3116-76-5 Usage
Description
Dicloxacillin is a semi-synthetic antibiotic belonging to the penicillin group. It is chemically defined as 3(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl penicillin. This antibiotic differs from cloxacillin by having two chloride ions attached to the phenyl group, which enhances its resistance to the beta-lactamase enzyme, making it effective against a broader range of bacteria. It is available in oral capsule form (250 and 500 mg) and as an injectable formulation (500 mg and 1 g).
Uses
Used in Pharmaceutical Industry:
Dicloxacillin is used as an antibacterial agent for the treatment of various bacterial infections. It is particularly effective against gram-positive bacteria, such as Staphylococcus and Streptococcus species. The antibiotic works by inhibiting bacterial cell wall synthesis, leading to cell lysis and death.
Used in Hospital Settings:
In hospitals and other healthcare facilities, Dicloxacillin is used to treat skin infections, respiratory infections, bone and joint infections, and other gram-positive bacterial infections. Its effectiveness against methicillin-resistant Staphylococcus aureus (MRSA) makes it a valuable option for treating severe infections.
Used in Research and Development:
Dicloxacillin is also utilized in research and development for the study of antibiotic resistance, bacterial cell wall synthesis, and the development of new antibiotics with improved properties.
Used in Veterinary Medicine:
In addition to human medicine, Dicloxacillin is employed in veterinary medicine for the treatment of bacterial infections in animals, such as skin infections, respiratory infections, and urinary tract infections.
Therapeutic Function
Antibacterial
Antimicrobial activity
It is very highly bound to serum
protein, and its activity in the presence of human serum
in vitro is depressed to a greater extent than that of other
isoxazolylpenicillins.
Pharmacokinetics
Oral absorption: c. 50%
Cmax , 250 mg oral: 9 mg/L after 1 h
500 mg intramuscular: 14–16 mg/L after 0.5–1 h
Plasma half-life: 0.5 h
Plasma protein binding: 95–97%
Absorption
Absorption in the very young is poor and unpredictable.
Metabolism and excretion
Dicloxacillin is partly metabolized in the liver and about
10% of the circulating drug is in the form of metabolites.
Some 50–70% of a dose is excreted in the urine, about
20% as metabolites. It is eliminated both in the glomerular
filtrate and by tubular secretion, and plasma concentrations
are raised by probenecid. Parent drug and increased
proportions of metabolites accumulate in renal failure.
Elimination is increased through enhanced tubular secretion
in patients with cystic fibrosis.
Pharmacology
In terms of mechanism of action, antibacterial spectrum, and indications for use, it is
essentially no different than oxacillin and cloxacillin. Synonyms of this drug are diclocil,
novapen, diclex, and others.
The following type of semisynthetic penicillins that should be considered are those in
which amino acids, mainly α-aminophenylacetic or p-oxy-α-amino-phenylacetic acids,
act as the acyl radical (ampicillin, amoxacillin).
The antimicrobial spectrum of aminopenicillins is similar to penicillin G, with the
exception that they also act on a number of Gram-negative microorganisms. Both
aminopenicillins are destroyed by staphylococcus penicillinase.
Side effects
Phlebitis is common after intravenous injection. Its toxicity
is otherwise similar to that of other penicillins.
Clinical uses are those of the group 3 penicillins.
Check Digit Verification of cas no
The CAS Registry Mumber 3116-76-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,1 and 6 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3116-76:
(6*3)+(5*1)+(4*1)+(3*6)+(2*7)+(1*6)=65
65 % 10 = 5
So 3116-76-5 is a valid CAS Registry Number.
InChI:InChI=1/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1