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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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Cefapirin sodium Suppliers

Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9649
Advantage
58
Wuhan Dingxintong Pharmaceutical Co. , Ltd.
Tel
027-027-52344656 15871722230
Fax
2796190295
Email
15871722230@163.com
Country
China
ProdList
4710
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
The future of Shanghai Industrial Co., Ltd.
Tel
021-61552785
Fax
021-55660885
Email
sales@shshiji.com
Country
China
ProdList
9545
Advantage
55
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
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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

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