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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
Molecular Weight:
447.46
MDL Number:
MFCD07793329
MOL File:
24356-60-3.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:09

Cefapirin sodium Properties

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)
FDA 21 CFR 556.115
FDA UNII 431LFF7I7J

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H315-H317-H319-H334-H335
Precautionary statements  P261-P280-P284-P304+P340-P305+P351+P338-P342+P311
Hazard Codes  Xn
Risk Statements  36/37/38-42/43
Safety Statements  26-36
RTECS  XI0382000
HS Code  2941906000

Cefapirin sodium price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000240 Cefapirin sodium European Pharmacopoeia (EP) Reference Standard 24356-60-3 y0000240 $220 2024-03-01 Buy
Sigma-Aldrich SMB00605 Cephapirin sodium ≥96% 24356-60-3 25mg $321 2023-06-20 Buy
Sigma-Aldrich 1102500 Cephapirin sodium United States Pharmacopeia (USP) Reference Standard 24356-60-3 500mg $436 2024-03-01 Buy
TRC C261510 Cephapirin sodium 24356-60-3 10mg $140 2021-12-16 Buy
ChemScene CS-0031236 Cephapirin sodium 99.59% 24356-60-3 100mg $135 2021-12-16 Buy
Product number Packaging Price Buy
Y0000240 y0000240 $220 Buy
SMB00605 25mg $321 Buy
1102500 500mg $436 Buy
C261510 10mg $140 Buy
CS-0031236 100mg $135 Buy

Cefapirin sodium Chemical Properties,Uses,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.

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-).

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.

brand name

Cefadyl (Apothecon).

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).Synthesis_24356-60-3

Cefapirin sodium Preparation Products And Raw materials

Global( 171)Suppliers
Supplier Tel Email Country ProdList Advantage
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9702 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460 faith@widelychemical.com CHINA 742 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Qiuxian Baitai New Material Co., LTD
+8618330912755 sale2@hbyalin.com China 1677 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9320 58

View Lastest Price from Cefapirin sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cefapirin sodium pictures 2022-05-17 Cefapirin sodium
24356-60-3
US $1.10 / g 1g 99.9% Min 100 Tons Dideu Industries Group Limited
Cefapirin sodium pictures 2021-11-23 Cefapirin sodium
24356-60-3
US $10.00 / g 100g 99.99% 5ton/Month Qiuxian Baitai New Material Co., LTD
CEFAPIRIN USP/EP/BP pictures 2021-07-01 CEFAPIRIN USP/EP/BP
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
  • Cefapirin sodium pictures
  • Cefapirin sodium
    24356-60-3
  • US $10.00 / g
  • 99.99%
  • Qiuxian Baitai New Material Co., LTD
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 2,0)oct-2-ene-2-carboxylicacid,3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo( 7-(2-(4-pyridylthio)acetamido)-,acetate(ester),monosodiumsalt blp1322 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) cefaloject cefapirinsodium cefaprinsodium cefatrexyl cephatrexil cephatrexyl sodiumcefapirin sodiumcephapirin Cephapirin Sodium (1102500) 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 Cefapirin sodium USP/EP/BP CEFAPIRIN USP/EP/BP Cefapirin sodiu Cefapirin sodium CRS 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 Salt Today CEFADYL CEPHAPIRIN CEPHAPIRIN SODIUM 24356-60-3 94768-37-6 C17H17N3O6S2 C17H16N3NaO6S2 C17H16N3O6S2Na C17H17N3NaO6S2 CEFADYL