GB1057131A - New antibacterial and antifungal compositions - Google Patents

New antibacterial and antifungal compositions

Info

Publication number
GB1057131A
GB1057131A GB7064/63A GB706463A GB1057131A GB 1057131 A GB1057131 A GB 1057131A GB 7064/63 A GB7064/63 A GB 7064/63A GB 706463 A GB706463 A GB 706463A GB 1057131 A GB1057131 A GB 1057131A
Authority
GB
United Kingdom
Prior art keywords
preparations
nitrobutan
bromo
nitro
methyl
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB7064/63A
Inventor
Nigel George Clark
Betty Croshaw
David Frank Spooner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boots Pure Drug Co Ltd
Original Assignee
Boots Pure Drug Co Ltd
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
Application filed by Boots Pure Drug Co Ltd filed Critical Boots Pure Drug Co Ltd
Priority to GB7064/63A priority Critical patent/GB1057131A/en
Priority to US434615A priority patent/US3558788A/en
Publication of GB1057131A publication Critical patent/GB1057131A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/26Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups and being further substituted by halogen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/418Amines containing nitro groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Cosmetics (AREA)

Abstract

Aerosol compositions comprise a nitroalkanol of the general formula <FORM:1057131/C4-C5/1> in which R1 is H, C1-12 alkyl and R3 is H, or R1 and R3 together with the shared carbon atom form a cycloalkyl ring having 5 to 7 carbon atoms, and R2 is H, Me, Et, hydroxymethyl or bromine dissolved in a suitable solvent in admixture with a volatile propellant, e.g. a chloro-fluoro alkane mixture. A shampoo composition may comprise one of the above nitroalkanols as an antifungal or antibacterial agent or as a preservative. A typical shampoo formulation comprises triethanolamine lauryl sulphate, lauric isopropanolamide, 2 - bromo - 2 - nitro - propane-1,3-diol, and water with perfume and colouring agents.ALSO:1- Bromo - 1 - nitro - octan - 2 - ol is prepared by forming the sodium salt of 1-nitro-octan-2-ol, brominating the latter in ether, filtering the resultant suspension, distilling ether from the filtrate and distilling the residue under reduced pressure. 1,1 - Dibromo - 3 - methyl - 1 - nitrobutan - 2 - ol is prepared by converting 3-methyl-1-nitrobutan-2-ol to its sodium salt, and brominating the latter as above to give 1-bromo-3-methyl-1-nitrobutan-2-ol. The latter is added to sodium methoxide in methanol and the mixture is diluted with ether to precipitate the sodium salt, which is brominated as above to yield the product.ALSO:Pharmaceutical, cosmetic and toilet preparations comprise as an antibacterial or antifungal agent or as a preservative a nitroalkanol of the general formula: <FORM:1057131/A5-A6/1> in which R1 is H or C1-12 alkyl; R3 is H; or R1 and R3 together with the shared carbon atom form a cycloalkyl ring having 5-7 carbon atoms, and R2 is H, Me, Et, hydroxymethyl or Br, in admixture with a diluent or carrier. The preparations may be formulated as lotions, creams, ointments, jellies, powders, solid sticks, suppositories, ear drops, aerosol preparations, lozenges, pastilles, boiled sweets, mouthwashes, toothpastes, hair creams or hair lotions, with appropriate conventional excipients. Other therapeutic agents, such as steroids, e.g. rednisolone, antibiotics, e.g. neomycin, other anti-bacterial or antifungal agents, e.g. hexachlorophene, cetrimide or cetylpyridinium chloride, may be included in the preparations. The nitroalkanols of the invention may be added for example, to laxatives based on Mg(OH)2 and/or Al(OH)3, e.g. Emulsion of liquid paraffin and Mist. Mag. Hydrox. B.P.; compositions for the treatment of haemorrhoids containing ephedrine hydrochloride, allantoin, and lignocaine hydrochloride; compositions comprising (a) maize oil and acacia and (b) aluminium hydroxide and kaolin; dusting powders comprising Mgo; and a toothpaste comprising dicalcium phosphate and sodium lauryl sulphate.
GB7064/63A 1963-02-21 1963-02-21 New antibacterial and antifungal compositions Expired GB1057131A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB7064/63A GB1057131A (en) 1963-02-21 1963-02-21 New antibacterial and antifungal compositions
US434615A US3558788A (en) 1963-02-21 1965-02-23 New antibacterial and antifungal compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB7064/63A GB1057131A (en) 1963-02-21 1963-02-21 New antibacterial and antifungal compositions
US43461565A 1965-02-23 1965-02-23

