US3920842A - Methods of combatting fungi and bacteria using substituted-alpha isonitrosi-acetophenones - Google Patents
Methods of combatting fungi and bacteria using substituted-alpha isonitrosi-acetophenones Download PDFInfo
- Publication number
- US3920842A US3920842A US423211A US42321173A US3920842A US 3920842 A US3920842 A US 3920842A US 423211 A US423211 A US 423211A US 42321173 A US42321173 A US 42321173A US 3920842 A US3920842 A US 3920842A
- Authority
- US
- United States
- Prior art keywords
- bacteria
- fungi
- acetophenones
- formula
- alpha
- 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 - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/02—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by halogen atoms
Definitions
- novel biocidal compositions of the invention are comprised of a biocidally effective amount of at least one compound of formula I and preferably a carrier,
- compositions may also contain one or more other pesticidal agents.
- the biocidal compositions of the invention have remarkable bactericidal and germicidal properties which make them useful as industrial biocides for combatting fungi and bacteria which develop in aqueous or non-aqueous media used for the production of diverse industrial products. They are particularly useful for preventing and eliminating bacterial slime in paper-making circuits or in treatment of hides, vegetable tanning liquors, and leathers or in paints, lacquers, glues, ink and lubricating oils.
- Suitable compounds of formula I are m-bro'mo-wisonitroso-acetophe none described by Sassenberg [Ann., Vol. 594 (1955), p. 185], w-bromo-w-isonitroso-4-hydroxyacetophenone described by Perti. et al. [Indian J. Chem., Vol. 5 (12) (1967), p. 622] and bromo-m-isonitroso-4-methylacetophenone described by Perti et al. [Proc. Natl. Acad. Sci. India, Vol. 29 pt 3 (1960), p 287].
- compositions may also be incorporated into cosmetic soaps whose yield is capable of preventing the inconveniences caused by the presence of germs, particularly the bacteria on the surface of the human body.
- the m-bromo-m-isonitroso-acetophenones may be used to combat Aerobacter aerogenes, Pseudomonas aeruginosa, Serratia marcescens, Bacillus sublilis, Staphylococcus aureus, Escherichia coli, Flavobacterium aquaweight of Zeosil 39 (a precipitated synthetic hydrated 2 can beprepared by grinding the active compound with an inert solid or by impregnation of a solid support with .a solution of the active compound in a solvent which is next evaporated.
- a typical biocidal composition of the invention consists of a wettable powder containing 25 percent by weight of w-bromo-w-isonitroso-4-hydroxy acetophenone of formula I, 15 percent by weight of Ekapersol S (a condensation product of sodium naphthalene sulfonate), 0.5 percent by weight of Brecolane N.V.A. (sodium alkylnaphthalene sulfonate), 34.5 percent by silica) and 25 percent by weight of Vercoryl S (colloidal Kaolin).
- the novel method of the invention for combatting bacteria and fungi comprises contacting bacteria and fungi witha lethal amount of the acetophenones of formula I.
- the method is particularly useful for preventing the pollution of industrial waters such as aqueous waters in paper-making which may also contain sizing resins.
- the novel biocidal method comprise contacting bacteria and fungi with a biocidal amount of the acetophenone compounds of formula I and preferably preventing bacterial slime in aqueous media comprising incorporating a bactericidal amount of the acetophenone compounds of formula I in an aqueous media.
- the last reaction is preferably effected in an organic solvent such as methanol,ethanol, propanol or isopropanol and the reaction is more complete when terminated bromic gas.
- a method of combatting bacteria and fungi com- EXAMPLE 2 prising contacting bacteria and fungi with a lethal amount of a bactericidal and fungicidal compound of w-bromo w-isonitroso 4-hydr0xy acetophenone the formula 10 g of w-bromo-w-isonitroso-acetophenone and 10 g of sodium bromide were added to 120 ml of an ethanol 0 solution containing 17 g of hydrobromide gas per 100 LL ml and the mixture was stirred for 36 hours in a closed R -C NOH container.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Steroid Compounds (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7246323A FR2211263B1 (fi) | 1972-12-27 | 1972-12-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3920842A true US3920842A (en) | 1975-11-18 |
Family
ID=9109324
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US423211A Expired - Lifetime US3920842A (en) | 1972-12-27 | 1973-12-10 | Methods of combatting fungi and bacteria using substituted-alpha isonitrosi-acetophenones |
