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cefteram

Structure via PubChem · Public domain (PubChem)

EntityQ5057298· pop 9· linked from 186 articles

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.

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

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 sections
Contents
  • 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

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