Cephapirin (CAS 21593-23-7): price, suppliers and safety

What is Cephapirin?

Plain description, key identifiers and synonyms

Cephapirin is a cephalosporin with acetoxymethyl and 2(pyridin-4-ylsulfanyl)acetamido substituents at positions 3 and 7, respectively, of the cephem skeleton. It is used (as its sodium salt) as an antibiotic, being effective against gram-negative and gram-positive organisms. It has a role as an antibacterial drug. It is a conjugate acid of a cephapirin(1-).

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name: (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS number: 21593-23-7 CAS number cross-checked
EC number: 244-466-5
Molecular formula: C₁₇H₁₇N₃O₆S₂
UNII: 89B59H32VN
MDL number: MFCD00864868
InChIKey: UQLLWWBDSUHNEB-CZUORRHYSA-N
InChI: InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1
Canonical SMILES: CC(=O)OCC1=C(C(=O)O)N2C(=O)C(NC(=O)CSc3ccncc3)C2SC1
Isomeric SMILES: CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)O

Synonyms

Cefapirin
Cephapirine
Cefaprin
Cefapirina
Cefapirine
Cefapirinum
CEPR
(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-(2-(4-Pyridylthio)acetamido)cephalosporanic acid
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-8-oxo-7-(((4-pyridinylthio)acetyl)amino)-, (6R-trans)-
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-(2-(4-pyridylthio)acetamido)-, acetate (ester)
Cephalosporanic acid, 7-(2-(4-pyridylthio)acetamido)-
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-3-((acetyloxy)methyl)-8-oxo-7-(2-(pyridin-4-ylsulfanyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
(6R,7R)-3-(acetoxymethyl)-8-oxo-7-(((pyridin-4-ylsulfanyl)acetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
(6R,7R)-3-(acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-((2-pyridin-4-ylsulfanylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
Cefatrexyl
Ambrocef
Cefatrex
Cefa
Cefaprin sodium
(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(pyridin-4-ylthio)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Antibiotic bl-p1322
Metricure (TN)

Show all 28 synonyms

(6R,7R)-3-(acetoxymethyl)-8-oxo-7-[[2-(4-pyridylsulfanyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Cefa-Lak
Cefa -ak

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

Solubility	SOL IN WATER /CEPHAPIRIN SODIUM/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	423.47 g/molcalc.
Exact mass	423.0559 Dacalc.
LogP (octanol/water)	0.48calc.
Topological polar surface area	125.9 Å²calc.
Hydrogen bond donors	2calc.
Hydrogen bond acceptors	8calc.
Rotatable bonds	7calc.
Heavy atoms	28calc.
Rings	3calc.
Aromatic rings	1calc.
Fraction sp3 carbons	0.35calc.
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

O=C(CSc1ccncc1)NC1C(=O)N2C=CCSC12

3 rings, 20 atoms.

9 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word

Danger

Harmful or irritant

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

Cephapirin suppliers

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All 41 suppliers

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Jinzhou Zhongshi Chemical Co., Ltd.
ChinaUnclaimed profile
CefapirinGrade, purity and minimum order on request
Price on request
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001Chemical
China, HangzhouUnclaimed profile
CephapirinGrade, purity and minimum order on request
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10X Chem
United States, San DiegoUnclaimed profile
CephapirinGrade, purity and minimum order on request
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A2B Chem LLC
United States, San DiegoUnclaimed profile
CephapirinGrade, purity and minimum order on request
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Aa Blocks LLC
United States, San DiegoUnclaimed profile
CephapirinGrade, purity and minimum order on request
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AbaChemScene, LLC
United States, Monmouth JunctionUnclaimed profile
CephapirinGrade, purity and minimum order on request
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Accel Scientific S.L.
Spain, BarcelonaUnclaimed profile
CephapirinGrade, purity and minimum order on request
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Achemtek
United States, WoburnUnclaimed profile
CephapirinGrade, purity and minimum order on request
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ACTIVATE SCIENTIFIC GmbH
GermanyUnclaimed profile
CephapirinGrade, purity and minimum order on request
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Aladdin Scientific
United States, RiversideUnclaimed profile
CephapirinGrade, purity and minimum order on request
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Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

41 suppliers in 12 countries

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Cephapirin 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

Industries and functions

Antibacterials and antibiotics in pharmaceuticals

Pharmacological actions

Anti-Bacterial Agents

Roles

antibacterial agent
antibacterial drug
antiinfective agent
antimicrobial agent
antimicrobial drug
pharmaceutical

Pharmacology

Cephapirin is a semisynthetic, broad-spectrum, first-generation cephalosporin with antibacterial activity. Cephapirin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and 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

7-Aminocephalosporanic acid, prepd from natural antibiotic cephalosporin c ... Is acylated ... In appropriate dehydrochlorinating environment, & resulting cephapirin (acid) is converted into its sodium salt by interaction with sodium 2-ethylhexanoate in suitable org solvent. (Cepharirin sodium)

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 Cephapirin 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

China39.7%
United States11.3%
Switzerland * partner reported10.9%

Top importers

Italy15.0%
India * partner reported12.0%
China8.7%

* Partner reported figures, a lower bound.

