE
NO752876A NO150199C (en) 1974-08-20 1975-08-19 ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE PHENYLKETONS
SE7509268A SE426319B (en) 1974-08-20 1975-08-19 PROCEDURE FOR THE PREPARATION OF SUBSTITUTED PHENYLKETONS WITH SEDATIVE, MUSCLE RELAXING AND ANTI-CONVULSIVE EFFECTS
AR260048A AR217041A1 (en) 1974-08-20 1975-08-19 PROCEDURE FOR THE PREPARATION OF AMINO ACID DERIVATIVES N- (4-HALO-O NITRO-2-BENZOIL-O-MONOHALOBENZOIL OR PICOLINOIL) GLYCINAMIDES AND THE CORRESPONDENTS 2- (3-AMINOMETIL-4H-1,2,4-TRIAZOL-4 -IL) AND 2- (5-AMINOMETIL-1-IMIDAZOLIL)
LU73219A LU73219A1 (en) 1974-08-20 1975-08-19
CA000233720A CA1177069A (en) 1974-08-20 1975-08-19 Phenyl ketones
IE2209/78A IE42155B1 (en) 1974-08-20 1975-08-19 A substituted-phenyl ketone containing a dipeptide residueand a process for the manufacture thereof
DK373975A DK149284C (en) 1974-08-20 1975-08-19 METHOD OF ANALOGY FOR THE PREPARATION OF L-LYSYLGYLINE-N- (2-BENZOYL-4-CHLORPHENYL) -N-METHYLAMIDE OR ACID ADDITION SALTS THEREOF AND USES FOR USE AS EXCEPTIONS USED AS EXCEPTIONS
IE2210/78A IE42156B1 (en) 1974-08-20 1975-08-19 Substituted-phenyl ketones containing a protected dipetideresidue
NL7509884A NL7509884A (en) 1974-08-20 1975-08-20 METHOD FOR PREPARING PHENYL KETONES.
DE19752537069 DE2537069A1 (en) 1974-08-20 1975-08-20 PHENYLKETONE
FI752350A FI66592C (en) 1974-08-20 1975-08-20 FOYLKETONER FOYLKETONER FRAMSTAELLNING AV TERAPEUTISKT ANVAENDBARA SUSTITUERADE
FR7622695A FR2315914A1 (en) 1974-08-20 1976-07-26 Phenyl ketone derivs. substd. by amino acid residues
US05/741,001 US4105852A (en) 1974-08-20 1976-11-11 Substituted phenyl ketones
US05/741,084 US4046751A (en) 1974-08-20 1976-11-11 Substituted phenyl ketones
US05/740,894 US4044017A (en) 1974-08-20 1976-11-11 Substituted phenyl ketones
US05/740,917 US4071525A (en) 1974-08-20 1976-11-11 Substituted phenyl ketones
US05/740,701 US4069229A (en) 1974-08-20 1976-11-11 Substituted phenyl ketones
AT706177A AT345282B (en) 1974-08-20 1977-10-04 PROCESS FOR PRODUCING NEW DIAZOL OR TRIAZOLE-SUBSTITUTED PHENYLKETONE
US05/929,383 USRE30473E (en) 1974-07-20 1978-07-31 Benzophenone glycinamide derivatives
SE7902522A SE438153B (en) 1974-08-20 1979-03-20 PROCEDURE FOR PREPARING L-LYSYL-N- (2-BENZOYL-4-CHLORPHENYL) -N-METHYL GYCINAMIDE WITH SEDATIVE, MUSCLE RELAXING AND ANTI-CONVULSIVE EFFECTS
SE7902521A SE438152B (en) 1974-08-20 1979-03-20 PROCEDURE FOR THE PREPARATION OF SUBSTITUTED PHENYLKETONS WITH SEDATIVE, MUSCLE RELAXING AND ANTI-CONVULSIVE EFFECTS
JP58024922A JPS58150549A (en) 1974-08-20 1983-02-18 Manufacture of substituted phenylketone

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB36567/74A GB1517164A (en) 1974-08-20 1974-08-20 Substituted-phenyl ketones and a process for the manufacture thereof
GB2182175 1975-05-21

Publications (1)

Publication Number Publication Date
GB1517164A true GB1517164A (en) 1978-07-12

Family

ID=26255542

Family Applications (1)

Application Number Title Priority Date Filing Date
GB36567/74A Expired GB1517164A (en) 1974-07-20 1974-08-20 Substituted-phenyl ketones and a process for the manufacture thereof

Country Status (19)

Country Link
JP (1) JPS6018656B2 (en)
AR (1) AR217041A1 (en)
AT (1) AT348985B (en)
AU (1) AU502104B2 (en)
CA (1) CA1177069A (en)
CH (1) CH620900A5 (en)
DD (1) DD123086A5 (en)
DE (1) DE2537069A1 (en)
DK (1) DK149284C (en)
ES (1) ES440315A1 (en)
FI (1) FI66592C (en)
FR (1) FR2282261A1 (en)
GB (1) GB1517164A (en)
IL (1) IL47936A (en)
LU (1) LU73219A1 (en)
NL (1) NL7509884A (en)
NO (1) NO150199C (en)
PH (1) PH16616A (en)
SE (1) SE426319B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5484586A (en) * 1977-12-05 1979-07-05 Kali Chemie Pharma Gmbh 1*44benzodiazepin derivatives*their manufacture and medical drug active to center control*antispasm*muscle relaxation*anxiety mollification and tranquilization

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN184976B (en) * 1996-06-13 2000-10-14 Ranbaxy Lab Ltd

