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T5639

Sigma-Aldrich

Ticarcillin disodium salt

Synonym(s):

(2S,5R,6R)-6-[[(2R)-Carboxy-3-thienylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid disodium salt

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About This Item

Empirical Formula (Hill Notation):
C15H14N2Na2O6S2
CAS Number:
4697-14-7
Molecular Weight:
428.39
MDL number:
MFCD07787410
UNSPSC Code:
51282427
PubChem Substance ID:
24900306
NACRES:
NA.85

biological source

semisynthetic

form

powder or crystals

color

white to light yellow

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].[Na+].CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](C([O-])=O)c3ccsc3)C(=O)N2[C@H]1C([O-])=O

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

InChI key

ZBBCUBMBMZNEME-QBGWIPKPSA-L

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General description

Chemical structure: ß-lactam

Application

Ticarcillin is a semisynthetic antibiotic with a broad spectrum of bactericidal activity against many gram-positive and gram-negative aerobic and anaerobic bacteria. It is commonly used in combination with clavulanate in order to improve it′s efficacy. It is used to study appropriate dosing in pediatric patients who have cystic fibrosis.

Biochem/physiol Actions

Ticarcillin is a β-Lactam antibiotic that prevents bacterial cell wall biosynthesis at the level of peptidogylcan cross-linking by inhibiting peptidoglycan transpeptidases. It is derived from penicillin and is similar to carbenicillin in action. Ticarcillin is susceptible to degradation by ß-lactamases.

Packaging

1G

Other Notes

β-Lactam antibiotic
Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Keep in a dry place.

Storage and Stability

Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Keep in a dry place.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H319,H334,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ticarcillin is a semisynthetic penicillin for parenteral administration. The antibacterial activity of ticarcillin is similar to that of carbenicillin except that it is two to four times more active in vitro against Pseudomonas aeruginosa, generally less active against Gram-positive cocci
Jeffery T Zobell et al.
Journal of cystic fibrosis : official journal of the European Cystic Fibrosis Society, 9(4), 280-283 (2010-05-18)
The Intermountain Cystic Fibrosis Pediatric Center utilizes ticarcillin-clavulanate 400mg/kg/day divided every 6h, (maximum 24 g/day). This dosing strategy is higher than the Cystic Fibrosis Foundation (CFF) recommendations and the Food and Drug Administration (FDA) approved package labeling. The purpose is
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