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cefteram
Sign in to saveCefteram (INN) is a third-generation cephalosporin antibiotic. ==Synthesis== upright=2 The reaction of 7-aminocephalosporanic acid (1) with the methyl-substituted tetrazole (2) gives the intermediate (3). Protection with diazodiphenylmethane (4) produces (5). Amide formation with the thiazole carboxylic acid (6) gives (7), which is deprotected with trifluoroacetic acid to yield cefteram.
In the Vinony graph
Vinony's link graph records 186 inbound references to cefteram, and connects out to antibiotic, ceftolozane/tazobactam and penicillin.
It is catalogued under topics including Cephalosporin antibiotics, Chemical pages without DrugBank identifier and Drugs with non-standard legal status.
Vinony links it to 8 Wikipedia language editions.
Chemical data
- Formula
- C16H17N9O5S2
- Molecular weight
- 479.5 g/mol
- IUPAC name
- (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(5-methyltetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- SMILES
- CC1=NN(N=N1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O
- InChIKey
- XSPUSVIQHBDITA-RKYNPMAHSA-N
- XLogP
- -0.9
- Polar surface area
- 244 Ų
- H-bond donors
- 3
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- bacterial disease
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 479.0794066440001
Show 4 more facts
- Commons category
- Cefteram
- chemical formula
- C₁₆H₁₇N₉O₅S₂
- isomeric SMILES
- Cc1nnn(n1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=NOC)/c4csc(n4)N)SC2)C(=O)O
- canonical SMILES
- CC1=NN(N=N1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Cefteram (INN) is a third-generation cephalosporin antibiotic. ==Synthesis== upright=2 The reaction of 7-aminocephalosporanic acid (1) with the methyl-substituted tetrazole (2) gives the intermediate (3). Protection with diazodiphenylmethane (4) produces (5). Amide formation with the thiazole carboxylic acid (6) gives (7), which is deprotected with trifluoroacetic acid to yield cefteram.
== References ==
Excerpted from Wikipedia’s “cefteram” article, available under the CC BY-SA 4.0 licence.
Available in 8 languages
via Wikidata sitelinks · CC0