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| Clinical data | |
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| AHFS/Drugs.com | Monograph |
| MedlinePlus | a685037 |
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| Routes of administration | Intravenous |
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| Pharmacokinetic data | |
| Protein binding | 45% |
| Eliminationhalf-life | 1.1 hours |
| Excretion | Renal |
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| ECHA InfoCard | 100.047.451 |
| Chemical and physical data | |
| Formula | C15H16N2O6S2 |
| Molar mass | 384.42 g·mol−1 |
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Ticarcillin is acarboxypenicillin. It can be sold and used in combination withclavulanate asticarcillin/clavulanic acid. Because it is a penicillin, it also falls within the larger class ofβ-lactam antibiotics. Its main clinical use is as an injectable antibiotic for the treatment ofGram-negative bacteria, particularlyPseudomonas aeruginosa andProteus vulgaris. It is also one of the few antibiotics capable of treatingStenotrophomonas maltophilia infections.
It is provided as a white or pale-yellow powder. It is highly soluble in water, but should be dissolved only immediately before use to prevent degradation.
It was patented in 1963.[1]
Ticarcillin's antibiotic properties arise from its ability to prevent cross-linking ofpeptidoglycan duringcell wall synthesis, when the bacteria try todivide, causing cell death.[citation needed]
Ticarcillin, likepenicillin, contains a β-lactam ring that can be cleaved byβ-lactamases, resulting in inactivation of the antibiotic. Those bacteria that can express β-lactamases are, therefore, resistant to β-lactam antibiotics. Due at least in part to the common β-lactam ring, ticarcillin can cause reactions in patients allergic to penicillin. Ticarcillin is also often paired with aβ-lactamase inhibitor such asclavulanic acid (co-ticarclav).[citation needed]
Inmolecular biology, ticarcillin is used to as an alternative toampicillin to test the uptake ofmarker genes into bacteria. It prevents the appearance of satellite colonies that occur when ampicillin breaks down in the medium. It is also used in plant molecular biology to killAgrobacterium, which is used to deliver genes to plant cells.
Ticarcillin is not absorbed orally, so must be given by intravenous or intramuscular injection.
However Timentin contains clavulanate unlike Ticar
Carbenicillin is used in the clinic primarily because of its low toxicity and its utility in treatingurinary tract infections due to susceptiblePseudomonas species. Its low potency, low oral activity, and susceptibility to bacterialbeta-lactamases make it vulnerable to replacement by agents without these deficits. One contender in this race is ticaricillin. Its origin depended on the well-known fact that a divalent sulfur is roughly equivalent to a vinyl group (cfmethiopropamine,sufentanil,pizotyline etc.).
One synthesis began by making the monobenzyl ester of 3-Thienylmalonic acid, converting this to the acid chloride with SOCl2, and condensing it with 6-Aminopenicillanic acid (6-APA). Hydrogenolysis (Pd/C) completed the synthesis of ticarcillin.
