Anti-Infective Agents Flashcards
deals with the physicochemical properties of drugs that affect its biological action
ORGANIC MEDICINAL CHEMISTRY
the practice of medicinal chemistry is devoted to the discovery and development of new drugs
ORGANIC MEDICINAL CHEMISTRY
disinfects drinking water
Halazone
(2% solution of iodine in 50% alcohol with NaI)
Iodine tincture
produces numbness when applied to tongue; ingred in lozenges
Hexylresorcinol
Used before discovery of sulfonamides and antibiotics
DYES
Antisepsis, irrigation of mucous membranes
Benzethonium Chloride
active against anaerobic bacteria, wound cleansing
Hydrogen Peroxide
Nonsporulating microorganisms (65C-100C)
Pasteurization
Completely denatured alcohol contains added methanol (wood alcohol) and benzene
Denatured
Phenol with 10% water
Liquefied Phenol
complex with the nonionic surfactant polymer, polyvinylpyrrolidone
Povidone Iodine (Betadine)
was a very popular antiseptic for skin & ocular infections
Nitromersol
Antidote for cyanide poisoning
Methylene Blue
mixture of three isomeric methylphenols; obtained from coal tar or petroleum
Cresol
Rapidly bactericidal (50% to 95%), 40% equal antiseptic power to a 60% ethanol
Isopropyl
components: glutaraldehyde and buffer
Glutarol/Glutaraldehyde (Cidex)
easily adsorbed onto skin and enters sebaceous glands (neurotoxicity)
Hexachlorophene
from clove oil; applied on cotton to relieve toothaches, ingredient in mouthwashes
Eugenol
most effective topical OTC agent for the control of acne
Hydrous Benzoyl Peroxide (2.5%, 5%, 10%)
complex of sodium salt of dodecylbenzesulfonic acid and hypochlorous acid
Oxychlorosene Sodium
used for skin infections
Ammoniated Mercury (white precipitate)
vaginal suppositories (yeast infections), topical (cutaneous candidiasis)
Gentian Violet (Crystal v)
Best antiseptic based on antibacterial effect, no systemic toxicity
Chlorhexidine (Bactidol)
a glyceryltriacetate solution is used as wound dressing
Chloroazodin
(2% iodine in water with KI)
Iodine Solution
releases hydrogen peroxide when mixed with water
Carbamide Peroxide (urea + H2O2)
weak antiseptic, keratolytic
Resorcinol
used in combination with camphor in liquid petrolatum
p Chlorophenol
Used to sterilize temp sensitive medical equipment and those that could not be autoclaved
Ethylene Oxide
Astringent, rubefacient, refrigerant, mild local anesthetic
Rubbing (70%)
Reduction to a level acceptable for public health
Sanitation
Destruction or marked reduction in the number or activity of microorganisms
Decontamination
2% (shampoo), for athlete’s foot and jock itch
p Chloro-m-xylenol
m-cresol; from Thymus vulgaris; mild fungicidal (tinea)
Thymol
(5% iodine in water with KI)
Lugol’s sol’n/Strong Iodine Sol’n
topical bacteriostatic antiseptic
Thimerosal
carbol fuchsin solution (Castellani’s paint) used topically for fungal infections
Basic Fuchsin
General antiseptic, tx of gingivitis (Forms: lozenges, mouthwash)
Cetylpyridinum Chloride
preservative
Chlorocresol
for diaper rash (Bacterium ammoniagenes which produces NH4 in urine)
Methylbenzethonium Chloride
were used as antiseptic
Mercurous Chloride (calomel)
Detergent, emulsifier, wetting agt, antiseptic, preservative (+Na nitrate)
Benzalkonium Chloride
nlt 99% ethanol; obtained by azeotropic distillation
Dehydrated/Absolute
Kills all types including spores
Sterilization
introduced phenol (carbolic acid)
Joseph Lister
Salvarsan (compound 606), Selective toxicity
Paul Ehrlich
On inanimate objects
Disinfection
Apply to living tissue
Antisepsis
