Biologically active methylene blue derivatives

• US 7,732,439 B2
• Filed: 07/10/2008
• Issued: 06/08/2010
• Est. Priority Date: 05/30/2001
• Status: Expired due to Fees

• Current Assignee: Stanley Beames Brown, Stephen John Lyon
• Original Assignee: Photopharmica Limited
• Inventors: Vernon, David Ian, Mellish, Kirste Joanne, Roberts, David John Howard, Tunstall, Richard George, Brown, Stanley Beames, O'Grady, Cassandra Claire, Griffiths, John
• Primary Examiner(s): DRAPER, LESLIE A ROYDS
• Application Number:
  US12/171,121
• Publication Number:
  US 20080268033A1
• Time in Patent Office: 698 Days
• Field of Search: 514/224.8
• US Class Current: 514/224.8
• CPC Class Codes: A61K 41/0057 Photodynamic therapy with a photosensitizer, i.e. agent able to produce reactive oxygen species upon exposure to light or radiation, e.g. UV or visible light; photocleavage of nucleic acids with an agent
• CPC Class Codes: A61K 49/003 Thiazine dyes
• CPC Class Codes: A61K 8/4986 with sulfur as the only hetero atom
• CPC Class Codes: A61L 2/0029 Radiation
• CPC Class Codes: A61L 2/0082 using chemical substances
• CPC Class Codes: A61L 2/08 Radiation
• CPC Class Codes: A61L 2/232 layered or coated
• CPC Class Codes: A61P 1/02 Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
• CPC Class Codes: A61P 15/00 Drugs for genital or sexual disorders for disorders of sex hormones A61P5/24; Contraceptives
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61P 17/02 for treating wounds, ulcers, burns, scars, keloids, or the like
• CPC Class Codes: A61P 17/06 Antipsoriatics
• CPC Class Codes: A61P 17/10 Anti-acne agents
• CPC Class Codes: A61P 19/02 for joint disorders, e.g. arthritis, arthrosis
• CPC Class Codes: A61P 27/02 Ophthalmic agents
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 31/00 Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
• CPC Class Codes: A61P 31/02 Local antiseptics
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/10 Antimycotics
• CPC Class Codes: A61P 35/00 : Antineoplastic agents
• CPC Class Codes: A61P 37/02 : Immunomodulators
• CPC Class Codes: A61P 43/00 : Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: A61P 9/00 : Drugs for disorders of the cardiovascular system
• CPC Class Codes: A61P 9/10 : for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
• CPC Class Codes: A61Q 11/00 : Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
• CPC Class Codes: C07D 279/18 : [b, e]-condensed with two six-membered rings

Abstract

The present invention relates to a pharmaceutical composition which contains a compound of formula

in which R¹, R², R³ and R⁴ are each n-butyl, where X^P− is a counteranion and P is 1, 2 or 3, together with a pharmaceutically acceptable carrier, excipient or adjuvant.

Claims

1. A pharmaceutical composition which contains a compound of formula

2. The composition according to claim 1, which composition includes liposomes.

7. A method of preparing a composition according to claim 1, the method comprising mixing said compound with one or more pharmaceutically acceptable carriers.

8. A method according to claim 7 comprising mixing said compound with said one or more pharmaceutically acceptable carriers at a pH of 3 to 9.

9. A method according to claim 7 comprising mixing said compound with said one or more pharmaceutically acceptable carriers at a pH of 6.5 to 7.5.

3. A pharmaceutical composition which contains a compound of formula

4. The composition according to claim 3, wherein said isotonising agent comprises propylene glycol.

5. A pharmaceutical composition which contains a compound of formula

6. A pharmaceutical composition which contains a compound of formula

10. A pharmaceutical composition which contains a compound of formula