US4230696A
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US
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Polypeptides useful for the purpose of treating multiple sclerosis
Assignee: ST LUKE'S HOSPITAL
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Filing: 1978-09-11
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Granted: 1980-10-28
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Expires: 1998-09-11
Abstract
Abstract Synthetic compounds of the formula: R.sub.1 -Gln-R.sub.4 -R.sub.5 and the acid addition salts thereof are disclosed wherein R 1 and R 5 are each independently selected from the group consisting of hydrogen, hydroxy, the residue of an amino acid and the residue of a polypeptide and R 4 is selected from the group consisting of lysine and arginine residues; provided that R 1 and R 5 are not both hydrogen or both hydroxyl at the same time. The disclosure is also of intermediate compounds for preparing the compounds of the above formula and derivative compounds having the same biological activity. Disclosed also are pharmaceutical compositions wherein the essential active ingredient is a synthetic compound of the invention. The compounds and compositions of the invention are useful for the prevention, suppression, treatment and diagnosis of multiple sclerosis.
Inventors
- 👤 George A. Hashim
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 23:08
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/08; C07K5/0821; C07K14/00; C07K14/435; C07K14/46; C07K14/47; C07K14/4701; C07K14/4713; C07K5/06; C07K5/06104; A; A61; A61K; A61K38/00; Y; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/29
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
78 words
A synthetic compound selected from those of formula: R.sub.1 --Gln--R.sub.4 --R.sub.5 and the acid addition salts thereof, wherein R 1 and R 5 are each independently selected from the group consisting of hydrogen, hydroxy, the residue of an amino acid and the residue of a polypeptide and R 4 is selected from the group consisting of lysine and arginine residues; provided that R 1 and R 5 are not both hydrogen or both hydroxyl at the same time.
Claim 2
Dependent Claim
78 words
A synthetic compound selected from those of formula: R.sub.1 --Gln--R.sub.4 --R.sub.5 and the acid addition salts thereof, wherein R 1 and R 5 are each independently selected from the group consisting of hydrogen, hydroxy, the residue of an amino acid and the residue of a polypeptide and R 4 is selected from the group consisting of lysine and arginine residues; provided that R 1 and R 5 are not both hydrogen or both hydroxyl at the same time.
Claim 3
Dependent Claim
167 words
A synthetic compound of claim 1 having the formula: H--( A ) ( B ).sub.x OH wherein x is an integer of at least 0; A and B each represent a divalent moiety of the formula; --R.sub.1).sub.b [( R.sub.2 ).sub.m ( R.sub.3 ).sub.a Gln--R.sub.4 ].sub.n ( R.sub.5 ).sub.c wherein R 1 and R 5 are each selected from the residue of an amino acid and the residue of a polypeptide; R 2 is selected from the residue of tryptophan and tyrosine; R 3 represents the residue of an amino acid; R 4 is selected from the residue of lysine and arginine; a is an integer of from 0 to 4, inclusive; b and c are each integers of at least 0; m is an integer of from 0 to 1, inclusive; and n is an integer of at least 1; provided that when R 1 is the residue of a polypeptide; b is 1 and when R 5 is the residue of a polypeptide, c is 1.
Claim 4
Dependent Claim
68 words
A compound according to claim 2 wherein said compound has a formula selected from the formulae consisting of: (a) H--R.sub.1 ).sub.b [ R.sub.2 --R.sub.3 ).sub.a Gln--R.sub.4 ].sub.n ( R.sub.5 ).sub.c OH and (b) H--R.sub.1 ).sub.c [ Gln--R.sub.4 ].sub.n ( R.sub.5 --OH wherein R 1 , R 2 , R 3 , R 4 , R 5 , a, b, c and n are as defined in claim 2.
Claim 5
Dependent Claim
13 words
A compound according to claim 3 wherein said compound has the formula (a).
Claim 6
Dependent Claim
13 words
A compound according to claim 3 wherein said compound has the formula (b).
Claim 7
Dependent Claim
10 words
A compound according to claim 4 wherein n is 4.
Claim 8
Dependent Claim
10 words
A compound according to claim 5 wherein n is 4.
Claim 9
Dependent Claim
18 words
A compound according to claim 2 wherein said compound is of the formula: H--Gly ).sub.2 Trp--Gly ).sub.4 Gln--Lys--OH.
Claim 10
Dependent Claim
15 words
A compound of claim 2 wherein said compound is of the formula: H--Phe--Ser--Trp--Gln--Lys ).sub.4 OH.
Claim 11
Dependent Claim
16 words
A compound according to claim 2 wherein said compound is of the formula: H--Phe--Ser--Trp--Gln--Lys ).sub.4 Gly--OH.
Claim 12
Dependent Claim
15 words
A compound of claim 2 wherein said compound is of the formula: H--Thr--Thr--His--Tyr--Gln--Lys ).sub.4 OH.
Claim 13
Dependent Claim
10 words
The acid addition salt of the compound of claim 2.
Claim 14
Dependent Claim
12 words
The pharmaceutically acceptable acid addition salt of the compound of claim 2.
Claim 15
Dependent Claim
50 words
The acylate of the compound of claim 2 prepared by acylation of at least one attached group selected from those consisting of hydroxyl, amino and imino, with an acyl halide of the formula: ##STR26## wherein Z represents halogen and the moiety of formula: ##STR27## is a carboxylic acid acyl radical.
