GB1533239A - Peptide derivatives of phosphonic and phosphinic acids - Google Patents

Peptide derivatives of phosphonic and phosphinic acids

Info

Publication number
GB1533239A
GB1533239A GB3417/75A GB341775A GB1533239A GB 1533239 A GB1533239 A GB 1533239A GB 3417/75 A GB3417/75 A GB 3417/75A GB 341775 A GB341775 A GB 341775A GB 1533239 A GB1533239 A GB 1533239A
Authority
GB
United Kingdom
Prior art keywords
alkyl
proteins
aryl
residue
amino acid
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
GB3417/75A
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 GB3417/75A priority Critical patent/GB1533239A/en
Priority to ZA00760212A priority patent/ZA76212B/en
Priority to IL48835A priority patent/IL48835A/en
Priority to FI760084A priority patent/FI61032C/en
Priority to DO1976002544A priority patent/DOP1976002544A/en
Priority to AU10354/76A priority patent/AU502919B2/en
Priority to PH17981A priority patent/PH16560A/en
Priority to CH57576A priority patent/CH624965A5/de
Priority to US05/650,336 priority patent/US4016148A/en
Priority to JP51004684A priority patent/JPS598278B2/en
Priority to NLAANVRAGE7600539,A priority patent/NL177021C/en
Priority to CU7634445A priority patent/CU21074A3/en
Priority to DE2602193A priority patent/DE2602193C2/en
Priority to HU76HO1873A priority patent/HU176800B/en
Priority to DD190930A priority patent/DD123756A5/xx
Priority to SE7600731A priority patent/SE424328B/en
Priority to PT64743A priority patent/PT64743B/en
Priority to GR49862A priority patent/GR58609B/en
Priority to IE143/76A priority patent/IE42466B1/en
Priority to FR7601973A priority patent/FR2298335A1/en
Priority to AT49276A priority patent/AT359217B/en
Priority to LU74249A priority patent/LU74249A1/xx
Priority to CA244,191A priority patent/CA1065857A/en
Priority to NO760231A priority patent/NO146429C/en
Priority to IE565/79A priority patent/IE42467B1/en
Priority to PL1976186818A priority patent/PL99096B1/en
Priority to DK29576A priority patent/DK143755C/en
Priority to BE163781A priority patent/BE837888A/en
Priority to BR7600449A priority patent/BR7600449A/en
Priority to ES444622A priority patent/ES444622A1/en
Priority to AR262030A priority patent/AR218850A1/en
Priority to US05/707,158 priority patent/US4100275A/en
Priority to SU762434084A priority patent/SU679131A3/en
Priority to US05/799,791 priority patent/US4127649A/en
Priority to SE7710045A priority patent/SE7710045L/en
Publication of GB1533239A publication Critical patent/GB1533239A/en
Priority to IE782424A priority patent/IE782424L/en
Priority to CH841979A priority patent/CH623829A5/de
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C08G69/10—Alpha-amino-carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Polymers & Plastics (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1533239 Antibacterial compositions containing peptides ROCHE PRODUCTS Ltd 26 Jan 1976 [27 Jan 1975 20 Nov 1975] 3417/75 and 47787/75 Heading A5B [Also in Divisions C2 and C3] Antibacterial compositions for oral, parenteral and rectal administration comprise a carrier and a compound of formula I or pharmaceutically acceptable salt thereof wherein n is 0, 1, 2, or 3; R<SP>1</SP> is H, or a C 1-6 alkyl, C 3-6 cycloalkyl, (C 3-6 cycloalkyl)-(C 1-6 alkyl), aryl, or aryl-(C 1-6 alkyl) group, said groups being optionally substituted by one or more amino, hydroxy, mercapto, methylthio, carboxy, or guanidino groups so as to form the charactering residue of an α-amino acid R<SP>1</SP>CH(NH 2 )CO 2 H of the type found in proteins; and any "aryl" moiety being optionally substituted by hydroxy, halogen, nitro, C 1-6 alkyl, or C 1-6 alkoxy; each R<SP>2</SP> (independently) and R<SP>3</SP> is the characterising residue of an α-amino acid R<SP>2</SP>CH(NH 2 )CO 2 H or R<SP>3</SP>CH(NH 2 )CO 2 H of the type found in proteins, with the proviso that when n is O and R<SP>1</SP> is H or Ph then R<SP>3</SP> is other than H; R<SP>1</SP> 3 is H or R<SP>3</SP> and R<SP>1</SP> 3 together form the characterising residue of a cyclic α-amino acid of the type found in proteins; and R<SP>4</SP> is Me or OH. When asymmetric, the configuration at * is L and at ** is R. Also included may be an anti-biotic (e.g. amoxycillin, cephradine, D- cycloserine) whose activity is "potentiated" by the above compounds.
GB3417/75A 1975-01-27 1975-01-27 Peptide derivatives of phosphonic and phosphinic acids Expired GB1533239A (en)

