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
TAK 599 Property
- storage temp.
- Store at -20°C
- solubility
- DMSO : 30 mg/mL (40.28 mM; Need ultrasonic and warming)
- form
- Powder
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..…
N-Bromosuccinimide Price
- Product number
- 23696
- Product name
- TAK-599
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $62
- Updated
- 2024/03/01
- Product number
- 23696
- Product name
- TAK-599
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $270
- Updated
- 2024/03/01
- Product number
- 23696
- Product name
- TAK-599
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $477
- Updated
- 2024/03/01
- Product number
- CS-2823
- Product name
- Ceftarolinefosamil
- Purity
- 99.81%
- Packaging
- 50mg
- Price
- $1450
- Updated
- 2021/12/16
- Product number
- CS-2823
- Product name
- Ceftarolinefosamil
- Purity
- 99.81%
- Packaging
- 100mg
- Price
- $2100
- Updated
- 2021/12/16
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
- 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
- Product
- TAK 599 400827-46-5
- Price
- US $7.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2018-12-21