HU186375B - Process for the preparation of biologically active encephalina derivatives - Google Patents

Process for the preparation of biologically active encephalina derivatives Download PDF

Info

Publication number
HU186375B
HU186375B HU803011A HU301180A HU186375B HU 186375 B HU186375 B HU 186375B HU 803011 A HU803011 A HU 803011A HU 301180 A HU301180 A HU 301180A HU 186375 B HU186375 B HU 186375B
Authority
HU
Hungary
Prior art keywords
tyrosyl
methyl
fluorophenylalanyl
formula
resin
Prior art date
Application number
HU803011A
Other languages
English (en)
Inventor
Paul D Gesellchen
Robert T Shuman
Original Assignee
Lilly Co Eli
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 Lilly Co Eli filed Critical Lilly Co Eli
Publication of HU186375B publication Critical patent/HU186375B/hu

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/04—Linear peptides containing only normal peptide links
    • C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/665—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans derived from pro-opiomelanocortin, pro-enkephalin or pro-dynorphin
    • C07K14/70—Enkephalins
    • C07K14/702—Enkephalins with at least 1 amino acid in D-form
    • 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
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

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

Claims (7)

  1. Szabadalmi igénypontok
    1. Eljárás az I általános képletű, ahol
    R 2 jelentése metiiesoport vagy —CH(OH)—CH3 képletű csoport, R4 jelentése etiltio-metil, p-metoxifenil- vagy fenilcsoport,
    Rs jelentése hidrogénatom vagy metiiesoport, és L és D az adott szénatom konfigurációját jelölik, enkefalin-származékok acetátjának előállítására, azzal jellemezve, hogy valamely I általános képletű, a peptidkémiában ismert módon védett, adott esetben a peptidkémiában ismert műgyanta-hordozóhoz kötött enkefalin-származékról — R2, R4 és Rs a fent megadott — a védőcsoportot (vagy védőcsoportokat) lehasítjuk, és az adott esetben jelenlevő műgyanta-hordozót és a terméket ecetsavval kezeljük.
  2. 2. Az 1. igénypont szerinti eljárás foganatositási módja, azzal jellemezve, hogy a védőcsoportok lehasítására trifluor-ecetsavat használunk.
  3. 3. Az 1. igénypont szerinti eljárás foganatositási módja, azzaíjellemezve, hogy valamely műgyanta-hordozóra kötött kiindulási anyagot használunk, és a védőcsoportok lehasítását 0 °C hőmérsékleten hidrogén-fluoriddal végezzük.
  4. 4. Az 1. igénypont szerinti eljárás foganatositási módja L-tirozil-D-alanil-glicil-L-p-fluor-feniI-alanil-L-(N“-metil)-metionil-amid acetát-sójának előállitására, azzal jellemezve, hogy az L-tirozil-D-alanil-glicil-DL-p-fluor-fenil-alanil-L-(Na-metÍl)-metionil-benzhidrilamin-gyanta, trifluor-ecetsavas sót 0 °C hőmérsékleten hidrogén-fluoriddal, végül ecetsavval kezeljük.
  5. 5. Az 1. igénypont szerinti eljárás foganatositási módja L-tirozil-D-alanil-glicil-L-p-fluor-fenil-alanil-L-p-metoxi-fenil-glicin-amid acetát-sójának előállítására, azzal jellemezve, hogy NM-butoxi-karbonil-L-tírozil-D-alanil-glicil-DL-p-fluor-fenil-alaníl-L-p-metoxi-fenil-glicin-amidot trifluor-ecetsawal, majd ecetsavval kezelünk.
  6. 6. Az 1. igénypont szerinti eljárás foganatositási módja L-tirozil-D-alanil-glicil-L-p-fluor-fenil-alanil-L-fenil-glicin-amid acetát-sójának előállítására, azzal jelle9
    -8186375 mezve, hogy NM-butoxi-karbonil-L-tirozil-D-alanil-glicil-DL-p-fluor-fenil-alanil-L-fenil-glicin-amidot trifluor-ecetsawal, majd ecetsavval kezelünk.
  7. 7. Az 1. igénypont szerinti eljárás foganatosítási módja L-tirozil-D-treonil-glicil-L-p-fluor-fenil-alanil-L-(N’-metil)-metionin-amid acetát-sójának előállítására, azzal jellemezve, hogy L-tirozil-D-treonil-glicil-DL-p-fluor-fenil-alanil-L-fN^-metilj-metionil-benzhidrilamin-gyantát 0 °C hőmérsékleten hidrogén-fluoriddal, majd ecet5 sawal kezelünk.
    3 rajz
    A kiadásért felel: a Közgazdasági és Jogi Könyvkiadó igazgatója 87.2500.66-4 Alföldi Nyomda, Debrecen Felelős vezető: Benkő István vezérigazgató
    -9186375
HU803011A 1979-12-17 1980-12-16 Process for the preparation of biologically active encephalina derivatives HU186375B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/104,348 US4283329A (en) 1979-12-17 1979-12-17 Pharmacologically active peptides

Publications (1)

Publication Number Publication Date
HU186375B true HU186375B (en) 1985-07-29

Family

ID=22300018

Family Applications (1)

Application Number Title Priority Date Filing Date
HU803011A HU186375B (en) 1979-12-17 1980-12-16 Process for the preparation of biologically active encephalina derivatives

Country Status (13)