Priority Applications (37)

Application Number Priority Date Filing Date Title
GB3417/75A GB1533239A (en) 1975-01-27 1975-01-27 Peptide derivatives of phosphonic and phosphinic acids
ZA00760212A ZA76212B (en) 1975-01-27 1976-01-14 Peptides
IL48835A IL48835A (en) 1975-01-27 1976-01-14 Amino acyl and peptidyl derivatives of phophonic acids, their preparation and pharmaceutical compositions containingthem
FI760084A FI61032C (en) 1975-01-27 1976-01-15 FRAMEWORK FOR THE PREPARATION OF THERAPEUTIC ANALYZE PEPTIDYLFOSFONSYROR
DO1976002544A DOP1976002544A (en) 1975-01-27 1976-01-15 PEPTIDIC DERIVATIVES
AU10354/76A AU502919B2 (en) 1975-01-27 1976-01-16 Peptide derivatives
PH17981A PH16560A (en) 1975-01-27 1976-01-16 Peptide derivatives of phosphonic and phosphinic acid
CH57576A CH624965A5 (en) 1975-01-27 1976-01-19
US05/650,336 US4016148A (en) 1975-01-27 1976-01-19 Peptide derivatives of phosphonic and phosphinic acids and intermediates therefor
JP51004684A JPS598278B2 (en) 1975-01-27 1976-01-20 peptide derivative
NLAANVRAGE7600539,A NL177021C (en) 1975-01-27 1976-01-20 METHOD FOR PREPARING MEDICINES WITH ANTIBIOTIC ACTIVITY AND MEDICINE COMPOUNDS SUITABLE FOR THAT.
CU7634445A CU21074A3 (en) 1975-01-27 1976-01-21 Peptidic derivatives
DE2602193A DE2602193C2 (en) 1975-01-27 1976-01-21 (1R) -1- (L-alanylamino) -ethylphosphonic acid and its pharmacologically acceptable salts, their production and pharmaceuticals based on this compound or on their salts
HU76HO1873A HU176800B (en) 1975-01-27 1976-01-21 Process for producing amino-acyl- and peptidyl derivatives of phosphoric- and phosphinic acids
DD190930A DD123756A5 (en) 1975-01-27 1976-01-23
SE7600731A SE424328B (en) 1975-01-27 1976-01-23 PROCEDURE FOR PREPARING PEPTIDE DERIVATIVES OF PHOSPHONES OR PHOSPHINIC ACIDS
FR7601973A FR2298335A1 (en) 1975-01-27 1976-01-26 NEW DERIVATIVES OF PHOSPHONIC AND PHOSPHINIC ACID PEPTIDES
BE163781A BE837888A (en) 1975-01-27 1976-01-26 PEPTIDES
IE143/76A IE42466B1 (en) 1975-01-27 1976-01-26 Peptide derivatives of phosphonic and phosphinic acids
PT64743A PT64743B (en) 1975-01-27 1976-01-26 Peptides
AT49276A AT359217B (en) 1975-01-27 1976-01-26 METHOD FOR PRODUCING NEW PEPTIDE DERIVATIVES
LU74249A LU74249A1 (en) 1975-01-27 1976-01-26
CA244,191A CA1065857A (en) 1975-01-27 1976-01-26 Peptide derivatives of phosphonic and phosphinic acids
NO760231A NO146429C (en) 1975-01-27 1976-01-26 Peptides
IE565/79A IE42467B1 (en) 1975-01-27 1976-01-26 Peptide derivatives of phosponic and phospinic acids
PL1976186818A PL99096B1 (en) 1975-01-27 1976-01-26 METHOD OF MAKING NEW PEPTIDE DERIVATIVES
DK29576A DK143755C (en) 1975-01-27 1976-01-26 METHOD OF ANALOGUE FOR PREPARING PEPTID PHOSPHONIC ACID DERIVATIVES OR SALTS THEREOF
GR49862A GR58609B (en) 1975-01-27 1976-01-26 Preparation process of peptide derivatives
BR7600449A BR7600449A (en) 1975-01-27 1976-01-26 PROCESS FOR OBTAINING PEPTIDE DERIVATIVES, AND COMPOUNDS SO OBTAINED
ES444622A ES444622A1 (en) 1975-01-27 1976-01-26 Peptide derivatives of phosphonic and phosphinic acids and intermediates therefor
AR262030A AR218850A1 (en) 1975-01-27 1976-01-27 NEW DERIVATIVES OF AMINO ACIL AND N-BENZYLOXICARBONYTHYL PEPTIDYL PROTECTED FROM PHOSPHONIC AND PHOSPHINIC ACIDS FREE OF THERAPEUTIC ACTIVITY, FOR YOUR EXCLUSIVE USE AS INTERMEDIARIES
US05/707,158 US4100275A (en) 1975-01-27 1976-07-21 Compositions having antibiotic properties
SU762434084A SU679131A3 (en) 1975-01-27 1976-12-30 Method of producing aminoacyl or peptide derivatives of phosphonic or phosphinic acid or salts thereof
US05/799,791 US4127649A (en) 1975-01-27 1977-05-23 Compositions having antibiotic properties
SE7710045A SE7710045L (en) 1975-01-27 1977-09-07 PEPTID DERIVATIVES
IE782424A IE782424L (en) 1975-01-27 1978-12-07 Peptide derivatives of phosphonic acid
CH841979A CH623829A5 (en) 1975-01-27 1979-09-18

