GB1513768A - Tetrapeptides and pentapeptides - Google Patents

Tetrapeptides and pentapeptides

Info

Publication number
GB1513768A
GB1513768A GB4388975A GB4388975A GB1513768A GB 1513768 A GB1513768 A GB 1513768A GB 4388975 A GB4388975 A GB 4388975A GB 4388975 A GB4388975 A GB 4388975A GB 1513768 A GB1513768 A GB 1513768A
Authority
GB
United Kingdom
Prior art keywords
butyloxycarbonyl
tyrosine
methionine
butyl
reaction
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
GB4388975A
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.)
Reckitt Benckiser Healthcare UK Ltd
Original Assignee
Reckitt and Colman 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 Reckitt and Colman Products Ltd filed Critical Reckitt and Colman Products Ltd
Priority to GB4388975A priority Critical patent/GB1513768A/en
Publication of GB1513768A publication Critical patent/GB1513768A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07K5/10—Tetrapeptides
    • C07K5/1002—Tetrapeptides with the first amino acid being neutral
    • C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
    • C07K5/1008—Tetrapeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
    • 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
    • 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
    • C07K5/10—Tetrapeptides
    • C07K5/1002—Tetrapeptides with the first amino acid being neutral
    • C07K5/1016—Tetrapeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Abstract

1513768 Amino-acid derivatives RECKITT & COLMAN PRODUCTS Ltd 20 Oct 1976 [24 Oct 1975 (2)] 43889/75 and 43895/75 Heading C2C [Also in Division C3] N - t - butyloxycarbonyl - L - methionine methylamide is prepared by the reaction of N-t-butyloxycarbonyl-L-methionine and methylamine. N - t - butyloxycarbonyl - L - methionine npropylamide is prepared by the reaction of N-tbutyloxycarbonyl-L-methionine and n-propylamine. N - t - butyloxycarbonyl - L - phenylalanine 3- thiomethylpropylamide is prepared by the reaction of 3-aminopropylmethylsulphide and t - butyloxycarbonyl - L - phenylalanine N- hydroxysuccinimide ester N - t - butyloxycarbonyl - N - methyl - O - tbutyl - L - tyrosine is prepared by the reaction of iodomethane with N-t-butyloxycarbonyl-O-tbutyl - L - tyrosine which has been treated with sodium hydride. N - benzyloxycarbonyl - O - t - butyl - L- tyrosine, methyl ester is hydrogenolysed in the presence of palladium/carbon and toluene-psulphonic acid monohydrate to yield O-t-butyl- L - tyrosine, methyl ester which, on treatment with cyclopropylmethyl bromide/potassium iodide, yields N - cyclopropylmethyl O - tbutyl - L - tyrosine, methyl ester, which is hydrolysed with sodium hydroxide/methanol to yield N - cyclopropylmethyl - O - t - butyl - L- tyrosine which is reacted with t - butyloxycarbonyl azide to yield N-t-butyloxycarbonyl-N- cyclopropylmethyl-O-t-butyl-L-tyrosine.
GB4388975A 1976-10-20 1976-10-20 Tetrapeptides and pentapeptides Expired GB1513768A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4388975A GB1513768A (en) 1976-10-20 1976-10-20 Tetrapeptides and pentapeptides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4388975A GB1513768A (en) 1976-10-20 1976-10-20 Tetrapeptides and pentapeptides

Publications (1)

Publication Number Publication Date
GB1513768A true GB1513768A (en) 1978-06-07

Family

ID=10430781

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4388975A Expired GB1513768A (en) 1976-10-20 1976-10-20 Tetrapeptides and pentapeptides

Country Status (1)

Country Link
GB (1) GB1513768A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4254024A (en) * 1979-10-16 1981-03-03 Pennwalt Corporation Tetrapeptides and derivatives having opiate activity
EP0076557A2 (en) * 1981-06-22 1983-04-13 Imperial Chemical Industries Plc Peptides and pseudopeptides in which the N terminus bears two substituents
EP0361482A1 (en) * 1988-09-30 1990-04-04 G.D. Searle & Co. Dimethyl tyrosyl amide sulfides, sulfoxides and sulfones

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4254024A (en) * 1979-10-16 1981-03-03 Pennwalt Corporation Tetrapeptides and derivatives having opiate activity
EP0076557A2 (en) * 1981-06-22 1983-04-13 Imperial Chemical Industries Plc Peptides and pseudopeptides in which the N terminus bears two substituents
EP0076557A3 (en) * 1981-06-22 1983-05-25 Imperial Chemical Industries Plc Peptides and pseudopeptides in which the n terminus bears two substituents
EP0361482A1 (en) * 1988-09-30 1990-04-04 G.D. Searle & Co. Dimethyl tyrosyl amide sulfides, sulfoxides and sulfones

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Legal Events

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