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Cefazedone

CAT: 0804-HY-121144-06Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-121144-06Size:100 mg
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Description
Cefazedone (Refosporen) is a first-generation cephalosporin antibiotic. Cefazedone is active against both Gram-positive and Gram-negative bacteria[1][2].
CAS Number
56187-47-4
Product Name Alternative
Refosporen
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antibiotic; Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/cefazedone.html
Purity
99.89
Solubility
DMSO : 116.67 mg/mL (ultrasonic)
Smiles
O=C(O)C(N1[C@@]([H])([C@@H](C1=O)NC(CN(C=C(C2=O)Cl)C=C2Cl)=O)SC3)=C3CSC4=NN=C(S4)C
Molecular Formula
C18H15Cl2N5O5S3
Molecular Weight
548.44
Precautions
H302, H315, H319, H335
References & Citations
[1]Gao L, et al. A Pharmacokinetic and Pharmacodynamic Study on Intravenous Cefazedone Sodium in Patients with Community-acquired Pneumonia. Chin Med J (Engl) . 2015 May 5;128 (9) :1160-4.|[2]Bloom JC, et al. Cephalosporin-induced immune cytopenia in the dog: demonstration of erythrocyte-, neutrophil-, and platelet-associated IgG following treatment with cefazedone. Am J Hematol. 1988 Jun;28 (2) :71-8.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched

Chemical Information

Cefazedone

Cefazedone is a first-generation cephalosporin antibiotic having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and [(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido side-groups located at positions 3 and 7 respectively. It has a role as an antibacterial drug. It is a member of 4-pyridones, a cephalosporin, a carboxylic acid, a member of thiadiazoles and a semisynthetic derivative.

CAS Number56187-47-4
PubChem CID71736
IUPAC Name(6R,7R)-7-[[2-(3,5-dichloro-4-oxo-1-pyridinyl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC18H15Cl2N5O5S3
Molecular Weight548.4
XLogP1.1
Topological Polar Surface Area212
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Heavy Atom Count33
Formal Charge0
Complexity984
SMILES
CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)SC2)C(=O)O
InChI
InChI=1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
InChIKey
VTLCNEGVSVJLDN-MLGOLLRUSA-N
Chemical Structure
2D Structure
2D structure of Cefazedone
CAS: 56187-47-4
CID: 71736
Formula: C18H15Cl2N5O5S3
MW: 548.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight548.4
XLogP31.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Exact Mass546.9612375
Monoisotopic Mass546.9612375
Topological Polar Surface Area212 Ų
Heavy Atom Count33
Formal Charge0
Complexity984
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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