# US 2021/0275573 A1 · Anti-virus agent and method for treatment of viral infection

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- Number: US 2021/0275573 A1
- Document ID: US20210275573A1
- Status: Published application
- Kind: A1
- Application number: 17/326,995
- Filed: 2021-05-21
- Published: 2021-09-09
- Earliest claimed: 2016-02-19
- Assignees: Recce Limited
- Applicants: Recce Limited
- Inventors: Graham John Hamilton MELROSE; Michele Keryn DILIZIA
- Web page: https://patentgrep.com/patent/US20210275573A1

## CPC

- A61K 31/78: of acrylic acid or derivatives thereof
- A61K 9/0019: {Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner (non-active ingredients are additionally classified in A61K47/00)}
- A61K 9/0053: {Mouth and digestive tract, i.e. intraoral and peroral administration}
- A61K 9/0073: {Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy; (nasal sprays A61K9/0043; inhalation of vapours of volatile or heated drugs, e.g. essential oils or nicotine, A61K9/007; devices A61M)}
- A61K 9/20: Pills, tablets, {discs, rods (A61K9/0004, A61K9/0007, A61K9/0056, A61K9/0065 take precedence; for reconstitution of a drink A61K9/0095)}
- A61K 9/48: Preparations in capsules, e.g. of gelatin, of chocolate {(A61K9/0004 takes precedence; bite capsules A61K9/0056)}
- A61K 47/10: Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- A61P 31/16: for influenza or rhinoviruses
- A61P 31/18: for HIV
- A61P 31/22: for herpes viruses
- 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)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

A method of treatment of viral infection in a subject comprising administering to the subject a copolymer comprising an acrolein derived segment or a polyacrolein oligomer segment and a polyalkylene glycol oligomer segment, the copolymer having a molecular weight of no more than 1500 Daltons.

## Claims

### Claim at position 1

-30. (canceled)

### Claim 31

A method of treatment of a parenteral viral infection in a subject comprising administering to the subject a copolymer comprising an acrolein-derived segment and a polyalkylene glycol oligomer segment, the copolymer having a molecular weight of no more than 1000 Daltons.

### Claim 32 (depends on 31)

The method according to claim 31, wherein the acrolein-derived segment is a polyacrolein oligomer comprising two or more acrolein residues.

### Claim 33 (depends on 31)

The method according to claim 31, wherein the copolymer has a molecular weight of from 300 to 1000 Daltons.

### Claim 34 (depends on 31)

The method according to claim 31, wherein the polyalkylene glycol oligomer segment has a molecular weight in the range of from 200 to 600 Daltons.

### Claim 35 (depends on 31)

The method according to claim 31, wherein the polyalkylene glycol oligomer segment has a molecular weight in the range of from 200 to 400 Daltons.

### Claim 36 (depends on 31)

The method according to claim 31, wherein a polyalkylene glycol of the polyalkylene glycol oligomer segment is polyethylene glycol.

### Claim 37 (depends on 31)

The method according to claim 31, wherein the copolymer has a molecular weight of from 400 to 800 Daltons.

### Claim 38 (depends on 31)

The method according to claim 31, wherein the copolymer is administered systemically.

### Claim 39 (depends on 31)

The method according to claim 31, wherein the copolymer is administered by a route selected from the group consisting of oral administration, inhalation, transdermal delivery and injection.

### Claim 40 (depends on 31)

The method according to claim 31, wherein the copolymer is administered by oral administration.

### Claim 41 (depends on 31)

The method according to claim 31, wherein the copolymer is administered by intravenous injection or infusion.

### Claim 42 (depends on 31)

The method according to claim 31, wherein the copolymer is administered as an aqueous solution comprising a copolymer concentration in the range of from 0.01% by weight to 20% by weight of the aqueous solution.

### Claim 43 (depends on 31)

The method according to claim 31, wherein the copolymer is administered orally in the form of a tablet, caplet, syrup or liquid.

### Claim 44 (depends on 31)

The method according to claim 31, wherein the copolymer is administered systemically at a dose in the range of from 1 mg to 1000 mg per kilogram of bodyweight per day.

### Claim 45 (depends on 31)

The method according to claim 31, wherein the parenteral viral infection is selected from the group consisting of a influenza viral infection, an HIV infection, a hepatitis viral infection, a Ross River viral infection, and a herpes viral infection.

### Claim 46 (depends on 31)

The method according to claim 31, wherein the parenteral viral infection is an influenza viral infection.

### Claim 47

A process of preparing a copolymer comprising an acrolein-derived segment and a polyalkylene glycol oligomer comprising:
adding a first aqueous solution comprising an acrolein having an acrolein concentration of no more than 50% w/w by weight of the first aqueous solution to a second aqueous solution comprising polyethylene glycol and at least 10% w/w water by weight of the second aqueous solution; thereby forming a third aqueous solution; and
polymerizing the acrolein under conditions of alkaline catalysis at a pH no more than 12 in the third aqueous solution, and thereby forming a copolymer, wherein:
the molecular weight of the polyalkylene glycol is from 200 to 600 Daltons and the copolymer has a molecular weight of no more than 1000 Daltons;
the second aqueous solution has a pH of no more than 12.0;
the third aqueous solution comprises at least 20% w/w water by weight of the third aqueous solution; and
the copolymer has a weight ratio of polyalkylene glycol:acrolein of at least 4:1.

### Claim 48 (depends on 47)

The process according to claim 47, wherein the second aqueous solution has a pH of from 9 to 11.

### Claim 49 (depends on 47)

The process according to claim 47, wherein:
the second aqueous solution is a mildly basic aqueous solution having a pH of no more than 12.0;
the polyalkylene glycol has a molecular weight in the range of from 200 to 600 Daltons;
the mildly basic solution is stirred vigorously to entrain air;
the first aqueous solution is added over a period of at least 2 minutes the polymerization temperature is maintained in the range of from 10° C. to 40° C.; and
acid is added to provide a pH less than 9 once the acrolein has been consumed.

### Claim 50

A copolymer effective in treatment of parenteral viral infection in a subject by systemic administration, the copolymer comprising an acrolein-derived segment and a polyalkylene glycol oligomer segment wherein:
the copolymer has a molecular weight of no more than 1000 Daltons; and
the polyalkylene glycol oligomer segment has a molecular weight in the range of 200 to 600 Daltons.
