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Dicloxacillin

Dicloxacillin Structure
CAS No.
3116-76-5
Chemical Name:
Dicloxacillin
Synonyms
dicloxacilin;Dicloxacilina;Dicloxacilline;brl1702;R 13423;maclicine;Stapenor D;Staphcillin A;DICLOXACILLIN;Dichloxacillin
CBNumber:
CB6704937
Molecular Formula:
C19H17Cl2N3O5S
Molecular Weight:
470.33
MOL File:
3116-76-5.mol
Modify Date:
2023/4/23 13:52:06

Dicloxacillin Properties

Melting point 218 °C (decomp)
Boiling point 692.4±55.0 °C(Predicted)
Density 1.62±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka pKa 2.76(H2O t=37 I=0.15 (KCl)) (Uncertain)
Water Solubility 3.63 mg/L
CAS DataBase Reference 3116-76-5(CAS DataBase Reference)

Dicloxacillin Chemical Properties,Uses,Production

Description

Chemically this is 3(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl penicillin. It differs from cloxacillin by having two chloride ions attached to the phenyl group. It comes as oral capsules of 250 and 500 mg, and in an injectable formulation of 500 mg and 1 g.

Uses

Antibacterial.

Definition

ChEBI: A penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]formyl group.

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.

General Description

Dicloxacillin was synthesized by Bayer in 1965 starting with 6-aminopenicillanic acid. It is a penicillinase-stable and orally active semisynthetic penicillin and shows higher and longer serum concentrations than cloxacillin when administered orally. Dicloxacillin is used orally, either alone or in combination with ampicillin, to treat various infections, including those caused by benzylpenicillin-resistant bacteria.

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.

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.

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.

Dicloxacillin Preparation Products And Raw materials

Global( 84)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Medec Dragon Private Limited +91-9768474716 Maharashtra, India 59 58 Inquiry
Ebenezer Industries Gujarat, India 96 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29826 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Hefei TNJ Chemical Industry Co.,Ltd. 0551-65418671 China 34571 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-029-89586680 +86-18192503167 China 9030 58 Inquiry
)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3/// 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxyl/// 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(((3-(2,6-dichlorophenyl 6-(3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)penicillanicacid[qr 6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-6-(3-( brl1702 6-[3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid R 13423 Stapenor D Staphcillin A Dicloxacillin (base and/or unspecified salts) (2S,5R,6R)-6-[3-(2,6-Dichlorophenyl)-5-methylisoxazol-4-ylcarbonylamino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 6α-[[5-Methyl-3-(2,6-dichlorophenyl)-4-isoxazolyl]carbonylamino]penicillanic acid 7-[[3-(2,6-Dichlorophenyl)-5-methyl-oxazol-4-yl]carbonylamino]-3,3-dimethyl-6-oxo-2-thia-5-azabicyclo[3.2.0] Dichloxacillin dicloxacycline maclicine methyldichlorophenylisoxazolylpenicillin 3-(2,6-DICHLOROPHENYL)-5-METHYL-4-ISOXAZOLYL PENICILLIN 7-[[3-(2,6-dichlorophenyl)-5-methyl-oxazol-4-yl]carbonylamino]-3,3-dimethyl-6-oxo-2-thia-5-azabicyclo[3.2.0]heptane-4-carboxylic acid DICLOXACILLIN 4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 6-3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolylcarbonylamino-3,3-dimethyl-7-oxo-, (2S,5R,6R)- SODIUM DICLOXACILLIN [5-Methyl-3-(2,6-dichlorophenyl)-4-isoxazolylyl]penicillin 3-(2,6-Dichlorophenyl)-5-methyl-4-isooxazolylpenicillin 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo- (7CI, 8CI) DICLOXACILLIN MM(CRM STANDARD) Dicloxacillin USP/EP/BP DicloxacillinQ: What is Dicloxacillin Q: What is the CAS Number of Dicloxacillin Q: What is the storage condition of Dicloxacillin Q: What are the applications of Dicloxacillin Dicloxacillin 13C4Q: What is Dicloxacillin 13C4 Q: What is the CAS Number of Dicloxacillin 13C4 Q: What are the applications of Dicloxacillin 13C4 Dicloxacillinum dicloxacilin Dicloxacilina Dicloxacilline 3116-76-5 C19H17CL2N305S1 C19H16CL2N3NaO5S C19H17Cl2N3O5S