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3417/75A GB1533239A (en) 1975-01-27 1975-01-27 Peptide derivatives of phosphonic and phosphinic acids

Publications (1)

Publication Number Publication Date
GB1533239A true GB1533239A (en) 1978-11-22

Family

ID=9757955

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3417/75A Expired GB1533239A (en) 1975-01-27 1975-01-27 Peptide derivatives of phosphonic and phosphinic acids

Country Status (5)

Country Link
BE (1) BE837888A (en)
CU (1) CU21074A3 (en)
GB (1) GB1533239A (en)
SU (1) SU679131A3 (en)
ZA (1) ZA76212B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0103867A1 (en) * 1982-09-17 1984-03-28 Kyowa Hakko Kogyo Co., Ltd. Phosphorus-containing peptide derivative

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0103867A1 (en) * 1982-09-17 1984-03-28 Kyowa Hakko Kogyo Co., Ltd. Phosphorus-containing peptide derivative
US4677125A (en) * 1982-09-17 1987-06-30 Kyowa Hakko Kogyo Co., Ltd. Phosphorus-containing peptide derivatives

Also Published As

Publication number Publication date
CU21074A3 (en) 1988-02-15
SU679131A3 (en) 1979-08-05
BE837888A (en) 1976-07-26
ZA76212B (en) 1976-12-29

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee