ChemicalBook > CAS DataBase List > Ticarcillin
Ticarcillin
Ticarcillin
- CAS No.34787-01-4
- Chemical Name:Ticarcillin
- CBNumber:CB7224768
- Molecular Formula:C15H16N2O6S2
- Formula Weight:384.43
- MOL File:34787-01-4.mol
Ticarcillin Property
- Boiling point 768.3±60.0 °C(Predicted)
- Density 1.62±0.1 g/cm3(Predicted)
- storage temp. 2-8°C
- pka pKa 2.89±0.05(H2O t=25.0 I=0.15 (KCl)) (Uncertain);3.28±0.04 (Uncertain)
- CAS DataBase Reference 34787-01-4(CAS DataBase Reference)
- FDA UNII F93UJX4SWT
- ATC code J01CA13
Safety
- Hazard Codes :Xn
- Risk Statements :42/43
- Safety Statements :22-36/37-45
- WGK Germany :3
-
Symbol(GHS)
- Signal wordDanger
- Hazard statements H317-H334
- Precautionary statements P261-P280-P342+P311
Ticarcillin Chemical Properties,Usage,Production
- Brand Name(s) in US Timentin
- Description Temocillin 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.
- Originator Beecham (United Kingdom)
- Uses Ticarcillin 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.
- Uses Ticarcillin (SB) is a significant penicillin antibiotic that incorporates the thiophene ring system.
- Definition ChEBI: A penicillin compound having a 6beta-[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino side-group.
- brand name TEMOPEN
- Antimicrobial activity Because 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 resistance Ticarcillin 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.
-
Pharmacokinetics
Oral 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 Use Serious infection, including septicemia, respiratory tract infections, genitourinary tract infections and skin and soft-tissue infections caused by susceptible bacteria
- Side effects As 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.
-
Synthesis
Ticarcillin, [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.
Ticarcillin Preparation Products And Raw materials
Raw materials
Preparation Products
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34787-01-4, TicarcillinRelated Search:
- Dacthal ETHANE Dimethyl sulfoxide Dimethyl fumarate Dimethyl sulfate Cephalothin sodium Dimethyl carbonate Dimethyl ether Tetrahydrothiophene Dimethyl phthalate N,N-Dimethylformamide Dibenzothiophene Thifensulfuron methyl Ticarcillin sodium,TICARCILLIN DISODIUM Carboxy styrene-butadiene latex Timentin Ticarcillin DisodiuM Salt Ticarcillin disodium salt
- 杂质对照品
- 氨基糖苷类抗生素
- BioChemical
- Media
- Microbiology
- Supplements
- C15H16N2O6S2
- 替卡西林杂质11
- 化合物 T20115
- 替卡西林酸
- 替卡西林添加剂
- 羧噻吩青霉素
- 替卡西林
- (2S,5R,6R)-3,3-二甲基-6-[2-羧基-2-(2-噻吩基)乙酰氨基]-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-羧酸
- 替卡西林(需办证)
- 34787-01-4
- Ticarcillin Impurity 11
- icarcillin
- Ticarcillin free base
- Ticarcillin DISCONTINUED. Please see T437901
- Ticarcillin USP/EP/BP
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-carboxy-2-(3-thienyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
- disodium (2S,5R,6R)-6-[[(2R)-2-carboxylato-1-oxo-2-(3-thiophenyl)ethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- Ticarcillin See T437901
- Temocillin Disodium
- Ticcarcillin acid
- TICARCILLIN
- Ticarcillin Supplement,Ticarcillin
- Ticarcillin acid
- 6-[D-(-)-a-Carboxy-3-thienylacetamido]penicillanic acid
- 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)
- 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*)]]-
- TRIARCILLIN
- (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