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3709898A (en) * 1971-02-09 1973-01-09 Upjohn Co Process for the production of triazolobenzodiazepines and intermediates
JPS526861B2 (en) * 1972-05-27 1977-02-25
ZA735932B (en) * 1972-09-21 1974-07-31 Hoffmann La Roche Benzodiazepine derivatives

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5484586A (en) * 1977-12-05 1979-07-05 Kali Chemie Pharma Gmbh 1*44benzodiazepin derivatives*their manufacture and medical drug active to center control*antispasm*muscle relaxation*anxiety mollification and tranquilization
EP0024272A1 (en) * 1977-12-05 1981-03-04 Kali-Chemie Pharma GmbH 1,4-Benzodiazepines and their salts, process for their preparation and pharmaceutical compositions containing them
JPS6310698B2 (en) * 1977-12-05 1988-03-08 Kali Chemie Pharma Gmbh

Also Published As

Publication number Publication date
NO150199C (en) 1984-09-05
CH620900A5 (en) 1980-12-31
AR217041A1 (en) 1980-02-29
NL7509884A (en) 1976-02-24
DE2537069C2 (en) 1988-09-08
DK149284B (en) 1986-04-21
ATA642175A (en) 1978-08-15
FI752350A (en) 1976-02-21
FI66592B (en) 1984-07-31
PH16616A (en) 1983-11-28
FR2282261A1 (en) 1976-03-19
LU73219A1 (en) 1977-04-15
NO752876L (en) 1976-02-23
DD123086A5 (en) 1976-11-20
NO150199B (en) 1984-05-28
DK149284C (en) 1986-10-13
AT348985B (en) 1979-03-12
SE7509268L (en) 1976-02-23
JPS6018656B2 (en) 1985-05-11
AU8407475A (en) 1977-02-24
ES440315A1 (en) 1977-09-16
DK373975A (en) 1976-02-21
DE2537069A1 (en) 1976-03-04
AU502104B2 (en) 1979-07-12
IL47936A (en) 1980-01-31
CA1177069A (en) 1984-10-30
SE426319B (en) 1982-12-27
FI66592C (en) 1984-11-12
JPS51125048A (en) 1976-11-01
IL47936A0 (en) 1975-11-25
FR2282261B1 (en) 1978-11-10

Similar Documents

Publication Publication Date Title
ATE127801T1 (en) PYRAZOLOPYRIDINE COMPOUNDS AND METHOD FOR THE PRODUCTION THEREOF.
ATE20469T1 (en) CARBOXYALKYL DIPEPTIDES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICALS CONTAINING THEM.
DK0659174T3 (en) Derivatives of valproic acid and 2-valproic acid amides as well as their use as anticonvulsants
SE9203825D0 (en) DUAL INHIBITORS OF NO SYNTHASE AND CYCLOOXYGENASE, PROCESS FOR THEIR PREPARATION AND THERAPEUTICAL COMPOSITIONS CONTAINING THEM
MY101359A (en) 7-acylamino-3-vinylcephalosporanic acid derivatives, processes for their preparation, pharmaceutical compositions containing them, their starting compounds and their preparation
ES2197160T3 (en) BICYCLING FIBRONOGEN ANTAGONISTS.
DK623586D0 (en) PIPERIDE INGREDIENTS OR SALTS THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE COMPOUNDS
ES2137998T3 (en) NEW AMINO ACID DERIVATIVES, PROCEDURE FOR THE PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINED IN THESE COMPOUNDS.
KR900009598A (en) Compound having vascular smooth muscle relaxation and preparation method thereof
ES8306160A1 (en) New cephem compounds, processes for their preparation, pharmaceutical compositions containing them and their starting compounds.
HUP9903459A2 (en) Oxa- and tiabicyclo[3.1.0]hexane-carboxylic acids,compositions of the same
HUP9900040A2 (en) Tetrahydroquinolines as nmda antagonists, process for producing them and pharmaceutical compositions containing them
ATE48001T1 (en) CEPHEM COMPOUNDS, PROCESSES FOR THEIR PRODUCTION AND THEIR PHARMACEUTICAL PREPARATIONS.
IE812888L (en) Phenylalkylamines.
ATE19773T1 (en) NITROALIPHATIC COMPOUNDS, PROCESS FOR THEIR PREPARATION AND THEIR USE.
ES8300774A1 (en) New cephem compounds and processes for preparation thereof.
GB1517164A (en) Substituted-phenyl ketones and a process for the manufacture thereof
BG88028A (en) AMIDES OF CYCLOMETHYLENE-1,2-DICARBOXYLIC ACIDS WITH THERAPEUTIC ACTIVITY, METHODS OF THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
ES8700241A1 (en) 1-Phenyl-imidazole-5-carboxylic acid derivatives, process for their preparation and their use as growth regulators.
KR910007912A (en) Novel derivatives of pyridones, methods for their preparation, novel intermediates, their use as medicaments and compositions containing them
HUT49613A (en) Process for producing new 8-aza-1,4-dioxaspiro/4,5/decan-2-ylmethyl ester derivatives of 1,4-dihydropyridine-3,5-dicarboxylic acids and pharmaceutical compositions comprising same
ATE15375T1 (en) ANTHRACYCLINE GLYCOSIDES, INTERMEDIATE PRODUCTS, PROCESSES FOR BOTH MANUFACTURE AND PHARMACEUTICALS.
GB1517165A (en) Substituted-phenyl ketones containing a protected dipeptide residue
HUP0004177A2 (en) 4,5-diaryloxazole derivatives, pharmaceutical compositions containing them and process for producing them
KR930017874A (en) Derivatives of saturated nitrogen heterocycles

Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee