Ticarcillin

Ticarcillin Basic information
Brand Name(s) in US
Product Name:Ticarcillin
Synonyms:(2s,5r,6r)-6-[[(2r)-2-carboxy-2-thiophen-3-yl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;TRIARCILLIN;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxy-3-thienylacetyl)amino]-3,3-dimethyl-7-oxo-, [2S-[2a,5a,6b(S*)]]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-carboxy-3-thienylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- (9CI);6-[D-(-)-a-Carboxy-3-thienylacetamido]penicillanic acid;Ticarcillin acid;Ticarcillin Supplement,Ticarcillin;TICARCILLIN
CAS:34787-01-4
MF:C15H16N2O6S2
MW:384.43
EINECS:252-213-5
Product Categories:
Mol File:34787-01-4.mol
Ticarcillin Structure
Ticarcillin Chemical Properties
Boiling point 768.3±60.0 °C(Predicted)
density 1.62±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pkapKa 2.89±0.05(H2O t=25.0 I=0.15 (KCl)) (Uncertain);3.28±0.04 (Uncertain)
CAS DataBase Reference34787-01-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 42/43
Safety Statements 22-36/37-45
WGK Germany 3
MSDS Information
Ticarcillin Usage And Synthesis
Brand Name(s) in USTimentin
DescriptionTemocillin disodium is a broad-spectrum, β-lactamase resistant, injectable penicillin. High serum levels and a five hour half-life allow once or twice-daily dosing.
OriginatorBeecham (United Kingdom)
UsesTicarcillin (SB) is a significant penicillin antibiotic that incorporates the thiophene ring system.
UsesTicarcillin is a carboxypenicillin belonging to the beta-lactam class of antibiotics. Ticarcillin is an injectable antibiotic used in the treatment of infections caused by gram-negative bacteria, particularly Pseudomonas aeruginosa.
UsesTicarcillin is a carboxypenicillin belonging to the beta-lactam class of antibiotics. Ticarcillin is an injectable antibiotic used in the treatment of infections caused by gram-negative bacteria, part icularly Pseudomonas aeruginosa.
DefinitionChEBI: A penicillin compound having a 6beta-[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino side-group.
Brand nameTEMOPEN
Antimicrobial activityBecause it is hydrolyzed less rapidly than ampicillin, non-β- lactamase-producing strains of N. gonorrhoeae, ampicillin-susceptible H. influenzae and some Enterobacteriaceae are susceptible. Most aerobic and anaerobic Gram-positive bacteria are susceptible, with the exception of E. faecalis and β-lactamase-producing Staph. aureus. Anaerobic Gram-negative bacteria including B. fragilis are usually susceptible. Bactericidal synergy with aminoglycosides is demonstrable against Ps. aeruginosa and enterobacteria.
Acquired resistanceTicarcillin is generally cross-resistant with carbenicillin. It is somewhat stable to hydrolysis by AmpC-mediated β-lactamases of Gram-negative bacilli, but can be hydrolyzed by most other chromosomally and plasmid-mediated enzymes unless protected by a β-lactamase inhibitor.
PharmacokineticsOral absorption: Negligible
Cmax 1 g intramuscular: 35 mg/L after 1 h
Plasma half-life: 1.3 h
Volume of distribution: 0.21 L/kg
Plasma protein binding: 50–60%
Absorption and distribution
It is not orally absorbed. On parenteral co-administration with gentamicin, the plasma concentration of ticarcillin is unaffected, but the concentration of gentamicin is lowered. It enters the serous fluids, providing concentrations up to 60% of those of the plasma. It does not cross the normal meninges but levels of up to 50% of those of the plasma can be found in meningitis.
Metabolism and excretion
Up to 15% is excreted as penicilloic acid, a higher percentage than for carbenicillin (up to 5%). Some is excreted in the bile, producing levels 2–3 times those in the plasma, but the main route of excretion is through the kidneys (80%), principally as unchanged drug, appearing in the urine in the first 6 h. It is more rapidly eliminated in children with cystic fibrosis.







Clinical UseSerious infection, including septicemia, respiratory tract infections, genitourinary tract infections and skin and soft-tissue infections caused by susceptible bacteria
Side effectsAs with all penicillins, hypersensitivity reactions may occur, but are less frequent and severe than those associated with benzylpenicillin. Rashes and eosinophilia occur; reversible abnormalities of liver function can develop. Since large doses of the drug have to be used, convulsions can occur, as with other penicillins, and being a disodium salt, electrolyte disturbances can result from the sodium load and from loss of potassium.
SynthesisTicarcillin, [2S-(2|á,5|á,6|?)]-3,3-dimethyl-7-oxo-6-[2-carboxy-2-(3-thienyl) acetamido]-4-thia-1-azabicyclo[3.2.0]-heptan-2-carboxylic acid (32.1.1.34), is synthesized by direct acylation of 6-APA in the presence of sodium hydroxide, but with 3-thienylmalonic acid chloride (32.1.1.33), which gives ticarcillin.

Synthesis_34787-01-4

Ticarcillin Preparation Products And Raw materials
Carboxy styrene-butadiene latex Dacthal TICARCILLIN/POTASSIUM CLAVULANATE N,N-Dimethylformamide Ticarcillin disodium salt ETHANE Dimethyl fumarate Ticarcillin sodium,TICARCILLIN DISODIUM Ticarcillin Dibenzothiophene Thifensulfuron methyl Dimethyl sulfoxide Dimethyl ether Dimethyl carbonate Tetrahydrothiophene Cephalothin sodium Dimethyl phthalate Dimethyl sulfate

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.