IE33835B1 - New peptides and process for their manufacture - Google Patents

New peptides and process for their manufacture

Info

Publication number
IE33835B1
IE33835B1 IE140369A IE140369A IE33835B1 IE 33835 B1 IE33835 B1 IE 33835B1 IE 140369 A IE140369 A IE 140369A IE 140369 A IE140369 A IE 140369A IE 33835 B1 IE33835 B1 IE 33835B1
Authority
IE
Ireland
Prior art keywords
thr
gly
ala
phe
boc
Prior art date
Application number
IE140369A
Other versions
IE33835L (en
Original Assignee
Ciba Geigy Ag
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
Priority claimed from CH1540168A external-priority patent/CH550774A/en
Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag
Publication of IE33835L publication Critical patent/IE33835L/en
Publication of IE33835B1 publication Critical patent/IE33835B1/en

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
    • 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
    • C07K14/575—Hormones
    • C07K14/585—Calcitonins
    • 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
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Abstract

1287125 Calcitonin derivatives CIBAGEIGY AG 13 Oct 1969 [15 Oct 1968 20 Nov 1968] 50087/69 Heading C2C Peptides (I) in which at least one and at the most 16 of the amino acids in positions 2, 8, 10, 11, 12, 13, 14, 16, 18, 21, 23, 24, 25, 26, 27, 29, 30 and 31 are replaced by other natural α-amino acids or their homologues their dimers and derivatives (especially their N-acylated and desamino<SP>1</SP>- peptides) of the mono- or di-meric peptides as well as their acid addition salts and complexes are prepared (1) by removing the blocking groups from a compound (I) in which any free amino or carboxylic acid group is blocked or (2) by oxidizing the linear peptide corresponding to (I) and wherein the mercapto groups may be tritylated or (3) by condensing a compound (III) or (IV) or where Y is Gly or Ser, A is 1-21 of the amino acid residues following upon Cys<SP>7</SP> and R is H or an acylated amino group, with the remaining amidated C-terminal sequence of the peptide in which any side chain amino group is protected. The following starting materials are prepared: Z- and H-Ala-Pro-OtBu, Z- and H-Qly-Ala- ProOtBu, Z - Val - Gly - Ala - ProOtBu and -OH and -NH 2 , H-Val- Gly - Ala - Pro - NH 2 , Z. and H - Ile - Gly OMe, Z- and H -Ala-Ile- Gly OMe, BOC - Thr - Ala - Ile-Gly-OMe and -NHNH 2 , BOC and H - Thr - Ala - He - Gly- Val - Gly - Ala - ProNH 2 , Z- and H - Pro - Gln- NHNHBOC, Z- and H - Phe - Pro - Gln- NHNHBOC, Z- and H - Thr - Phe - Pro - Gln- NHNHBOC, Z - His - Thr - Phe - Pro - Gln- NHNHBOC and -NHNH 2 , Z - His - Thr- Phe - Pro - Gln - Thr - Ala - lie - Gly - Val - Gly- Ala - ProNH 2 Z - Lys (BOC) - Phe - OBzl, H- lys(BOC)PheOH, Z- and H - Asn - Lys(BOC}- Phe - OH, Z - Asp(OtBu) - Phe - OMe and -NHNH 2 , Z- and H - Asp(OtBu) - Phe - Asn- Lys(BOC} - Phe - OH, BOC- and H - Tyr - Thr- ONB, Z - Thr - Tyr - Thr - ONB and -NHNH 2 , Z - Thr - Tyr - Thr - Gln - NHNHBOC and - NHNH Z , Z- and H - His - Thr - Phe - Pro- Gln . Thr - Ala - Ile - Gly - Val - Gly - Ala - Pro- NH 2 , Z- and. H - Thr - Tyr - Thr - Gln -Asp- (OtBu) - Phe - Asn - Lys(BOC) - Phe - His - Thr- Phe . Pro - Gln - Thr - Ala - lie - Gly - Val - Gly- Ala - Pro - NH 2 , BOC - Ser - Thr - OBzl, HSer - Thr - OBzl, BOC- and H - Leu - Ser - Thr OBzl, BOC- and H - Asn - Leu - Ser - Thr- OBzl, BOC - Gly - Asn - Leu - Ser - Thr - OBzl and OH BOC and H-Gly-Asn-Leu-Ser-Thr- Thr(tBu) - Phe - Pro - Gln - Thr(tBu) - Ala - Ile- Gly - Val - Gly - Ala - Pro - NH 2 . Pharmaceutical compositions useful as hypocalcaemic agents comprise compounds (I) and a carrier and are in forms suitable for oral and parenteral administration. [GB1287125A]
IE140369A 1968-10-15 1969-10-10 New peptides and process for their manufacture IE33835B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1540168A CH550774A (en) 1968-10-15 1968-10-15 Dotriacontapeptide calcitonin analogues - with hypocalcaemic activity
CH1728668 1968-11-20

Publications (2)

Publication Number Publication Date
IE33835L IE33835L (en) 1970-04-15
IE33835B1 true IE33835B1 (en) 1974-11-13

Family

ID=25716344

Family Applications (1)

Application Number Title Priority Date Filing Date
IE140369A IE33835B1 (en) 1968-10-15 1969-10-10 New peptides and process for their manufacture

Country Status (11)

Country Link
AT (2) AT300210B (en)
BE (1) BE740256A (en)
CS (1) CS155219B2 (en)
DE (1) DE1950711A1 (en)
DK (1) DK129338B (en)
FR (1) FR2020730B1 (en)
GB (1) GB1287125A (en)
HU (1) HU166686B (en)
IE (1) IE33835B1 (en)
NL (1) NL6915540A (en)
SE (2) SE366543B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50117791A (en) * 1974-03-07 1975-09-16
US3929758A (en) * 1974-09-12 1975-12-30 Armour Pharma Cyclization of cysteine-containing peptides
DE2602443A1 (en) 1975-04-04 1976-10-21 Univ California BIOLOGICALLY ACTIVE POLYPEPTIDES
US4401593A (en) * 1982-02-12 1983-08-30 Armour Pharmaceutical Company Glycine - 8 calcitonin
DE3822394A1 (en) * 1988-07-01 1990-01-04 Walter Frenkel Massaging device with removable handle
CS89491A3 (en) * 1990-04-09 1992-01-15 Chugai Pharmaceutical Co Ltd Hybrid calcitonin

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL6610763A (en) * 1965-07-30 1967-01-31
GB1230631A (en) * 1967-05-12 1971-05-05
CA919590A (en) * 1967-05-24 1973-01-23 Neher Robert Process for the manufacture of thyrocalcitonin

Also Published As

Publication number Publication date
FR2020730B1 (en) 1974-04-12
BE740256A (en) 1970-04-14
SE374913B (en) 1975-03-24
NL6915540A (en) 1970-04-17
DE1950711A1 (en) 1970-04-30
DK129338B (en) 1974-09-30
CS155219B2 (en) 1974-05-30
AT313491B (en) 1974-02-25
HU166686B (en) 1975-05-28
SE366543B (en) 1974-04-29
DK129338C (en) 1975-02-17
FR2020730A1 (en) 1970-07-17
GB1287125A (en) 1972-08-31
AT300210B (en) 1972-07-25
IE33835L (en) 1970-04-15

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