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Antibiotics and anti-infectives

Cefazolin

Also known as Cephazolin, Cefazoline, Cephamezine

CAS 25953-19-9Formula C14H14N8O4S3Molar mass 454.52 g/molEC 247-362-8
GHS signal word: Danger. Pictograms: Serious health hazard 85 suppliers listed Drug substance
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Cefazolin chemical structure, C14H14N8O4S3, CAS 25953-19-9
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Needles from aqueous acetone
Melting point
198 to 200
Solubility
Mol wt 476.50. White to yellowish-white, odorless crystalline powder with a bitter, salt…
HS code
294190
Category
Antibiotics and anti-infectives
Illustrative photo, drums, an IBC tote and sacks in a chemical warehouse in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Cefazolin?

Plain description, key identifiers and synonyms

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-).

Identifiers

Registry numbers, names and line notations, tap to copy

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
CAS number
25953-19-9 CAS number cross-checkedOther or deprecated CAS: 50918-36-0
EC number
247-362-8
Molecular formula
C14H14N8O4S3
UNII
IHS69L0Y4T
MDL number
MFCD00243010
InChIKey
MLYYVTUWGNIJIB-BXKDBHETSA-N
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
Canonical SMILES
Cc1nnc(SCC2=C(C(=O)O)N3C(=O)C(NC(=O)Cn4cnnn4)C3SC2)s1
Isomeric SMILES
CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O

Synonyms

  • Cephazolin
  • Cefazoline
  • Cephamezine
  • Cefamezin
  • Cephazoline
  • Cephazolidin
  • Cefazolina
  • Cefazolinum
  • Elzogram
  • (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
  • (6R,7R)-3-(((5-Methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(2-(1H-tetrazol-1-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • SK&F-41558
  • (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(2-(1H-tetrazol-1-yl)acetamido)-
  • (6R,7R)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl)methyl)-8-oxo-7-((1H-tetrazol-1-ylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • (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
  • Cefazolin acid
  • CEZ
  • Cefazina
  • Firmacef
  • Liviclina
  • Atirin
  • Acef
  • (6R,7R)-7-(2-(1H-tetrazol-1-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cephamezine, Cephazoline
Show all 30 synonyms
  • Cefazolin (USP)
  • Cefazolin CRS
  • Cefazolin (Standard)
  • (6R-trans)-3-(((5-Methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(((1H-tetrazol-1-yl)acetyl)-amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • 7-(1-(1H-)-Tetrazolylacetamido)-3-(2-(5-methyl-1,3,4-thiadiazolyl)thiomethyl)delta3-cephem-4-carboxylic acid

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Needles from aqueous acetoneexp.
Melting point
198 to 200exp.
Solubility
Mol wt 476.50. White to yellowish-white, odorless crystalline powder with a bitter, salty taste. Crystallizes in alpha, beta, and gamma forms (Kariyone). Easily sol in water, slightly sol in methanol, ethanol.exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
454.52 g/molcalc.
Exact mass
454.03 Dacalc.
LogP (octanol/water)
-0.64calc.
Topological polar surface area
156.1 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
11calc.
Rotatable bonds
7calc.
Heavy atoms
29calc.
Rings
4calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.43calc.
Formal charge
0calc.
Stereocentres
2calc.
Lipinski rule of five
Passes (1 violation)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C(Cn1cnnn1)NC1C(=O)N2C=C(CSc3nncs3)CSC12

O=C(Cn1cnnn1)NC1C(=O)N2C=C(CSc3nncs3)CSC12

4 rings, 25 atoms.

14 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H317May cause an allergic skin reaction.
  • H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Precautionary statements (15)
  • P233Keep container tightly closed.
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P271Use only outdoors or in a well-ventilated area.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P284In case of inadequate ventilation wear respiratory protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403Store in a well-ventilated place.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Cefazolin suppliers

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All 85 suppliers
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Where suppliers are based

85 suppliers in 17 countries

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Cefazolin price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Vet: Antibacterial ... usually quite active against many gram-positive bacteria ... moderately active against gram-negative bacteria ... relatively susceptible to beta-lactamases ... not as effective against anaerobes as ... penicillins. (First-generation cephalosporins).

Mesh Heading: anti-bacterial agents.

Pharmacological actions

  • Anti-Bacterial Agents

Roles

  • anti-arrhythmia drug
  • anti-obesity agent
  • antibacterial agent
  • antibacterial drug
  • antiinfective agent
  • antimicrobial agent
  • antimicrobial drug
  • antineoplastic agent
  • cardiovascular drug
  • pharmaceutical
  • vulnerary

Pharmacology

Cefazolin is a Cephalosporin Antibacterial.

How it is made

7-Aminocephalosporanic acid is converted to its sodium salt & acetylated with 1h-tetrazole-1-acetyl chloride & acetoxy group is then displaced by reaction with 5-methyl-1,3,4-thiadiazole-2-thiol in buffer solution. ...Is isolated as cefazolin (acid) & converted to sodium salt with sodium bicarbonate. (Cefazolin sodium salt)

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Cefazolin is traded under.

HS 2941.90Indicative HS code

Antibiotics, other

World exports in 2024
$6.39B
+2.3% vs 2023, imports $6.97B
2019 to 2024
Top exporters
  1. China39.7%
  2. United States11.3%
  3. Switzerland * partner reported10.9%
Top importers
  1. Italy15.0%
  2. India * partner reported12.0%
  3. China8.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Cefazolin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Cefazolin, based on the data on this page

What is 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.

What is the CAS number of Cefazolin?

The CAS registry number of Cefazolin is 25953-19-9. Other or deprecated CAS numbers: 50918-36-0.

What is the molecular formula and weight of Cefazolin?

The molecular formula of Cefazolin is C14H14N8O4S3 and its molar mass is 454.52 g/mol.

What is Cefazolin used for?

Vet: Antibacterial ... usually quite active against many gram-positive bacteria ... moderately active against gram-negative bacteria ... relatively susceptible to beta-lactamases ... not as effective against anaerobes as ... penicillins. (First-generation cephalosporins). Mesh Heading: anti-bacterial agents.

Is Cefazolin hazardous?

Cefazolin carries the GHS signal word "Danger". Main hazards: may cause an allergic skin reaction, may cause allergy or asthma symptoms or breathing difficulties if inhaled. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Cefazolin?

Cefazolin is usually classified under HS code 294190 (Antibiotics, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Cefazolin?

CompoundList lists 85 suppliers of Cefazolin in United States, China, India, Spain and 13 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Cefazolin in India?

11 suppliers in India list Cefazolin on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Cefazolin?

Suppliers quote Cefazolin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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