Country Status (15)
Country | Link |
---|---|
US (1) | US3920842A (fi) |
JP (1) | JPS504237A (fi) |
BE (1) | BE808967A (fi) |
CA (1) | CA1013764A (fi) |
CH (1) | CH582517A5 (fi) |
DE (1) | DE2364734A1 (fi) |
ES (1) | ES421788A1 (fi) |
FI (1) | FI54430C (fi) |
FR (1) | FR2211263B1 (fi) |
GB (1) | GB1447239A (fi) |
IT (1) | IT1008631B (fi) |
NL (1) | NL7317574A (fi) |
NO (1) | NO135457C (fi) |
SE (1) | SE401770B (fi) |
SU (2) | SU682095A3 (fi) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4304789A (en) * | 1978-06-08 | 1981-12-08 | Shell Oil Company | Benzoin oxime fungicides |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3790687A (en) * | 1970-02-24 | 1974-02-05 | Roussel Uclaf | Methods of combatting fungi and bacteria using substituted-alpha-isonitroso-acetophenones |
-
1972
- 1972-12-27 FR FR7246323A patent/FR2211263B1/fr not_active Expired
-
1973
- 1973-11-26 NO NO4496/73A patent/NO135457C/no unknown
- 1973-12-10 US US423211A patent/US3920842A/en not_active Expired - Lifetime
- 1973-12-18 SU SU731975853A patent/SU682095A3/ru active
- 1973-12-19 FI FI3919/73A patent/FI54430C/fi active
- 1973-12-19 JP JP48141427A patent/JPS504237A/ja active Pending
- 1973-12-20 SE SE7317253A patent/SE401770B/xx unknown
- 1973-12-21 NL NL7317574A patent/NL7317574A/xx not_active Application Discontinuation
- 1973-12-21 BE BE139153A patent/BE808967A/xx unknown
- 1973-12-24 CA CA188,878A patent/CA1013764A/fr not_active Expired
- 1973-12-24 IT IT54576/73A patent/IT1008631B/it active
- 1973-12-26 ES ES421788A patent/ES421788A1/es not_active Expired
- 1973-12-27 CH CH1816473A patent/CH582517A5/xx not_active IP Right Cessation
- 1973-12-27 GB GB5990173A patent/GB1447239A/en not_active Expired
- 1973-12-27 DE DE2364734A patent/DE2364734A1/de not_active Withdrawn
-
1975
- 1975-05-14 SU SU7502132094A patent/SU574144A3/ru active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3790687A (en) * | 1970-02-24 | 1974-02-05 | Roussel Uclaf | Methods of combatting fungi and bacteria using substituted-alpha-isonitroso-acetophenones |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4304789A (en) * | 1978-06-08 | 1981-12-08 | Shell Oil Company | Benzoin oxime fungicides |
Also Published As
Publication number | Publication date |
---|---|
IT1008631B (it) | 1976-11-30 |
FI54430B (fi) | 1978-08-31 |
CA1013764A (fr) | 1977-07-12 |
SE401770B (sv) | 1978-05-29 |
JPS504237A (fi) | 1975-01-17 |
CH582517A5 (fi) | 1976-12-15 |
NL7317574A (fi) | 1974-07-01 |
BE808967A (fr) | 1974-06-21 |
NO135457B (fi) | 1977-01-03 |
NO135457C (fi) | 1977-04-13 |
SU574144A3 (ru) | 1977-09-25 |
FR2211263B1 (fi) | 1976-10-29 |
SU682095A3 (ru) | 1979-08-25 |
ES421788A1 (es) | 1976-04-01 |
GB1447239A (en) | 1976-08-25 |
FR2211263A1 (fi) | 1974-07-19 |
FI54430C (fi) | 1978-12-11 |
DE2364734A1 (de) | 1974-07-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3877922A (en) | Algicidal dihalomethylglutaronitriles | |
AU606058B2 (en) | Novel biocides | |
US3489805A (en) | 2,3-dihalophenyl-3-iodopropargyl ethers | |
US3920842A (en) | Methods of combatting fungi and bacteria using substituted-alpha isonitrosi-acetophenones | |
US4489098A (en) | 2,2,3-Trihalopropionaldehydes as antimicrobial agents | |
US5055493A (en) | Antimicrobial composition and method of use in oil well flooding | |
US3920841A (en) | Methods of combatting fungi and bacteria using ' -chloro-' -isonitrosoacetophenone | |
US3981766A (en) | Method of controlling fungi and bacteria in paper products | |
US3950349A (en) | N-(N1 -11 -Benzisothiazolin-31 -31 -onylcarbonylthio)-1,2-benzisothiazolin-3-one | |
US4260634A (en) | Antimicrobial agents | |
US4073926A (en) | Mono-quaternary ammonium salts of hydantoin and compositions thereof | |
US3290351A (en) | Aryl esters of 3, 4-dichloro-phenyl thionocarbamates | |
US3790687A (en) | Methods of combatting fungi and bacteria using substituted-alpha-isonitroso-acetophenones | |
US4224324A (en) | Nitro-olefin-substituted quinoxaline dioxides | |
US3222398A (en) | Heptyloxyphenyl biguanide compounds | |
US2569409A (en) | Amide-linked bis-quaternary ammonium compounds | |
US4308283A (en) | Antimicrobial agents | |
GB2271718A (en) | Antimicrobial agents comprising polyquaternary ammonium compounds | |
CA1295549C (en) | Iodonium ylide compounds as antimicrobial agents | |
JP2006151941A (ja) | ビス四級アンモニウム塩化合物およびその製造方法 | |
US3753677A (en) | Tetracyanodithiadiene and its salts as bactericides and algicides | |
US2547365A (en) | Phenoxyethyl quaternary ammonium salts | |
JP2597848B2 (ja) | 工業用殺菌剤 | |
US5118534A (en) | Alkylthioethanamine carbamic acid derivatives and their use in biocidal compositions | |
US3031373A (en) | 8-quinolyl carbonate derivatives |