HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ticarcillin
Temocillin Disodium · icarcillin · TICARCILLIN · TRIARCILLIN · Ticarcillin acid · Ticcarcillin acid · Ticarcillin USP/EP/BP · Ticarcillin free base
Identifiers & Physical Properties
| CAS No. | 34787-01-4 |
|---|---|
| Molecular formula | C15H16N2O6S2 |
| Average molar mass | 384.4 g/mol |
| Monoisotopic mass | 384.04497858 g/mol |
| SMILES | CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](C(=O)O)c3ccsc3)C(=O)N2[C@H]1C(=O)O |
| InChIKey | OHKOGUYZJXTSFX-KZFFXBSXSA-N |
| PubChem CID | 36921 |
| ChEMBL | CHEMBL1449 |
| ChEBI | CHEBI:9587 |
| EC No. | 252-213-5 |
| DTXSID | DTXSID0023668 |
Chemical & Physical Properties
| XLogP | 0.8 |
|---|---|
| Topological polar surface area | 178 |
| Hydrogen bond donors | 3 |
| Hydrogen bond acceptors | 8 |
| Rotatable bonds | 5 |
| Heavy atoms | 25 |
| Formal charge | 0 |
| Complexity | 640 |
| Drugs | Pharmaceuticals -> AntibioticsPharmaceuticals -> Listed in ZINC15 |
| Solubility | 7.16e-02 g/L |
| Human Drugs | Breast FeedingLactationMilk, HumanAnti-Infective AgentsAntibacterial AgentsPenicillins |
| Physical Description | Solid |
| Boiling point | 768.3±60.0 °C(Predicted) |
| Density | 1.62±0.1 g/cm3(Predicted) |
| Storage conditions | 2-8°C |
| pKa (acidity coefficient) | 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 |
| GHS pictogram | GHS08 |
| Signal word | Danger |
| GHS hazard statements | H317-H334 |
| GHS precautionary statements | P261-P280-P342+P311 |
| Hazard symbols | Xn |
| Risk statements (R) | 42/43 |
| Safety statements (S) | 22-36/37-45 |
| Water hazard class (WGK) | 3 |
Safety & Regulations
| GHS classification | DangerH317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Other safety information | IMAP assessments - 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxy-3-thienylacetyl)amino]-3,3-dimethyl-7-oxo-, [2S-[2.alpha.,5.alpha.,6.beta.(S*)]]-: Environment tier I assessment |
| Hazard Classes and Categories | Skin Sens. 1 (100%) |
| Hepatotoxicity | Intravenous ticarcillin therapy has been associated with mild and transient serum aminotransferase elevations that were generally self-limited and only slightly more common with ticarcillin than with comparative antibiotics. Much more commonly reported were instances of anicteric hepatic injury from carbenicillin, a similar carboxypenicillin with extend coverage against Pseudomonas. Persons receiving high doses of intravenous carbenicillin not uncommonly (15% to 30%) developed serum aminotransferase elevations without jaundice, which promptly fell to normal with discontinuation or switching to another antibiotic. Recurrence is common with retreatment using carbenicillin, but not with ticarcillin. A similar phenomenon occurs with intravenous oxacillin. Rare instances of idiosyncratic, clinically apparent cholestatic liver injury have been reported in persons receiving ticarcillin in combination with clavulanate, some of which resemble the rare idiosyncratic reactions that can occur with many penicillins and which resemble the cholestatic liver injury that occurs after amoxicillin/clavulanate. |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)TicarcillinDILI NegativeIntramuscularIntravenousDOI:10.1016/j.drudis.2019.09.022 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Water hazard class (WGK) | 3 |
Applications & Uses
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.
Uses
Ticarcillin (SB) is a significant penicillin antibiotic that incorporates the thiophene ring system.
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.