# US 4,396,605 A · Bis-thymosine .alpha.-1 compounds

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- Number: US 4,396,605 A
- Document ID: US4396605A
- Status: Granted
- Kind: A
- Application number: 06/367,817
- Filed: 1982-04-12
- Granted: 1983-08-02
- Earliest claimed: 1981-09-18
- Assignees: Max-Planck-Gesellschaft zur Forderung der Wissenschaften e.V.
- Inventors: Christian Birr
- Web page: https://patentgrep.com/patent/US4396605A

## CPC

- C07K 14/57581: {Thymosin; Related peptides}
- A61P 37/04: Immunostimulants
- A61K 38/00: Medicinal preparations containing peptides (peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00)
- Y02P 20/55: Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
- Y10S 530/837: Lymph; lymph-glands; thymus
- Y10S 930/18: Thymus derived hormone or factor; related peptides
- C07K: PEPTIDES (peptides in foodstuffs A23; obtaining protein compositions for foodstuffs, working-up proteins for foodstuffs A23J; preparations for medicinal purposes A61K; peptides containing beta-lactam rings C07D; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, C07D; ergot alkaloids of the cyclic peptide type C07D519/02; macromolecular compounds having statistically distributed amino acid units in their molecules, i.e. when the preparation does not provide for a specific; but for a random sequence of the amino acid units, homopolyamides and block copolyamides derived from amino acids C08G69/00; macromolecular products derived from proteins C08H1/00; preparation of glue or gelatine C09H; single cell proteins, enzymes C12N; genetic engineering processes for obtaining peptides C12N15/00; compositions for measuring or testing processes involving enzymes C12Q; investigation or analysis of biological material G01N33/00)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

Bis-thymosine .alpha.-1 consisting of two desacetylthymosine .alpha.-1 un N-terminally linked by a bridge bond of 1 to 10 carbon atoms, especially an .alpha.,.omega.-diacyl residue with 2 to 10 carbon atoms. This new compound is made by converting a synthetic desacetylthymosine .alpha.-1 in which all functional groups of amino acids 1 through 28, except the N-terminal group, are blocked by protective groups conventional in peptide synthesis with a coupling compound of 1 to 10 carbon atoms and that reacts with NH.sub.2 groups, in a polar solvent, and then removing the protective groups.

## Claims

### Claim 1

Bis-thymosine.alpha.-1 compound of the formula
T.sub.2 R
in which
T is a desacetylthymosine.alpha.-1 residue,
R is a .alpha.,.omega.-diacyl residue of 2 to 10 carbon atoms, optionally containing at least one of an aromatic nucleus, OH-groups, NH.sub.2 -groups, halogen atoms, and olefinic double bonds, or where R is a CO-group.

### Claim 2 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is a .alpha.,.omega.-diacyl residue of 2 to 10 carbon atoms.

### Claim 3 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is a CO-group.

### Claim 4 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is a .alpha.,.omega.-diacyl residue containing an aromatic nucleus.

### Claim 5 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is a .alpha.,.omega.-diacyl residue containing at least one olefinic double bond.

### Claim 6 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is a .alpha.,.omega.-diacyl residue containing at least one of OH, NH.sub.2 and halogen.

### Claim 7 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is derived from phosgene.

### Claim 8 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is derived from oxalic acid.

### Claim 9 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is derived from succinic acid.

### Claim 10 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is derived from aspartic acid.

### Claim 11 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is derived from glutamic acid.

### Claim 12 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is derived from maleic acid.

### Claim 13 (depends on 1)

Bis-thymosine.alpha.-1 compound as claimed in claim 1, wherein R is derived from phenylenediacetic acid.

### Claim 14

Succinyl-bis-desacetylthymosine.alpha.-1.

### Claim 15 (depends on 1)

Pharmaceutical composition for stimulating immuno-defense cells which composition contains a pharmaceutically acceptable carrier and, in effective amount, a bis-thymosine.alpha.-1 compound as claimed in claim 1.

### Claim 16 (depends on 1)

Method of stimulating immuno-defense cells which method comprises administering thereto a pharmaceutically effective amount of a bis-thymosine.alpha.-1 compound as claimed in claim 1.
