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Ticarcillin disodium salt

CAS No.
4697-14-7
Chemical Name:
Ticarcillin disodium salt
Synonyms
TICARCILLIN DISODIUM;Ticarcillin sodium;TICAR;Aerugipen;ticarpen;Ticillin;Ticalpenin;Neoanabactyl;Timentin sodium;Timentin, ?>99.0%
CBNumber:
CB3147339
Molecular Formula:
C15H17N2NaO6S2
Molecular Weight:
408.42
MDL Number:
MFCD07787410
MOL File:
4697-14-7.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Ticarcillin disodium salt Properties

Melting point >173°C (dec.)
storage temp. 2-8°C
solubility H2O: soluble50mg/mL
form powder
color white to light yellow
Merck 13,9505
Stability Moisture sensitive
InChIKey ZBBCUBMBMZNEME-QBGWIPKPSA-L
CAS DataBase Reference 4697-14-7(CAS DataBase Reference)
FDA UNII G8TVV6DSYG

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H315-H319-H334-H335
Precautionary statements  P302+P352-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  36/37/38-42-43-42/43
Safety Statements  26-36/37
WGK Germany  2
RTECS  XM9410000
HS Code  2941100000
NFPA 704
0
2 0

Ticarcillin disodium salt price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T5639 Ticarcillin disodium salt ≥95% 4697-14-7 1g $224 2024-03-01 Buy
Alfa Aesar J67144 Ticaracillin disodium salt, 50 mg/ml in distilled water sterile-filtered 4697-14-7 1ml $63.5 2023-06-20 Buy
Alfa Aesar J67144 Ticaracillin disodium salt, 50 mg/ml in distilled water sterile-filtered 4697-14-7 5x1ml $134 2021-12-16 Buy
Cayman Chemical 26065 Ticarcillin (sodium salt) 4697-14-7 1g $51 2024-03-01 Buy
Cayman Chemical 26065 Ticarcillin (sodium salt) 4697-14-7 25g $758 2024-03-01 Buy
Product number Packaging Price Buy
T5639 1g $224 Buy
J67144 1ml $63.5 Buy
J67144 5x1ml $134 Buy
26065 1g $51 Buy
26065 25g $758 Buy

Ticarcillin disodium salt Chemical Properties,Uses,Production

Brand Name(s) in US

Ticar, Ticillin

Description

Ticarcillin is a semisynthetic β-lactam antibiotic. It is active against P. aeruginosa, E. coli, P. mirabilis, P. rettgeri, and K. aerogenes (MICs = 4-125 μg/ml). Topical administration of ticarcillin (2.5 mg per eye) reduces P. aeruginosa colony count in rabbit eye. Formulations containing ticarcillin have been used in the treatment of a variety of bacterial infections.

Chemical Properties

Ticarcillin disodium salt is White Solid

Originator

Ticar,Beecham,US,1976

Uses

coccidiostat

Uses

The disodium salt of Ticarcillin, 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.

Definition

ChEBI: Ticarcillin disodium is an organic sodium salt. It contains a ticarcillin(2-).

Manufacturing Process

A mixture of monobenzyl-3-thienylmalonate (1.38 g, 5 mmol) and thionyl chloride (2.5 ml) was warmed at 50°C to 55°C for 1 hour, then at 60°C to 65°C for 10 minutes. The excess of thionyl chloride was removed in vacuo at not more than 30°C, the last traces being removed by codistillation with dry benzene (1 ml) under high vacuum, leaving monobenzyl3-thienylmalonyl chloride as a yellow oil.
The acid chloride obtained as described above was dissolved in dry acetone (10 ml) and added in a steady stream to a stirred solution of 6- aminopenicillanic acid (1.08 g, 5 mmol) in a mixture of N sodium bicarbonate (15 ml) and acetone (5 ml). After the initial reaction the reaction mixture was stirred at room temperature for 45 minutes, then washed with ether (3 x 25 ml). Acidification of the aqueous solution with N hydrochloric acid (11 ml) to pH 2 and extraction with ether (3 x 15 ml) gave an ethereal extract which was decolorized with a mixture of activated charcoal and magnesium sulfate for 5 minutes.
The resulting pale yellow ethereal solution was shaken with sufficient N sodium bicarbonate (4 ml) to give an aqueous extract of pH 7 to 7.5. This extract was concentrated to syrup at low temperature and pressure, then isopropanol was added with stirring until the mixture contained about 10% water.
Crystallization was initiated, and completed at about 0°C overnight, to give the sodium salt of α-(benzyloxycarbonyl)-3-thienylmethylpenicillin as white crystals in 50% weight yield. This product was estimated by colorimetric assay with hydroxylamine to contain 91% of the anhydrous sodium salt. A solution of the sodium salt of α-(benzyloxycarbonyl)-3- thienylmethylpenicillin (2.13 g, 4.3 mmol) in water (30 ml) was added to a suspension of 5% palladium on calcium carbonate (10.65 g) in water (32 ml) which had been prehydrogenated for 1 hour.
The mixture was then hydrogenated at just above atmospheric pressure for 1 1/2 hours and filtered through a Dicalite bed. The clear filtrate was evaporated at low temperature and pressure, and the residue dried in vacuo over phosphorus pentoxide, to give 1.64 g of the salt of α-(3- thienyl)methylpenicillin as a white solid. Colorimetric assay with hydroxylamine showed this salt to contain 94% of the anhydrous penicillin. Paper chromatography showed complete reduction of the benzyl group.

