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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H14N2O6S2.2Na
Molecular Weight 428.391
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TICARCILLIN DISODIUM

SMILES

[Na+].[Na+].CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](C([O-])=O)C3=CSC=C3)C(=O)N2[C@H]1C([O-])=O

InChI

InChIKey=ZBBCUBMBMZNEME-QBGWIPKPSA-L
InChI=1S/C15H16N2O6S2.2Na/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);;/q;2*+1/p-2/t7-,8-,9+,12-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C15H14N2O6S2
Molecular Weight 382.411
Charge -2
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
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

PubMed

PubMed

TitleDatePubMed
Epitope analysis of aztreonam by antiaztreonam monoclonal antibodies and possible consequences in beta-lactams hypersensitivity.
1992
Antimicrobial susceptibility and synergistic activity of meropenem against Gram-negative non-fermentative bacteria isolated from cystic fibrosis patients.
2003 Dec
[Antibiotic susceptibility and occurrence of ESBL in Pseudomonas aeruginosa strains isolated from different clinical specimens].
2004
[Mechanisms of resistance in Enterobacteriaceae towards beta-lactamase antibiotics].
2004
Detection of ticarcillin-clavulonic acid susceptibility with microdilution method in Citrobacter, Hafnia, Proteus and some gram negative bacteria.
2004
[Management of ENT diseases complications using ticarcillin clavulanate].
2004
An epidemiological analysis of Stenotrophomonas maltophilia strains in a university hospital.
2004 Apr
Comparative activity of beta-lactam agents (carbapenem excepted) against Pseudomonas aeruginosa strains with CARB or OXA beta-lactamases.
2004 Apr
A laboratory evaluation of antibiotic therapy for ciprofloxacin-resistant Pseudomonas aeruginosa.
2004 Aug
Detection and assay of beta-lactamases in clinical and non-clinical strains of Yersinia enterocolitica biovar 1A.
2004 Aug
The value of a CT-guided fine needle aspirate in infants with lung abscess.
2004 Aug
Antibiotic susceptibility patterns among respiratory isolates of Gram-negative bacilli in a Turkish university hospital.
2004 Aug 22
[Pseudomonas aeruginosa: a multicentric study of antibiotic resistance (1999-2000)].
2004 Dec
[Infectious cellulitis and Shewanella alga septicemia in an immunocompetent patient].
2004 Dec
Impact of a formulary switch from ticarcillin-clavulanate to piperacillin-tazobactam on colonization with vancomycin-resistant enterococci.
2004 Dec
[A 4-year study of Pseudomonas aeruginosa susceptibility to antibiotics (1998-2001) in northern Lebanon].
2004 Jul
Clinical significance of Roseomonas species isolated from catheter and blood samples: analysis of 36 cases in patients with cancer.
2004 Jun 1
[Carbapenemase detection in Acinetobacter baumannii clones resistant to imipenem].
2004 May
Clinical efficacy, tolerability, and cost savings associated with the use of open-label metronidazole plus ceftriaxone once daily compared with ticarcillin/clavulanate every 6 hours as empiric treatment for diabetic lower-extremity infections in older males.
2004 Sep
CTX-M beta-lactamase-producing Escherichia coli in long-term care facilities, France.
2004 Sep
Resistance to beta-lactam antibiotics in Aeromonas hydrophila isolated from rainbow trout (Oncorhynchus mykiss).
2004 Sep
Antimicrobial resistance of selected Salmonella isolates from food animals and food in Alberta.
2005 Feb
Effect of bovine lactoferrin on the MICs of ampicillin/sulbactam (UNASYN), amoxicillin/clavulanic acid (Augmentin), ticarcillin clavulanate (Timentin), and piperacillin-tazobactam (ZOSYN), against clinical and environmental isolates of motile Aeromonas.
2005 Jan
Antimicrobial susceptibility of bifidobacteria.
2005 Jan
Natural antimicrobial susceptibility patterns and biochemical identification of Escherichia albertii and Hafnia alvei strains.
2005 Mar
Inquilinus limosus in patients with cystic fibrosis, Germany.
2005 Mar
Antimicrobial use and Pseudomonas aeruginosa susceptibility profile in a cystic fibrosis centre.
2005 Mar
Acinetobacter baumanii folliculitis in a patient with AIDS.
2005 May
Patents

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: intravenous; intramuscular
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
Created
by admin
on Mon Oct 21 20:02:06 UTC 2019
Edited
by admin
on Mon Oct 21 20:02:06 UTC 2019
Record UNII
G8TVV6DSYG
Record Status Validated (UNII)
Record Version
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Name Type Language
TICARCILLIN DISODIUM
GREEN BOOK   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
USAN  
Official Name English
TICARPEN
Brand Name English
TICARCILLIN DISODIUM SALT [MI]
Common Name English
TICILLIN
Brand Name English
TICARCILLIN SODIUM [EP]
Common Name English
TICARCILLIN DISODIUM [WHO-DD]
Common Name English
BRL 2288
Code English
TICARCILLIN SODIUM [JAN]
Common Name English
BRL-2288
Code English
TICARCILLIN DISODIUM [ORANGE BOOK]
Common Name English
TICARCILLIN DISODIUM [USP]
Common Name English
N-(2-CARBOXY-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPT-6-YL)-3-THIOPHENEMALONAMIC ACID DISODIUM SALT
Common Name English
TICARCILLIN SODIUM [MART.]
Common Name English
TICARCILLIN SODIUM
EP   JAN   MART.  
Common Name English
TICARCILLIN DISODIUM SALT
MI  
Common Name English
TICARCILLIN DISODIUM [USAN]
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((CARBOXY-3-THIENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, DISODIUM SALT, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
Common Name English
TICARCILLIN DISODIUM COMPONENT OF TIMENTIN
Common Name English
TICAR
Brand Name English
MONAPEN
Brand Name English
TICARCILLIN DISODIUM [GREEN BOOK]
Common Name English
TICARCILLIN DISODIUM [VANDF]
Common Name English
DISODIUM TICARCILLIN
Common Name English
TIMENTIN COMPONENT TICARCILLIN DISODIUM
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1558
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
Code System Code Type Description
CAS
4697-14-7
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
470375
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
EVMPD
SUB04857MIG
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
NCI_THESAURUS
C65205
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
EPA CompTox
4697-14-7
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
RXCUI
142447
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY RxNorm
WIKIPEDIA
Ticarcillin disodium
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
CAS
29457-07-6
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
MERCK INDEX
M10854
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY Merck Index
EVMPD
SUB12367MIG
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
ECHA (EC/EINECS)
249-642-5
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
ChEMBL
CHEMBL1449
Created by admin on Mon Oct 21 20:02:07 UTC 2019 , Edited by admin on Mon Oct 21 20:02:07 UTC 2019
PRIMARY
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IMPURITY -> PARENT
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IMPURITY -> PARENT
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EP
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ACTIVE MOIETY