TAK 599

ChemicalBook > CAS DataBase List > TAK 599

Product Name: TAK 599
CAS No.: 400827-46-5
Chemical Name: TAK 599
Synonyms: TAK 599;PPI 0903;Ceftaroline fosaMil;C22H22N8O8PS4. C2H3O2;Ceftaroline Fosamil Acetate;TAK-599 (ceftaroline fosamil);Ceftaroline fosamil acetate salt;Ceftaroline Fosamil Acetate Impurity;TAK-599; CEFTAROLINE FOSAMIL;TAK599; TAK 599;PPI-0903;PPI0903;PPI 0903;N-phosphono,PPI 0903,inhibit,TAK599,MRSA,TAK 599,PPI-0903,T-91825,Bacterial,Inhibitor,Antibiotic,infection,Ceftaroline fosamil,prodrug
CBNumber: CB02628440
Molecular Formula: C24H25N8O10PS4
Formula Weight: 744.72
MOL File: 400827-46-5.mol

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TAK 599 Property

storage temp.: Store at -20°C
solubility: DMSO : 30 mg/mL (40.28 mM; Need ultrasonic and warming)
form: Powder

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 23696
Product name: TAK-599
Purity: ≥98%
Packaging: 1mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 23696
Product name: TAK-599
Purity: ≥98%
Packaging: 5mg
Price: $270
Updated: 2024/03/01

Cayman Chemical

Product number: 23696
Product name: TAK-599
Purity: ≥98%
Packaging: 10mg
Price: $477
Updated: 2024/03/01

ChemScene

Product number: CS-2823
Product name: Ceftarolinefosamil
Purity: 99.81%
Packaging: 50mg
Price: $1450
Updated: 2021/12/16

ChemScene

Product number: CS-2823
Product name: Ceftarolinefosamil
Purity: 99.81%
Packaging: 100mg
Price: $2100
Updated: 2021/12/16

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TAK 599 Chemical Properties,Usage,Production

Description

Ceftaroline fosamil, also referred to as TAK-599, is a cephalosporin antibacterial agent that was approved in the United States in October 2010 for the IV treatment of acute bacterial skin and skin structure infections (ABSSSI) and community-acquired bacterial pneumonia (CABP). Ceftaroline fosamil is the water-soluble, N-phosphono prodrug of ceftaroline (T-91825), a broad-spectrum, bactericidal agent with potent activity against methicillin-resistant Staphylococcus aureus (MRSA) strains, multidrug resistant S. pneumonia, and common gram-negative organisms. Ceftaroline binds to PBP2a as well as other PBPs with high affinity and, as a result, retains potent activity. Ceftaroline exhibits activity against most gram-positive pathogens, including β-lactam-susceptible and -resistant S. aureus, vancomycin-resistant S. aureus, and resistant and susceptible forms of S. pneumoniae but has weak activity against Enterococcus sp. The gram-negative antibacterial activity of ceftaroline is limited mainly to respiratory pathogens such as Moraxella catarrhalis and Haemophilus influenzae.

Originator

Takeda (Japan)

Definition

ChEBI: An acetate salt obtained by reaction of ceftaroline fosamil with one equivalent of acetic acid. A prodrug for ceftaroline, used for the treatment of adults with acute bacterial skin and skin structure infections.

brand name

Teflaro

Synthesis

Reports from Takeda describe a process preparation of ceftaroline fosamil in 100 g scale which relies upon the assembly and union of fragments 112 and 114. The synthesis of fragment 112 began from commercially available benzhydryl 7b-[(phenylacetyl)amino]-3-hydroxy-3-cephem-4- carboxylate (106). The hydroxyl group within cephem 106 was reacted with methanesulfonyl chloride to produce mesylate 107 in 94% yield. The condensation of mesylate 107 with 4-(pyridin- 4-yl)thiazole-2-thiol 108 under the base condition of sodium methoxide gave compound 109 in 78% yield. Pyridinium salt 110 arose in quantitative yield upon subjection of 109 to iodomethane. Sequential deprotections of the amino group with phosphorous pentachloride and ester group with concentrated HCl afforded the dihydrochloride salt 112 in good yield.

Acyl halide fragment 114 was prepared from commercially available (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetic acid (113) in 60% yield by dichlorophosphorylation of the amino group and concomitant acid chloride formation. Acid chloride 114 was then reacted with dihydrochloride salt 112 in the presence of sodium acetate to give N-phosphono cephem 115 in 77% yield. The crystallization of 115 in an aqueous acetic acid solution gave rise to the stable acetic acid solvate ceftaroline fosamil acetate (IX).

Drug interactions

Potentially hazardous interactions with other drugs
Anticoagulants: effects of coumarins may be enhanced.

Metabolism

Ceftaroline fosamil (prodrug) is converted into the active ceftaroline in plasma by phosphatase enzymes. Hydrolysis of the beta-lactam ring of ceftaroline occurs to form the microbiologically inactive, open-ring metabolite, ceftaroline M-1.
Ceftaroline is mainly eliminated by the kidneys. Renal clearance is approximately equal, or slightly lower than the glomerular filtration rate in the kidney, and in vitro transporter studies indicate that active secretion does not contribute to the renal elimination of ceftaroline.

TAK 599 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from TAK 599 manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Ceftaroline fosamil acetate 400827-46-5
Price: US $0.00/G
Min. Order: 1G
Purity: 98%min
Supply Ability: 30kg/month
Release date: 2023-01-12

Career Henan Chemical Co

Product: TAK 599 400827-46-5
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-21

400827-46-5, TAK 599Related Search:

7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid Ceftaroline Fosamil Impurity 5 Ceftaroline IMP Ceftaroline Fosamil Impurity 7 Ceftolin Ceftaroline Impurity 2 Ceftaroline Fosamil Impurity 6 (Z)-2-(5-AMino-1,2,4-thiadiazol-3-yl)-2-ethoxyiMinoacetic acid RAF709 BETA-LAPACHONE 4-(4-Pyridinyl)thiazole-2-thiol Ceftaroline Fosamil Impurity 1 Azilsartan Medoxomil 7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl Sodium 1-(2-hydroxyethyl)-1H-tetrazol-5-ylthiolate methyl ((1S,2R,3S,4R)-2,3-dihydroxy-4-((2-(3-((trifluoromethyl)thio)phenyl)pyrazolo[1,5-a]pyrimidin-7-yl)amino)cyclopentyl)sulfamate Cefololin 3-position side chain Cefololin 7-position side chain

TAK 599

Ceftaroline fosaMil

PPI 0903

TAK-599 (ceftaroline fosamil)

C22H22N8O8PS4. C2H3O2

Ceftaroline Fosamil Acetate

TAK-599; CEFTAROLINE FOSAMIL;TAK599; TAK 599;PPI-0903;PPI0903;PPI 0903

Ceftaroline fosamil acetate salt

4-(2-(((6R,7R)-2-Carboxy-7-((Z)-2-(ethoxyimino)-2-(5-(phosphonoamino)-1,2,4-thiadiazol-3-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)thio)thiazol-4-yl)-1-methylpyridin-1-ium acetate

Ceftaroline fosamilQ: What is Ceftaroline fosamil Q: What is the CAS Number of Ceftaroline fosamil Q: What is the storage condition of Ceftaroline fosamil

N-phosphono,PPI 0903,inhibit,TAK599,MRSA,TAK 599,PPI-0903,T-91825,Bacterial,Inhibitor,Antibiotic,infection,Ceftaroline fosamil,prodrug

Ceftaroline Fosamil Acetate Impurity

400827-46-5

C24H25N8O10PS4