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Ceforanide

CAT: 0804-HY-B1297-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1297-02Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Ceforanide is a semisynthetic parental cephalosporin antibiotic, derived from 7-aminocephalosporanic acid. Ceforanide has antibacterial activity and is a potent inhibitor of most species of streptococci, excluding enterococci[1][2].
CAS Number
60925-61-3
UNSPSC
12352005
Hazard Statement
H317, H334
Target
Antibiotic; Bacterial
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/ceforanide.html
Purity
99.23
Solubility
DMSO : 12.5 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C(C(N12)=C(CSC3=NN=NN3CC(O)=O)CS[C@]2([H])[C@H](NC(CC4=CC=CC=C4CN)=O)C1=O)O
Molecular Formula
C20H21N7O6S2
Molecular Weight
519.55
Precautions
H317, H334
References & Citations
[1]Campoli-Richards DM, et al. Ceforanide. A review of its antibacterial activity, pharmacokinetic properties and clinical efficacy. Drugs. 1987 Oct;34 (4) :411-37.|[2]Burch, K. H., et al., (1979) . Ceforanide: in vitro and clinical evaluation. Antimicrobial agents and chemotherapy, 16 (3), 386–391.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
β-lactam

Chemical Information

Ceforanide

Ceforanide is a second-generation cephalosporin antibiotic with {[1-(carboxymethyl)-1H-tetrazol-5-yl]sulfanyl}methyl and 2-(aminomethyl)phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton. It is effective against many coliforms, including Escherichia coli, Klebsiella, Enterobacter and Proteus, and most strains of Salmonella, Shigella, Hemophilus, Citrobacter and Arizona species. It has a role as an antibacterial drug.

CAS Number60925-61-3
PubChem CID43507
IUPAC Name(6R,7R)-7-[[2-[2-(aminomethyl)phenyl]acetyl]amino]-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC20H21N7O6S2
Molecular Weight519.6
XLogP-3.2
Topological Polar Surface Area244
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count10
Heavy Atom Count35
Formal Charge0
Complexity905
SMILES
C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3CN)C(=O)O)CSC4=NN=NN4CC(=O)O
InChI
InChI=1S/C20H21N7O6S2/c21-6-11-4-2-1-3-10(11)5-13(28)22-15-17(31)27-16(19(32)33)12(8-34-18(15)27)9-35-20-23-24-25-26(20)7-14(29)30/h1-4,15,18H,5-9,21H2,(H,22,28)(H,29,30)(H,32,33)/t15-,18-/m1/s1
InChIKey
SLAYUXIURFNXPG-CRAIPNDOSA-N
Chemical Structure
2D Structure
2D structure of Ceforanide
CAS: 60925-61-3
CID: 43507
Formula: C20H21N7O6S2
MW: 519.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight519.6
XLogP3-3.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count10
Exact Mass519.09947376
Monoisotopic Mass519.09947376
Topological Polar Surface Area244 Ų
Heavy Atom Count35
Formal Charge0
Complexity905
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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