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Cefazolin

CAT: 0804-HY-B1892-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-B1892-02Size:10 mM - 1 mL
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Description
Cefazolin (Cephazolin) is a first-generation cephalosporin antibiotic and can be used in varieties of bacterial infections research[1]. Cefazolin has anti-inflammatory effect and can attenuate post-operative cognitive dysfunction (POCD) [2].
CAS Number
25953-19-9
Product Name Alternative
Cephazolin
UNSPSC
12352005
Hazard Statement
H317, H334
Target
Antibiotic; Bacterial
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection; Inflammation/Immunology; Neurological Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/cefazolin.html
Purity
99.73
Solubility
DMSO : 140 mg/mL (ultrasonic)
Smiles
O=C(C(N12)=C(CSC3=NN=C(C)S3)CS[C@]2([H])[C@H](NC(CN4N=NN=C4)=O)C1=O)O
Molecular Formula
C14H14N8O4S3
Molecular Weight
454.51
Precautions
H317, H334
References & Citations
[1]R Quintiliani, et al. Cefazolin. Ann Intern Med. 1978 Nov;89 (5 Pt 1) :650-6.|[2]Peng Liang, et al. Perioperative use of cefazolin ameliorates postoperative cognitive dysfunction but induces gut inflammation in mice. J Neuroinflammation. 2018 Aug 22;15 (1) :235.|[3]Barbara Żyżyńska-Granica, et al. The anti-inflammatory potential of cefazolin as common gamma chain cytokine inhibitor. Sci Rep. 2020 Feb 19;10 (1) :2886.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
β-lactam
Citation 01
ACS Environ Au. 2025 Aug 8.|Anal Chem. 2025 Jun 3;97 (21) :11099-11109.|bioRxiv. 2024 May 10.|Diagn Microbiol Infect Dis. 2025 Nov 4;114 (2) :117181.|mSystems. 2023 Dec 21;8 (6) :e0102623.|Nat Commun. 2022 Mar 2;13 (1) :1116.|ACS Omega. 2022 Mar 3;7 (10) :9004-9014.|Emerg Microbes Infect. 2024 Dec;13 (1) :2321981.|Front Aging Neurosci. 2021 Oct 13;13:748637.|iScience. 2022 Jan 5;25 (2) :103731.

Chemical Information

Cefazolin

Cefazolin is a first-generation cephalosporin compound having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups at positions 3 and 7 respectively. It has a role as an antibacterial drug. It is a cephalosporin, a member of tetrazoles, a member of thiadiazoles and a beta-lactam antibiotic allergen. It is a conjugate acid of a cefazolin(1-).

CAS Number25953-19-9
PubChem CID33255
IUPAC Name(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC14H14N8O4S3
Molecular Weight454.5
XLogP-0.4
Topological Polar Surface Area235
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count7
Heavy Atom Count29
Formal Charge0
Complexity740
SMILES
CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O
InChI
InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1
InChIKey
MLYYVTUWGNIJIB-BXKDBHETSA-N
Chemical Structure
2D Structure
2D structure of Cefazolin
CAS: 25953-19-9
CID: 33255
Formula: C14H14N8O4S3
MW: 454.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight454.5
XLogP3-0.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count7
Exact Mass454.03001448
Monoisotopic Mass454.03001448
Topological Polar Surface Area235 Ų
Heavy Atom Count29
Formal Charge0
Complexity740
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