CAS 957-68-6
:7-Aminocephalosporanic acid
Description:
7-Aminocephalosporanic acid (7-ACA) is a crucial intermediate in the synthesis of cephalosporin antibiotics, which are widely used to treat bacterial infections. It is a bicyclic compound that features a beta-lactam ring, characteristic of beta-lactam antibiotics, which is essential for its antibacterial activity. The molecular structure of 7-ACA includes an amino group at the 7-position, which enhances its reactivity and allows for further chemical modifications to create various cephalosporin derivatives. This compound is typically a white to off-white crystalline powder, soluble in water and polar organic solvents, and exhibits stability under acidic conditions but can be hydrolyzed in alkaline environments. Its antibacterial mechanism involves the inhibition of bacterial cell wall synthesis, making it effective against a broad spectrum of Gram-positive and some Gram-negative bacteria. Due to its importance in pharmaceutical applications, 7-ACA is a key building block in the development of new antibiotics, contributing to the ongoing efforts to combat antibiotic resistance.
Formula:C10H12N2O5S
InChI:InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1
InChI key:InChIKey=HSHGZXNAXBPPDL-HZGVNTEJSA-N
SMILES:C(O)(=O)C=1N2[C@@]([C@H](N)C2=O)(SCC1COC(C)=O)[H]
Synonyms:- (6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- (6R-trans)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- (7R)-7-Aminocephalosporanic acid
- 3-(Acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 3-(Acetoxymethyl)-7-aminocephem-4-carboxylic acid
- 3-Acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid
- 3-Acetoxymethyl-7β-aminoceph-3-em-4-carboxylic acid
- 3-Acetoxymethylen-7-Amino-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid
- 3-Acetoxymethylen-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsaure
- 3-[(Acetyloxy)Methyl]-7-Amino-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid
- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-
- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6R,7R)-
- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6R-trans)-
- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, acetate (ester)
- 7-Aca
- 7-Acs
- 7-Amino Cephalosporanic Acid
- 7-Amino-3-acetoxymethyl-3-cephem-4-carboxylic acid
- 7-Amino-3-acetoxymethyl-Δ-3-cephem-4-carboxylic acid
- 7-Amino-3-acetoxymethyl-Δ3-cephem-4-carboxylic acid
- 7-Amino-3-acetoxymethyl-Δ<sup>3</sup>-cephem-4-carboxylic acid
- 7β-Amino-3-acetoxymethylcephemcarboxylic acid
- 7β-Aminocephalosporanic acid
- Acide 3-Acetoxymethylene-7-Amino-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylique
- Acido 3-Acetoximetilen-7-Amino-8-Oxo-5-Tia-1-Azabiciclo[4.2.0]Oct-2-Eno-2-Carboxilico
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7-Aminocephalosporanic Acid
CAS:Formula:C10H12N2O5SPurity:>97.0%(HPLC)(T)Color and Shape:White to Light yellow to Light orange powder to crystalMolecular weight:272.287-Aminocephalosporanic acid
CAS:7-Aminocephalosporanic acidFormula:C10H12N2O5SPurity:96.4% (hplc) (Typical Value in Batch COA)Color and Shape:Beige Solid-PowderMolecular weight:272.277677-Aminocephalosporanic acid
CAS:7-Aminocephalosporanic acid (7-ACA) is used for synthesis of cephalosporin antibiotics and intermediates.Formula:C10H12N2O5SPurity:91.05% - 99.33%Color and Shape:White SolidMolecular weight:272.287-Aminocephalosporanic acid
CAS:Formula:C10H12N2O5SPurity:(HPLC) ≥ 95.0%Color and Shape:White to off-white or beige crystalline powderMolecular weight:272.28Cefazolin EP Impurity H (Cefalotin EP Impurity C, Cefoperazone EP Impurity E, 7-Aminocephalosporanic Acid)
CAS:Formula:C10H12N2O5SColor and Shape:White To Off-White SolidMolecular weight:272.287-Aminocephalosporanic acid
CAS:Formula:C10H12N2O5SPurity:95%Color and Shape:SolidMolecular weight:272.2777(6R,7R)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (7-ACA)
CAS:Controlled ProductFormula:C10H12N2O5SColor and Shape:NeatMolecular weight:272.287-Aminocephalosporanic Acid
CAS:Controlled ProductImpurity Cefoperazone EP Impurity E
Stability Hygroscopic
Applications 7-Aminocephalosporanic Acid (Cefoperazone EP Impurity E) is the starting material for semi-synthetic cephalosporins. Obtained by mild acid hydrolysis of cephalosporin C.
References Matsuda, A., et al.: J. Bacteriol., 169, 5815 (1987), Aramori, I., et al.: J. Ferment. Bioeng., 72, 227 (1991), Park, S., et al.: J. Biosci. Bioeng., 94, 218 (2002), Takimoto, A., et al.: Appl. Microbiol. Biotechnol., 65, 263 (2004),Formula:C10H12N2O5SColor and Shape:NeatMolecular weight:272.287-Aminocephalosporanic acid
CAS:7-Aminocephalosporanic acid is a molecule that can be used for wastewater treatment. It is an antibiotic with a broad spectrum of activity against bacteria and fungi, as well as some viruses. 7-Aminocephalosporanic acid has been shown to have antimicrobial properties in the human serum and to bind to the α subunit of cephalosporin, which is involved in bacterial cell wall synthesis. This compound contains nitrogen atoms with high biological reactivity, which may be due to its ability to form disulfide bonds on protein surfaces.
Formula:C10H12N2O5SPurity:Min. 95%Color and Shape:PowderMolecular weight:272.28 g/mol7-Aminocephalosporanic acid
CAS:Formula:C10H12N2O5SPurity:95%Color and Shape:SolidMolecular weight:272.287-Aminocephalosporanic acid
CAS:(6R,7R)-3-(Acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidFormula:C10H12N2O5SPurity:98%Molecular weight:272.28
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