24356-60-3 Usage
Description
Cefapirin sodium, also known as Cefadyl, is a semisynthetic cephalosporin antibiotic that is bactericidal against strains of gram-positive and gram-negative bacteria. It closely resembles cephalothin in chemical and pharmacokinetic properties and contains a cephalosporanic acid core with the acetyloxymethyl group at the 3rd position. Cefapirin sodium is unstable in acid and must be administered parenterally. It is effective against a wide variety of gram-positive and gram-negative bacteria and is used as the sodium salt. However, it has been discontinued in the United States due to serious adverse reactions such as neutropenia, leukopenia, anemia, bone marrow depression, and allergic reactions.
Uses
Used in Veterinary Medicine:
Cefapirin sodium is used as an antibacterial agent for treating various bacterial infections in animals. It is effective against a wide range of gram-positive and gram-negative bacteria, making it a valuable tool in veterinary practice.
Used in Pharmaceutical Industry:
Cefapirin sodium is used as a first-generation cephalosporin antibiotic for its role as an antibacterial drug. It is more resistant to beta-lactamases than penicillins, making it effective against most staphylococci, though not methicillin-resistant staphylococci.
Chemical Properties:
Cefapirin sodium is a white or pale yellow powder, which is an organic sodium salt and contains a cephapirin(1-).
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).
Check Digit Verification of cas no
The CAS Registry Mumber 24356-60-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,3,5 and 6 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 24356-60:
(7*2)+(6*4)+(5*3)+(4*5)+(3*6)+(2*6)+(1*0)=103
103 % 10 = 3
So 24356-60-3 is a valid CAS Registry Number.
InChI:InChI=1/C17H17N3O6S2.Na/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);/q;+1/p-1/t13-,16-;/m1./s1
24356-60-3Relevant articles and documents
Cephapirin sodium refining method
-
Paragraph 0015; 0017; 0018; 0020; 0021, (2018/03/01)
The invention relates to the technical field of veterinary antibiotic synthesis, and particularly discloses a cephapirin sodium refining method. The cephapirin sodium refining method takes a cephapirin sodium crude product as a treatment object, and is characterized in that the cephapirin sodium crude product is dissolved in a dilute acid solution, activated carbon is added for decolorization, the filtrate is retained, and alkali liquor is slowly dropwise added to the filtrate, and then cooling, stirring and crystallizing are performed to obtain cephapirin acid; the cephapirin acid is washed, and then dissolved in a solvent containing dimethyl sulfoxide, the sodium salt is added into the cephapirin acid solution, and is stirred, cooled, and filtered to remove mother liquor to obtain a cephapirin sodium wet product, and the wet product is dried to obtain a product. The method of the invention has the characteristics of simple operation steps, high product purity, high yield, light color, cheap materials and low production cost, and can fully meet the requirements on the cephapirin sodium of European Pharmacopoeia.