anti infective agents that are used locally
Germicides
Exhibits germicidal activity (general protoplasmic poison), caustic, local anesthetic
Phenol (carbolic acid)
disinfection of water supplies and forms Hypochlorous acid (HClO) when dissolved in water
CHLORINE CONTAINING COMPOUNDS
(Iodine + nonionic surfactants)
Iodophors
(corrosive sublimate)
Mercuric Chloride
(oldest known germicide)
Iodine
(sodium arsanilate and arsphenamine) for sleeping sickness
Atoxyl
(Spiritus vini rectificatus, wine spirit, Grain alcohol)
Alcohol, USP
As water solubility ↓
potency ↓ with MW
Most widely abused of all recreational drugs
Alcohol
Forms colorless leucobase and in alkaline conditions
DYES
poor penetrability to infected tissues and organic matter
OXIDIZING AGENTS
nlt 37% of formaldehyde + methanol (retard polymerization to formic acid and paraformaldehyde)
Formaldehyde Solution (Formalin)
Fermentation product from grain and many other carbs, or sulfuric acid catalyzed hydration of ethylene
Alcohol
activity ↑ with MW until C8 (octanol)
Branching ↓ antibacterial potency
Mechanism of Action of Formaldehyde Solution (Formalin)
direct, nonspecific alkylation of nucleophilic functional groups
10% ethylene oxide + 90% CO2 (to prevent explosion)
Carboxide
Mechanism of Action of OXIDIZING AGENTS
Oxidation (peroxides) and protein denaturation (permanganates)
Active against G+ bacteria and many fungi; Gram negative bacteria are generally resistant
DYES
Quaternary ammonium compounds that ionize with water and exhibit surface active properties
CATIONIC SURFACTANTS
ratio of a dilution of a given test disinfectant to the solution of phenol that is required to kill a strain of S.typhi under carefully controlled time and temperature
phenol coefficient
Mechanism of Action of Ethylene Oxide
alkylation of functional groups in nucleic acids and proteins
As primary alcohol chain ↑, Van der Waals interactions ↑
ability to penetrate microbial membranes ↑
Commercial: 95% ethanol (forms an azeotrope in water that distills at 78.2:C)
Alcohol
Antidote used to treat alcoholism
disulfiram
Mechanism of Action of disulfiram
blocks aldehyde dehydrogenase—>acetaldehyde (nausea, vomiting, flushing)
straight chain and substitution with alkyl, aryl, and halogen
↑ bactericidal activity
Used before discovery of sulfonamides and antibiotics
DYES
Mechanism of Action of MERCURIALS
reaction with sulfhydryl SH) groups in enzymes and other proteins (reversible by treatment with thiol
containing compds such as cysteine and dimercaprol *BAL)
(standard for germicides)
PHENOLS AND THEIR DERIVATIVES
low concentrations : denature bacterial proteins
high concentrations : lysis of cell membranes
(does not ionize readily)
compounds with at least one carbon mercury bond
(ionize partially or completely)
mercury bonded to heteroatoms
Why is that antibacterial activity greatly reduced in the serum?
because of presence of proteins that inactivate Hg compds
promotes the conversion of hemoglobin to methemoglobin
High conc
treat drug induced methemoglobinemia
Low conc
solutions are intended for disinfecting surgical instruments, gloves, etc. (NEVER REUSE can harbor pathogens)
CATIONIC SURFACTANTS
Mechanism of Action of CATIONIC SURFACTANTS
adsorb onto the surface of bacterial cell, causing lysis
inactivated by soaps and other detergents, also adsorbed on glass, talc, and kaolin to reduce action
CATIONIC SURFACTANTS
tissue constituents, blood, serum, and pus tend to reduce effectiveness of these substances
CATIONIC SURFACTANTS
pioneer of CATIONIC SURFACTANTS
Gerhard Domagk