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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H16N2O6S2
Molecular Weight 384.427
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TICARCILLIN

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](C(O)=O)C3=CSC=C3)C(O)=O

InChI

InChIKey=OHKOGUYZJXTSFX-KZFFXBSXSA-N
InChI=1S/C15H16N2O6S2/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t7-,8-,9+,12-/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H16N2O6S2
Molecular Weight 384.427
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Ticarcillin (also known as Ticar) is a semisynthetic antibiotic with a broad spectrum of bactericidal activity against many gram-positive and gram-negative aerobic and anaerobic bacteria. Ticarcillin is not absorbed orally; therefore, it must be given intravenously or intramuscularly. Ticarcillin's antibiotic properties arise from its ability to prevent cross-linking of peptidoglycan during cell wall synthesis when the bacteria tries to divide, causing death. Usage of ticar was discontinued.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
TICAR
Curative
TICAR
Curative
TICAR
Curative
TICAR
Curative
TICAR

Cmax

ValueDoseCo-administeredAnalytePopulation
576.2 mg/L
5 g single, intravenous
TICARCILLIN serum
Homo sapiens
621.8 mg/L
5 g single, intravenous
TICARCILLIN serum
Homo sapiens
431.5 mg/L
3 g single, intravenous
TICARCILLIN serum
Homo sapiens
324 μg/mL
3 g single, intravenous
TICARCILLIN serum
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
747 mg × h/L
5 g single, intravenous
TICARCILLIN serum
Homo sapiens
890 mg × h/L
5 g single, intravenous
TICARCILLIN serum
Homo sapiens
538 mg × h/L
3 g single, intravenous
TICARCILLIN serum
Homo sapiens
485 μg × h/mL
3 g single, intravenous
TICARCILLIN serum
Homo sapiens
339 μg × h/mL
50 mg/kg bw single, intravenous
TICARCILLIN serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
74.8 min
5 g single, intravenous
TICARCILLIN serum
Homo sapiens
84.7 min
5 g single, intravenous
TICARCILLIN serum
Homo sapiens
80.7 min
3 g single, intravenous
TICARCILLIN serum
Homo sapiens
76 min
5 g single, intravenous
TICARCILLIN plasma
Homo sapiens
1.1 h
3 g single, intravenous
TICARCILLIN serum
Homo sapiens
1 h
50 mg/kg bw single, intravenous
TICARCILLIN serum
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
55%
3 g single, intravenous
TICARCILLIN serum
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer





Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Bacterial septicemia: 200 to 300 mg/kg/day by I.V. infusion in divided doses every 4 or 6 hours. Respiratory tract infections: (The usual dose is 3 grams given every 4 hours [18 grams/day] or 4 grams given every 6 hours [16 grams/day] depending on weight and the severity of the infection.) Urinary tract infections: Complicated: 150 to 200 mg/kg/day by I.V. infusion in divided doses every 4 or 6 hours. (Usual recommended dosage for average [70 kg] adults: 3 grams q.i.d.) Uncomplicated: 1 gram I.M. or direct I.V. every 6 hours.
Route of Administration: Other
In Vitro Use Guide
A total of 632 clinical bacterial isolates were tested for susceptibility to twofold dilutions of ticarcillin alone and in combination with 1, 2, and 4 micrograms of clavulanic acid (CA) (Timentin) per ml by a reference microdilution method. With the addition of CA, ticarcillin MICs were reduced eightfold or greater with 54 of 59 (92%) strains of the family Enterobacteriaceae with ticarcillin MICs of greater than or equal to 64 micrograms/ml. Ticarcillin MICs for beta-lactamase-producing Haemophilus influenzae, Neisseria gonorrhoeae, and most Staphylococcus aureus were reduced to less than or equal to 0.5 micrograms/ml when CA was added.
Substance Class Chemical
Record UNII
F93UJX4SWT
Record Status Validated (UNII)
Record Version