Publications (1)

Publication Number Publication Date
GB1057131A true GB1057131A (en) 1967-02-01

Family

ID=26241152

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7064/63A Expired GB1057131A (en) 1963-02-21 1963-02-21 New antibacterial and antifungal compositions

Country Status (2)

Country Link
US (1) US3558788A (en)
GB (1) GB1057131A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3541162A (en) * 1967-12-14 1970-11-17 Texaco Inc Preparation of halonitroalcohols
JPS51151321A (en) * 1975-06-17 1976-12-25 Green Cross Corp:The Method for preservation of human immune globulin from decay
US4049830A (en) 1974-11-13 1977-09-20 Milmark Research, Inc. Bovine teat dip
FR2407946A1 (en) * 1977-11-03 1979-06-01 Ici Ltd PROCESS FOR PREPARING POLYMERIC BIOCIDES DERIVED FROM 2-BROMO-2-NITROPROPANE-1,3-DIOL
WO1984002923A1 (en) * 1983-01-28 1984-08-02 Dairyland Food Lab Preservative composition having color indicator
EP0373759A1 (en) * 1988-11-30 1990-06-20 Imperial Chemical Industries Plc Compound, composition, process and use
US5196344A (en) * 1990-02-27 1993-03-23 D & F Control Systems, Inc. Milk sample preservative

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2042400A1 (en) * 1970-08-27 1972-03-09 Henkel & Cie. GmbH, 4000 Düsseldorf Freshness preservative for cut flowers
CA969479A (en) * 1971-03-18 1975-06-17 Henkel And Cie. G.M.B.H. Processes for preserving cut flowers using 2-bromo-2-nitropropanediol-(1,3)
US4199602A (en) * 1978-02-23 1980-04-22 Economics Laboratory, Inc. Control of mastitis and compositions therefor
IE54761B1 (en) * 1982-12-14 1990-01-31 Boots Co Plc Preserving agent
US5055493A (en) * 1988-09-30 1991-10-08 Union Carbide Chemicals And Plastics Technology Corporation Antimicrobial composition and method of use in oil well flooding
EP0398795B1 (en) * 1989-05-17 1996-03-27 Katayama Chemical, Inc. Aqueous isothiazolone formulation
RU2533924C2 (en) 2009-06-11 2014-11-27 ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи Brominated nitroalkanol composition and its application as biocides
EP2624817A1 (en) * 2010-10-08 2013-08-14 Helperby Therapeutics Limited Novel composition

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3541162A (en) * 1967-12-14 1970-11-17 Texaco Inc Preparation of halonitroalcohols
US4049830A (en) 1974-11-13 1977-09-20 Milmark Research, Inc. Bovine teat dip
JPS51151321A (en) * 1975-06-17 1976-12-25 Green Cross Corp:The Method for preservation of human immune globulin from decay
JPS543932B2 (en) * 1975-06-17 1979-02-28
FR2407946A1 (en) * 1977-11-03 1979-06-01 Ici Ltd PROCESS FOR PREPARING POLYMERIC BIOCIDES DERIVED FROM 2-BROMO-2-NITROPROPANE-1,3-DIOL
US4263424A (en) 1977-11-03 1981-04-21 Imperial Chemical Industries Limited Anti-fungal and anti-bacterial polyurethanes
WO1984002923A1 (en) * 1983-01-28 1984-08-02 Dairyland Food Lab Preservative composition having color indicator
AU573203B2 (en) * 1983-01-28 1988-06-02 Dairy and Foods Labs.Inc. Preservative composition with colour indicator
EP0373759A1 (en) * 1988-11-30 1990-06-20 Imperial Chemical Industries Plc Compound, composition, process and use
AU617552B2 (en) * 1988-11-30 1991-11-28 Zeneca Limited Compound, composition, process and use
US5112871A (en) * 1988-11-30 1992-05-12 Imperial Chemical Industries Plc Anti-microbial bromo-nitro compounds
US5196344A (en) * 1990-02-27 1993-03-23 D & F Control Systems, Inc. Milk sample preservative

Also Published As

Publication number Publication date
US3558788A (en) 1971-01-26

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