Cefapirin sodium

ChemicalBook > CAS DataBase List > Cefapirin sodium

Product Name: Cefapirin sodium
CAS No.: 24356-60-3
Chemical Name: Cefapirin sodium
Synonyms: CEPHAPIRIN;CEPHAPIRIN SODIUM;Today;CEFADYL;Cef-Lak;Piricef;blp1322;Ambrocef;Cefa-Lak;Bristocef
CBNumber: CB2189257
Molecular Formula: C17H18N3NaO6S2
Formula Weight: 447.46
MOL File: 24356-60-3.mol

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Cefapirin sodium Property

Melting point:: >177°C (dec.)
alpha: +152～+170゜(25℃/D)(c=2,H2O)(calculated on the dehydrous basis)
storage temp.: Inert atmosphere,2-8°C
solubility: Soluble in water, practically insoluble in methylene chloride.
form: powder
pka: pKa 2.15 (Uncertain)
color: Light Beige to Beige
InChIKey: VGEOUKPOQQEQSX-OALZAMAHSA-M
CAS DataBase Reference: 24356-60-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 36/37/38-42/43
Safety Statements: 26-36
RTECS: XI0382000
HS Code: 2941906000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0000240
Product name: Cefapirin sodium
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: y0000240
Price: $220
Updated: 2024/03/01

Sigma-Aldrich

Product number: SMB00605
Product name: Cephapirin sodium
Purity: ≥96%
Packaging: 25mg
Price: $321
Updated: 2023/06/20

Sigma-Aldrich

Product number: 1102500
Product name: Cephapirin sodium
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 500mg
Price: $436
Updated: 2024/03/01

TRC

Product number: C261510
Product name: Cephapirin sodium
Packaging: 10mg
Price: $140
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC61434
Product name: Cefapirin sodium
Packaging: 250mg
Price: $200
Updated: 2021/12/16

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Cefapirin sodium Chemical Properties,Usage,Production

Description

Cephapirin sodium (Cefapirin sodium), a semisynthetic cephalosporin antibiotic, is bactericidal against strains of gram-positive and gram-negative bacteria.
Cephapirin is closely resembles cephalothin in chemical and pharmacokinetic properties. Cephapirin, have cephalosporanic acid core with the acetyloxymethyl group at the 3rd position and having IUPAC name (6R,7R)-3-(Acetoxymethy)-8- oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia- 1-azabicyclo [4.2.0] oct-2-ene-2-carboxylic acid. It is unstable in acid and must be administered parenteral. It has similar mechanism as other cephalosporins. It is marketed under the trade name Cefadyl. It is effective against a wide variety of gram-positive and gramnegative bacteria; used as the sodium salt. Among the most serious adverse reactions of cefapirin, that is， neutropenia, leukopenia, anemia, bone marrowdepression, and allergic reactions, it has been discontinued in the United States (Wiesner, 1972).

Chemical Properties

White or pale yellow powder.

Originator

Cefadyl,Bristol,US,1974

Uses

Cefapirin sodium is very similar to cephalothin (Bran et al., 1972). Cephapirin is now used almost exclusively in veterinary practice.

Application

Cephapirin was synthesized by BristolMyers Laboratories in 1970. It shows almost the same in vitro antibacterial activity as cephalothin, but its in vivo effects are slightly greater than those of cephalothin. Like cephalothin, it is metabolized in vivo, and its deacetylated metabolite shows almost the same activity against gram-positive bacteria as cephalothin, but weaker activity against gramnegative bacteria. Cephapirin has been used for therapy of urinary tract infections and osteomyelitis caused by Staphylococcus, Streptococcus, and Escherichia coli.

Definition

ChEBI: Cephapirin sodium is the sodium salt of cephapirin. A first-generation cephalosporin antibiotic, it is effective against gram-negative and gram-positive organisms. Being more resistant to beta-lactamases than penicillins, it is effective agains most staphylococci, though not methicillin-resistant staphylococci. It has a role as an antibacterial drug. It is a cephalosporin and an organic sodium salt. It contains a cephapirin(1-).

brand name

Cefadyl (Apothecon), ToDAY

Therapeutic Function

Antibacterial

Synthesis

Cephapirin, (6R-trans)-3-[(acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio) acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid (32.1.2.4), is synthesized by acylating 7-aminocephalosporanic acid with 4-pyridylthioacetic acid chloride (32.1.2.3), which is synthesized by reacting 4-chloropyridine with mercaptoacetic acid in the presence of a base, forming 4-pyridylthioacetic acid (32.1.22), and further transforming the resulting acid to the acid chloride by reacting it with phosphorous pentachloride.
An alternative way of making cephapirin is the acylation of 7-aminocephalosporanic acid by bromoacetyl bromide, which gives a bromoacetyl derivative (32.1.2.5), and which is then reacted with 4-mercaptopyridine in the presence of triethylamine, forming the desired cephapirin (32.1.2.4).

Cefapirin sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cefapirin sodium manufacturers

Qiuxian Baitai New Material Co., LTD

Product: Cefapirin sodium 24356-60-3
Price: US $10.00/g
Min. Order: 100g
Purity: 99.99%
Supply Ability: 5ton/Month
Release date: 2021-11-22

Shaanxi Dideu Medichem Co. Ltd

Product: Cefapirin sodium 24356-60-3
Price: US $0.00-0.00/Kg
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 500 MT
Release date: 2020-05-25

HubeiwidelychemicaltechnologyCo.,Ltd

Product: Cefapirin sodium 24356-60-3
Price: US $1.00/Kg/Drum
Min. Order: 25Kg/Drum
Purity: 99.00%
Supply Ability: 1ton
Release date: 2019-10-29

24356-60-3, Cefapirin sodiumRelated Search:

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cephapirin sodium crystalline

sodium (6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

CEPHAPIRIN BEUZATHINE

5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-8-oxo-7-(4-pyridinylthio)acetylamino-, monosodium salt, (6R,7R)-

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[2-(4-pyridylthio)acetamido]-, acetate (ester), monosodium salt (8CI)

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-, monosodium salt, (6R-trans)-

7-[α-(4-Pyridylthio)acetamido]cephalosporanic acid sodium salt

Ambrocef

Brisfirina

Bristocef

Cefa-Lak

Cef-Lak

NSC 179171

Piricef

Today

2,0)oct-2-ene-2-carboxylicacid,3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(

7-(2-(4-pyridylthio)acetamido)-,acetate(ester),monosodiumsalt

blp1322

CEFADYL

CEPHAPIRIN

CEPHAPIRIN SODIUM

CEPHAPIRIN SODIUM SALT

Sodium (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Cephapirin sodium, 3-[(Acetyloxy)methyl]-8-oxo-7-{(4-pyridinylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt

Cefapirine Sodium

Cephapirin Sodium (500 mg)

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)Methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]aMino]-, sodiuMsalt (1:1)

Cefapirin Sodium Salt

cefaloject

cefapirinsodium

cefaprinsodium

cefatrexyl

cephatrexil

cephatrexyl

sodiumcefapirin

sodiumcephapirin

3-[(Acetyloxy)methyl]-8-oxo-7-{(4-pyridinylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt

Cefapirin sodium CRS

Cefapirin sodiu

Cefapirin sodium USP/EP/BP

CEFAPIRIN USP/EP/BP

Sodium (6R,7R)-3-(acetoxymethyl)-8-oxo-7-(2-(pyridin-4-ylthio)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Cephapirin Sodium (1102500)

24356-60-3

94768-37-6

C17H17N3O6S2

C17H16N3NaO6S2

C17H16N3O6S2Na

C17H17N3NaO6S2

CEFADYL