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Ticarcillin sodium

CAS No.
74682-62-5
Chemical Name:
Ticarcillin sodium
Synonyms
TICAR;TRIARCILLINSODIUM;Ticacillin sodium;Ticarcillin sodium;TICARCILLIN DISODIUM;Ticarcillin MonosodiuM Monohydrate;Ticarcillin Monosodium Monohydrate (200 mg);Ticarcillin Monosodium Monohydrate (1667304);TICARCILLIN SODIUM EPT(CRM STANDARD) USP/EP/BP;(2S,5S,6R)-6-[[(2R)-CARBOXY-3-THIENYLACETYL]AMINO]-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3,2,0]HEPT
CBNumber:
CB7147337
Molecular Formula:
C15H14N2Na2O6S2
Molecular Weight:
428.39
MDL Number:
MFCD07787410
MOL File:
74682-62-5.mol
Last updated:2024-04-24 17:21:45

Ticarcillin sodium Properties

storage temp. -20°C
CAS DataBase Reference 74682-62-5(CAS DataBase Reference)
FDA UNII SM6JM116PM

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H334-H317
Precautionary statements  P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
HS Code  2941106000

Ticarcillin sodium price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000465 Ticarcillin monosodium European Pharmacopoeia (EP) Reference Standard 74682-62-5 y0000465 $154 2024-03-01 Buy
Sigma-Aldrich 1667304 Ticarcillin monosodium 74682-62-5 350mg $440 2024-03-01 Buy
Arctom AS033050 Ticarcillinsodium 74682-62-5 1g $118 2021-12-16 Buy
Arctom AS033050 Ticarcillinsodium 74682-62-5 5g $412 2021-12-16 Buy
Product number Packaging Price Buy
Y0000465 y0000465 $154 Buy
1667304 350mg $440 Buy
AS033050 1g $118 Buy
AS033050 5g $412 Buy

Ticarcillin sodium Chemical Properties,Uses,Production

Originator

Ticar,Beecham,US,1976

Uses

Ticar (Glaxo-SmithKline).

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

Clinical Use

Ticarcillin disodium, α-carboxy-3-thienylpenicillin (Ticar),is an isostere of carbenicillin in which the phenyl group is replacedby a thienyl group. This semisynthetic penicillinderivative, like carbenicillin, is unstable in acid and, therefore,must be administered parenterally. It is similar tocarbenicillin in antibacterial spectrum and pharmacokineticproperties. Two advantages for ticarcillin are claimed:(a) slightly better pharmacokinetic properties, includinghigher serum levels and a longer duration of action; and(b) greater in vitro potency against several species of Gramnegativebacilli, most notably P. aeruginosa and Bacteroidesfragilis. These advantages can be crucial in the treatment ofserious infections requiring high-dose therapy.

Ticarcillin sodium Preparation Products And Raw materials

Global( 82)Suppliers
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View Lastest Price from Ticarcillin sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ticarcillin sodium pictures 2024-04-24 Ticarcillin sodium
74682-62-5
US $8.00-2.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Ticarcillin sodium pictures 2024-04-12 Ticarcillin sodium
74682-62-5
US $0.00 / kg 1kg 99% 10000kg Shaanxi TNJONE Pharmaceutical Co., Ltd
Ticarcillin sodium pictures 2022-05-17 Ticarcillin sodium
74682-62-5
US $1.10 / g 1g 99.9% Min 100 Tons Dideu Industries Group Limited
(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 (2S,5S,6R)-6-[[(2R)-CARBOXY-3-THIENYLACETYL]AMINO]-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3,2,0]HEPT TICAR TICARCILLIN DISODIUM TRIARCILLINSODIUM Ticarcillin sodium Ticarcillin Monosodium Monohydrate (200 mg) Ticarcillin MonosodiuM Monohydrate (2S,5R,6R)-6-[[(2R)-2-carboxy-2-thiophen-3-yl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid monosodium salt TICARCILLIN SODIUM EPT(CRM STANDARD) USP/EP/BP Ticarcillin sodiumQ: What is Ticarcillin sodium Q: What is the CAS Number of Ticarcillin sodium Q: What is the storage condition of Ticarcillin sodium Ticarcillin Monosodium Monohydrate (1667304) Ticacillin sodium (2S,5R,6R)-6-((R)-2-Carboxy-2-(thiophen-3-yl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid monosodium salt 74682-62-5 C15H15N2NaO6S2 Antibiotics Antibiotics A to Z BioChemical Antibiotics T-Z