Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K31/00—Medicinal preparations containing organic active ingredients
  • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
  • A61K31/05—Phenols
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
  • A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
  • C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
  • C07C39/17—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings containing other rings in addition to the six-membered aromatic rings, e.g. cyclohexylphenol

Definitions

• the compound of the present invention is, as a composition of matter, known in the art. See German national Patent Number 615,448, published July 4, 1935, to Hoffmann-La Roche and Company, Example 8. However, as
• a quasi-specificantimicrobial substance is one which is specific in the sense that it tends effectively to control either those microorganisms responding to a gram stain as negative, or to those responding as positive, but not to control all of a mixed population of microorganisms of which some manifest one and some another gram stain reaction.
• the quasi-specific phenomenon tends to become more and more distinctive.
• 2-cycloalkyl-4-chlorophenols are expected to show the same quasi-specificity and only a fraction of the bactericidal potency of the corresponding straight-chain alkyl derivatives. See page 2579 of the cited article.
• the process of the present invention results also in destruction of populations of acid-fast microorganisms including mixed populations of which some of the component members are acid-fast microorganisms.
• the present process offers advantage over the prior art processes of killing microorganisms in that a complete kill of microorganisms of a broader biological spectrum is effected, employing rates of toxicant sufficiently low that irritant side effects and objectionable phenolic odors are almost completely eliminated.
• Salmonella typhosa As a gram-negative organism, Salmonella typhosa was employed. As a gram-positive organism, Micrococcus pyogenes, var. aureus was employed.
• the killing dilution of o-cyclopentyl-p-chl0rophenol was found to be l:l6,000: that is to say, for example, one gram 4-chloro- 2-cyc1opentylphenol per 16 kilograms resulting aqueous dispersion. This value indicates that it is highly effective against bacteria of this sort.
• 4-chloro-2-cyclopentylphenol is of relatively very low toxicity as compared with halogenated phenols, generally, or alkyl phenols, generally or as compared with other halogenated, alkylated phenols.
• This low toxicity is manifest as both a low tendency to skin irritation upon dermal contact, and a low acute oral toxicity in mammals, upon massive single dose ingestions, as compared to other phenols at rates and in concentrations to give approximately equivalent antimicrobial action.
• microbiocidal amount of the present microbiocide will not be difficult with reference to the data given, and the phenol coefficient test methods included by incorporation. However, the following values are representative.
• the compound When contacted, in aqueous dispersion in amounts of not less than about ten parts 4-chloro-2-cyclopentylphenol per million parts dispersion, all parts by weight with a population of microorganisms, the compound inhibits growth and multiplication of most or all of microorganisms contacted. Some microorganisms may be more or less resistant. Other factors, such as history of the population, ambient conditions, and the like, may need to be considered.
• the 4-chloro-2-cyclopentylphenol in aqueous dispersion in concentration of as much as two percent of weight of dispersion, at or near the temperature of boiling water C.), and for a period of 15 to 30 minutes.
• the present microbiocide 4-chloro-2-cyclopentylphenol
• Method of killing Micrococcus pyagenes aureus which comprises contacting said organism with 4-chloro- Z-cyclopentylphenol.

Landscapes

• Life Sciences & Earth Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• General Health & Medical Sciences (AREA)
• Veterinary Medicine (AREA)
• Pest Control & Pesticides (AREA)
• Animal Behavior & Ethology (AREA)
• Pharmacology & Pharmacy (AREA)
• Public Health (AREA)
• Medicinal Chemistry (AREA)
• Agronomy & Crop Science (AREA)
• Epidemiology (AREA)
• Plant Pathology (AREA)
• Engineering & Computer Science (AREA)
• Dentistry (AREA)
• Wood Science & Technology (AREA)
• Zoology (AREA)
• Environmental Sciences (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)

Priority Applications (5)

Applications Claiming Priority (1)

Publications (1)

Family

ID=23639567

Family Applications (1)

Country Status (5)

Cited By (1)

Citations (1)

• 1964
  • 1964-11-25 US US414007A patent/US3323988A/en not_active Expired - Lifetime
• 1965
  • 1965-10-25 NL NL656513777A patent/NL144155B/xx unknown
  • 1965-11-17 GB GB48925/65A patent/GB1079322A/en not_active Expired
  • 1965-11-19 FR FR38982A patent/FR1480138A/fr not_active Expired
  • 1965-11-25 BE BE672825D patent/BE672825A/xx unknown

Patent Citations (1)

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