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

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

Parent and salt forms, stereoisomers, similar structures and isomers

Salt and hydrate forms

Records that share this compound as their parent

Cephapirin sodium chemical structure, C17H16N3NaO6S2, CAS 24356-60-3

Cephapirin sodium24356-60-3C₁₇H₁₆N₃NaO₆S₂42 suppliers

Stereoisomers and isotopic forms

Same connectivity, different stereochemistry or isotopes (same InChIKey skeleton)

Cephaprin chemical structure, C17H17N3O6S2, CAS 1205565-31-6

Cephaprin1205565-31-6C₁₇H₁₇N₃O₆S₂

Similar structures

Nearest neighbours by Morgan fingerprint Tanimoto similarity

Cephapirin benzathine chemical structure, C50H54N8O12S4, CAS 97468-37-6

RefChem:405226 chemical structure, C33H37N5O6S2, CAS 66163-79-9

84% similar

RefChem:40522666163-79-9C₃₃H₃₇N₅O₆S₂

Cephalothin chemical structure, C16H16N2O6S2, CAS 153-61-7

Cefacetrile chemical structure, C13H13N3O6S, CAS 10206-21-0

Cefathiamidine chemical structure, C19H28N4O6S2, CAS 33075-00-2

(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid chemical structure, C18H18N2O7S, CAS 51818-85-0

Same formula isomers

Different compounds that share this molecular formula

All isomers

2-(1,1-Dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)-N-(4-sulfamoylphenethyl)acetamide chemical structure, C17H17N3O6S2, CAS 899995-71-2

2-(1,1-Dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)-N-(4-sulfamoylphenethyl)acetamide899995-71-2C₁₇H₁₇N₃O₆S₂

2-(1,1-Dioxido-3-oxo-1,2-benzisothiazol-2(3H)-yl)-N-{3-[methyl(methylsulfonyl)amino]phenyl}acetamide chemical structure, C17H17N3O6S2, CAS 676581-90-1

2-(1,1-Dioxido-3-oxo-1,2-benzisothiazol-2(3H)-yl)-N-{3-[methyl(methylsulfonyl)amino]phenyl}acetamide676581-90-1C₁₇H₁₇N₃O₆S₂

Ethyl 2-(2-(3-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)propanamido)thiazol-4-yl)acetate chemical structure, C17H17N3O6S2, CAS 899757-59-6

Ethyl 2-(2-(3-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)propanamido)thiazol-4-yl)acetate899757-59-6C₁₇H₁₇N₃O₆S₂

N-{3-[4-(1,1,3-Trioxo-1lambda6,2-thiazolidin-2-yl)benzenesulfonamido]phenyl}acetamide chemical structure, C17H17N3O6S2, CAS 951900-06-4

N-{3-[4-(1,1,3-Trioxo-1lambda6,2-thiazolidin-2-yl)benzenesulfonamido]phenyl}acetamide951900-06-4C₁₇H₁₇N₃O₆S₂

(Z)-N-(5,6-Dimethoxy-3-(2-methoxyethyl)benzo[d]thiazol-2(3H)-ylidene)-5-nitrothiophene-2-carboxamide chemical structure, C17H17N3O6S2, CAS 895455-85-3

(Z)-N-(5,6-Dimethoxy-3-(2-methoxyethyl)benzo[d]thiazol-2(3H)-ylidene)-5-nitrothiophene-2-carboxamide895455-85-3C₁₇H₁₇N₃O₆S₂

2-(5-(1,1-Dioxido-3-oxoisothiazolidin-2-yl)-2-methylphenylsulfonamido)benzamide chemical structure, C17H17N3O6S2, CAS 1011624-96-6

2-(5-(1,1-Dioxido-3-oxoisothiazolidin-2-yl)-2-methylphenylsulfonamido)benzamide1011624-96-6C₁₇H₁₇N₃O₆S₂

Methyl 2-{[(1,1-dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetyl]amino}-5-(propan-2-yl)-1,3-thiazole-4-carboxylate chemical structure, C17H17N3O6S2, CAS 1374532-33-8

Methyl 2-{[(1,1-dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetyl]amino}-5-(propan-2-yl)-1,3-thiazole-4-carboxylate1374532-33-8C₁₇H₁₇N₃O₆S₂

N-(5-(1,1-Dioxidoisothiazolidin-2-yl)-2-methylphenyl)-2-oxo-2,3-dihydrobenzo[d]oxazole-5-sulfonamide chemical structure, C17H17N3O6S2, CAS 1428379-77-4

