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Ceftizoxime alapivoxil

CAT: 0804-HY-W780717Size: 1 EachDry Ice: NoHazardous: No
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Description
Ceftizoxime alapivoxil AS-924 (free base) is an orally active prodrug of Ceftizoxime. Ceftizoxime alapivoxil exhibits potent inhibitory effect against gram-positive and gram-negative bacteria. Ceftizoxime alapivoxil can be used for the research of bacterial infection[1].
CAS Number
135821-54-4
Product Name Alternative
AS-924 (free base)
UNSPSC
12352005
Target
Bacterial; Drug Derivative
Related Pathways
Anti-infection; Others
Field of Research
Infection
Smiles
N[C@@H](C)C(NC1=NC(/C(C(N[C@@H]2C(N3[C@]2([H])SCC=C3C(OCOC(C(C)(C)C)=O)=O)=O)=O)=N/OC)=CS1)=O
Molecular Formula
C22H28N6O8S2
Molecular Weight
568.62
References & Citations
[1]Kasai M, et al. AS-924, a novel bifunctional prodrug of ceftizoxime. J Antibiot (Tokyo) . 1999 May;52 (5) :491-500.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Ceftizoxime Alapivoxil

Ceftizoxime Alapivoxil is the alapivalate ester prodrug form of ceftizoxime, a semi-synthetic, broad-spectrum, beta-lactamase-resistant, third-generation cephalosporin with antibacterial activity. After oral administration of ceftizoxime alapivoxil, the ester bond is cleaved, releasing active ceftizoxime.

CAS Number135821-54-4
PubChem CID9578661
IUPAC Name2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(2Z)-2-[2-[[(2S)-2-aminopropanoyl]amino]-1,3-thiazol-4-yl]-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Molecular FormulaC22H28N6O8S2
Molecular Weight568.6
XLogP1.1
Topological Polar Surface Area245
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count12
Heavy Atom Count38
Formal Charge0
Complexity1050
SMILES
C[C@@H](C(=O)NC1=NC(=CS1)/C(=N/OC)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=CCS3)C(=O)OCOC(=O)C(C)(C)C)N
InChI
InChI=1S/C22H28N6O8S2/c1-10(23)15(29)26-21-24-11(8-38-21)13(27-34-5)16(30)25-14-17(31)28-12(6-7-37-18(14)28)19(32)35-9-36-20(33)22(2,3)4/h6,8,10,14,18H,7,9,23H2,1-5H3,(H,25,30)(H,24,26,29)/b27-13-/t10-,14+,18+/m0/s1
InChIKey
VOPANQNVVCPHQR-IVVGYLHBSA-N
Chemical Structure
2D Structure
2D structure of Ceftizoxime Alapivoxil
CAS: 135821-54-4
CID: 9578661
Formula: C22H28N6O8S2
MW: 568.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight568.6
XLogP31.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count12
Exact Mass568.14100422
Monoisotopic Mass568.14100422
Topological Polar Surface Area245 Ų
Heavy Atom Count38
Formal Charge0
Complexity1050
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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