Country Link
US (1) US4283329A (hu)
EP (1) EP0030848B1 (hu)
JP (1) JPS5697257A (hu)
KR (1) KR850000476B1 (hu)
BE (1) BE886677A (hu)
CH (1) CH646686A5 (hu)
DE (1) DE3070184D1 (hu)
FR (1) FR2471970A1 (hu)
GB (1) GB2065132B (hu)
HU (1) HU186375B (hu)
IE (1) IE50883B1 (hu)
IL (1) IL61703A (hu)
IT (1) IT1141135B (hu)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2702711A1 (de) 1976-02-02 1977-08-04 Sandoz Ag Neue organische verbindungen, ihre herstellung und verwendung
DE3163199D1 (en) * 1980-07-17 1984-05-24 Sandoz Ag Novel pentapeptides, processes for their production, pharmaceutical compositions comprising said pentapeptides and their use
FR2488253A1 (fr) * 1980-08-08 1982-02-12 Roques Bernard Nouveaux peptides et leur application en therapeutique
US4322339A (en) * 1980-10-20 1982-03-30 Eli Lilly And Company Pharmacologically active peptides
DK134784A (da) * 1983-03-07 1984-09-08 Lilly Co Eli Farmakologisk virksomme tripeptid-derivater og fremgangsmaade til fremstilling deraf
US5965698A (en) * 1993-04-23 1999-10-12 Virginia Commonwealth University Polypeptides that include conformation-constraining groups which flank a protein--protein interaction site
WO1994025482A1 (en) * 1993-04-23 1994-11-10 Evans Herbert J Polypeptides that include conformation-constraining groups which flank a protein-protein interaction site
US6258550B1 (en) 1993-04-23 2001-07-10 Virginia Commonwealth University Polypeptides that include conformation-constraining groups which flank a protein-protein interaction site
US5952465A (en) * 1993-04-23 1999-09-14 Virginia Commonwealth University Polypeptides that include conformation-constraining groups which flank a protein-protein interaction site
US5928896A (en) * 1993-04-23 1999-07-27 Virginia Commonwealth University Polypeptides that include conformation-constraining groups which flank a protein--protein interaction site
US6084066A (en) * 1993-10-29 2000-07-04 Virginia Commonwealth University Polypetides that include conformation-constraining groups which flank a protein-protein interaction site

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1577115A (en) * 1976-07-27 1980-10-22 Reckitt & Colmann Prod Ltd Container closure units
CH619686A5 (en) * 1976-02-02 1980-10-15 Sandoz Ag Process for the preparation of novel peptides or peptide derivatives
US4259234A (en) * 1976-09-27 1981-03-31 Eli Lilly And Company Analgesic compounds
FR2424253A1 (fr) * 1978-04-27 1979-11-23 Brun Lab Sa Le Nouveaux derives de peptides analogues des enkephalines, leur procede de preparation et leur application therapeutique

Also Published As

Publication number Publication date
KR830004218A (ko) 1983-07-06
CH646686A5 (fr) 1984-12-14
FR2471970A1 (fr) 1981-06-26
JPS5697257A (en) 1981-08-05
GB2065132A (en) 1981-06-24
EP0030848A2 (en) 1981-06-24
KR850000476B1 (ko) 1985-04-08
BE886677A (fr) 1981-06-16
IE802642L (en) 1981-06-17
IT8026672A0 (it) 1980-12-16
IL61703A (en) 1984-05-31
IE50883B1 (en) 1986-08-06
IT1141135B (it) 1986-10-01
DE3070184D1 (en) 1985-03-28
EP0030848A3 (en) 1981-12-16
IL61703A0 (en) 1981-01-30
FR2471970B1 (hu) 1984-11-16
US4283329A (en) 1981-08-11
GB2065132B (en) 1983-06-02
EP0030848B1 (en) 1985-02-13

Similar Documents

Publication Publication Date Title
EP0517589B1 (fr) Dérivés de tachykinines, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent
EP0350221A2 (en) Dermorphin analogs, their methods of preparation, pharmaceutical compositions, and methods of therapeutic treatment using the same
EP0148133A2 (en) Tripeptide compounds containing pyroglutamic acid and tryptophan, process for their production and therapeutic applications
GB1586521A (en) Analgesic tetrapeptides and pentapeptides
EP0050503B1 (en) Pharmacologically active pentapeptide derivatives
HU186375B (en) Process for the preparation of biologically active encephalina derivatives
US4316892A (en) 2,6-C-Dimethyltyrosine1 -D-amino acid2 -ε-amino caproic and γ aminobutyric acid5 derivatives of methionine enkephalin
HU182866B (en) Process for preparing new tetrapeptide derivatives
EP0030847B1 (en) Pharmacologically active peptides, their preparation and pharmaceutical compositions containing them
US4333873A (en) Pharmacologically active peptides
CA1142514A (en) Pharmacologically active peptides
US4322342A (en) Analgesic compounds
US4251439A (en) Pharmacologically active peptides
US4320051A (en) Analgesic tripeptide amides
HU190915B (en) Process for preparing new tripeptide derivatives
DE69511259T2 (de) N-amidino- dermorphin-derivat
US4579841A (en) Dipeptide derivatives having opiate activity
EP0423236A1 (en) Peptides with extraordinary opioid receptor selectivity
USH810H (en) Biologically active amides
KR820001094B1 (ko) 펜타펩타이드의 제조방법
JP3554399B2 (ja) ペプチド誘導体
JPH10330399A (ja) 神経伝達ポリペプチド

Legal Events

Date Code Title Description
HU90 Patent valid on 900628