N-(5-(1,1-Dioxidoisothiazolidin-2-yl)-2-methylphenyl)-2-oxo-2,3-dihydrobenzo[d]oxazole-5-sulfonamide1428379-77-4C₁₇H₁₇N₃O₆S₂

2-Allyl 4-ethyl 5-(((4,6-dioxo-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl)amino)-3-methylthiophene-2,4-dicarboxylate chemical structure, C17H17N3O6S2, CAS 1021230-10-3

2-Allyl 4-ethyl 5-(((4,6-dioxo-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl)amino)-3-methylthiophene-2,4-dicarboxylate1021230-10-3C₁₇H₁₇N₃O₆S₂

Methyl 3-((4-(5-(furan-2-yl)-1,3,4-oxadiazol-2-yl)piperidin-1-yl)sulfonyl)thiophene-2-carboxylate chemical structure, C17H17N3O6S2, CAS 1209554-69-7

Methyl 3-((4-(5-(furan-2-yl)-1,3,4-oxadiazol-2-yl)piperidin-1-yl)sulfonyl)thiophene-2-carboxylate1209554-69-7C₁₇H₁₇N₃O₆S₂

3-(Acetyloxymethyl)-8-oxo-7-[(2-pyridin-2-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid chemical structure, C17H17N3O6S2, CAS 21593-22-6

3-(Acetyloxymethyl)-8-oxo-7-[(2-pyridin-2-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid21593-22-6C₁₇H₁₇N₃O₆S₂

(E)-Ethyl 2-(2-((5-methylisoxazole-3-carbonyl)imino)-6-(methylsulfonyl)benzo[d]thiazol-3(2H)-yl)acetate chemical structure, C17H17N3O6S2, CAS 955631-41-1

(E)-Ethyl 2-(2-((5-methylisoxazole-3-carbonyl)imino)-6-(methylsulfonyl)benzo[d]thiazol-3(2H)-yl)acetate955631-41-1C₁₇H₁₇N₃O₆S₂

Frequently asked questions

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

What is Cephapirin?

Cephapirin is a cephalosporin with acetoxymethyl and 2(pyridin-4-ylsulfanyl)acetamido substituents at positions 3 and 7, respectively, of the cephem skeleton. It is used (as its sodium salt) as an antibiotic, being effective against gram-negative and gram-positive organisms. It has a role as an antibacterial drug.

What is the CAS number of Cephapirin?

The CAS registry number of Cephapirin is 21593-23-7.

What is the molecular formula and weight of Cephapirin?

The molecular formula of Cephapirin is C17H17N3O6S2 and its molar mass is 423.47 g/mol.

What is Cephapirin used for?

Known uses and roles of Cephapirin include antibacterials and antibiotics in pharmaceuticals, antibacterial agent, antibacterial drug, antiinfective agent, antimicrobial agent and 3 more.

Is Cephapirin hazardous?

Cephapirin 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 Cephapirin?

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

Where can I buy Cephapirin?

CompoundList lists 41 suppliers of Cephapirin in United States, China, Germany, Spain and 8 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Cephapirin?

Suppliers quote Cephapirin 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

Practical guides that help when you source, ship or handle Cephapirin

Cephapirin

Key facts

What is Cephapirin?

Identifiers

Synonyms

Physical and chemical properties

Physical and chemical properties

Computed descriptors

Murcko scaffold

Safety and hazards

Hazard statements

Cephapirin suppliers

Where suppliers are based

Send one request to many suppliers

Cephapirin price

Uses and applications

Industries and functions

Pharmacological actions

Roles

Pharmacology

How it is made

Regulatory status

Health and food

HS code and trade data

Global trade

Frequently asked questions

What is Cephapirin?

What is the CAS number of Cephapirin?

What is the molecular formula and weight of Cephapirin?

What is Cephapirin used for?

Is Cephapirin hazardous?

What is the HS code of Cephapirin?

Where can I buy Cephapirin?

What is the price of Cephapirin?

Guides for buyers

Get quotes for Cephapirin

Key facts

What is Cephapirin?

Identifiers

Synonyms

Physical and chemical properties

Physical and chemical properties

Computed descriptors

Murcko scaffold

Safety and hazards

Hazard statements

Cephapirin suppliers

Where suppliers are based

Send one request to many suppliers

Cephapirin price

Uses and applications

Industries and functions

Pharmacological actions

Roles

Pharmacology

How it is made

Regulatory status

Health and food

HS code and trade data

Global trade

Related chemicals

Salt and hydrate forms

Stereoisomers and isotopic forms

Similar structures

Same formula isomers

Frequently asked questions

What is Cephapirin?

What is the CAS number of Cephapirin?

What is the molecular formula and weight of Cephapirin?

What is Cephapirin used for?

Is Cephapirin hazardous?

What is the HS code of Cephapirin?

Where can I buy Cephapirin?

What is the price of Cephapirin?

Guides for buyers

Get quotes for Cephapirin