Therapeutic Function

Antibiotic

General Description

Ticarcillin was synthesized by Beecham Research Laboratories in 1971. The phenyl residue of carbenicillin was replaced by the 3-thienyl moiety. Ticarcillin shows almost the same activity as carbenicillin against gram-positive bacteria and a twofold higher activity against gram-negative bacteria. Its in vivo activity against Pseudomonas aeruginosa infections in mice is fourfold higher than that of sulbenicillin. Ticarcillin is used to treat sepsis, urinary tract infections, and serious Pseudomonas aeruginosa, Escherichia coli, Proteus, and Enterobacter infections in leukemic and other cancer patients.

Ticarcillin disodium salt Preparation Products And Raw materials

Global( 227)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
18192627656 1012@dideu.com China 3002 58
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Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649 sarah@tnjone.com China 1143 58
Apeloa production Co.,Limited
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CONIER CHEM AND PHARMA LIMITED
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SIMAGCHEM CORP
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View Lastest Price from Ticarcillin disodium salt manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ticarcillin disodium pictures 2024-11-19 Ticarcillin disodium
4697-14-7
US $30.00-0.00 / mg ≥98% 10g TargetMol Chemicals Inc.
Ticarcillin disodium pictures 2024-11-19 Ticarcillin disodium
4697-14-7
US $30.00-0.00 / mg ≥98% 10g TargetMol Chemicals Inc.
Ticarcillin disodium salt pictures 2024-11-19 Ticarcillin disodium salt
4697-14-7
US $1.00 / g 1g 0.98 1000 Apeloa production Co.,Limited

Ticarcillin disodium salt Spectrum

(2S,5S,6R)-6-[[(2R)-CARBOXY-3-THIENYLACETYL]AMINO]-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3,2,0]HEPT (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 Ticarcillin Sodium/Potassium Clavulanate (15:1) Ticarcillin disodium salt, Antibiotic for Culture Media Use Only 3-thiophenemalonamicacid,n-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicylo(3 ticarpen TICARCILLIN IMPURITY A(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-[[(THIOPHEN-3-YL)ACETYL]-AMINO]-4-THIA-1- AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID (DECARBOXYTICARCILLIN) EPT(CRM STANDARD) TicarcillinDisodiumC15H14N2Na2O6S2 Timentin sodium CSL Ticillin , Tarcil SmithKline Beecham Sodium Ticarcillin [2S-[2α,5α,6β(S^<*>^)]]-6-[(Carboxy-3-thienylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1- azabicyclo[3.2.0]heptane-2-carboxylic acid disodium salt Neoanabactyl Ticalpenin Ticarcillin disodium salt/Potassium clavulanate mixture (15:1) Ticarcillin disodium salt,(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 Ticillin Disodium Salt TiMentin (Ticarcillin/Clavunate,15:1) Disodium (2S,5R,6R)-6-[[(2RS)-2-carboxylato-2-(thiophen-3-yl)acetyl] amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Ticarcillin (sodium salt) 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[2-carboxy-2-(3-thienyl)acetyl]amino]-3,3-dimethyl-7-oxo-, sodium salt(1:2), (2S,5R,6R)- Timentin, ?>99.0% Ticarcillin monosodium CRS Ticarcillin disodium salt USP/EP/BP TimentiTimentin n Ticarcillin 13C3 disodium salt Ticarcillin disodium salt ≥95% (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 Ticillin Ticarcillin Disodium Salt extrapure, 85%, Endotoxin (BET) 0.05EU/mg TICAR TICARCILLIN DISODIUM Ticarcillin sodium Aerugipen Ticarcillin sodium, Ticarcillin disodium salt (2S,5R,6R)-6-[[2-carboxy-2-(3-thienyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt (1:2) (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(thiophen-3-yl)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (decarboxyticarcillin) 4697-14-7 C15H14N2O6S22Na C15H14N2Na2O6S2 C15H14N2O6S2Na2 Antibiotics T-Z Antibiotics A to Z Antibiotics BioChemical BAYCOX antibiotic 4697-14-7