Claim 16
Dependent Claim
50 words
The ester of the compound of claim 2 having the formula: H--A ) ( B ).sub.X O--R" wherein A, B and X are as defined in claim 2 and R" is the residue of an alcohol selected from the group consisting of mono- and polyfunctional alkanols, aralkanols and substituted aralkanols.
Claim 17
Dependent Claim
138 words
A compound according to claim 1 selected from those of the formula selected from the group consisting of ( R.sub.1 ).sub.b ] R.sub.2 --R.sub.3 ).sub.a Gln--R.sub.4 ].sub.n ( R.sub.1 ).sub.c wherein each R 1 is a polypeptide having at least a single amino acid residue; R 2 is selected from the class consisting of Trp and Tyr; R 3 is an amino acid residue; R 4 is selected from the class consisting of lysine and arginine; a is 0-4; b and c are each 0 or at least 1 and n is at least 1; and those of the formula: ( R.sub.5 ).sub.b (Gln--R.sub.4 ).sub.n ( R.sub.1 ).sub.c where R 5 is selected from the class consisting of R 1 and R 2 as defined above; and R 4 , b, c and n are as defined above.
Claim 18
Dependent Claim
23 words
A compound according to claim 16 wherein said formula selected is ( R.sub.1 ).sub.b [ R.sub.2 --R.sub.3 ).sub.a Gln--R.sub.4 ].sub.n ( R.sub.1 ).sub.c.
Claim 19
Dependent Claim
20 words
A compound according to claim 16 wherein said formula selected is ( R.sub.5 ).sub.b ( Gln--R.sub.4 ).sub.n ( R.sub.1 ).sub.c.
Claim 20
Dependent Claim
10 words
The acid addition salt of the compound of claim 16.
Claim 21
Dependent Claim
9 words
A compound of claim 16 having the formula: H--Gly--Gly--Trp--Gly--Gly--Gly--Gly--Gln--Lys--OH.
Claim 22
Dependent Claim
9 words
A compound of claim 16 having the formula: H--Gly--Gly--Trp--Gly--Gly--Gly--Gly--Gln--Arg--OH.
Claim 23
Dependent Claim
9 words
A compound of claim 16 having the formula: H--Gly--Gly--Tyr--Gly--Gly--Gly--Gly--Gln--Lys--OH.
Claim 24
Dependent Claim
9 words
A compound of claim 16 having the formula: H--Gly--Gly--Tyr--Gly--Gly--Gly--Gly--Gln--Arg--OH.
Claim 25
Dependent Claim
12 words
A compound of claim 16 having the formula: H--Phe--Ser--Trp--Gln--Lys ) .sub.4 albumin.
Claim 26
Dependent Claim
12 words
A compound of claim 16 having the formula: H--Thr--Thr--His--Tyr--Gln--Lys ) .sub.4 albumin.
Claim 27
Dependent Claim
10 words
A compound of claim 16 having the formula: H--Gly--Ser--Leu--Pro--Gln--Lys--Ser--Gln--Arg--Ser--Gln--Asp--Gln--gamma globulin.
Claim 28
Dependent Claim
109 words
A pharmaceutical composition, which comprises; an effective amount for the prevention, suppression and diagnosis of multiple sclerosis in mammals of a synthetic compound selected from those of the formula: R.sub.1 --Gln--R.sub.4 --R.sub.5 and the pharmaceutically acceptable acid addition salts thereof wherein R 1 and R 5 are each independently selected from the group consisting of hydrogen, hydroxyl, the residue of an amino acid, and the residue of a polypeptide and R 4 is selected from the group consisting of lysine and arginine residues, provided that R 1 and R 5 are not both hydrogen and are not both hydroxyl at the same time; and a pharmaceutically acceptable parenteral carrier.
Claim 29
Dependent Claim
109 words
A pharmaceutical composition, which comprises; an effective amount for the prevention, suppression and diagnosis of multiple sclerosis in mammals of a synthetic compound selected from those of the formula: R.sub.1 --Gln--R.sub.4 --R.sub.5 and the pharmaceutically acceptable acid addition salts thereof wherein R 1 and R 5 are each independently selected from the group consisting of hydrogen, hydroxyl, the residue of an amino acid, and the residue of a polypeptide and R 4 is selected from the group consisting of lysine and arginine residues, provided that R 1 and R 5 are not both hydrogen and are not both hydroxyl at the same time; and a pharmaceutically acceptable parenteral carrier.
Claim 30
Dependent Claim
173 words
A pharmaceutical composition according to claim 27 wherein said synthetic compound has the formula: H--A ) ( B ).sub.x OH wherein x is an integer of at least 0, A and B each represent a divalent moiety of the formula: --R.sub.1 ).sub.b [ ( R.sub.2 ).sub.m ( R.sub.3 ).sub.a Gln--R.sub.4 [.sub.n ( R.sub.5 ).sub.c wherein R 1 and R 5 are each selected from the residue of an amino acid and the residue of a polypeptide; R 2 is selected from the residue of tryptophan and tyrosine; R 3 represents the residue of an amino acid; R 4 is selected from the residue of lysine and arginine; a is an integer of from 0 to 1, inclusive; b and c are each integers of at least 0; m is an integer of from 0 to 1, inclusive; and n is an integer of at least 1; provided that when R 1 is the residue of a polypeptide, b is 1 and when R 5 is the residue of a polypeptide, c is 1.
References Cited (Backward Citations)
US3864481A
Cited
US4113858A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-10-28 | 1984-04-28 | 1984-10-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-28 | 1988-04-28 | 1988-10-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-28 | 1992-04-28 | 1992-10-28 | $7700.00 | Window Closed / Lapsed |