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Cefradine
Cefradine (INN) or cephradine (BAN) is a first generation cephalosporin antibiotic. Indications *Respiratory tract infections (such as tonsillitis, pharyngitis, and lobar pneumonia) caused by group A beta-hemolytic streptococci and ''S. pneumoniae'' (formerly ''D. pneumonia'').Penicillin is the usual drug of choice in the treatment and prevention of streptococcal infections, including the prophylaxis of rheumatic fever. Cefuroxime is generally effective in the eradication of streptococci from the nasopharynx *Otitis media caused by group A beta-hemolytic streptococci, ''S. pneumoniae'', ''H. influenzae'', and staphylococci. *Skin and skin structure infections caused by staphylococci (penicillin-susceptible and penicillin-resistant) and beta-hemolytic streptococci. *Urinary tract infections, including prostatitis, caused by ''E. coli'', ''P. mirabilis'' and ''Klebsiella'' species. Formulations Cefradine is distributed in the form of capsules containing 250 mg or 50 ...
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Cefradine Synthesis
Cefradine ( INN) or cephradine (BAN) is a first generation cephalosporin antibiotic. Indications *Respiratory tract infections (such as tonsillitis, pharyngitis, and lobar pneumonia) caused by group A beta-hemolytic streptococci and ''S. pneumoniae'' (formerly ''D. pneumonia'').Penicillin Penicillins (P, PCN or PEN) are a group of β-lactam antibiotics originally obtained from ''Penicillium'' moulds, principally '' P. chrysogenum'' and '' P. rubens''. Most penicillins in clinical use are synthesised by P. chrysogenum using ... is the usual drug of choice in the treatment and prevention of streptococcal infections, including the prophylaxis of rheumatic fever. Cefuroxime is generally effective in the eradication of streptococci from the nasopharynx *Otitis media caused by group A beta-hemolytic streptococci, ''S. pneumoniae'', ''H. influenzae'', and staphylococci. *Skin and skin structure infections caused by staphylococci (penicillin-susceptible and penicillin- ...
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Cephalosporin Antibiotics
The cephalosporins (sg. ) are a class of β-lactam antibiotics originally derived from the fungus '' Acremonium'', which was previously known as ''Cephalosporium''. Together with cephamycins, they constitute a subgroup of β-lactam antibiotics called cephems. Cephalosporins were discovered in 1945, and first sold in 1964. Discovery The aerobic mold which yielded cephalosporin C was found in the sea near a sewage outfall in Su Siccu, by Cagliari harbour in Sardinia, by the Italian pharmacologist Giuseppe Brotzu in July 1945. Structure Cephalosporin contains a 6-membered dihydrothiazine ring. Substitutions at position 3 generally affect pharmacology; substitutions at position 7 affect antibacterial activity, but these cases are not always true. Medical uses Cephalosporins can be indicated for the prophylaxis and treatment of infections caused by bacteria susceptible to this particular form of antibiotic. First-generation cephalosporins are active predominantly against ...
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Staphylococci
''Staphylococcus'' is a genus of Gram-positive bacteria in the family Staphylococcaceae from the order Bacillales. Under the microscope, they appear spherical ( cocci), and form in grape-like clusters. ''Staphylococcus'' species are facultative anaerobic organisms (capable of growth both aerobically and anaerobically). The name was coined in 1880 by Scottish surgeon and bacteriologist Alexander Ogston (1844–1929), following the pattern established five years earlier with the naming of '' Streptococcus''. It combines the prefix "staphylo-" (from grc, σταφυλή, staphylē, bunch of grapes), and suffixed by the Modern (from ). Staphylococcus was one of the leading infections in hospitals and many strains of this bacterium have become antibiotic resistant. Despite strong attempts to get rid of them, staph bacteria stay present in hospitals, where they can infect people who are most at risk of infection. Staphylococcus includes at least 43 species. Of these, nine have t ...
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Ampicillin
Ampicillin is an antibiotic used to prevent and treat a number of bacterial infections, such as respiratory tract infections, urinary tract infections, meningitis, salmonellosis, and endocarditis. It may also be used to prevent group B streptococcal infection in newborns. It is used by mouth, by injection into a muscle, or intravenously. Common side effects include rash, nausea, and diarrhea. It should not be used in people who are allergic to penicillin. Serious side effects may include ''Clostridium difficile'' colitis or anaphylaxis. While usable in those with kidney problems, the dose may need to be decreased. Its use during pregnancy and breastfeeding appears to be generally safe. Ampicillin was discovered in 1958 and came into commercial use in 1961. It is on the World Health Organization's List of Essential Medicines. The World Health Organization classifies ampicillin as critically important for human medicine. It is available as a generic medication. Medica ...
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Cefamandole
Cefamandole (INN, also known as cephamandole) is a second-generation broad-spectrum cephalosporin antibiotic. The clinically used form of cefamandole is the formate ester cefamandole nafate, a prodrug which is administered parenterally. Cefamandole is no longer available in the United States. The chemical structure of cefamandole, like that of several other cephalosporins, contains an ''N''-methylthiotetrazole (NMTT or 1-MTT) side chain. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase)(vitamin K supplement is recommended during therapy) and a reaction with ethanol similar to that produced by disulfiram (Antabuse), due to inhibition of aldehyde dehydrogenase. Cefamandole has a broad spectrum of activity and can be used to treat bacterial infections of the skin, bones and joints, urinary tract, and lower respiratory tract. The following represents cefamando ...
