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Antibiotics and anti-infectives

Cephalothin

Also known as Cefalotin, Cephalotin, Cefalothin

CAS 153-61-7Formula C16H16N2O6S2Molar mass 396.45 g/molEC 205-815-7
GHS signal word: Danger. Pictograms: Harmful or irritant, Serious health hazard 77 suppliers listed
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Cephalothin chemical structure, C16H16N2O6S2, CAS 153-61-7
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Solid
Melting point
160 to 160.5
Solubility
WHITE TO OFF-WHITE, CRYSTALLINE POWDER, PRACTICALLY ODORLESS, FREELY SOL IN WATER, SALIN…
HS code
294190
Category
Antibiotics and anti-infectives
Illustrative photo, 25 kg white woven sacks of powder on a pallet in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Cephalothin?

Plain description, key identifiers and synonyms

Cefalotin is a semisynthetic, first-generation cephalosporin antibiotic with acetoxymethyl and (2-thienylacetyl)nitrilo moieties at positions 3 and 7, respectively, of the core structure. Administered parenterally during surgery and to treat a wide spectrum of blood infections. It has a role as an antimicrobial agent and an antibacterial drug. It is a cephalosporin, a member of thiophenes, a carboxylic acid, an azabicycloalkene, a semisynthetic derivative and a beta-lactam antibiotic allergen. It is a conjugate acid of a cefalotin(1-).

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS number
153-61-7 CAS number cross-checkedOther or deprecated CAS: 51098-29-4
EC number
205-815-7
Molecular formula
C16H16N2O6S2
UNII
R72LW146E6
MDL number
MFCD00242614
InChIKey
XIURVHNZVLADCM-IUODEOHRSA-N
InChI
InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
Canonical SMILES
CC(=O)OCC1=C(C(=O)O)N2C(=O)C(NC(=O)Cc3cccs3)C2SC1
Isomeric SMILES
CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O

Synonyms

  • Cefalotin
  • Cephalotin
  • Cefalothin
  • Cephalothinum
  • Cefalotina
  • Cemastin
  • Cefalotine
  • Coaxin
  • Averon-1
  • Cefalotinum
  • 7-(2-Thienylacetamido)cephalosporanic acid
  • 7-(Thiophene-2-acetamido)cephalosporin
  • 7-(Thiophene-2-acetamido)cephalosporanic acid
  • (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 7-(2-(2-Thienyl)acetylamido)cephalosporanic acid
  • 3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid
  • (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 7-(2'-thienylacetamido)cephalosporanic acid
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-8-oxo-7-((2-thienylacetyl)amino)-, (6R-trans)-
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-(2-(2-thienyl)acetamido)-, acetate (ester)
  • (6R,7R)-3-((acetyloxy)methyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-((2-thiophen-2-ylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Keflin
  • (6R,7R)-3-(acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Show all 34 synonyms
  • (6R,7R)-3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cephalotin acid
  • Cefalotin (BAN)
  • Cefalotina fabra (TN)
  • Cephalothin,
  • 6R-trans-3-((Acetyloxy)methyl)-8-oxo-7-((2-thienylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)-oct-2-ene-2-carboxylic acid
  • 4kox
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-8-oxo-7-((2-thienylacetyl)amino)-, (6R,7R)-

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
Solidexp.
Melting point
160 to 160.5exp.
Solubility
WHITE TO OFF-WHITE, CRYSTALLINE POWDER, PRACTICALLY ODORLESS, FREELY SOL IN WATER, SALINE TS, DEXTROSE SOLUTION, SPARINGLY SOL IN METHANOL, SLIGHTLY SOL IN ALCOHOL, INSOL IN MOST ORGANIC SOLVENTS, DEXTROROTATORY, MODERATELY HYGROSCOPIC…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
396.45 g/molcalc.
Exact mass
396.045 Dacalc.
LogP (octanol/water)
0.59calc.
Topological polar surface area
113 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
7calc.
Rotatable bonds
6calc.
Heavy atoms
26calc.
Rings
3calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.38calc.
Formal charge
0calc.
Stereocentres
2calc.
Lipinski rule of five
Passes (0 violations)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(Cc1cccs1)NC1C(=O)N2C=CCSC12

O=C(Cc1cccs1)NC1C(=O)N2C=CCSC12

3 rings, 18 atoms.

34 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
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

Cephalothin suppliers

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Where suppliers are based

77 suppliers in 15 countries

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Cephalothin price

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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 effetive against anaerobes as ... penicillins. (First-generation cephalosporins).

Mesh Heading: anti-bacterial agents.

Veterinary medication:.

Use classes: Pharmaceuticals.

Pharmacological actions

  • Anti-Bacterial Agents

Roles

  • antibacterial agent
  • antibacterial drug
  • antiinfective agent
  • antimicrobial agent
  • antimicrobial drug
  • pharmaceutical

Pharmacology

Cephalothin is a semisynthetic, beta-lactam, first-generation cephalosporin antibiotic with bactericidal activity. Cephalothin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. PBPs participate in the terminal stages of assembling the bacterial cell wall, and in reshaping the cell wall during cell division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

How it is made

E. H. Flynn, US patent 3,218,318 (1965 to Lilly), French patent 1,384,197 (1965 to Glaxo).

Reaction of 7-aminocephalosporanic acid with thiophene acetyl chloride in acetone

7-Aminocephalosporanic acid is n-acetylated...with 2-thiopheneacetyl chloride in...dehydrochlorinating environment. Starting acid...prepd from natural antibiotic, cephalosporin c, by either proton-catalyzed or enzymatic hydrolysis. Cephalothin...converted to sodium salt by interaction with sodium acetate... (Sodium)

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Cephalothin 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 Cephalothin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Cephalothin?

Cefalotin is a semisynthetic, first-generation cephalosporin antibiotic with acetoxymethyl and (2-thienylacetyl)nitrilo moieties at positions 3 and 7, respectively, of the core structure. Administered parenterally during surgery and to treat a wide spectrum of blood infections.

What is the CAS number of Cephalothin?

The CAS registry number of Cephalothin is 153-61-7. Other or deprecated CAS numbers: 51098-29-4.

What is the molecular formula and weight of Cephalothin?

The molecular formula of Cephalothin is C16H16N2O6S2 and its molar mass is 396.45 g/mol.

What is Cephalothin 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 effetive against anaerobes as ... penicillins. (First-generation cephalosporins). Mesh Heading: anti-bacterial agents.

Is Cephalothin hazardous?

Cephalothin 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 Cephalothin?

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

Where can I buy Cephalothin?

CompoundList lists 77 suppliers of Cephalothin in United States, China, India, Germany and 11 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Cephalothin in India?

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

What is the price of Cephalothin?

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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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