Discuss This Drug

ceftaroline fosamil

CHEBI:CHEBI_70718

Definition

A cephalosporin having [4-(1-methylpyridinium-4-yl)-1,3-thiazol-2-yl]sulfanyl and {(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl}amino side groups located at positions 3 and 7 respectively. The N-phospho prodrug of ceftaroline, a broad-spectrum antibiotic active against methicillin-resistant Staphylococcus aureus (MRSA). It is used for the treatment of adults with acute bacterial skin and skin structure infections.

Chemical Information

Molecular Formula
C22H21N8O8PS4
Molecular Mass
684.68500
Charge
0
SMILES
[H][C@]12SCC(Sc3nc(cs3)-c3cc[n+](C)cc3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC)\c1nsc(NP(O)(O)=O)n1)C([O-])=O
InChI
InChI=1S/C22H21N8O8PS4/c1-3-38-26-13(16-25-21(43-28-16)27-39(35,36)37)17(31)24-14-18(32)30-15(20(33)34)12(9-40-19(14)30)42-22-23-11(8-41-22)10-4-6-29(2)7-5-10/h4-8,14,19H,3,9H2,1-2H3,(H4-,24,25,27,28,31,33,34,35,36,37)/b26-13-/t14-,19-/m1/s1
InChIKey
ZCCUWMICIWSJIX-NQJJCJBVSA-N

Alternative Names

  • (6R,7R)-7-({(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl}amino)-3-{[4-(1-methylpyridinium-4-yl)-1,3-thiazol-2-yl]sulfanyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • 7-({(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl}amino)-3-{[4-(1-methylpyridinium-4-yl)-1,3-thiazol-2-yl]sulfanyl}-3,4-didehydrocepham-4-carboxylate
  • ceftarolina fosamilo
  • ceftaroline fosamil
  • ceftarolinum fosamilum

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Ceftaroline_fosamil
DRON_00010000
1040004
core#notation
CHEBI:70718

Additional References

Wikipedia:Ceftaroline_fosamil

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

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chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Ceftaroline_fosamil
DRON_00010000
1040004
generic_name
ceftaroline fosamil
oboInOwl#id
CHEBI:70718
core#notation
CHEBI:70718
rxcui
1040016
product_type
HUMAN PRESCRIPTION DRUG
marketing_category
NDA
labeler_name
Allergan, Inc.
manufacturer_name
Allergan, Inc.
listing_expiration_date
20251231
pharm_class
Cephalosporins [CS]
route
INTRAVENOUS
dosage_form
POWDER, FOR SOLUTION
active_ingredient_strength
400 mg/20mL
marketing_start_date
20101029
package_marketing_start_date
20101029
brand_name
Teflaro
brand_name_base
Teflaro
application_number
NDA200327
spl_id
0804a64c-0359-4cc1-9e02-23d7efb7afbf
active_ingredient_name
CEFTAROLINE FOSAMIL
unii
7P6FQA5D21
spl_set_id
3ecde48b-75a2-4beb-9999-369f3f61bb8a
upc
0304560400103
product_ndc
0456-0400
package_ndc
0456-0400-10
package_description
10 VIAL, SINGLE-DOSE in 1 CARTON (0456-0400-10) / 20 mL in 1 VIAL, SINGLE-DOSE (0456-0400-01)
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
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