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Cephacetrile
Cefacetrile ( INN, also spelled cephacetrile) is a broad-spectrum first generation cephalosporin antibiotic An antibiotic is a type of antimicrobial substance active against bacteria. It is the most important type of antibacterial agent for fighting bacterial infections, and antibiotic medications are widely used in the treatment and prevention of ... effective in gram-positive and gram-negative bacterial infections. It is a bacteriostatic antibiotic. Cefacetrile is marketed under the trade names Celospor, Celtol, and Cristacef, and as Vetimast for the treatment of mammary infections in lactating cows. Synthesis It was made by reacting 7-ACA (7-aminocephalosporanic acid) with cyanoacetyl chloride in the presence of tributylamine. References Cephalosporin antibiotics Carboxylate esters Nitriles Acetate esters Carboxamides {{Antibiotic-stub ...
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Cephapirin
Cefapirin ( INN, also spelled cephapirin) is an injectable, first-generation cephalosporin antibiotic An antibiotic is a type of antimicrobial substance active against bacteria. It is the most important type of antibacterial agent for fighting bacterial infections, and antibiotic medications are widely used in the treatment and prevention of .... It is marketed under the trade name Cefadyl. Production for use in humans has been discontinued in the United States. It also has a role in veterinary medicine as Metricure, an intrauterine preparation, and combined with prednisolone in Mastiplan, an intramammary preparation. Both are licensed in cattle. Synthesis In one of the syntheses, 7-aminocephalosporanic acid ( 7-ACA) is reacted with bromoacetyl chloride to give the amide. The halo group is then displaced by 4-thiopyridine. References Cephalosporin antibiotics Enantiopure drugs 4-Pyridyl compounds Acetate esters {{antibiotic-stub ...
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Phenylglycine
Phenylglycine is the organic compound with the formula C6H5CH(NH2)CO2H. It is a non-proteinogenic alpha amino acid related to alanine, but with a phenyl group in place of the methyl group. It is a white solid. The compound exhibits some biological activity. Preparation It is prepared from benzaldehyde by amino cyanation ( Strecker synthesis). It can also be prepared from glyoxal and by reductive amination of phenylglyoxylic acid. Ester The ester methyl α‐phenylglycinate is used to convert carboxylic acids into homologated unsaturated ketones. These reactions proceed via cyclization of phenylglycinamides to oxazolones, which can be reductively cleaved with chromous reagents.{{cite encyclopedia , title=Methyl α‐Phenylglycinate , authors=Wolfgang Steglich Stefan Jaroch , year=2001 , doi=10.1002/047084289X.rm229 , encyclopedia=Encyclopedia of Reagents for Organic Synthesis, chapter=Methyl α-Phenylglycinate , isbn=0471936235 See also * ''N''-Phenylglycine * (RS)-MC ...
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Birch Reduction
The Birch reduction is an organic reaction that is used to convert arenes to cyclohexadienes. The reaction is named after the Australian chemist Arthur Birch and involves the organic reduction of aromatic rings in an amine solvent (traditionally liquid ammonia) with an alkali metal (traditionally sodium) and a proton source (traditionally an alcohol). Unlike catalytic hydrogenation, Birch reduction does not reduce the aromatic ring all the way to a cyclohexane. An example is the reduction of naphthalene in ammonia and ethanol: Reaction mechanism and regioselectivity A solution of sodium in liquid ammonia consists of the intensely blue electride salt a(NH3)xsup>+ e−. The solvated electrons add to the aromatic ring to give a radical anion, which then abstracts a proton from the alcohol. The process then repeats at either the ''ortho'' or ''para'' position (depending on substituents) to give the final diene. The residual double bonds do not stabilize further radi ...
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Klebsiella
''Klebsiella'' is a genus of Gram-negative, oxidase-negative, rod-shaped bacteria with a prominent polysaccharide-based capsule. ''Klebsiella'' species are found everywhere in nature. This is thought to be due to distinct sublineages developing specific niche adaptations, with associated biochemical adaptations which make them better suited to a particular environment. They can be found in water, soil, plants, insects and other animals including humans. ''Klebsiella'' is named after German-Swiss microbiologist Edwin Klebs (1834–1913). Carl Friedlander described ''Klebsiella'' bacillus which is why it was termed Friedlander bacillus for many years. The members of the genus ''Klebsiella'' are a part of the human and animal's normal flora in the nose, mouth and intestines. The species of ''Klebsiella'' are all gram-negative and usually non-motile. They tend to be shorter and thicker when compared to others in the family Enterobacteriaceae. The cells are rods in shape and gener ...
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Proteus Mirabilis
''Proteus mirabilis'' is a Gram-negative, facultatively anaerobic, rod-shaped bacterium. It shows swarming motility and urease activity. ''P. mirabilis'' causes 90% of all ''Proteus'' infections in humans. It is widely distributed in soil and water. ''Proteus mirabilis'' can migrate across the surface of solid media or devices using a type of cooperative group motility called swarming. ''Proteus mirabilis'' is most frequently associated with infections of the urinary tract, especially in complicated or catheter-associated urinary tract infections. Diagnosis An alkaline urine sample is a possible sign of ''P. mirabilis''. It can be diagnosed in the lab due to characteristic swarming motility, and inability to metabolize lactose (on a MacConkey agar plate, for example). Also ''P. mirabilis'' produces a very distinct fishy odor. Disease This rod-shaped bacterium has the ability to produce high levels of urease, which hydrolyzes urea to ammonia (NH3), so makes the urine more al ...
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