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CAS 957-68-6

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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
  • See more synonyms
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Found 16 products.
  • 7-Aminocephalosporanic acid

    CAS:
    <p>7-Aminocephalosporanic acid (7-ACA) is used for synthesis of cephalosporin antibiotics and intermediates.</p>
    Formula:C10H12N2O5S
    Purity:91.05%
    Color and Shape:White Solid Powder
    Molecular weight:272.28
  • 7-Aminocephalosporanic acid

    CAS:
    Formula:C10H12N2O5S
    Purity:95%
    Color and Shape:Solid
    Molecular weight:272.2777

    Ref: IN-DA003NCV

    1g
    22.00€
    5g
    26.00€
    25g
    27.00€
    100g
    57.00€
    500g
    174.00€
  • 7-Aminocephalosporanic acid

    CAS:
    Formula:C10H12N2O5S
    Purity:(HPLC) ≥ 95.0%
    Color and Shape:White to off-white or beige crystalline powder
    Molecular weight:272.28

    Ref: 7W-GA7821

    ne
    To inquire
  • 7-Aminocephalosporanic acid

    CAS:
    <p>7-Aminocephalosporanic acid</p>
    Purity:≥90%
    Molecular weight:272.28g/mol

    Ref: 54-BUP16723

    100mg
    To inquire
  • Cefazolin EP Impurity H (Cefalotin EP Impurity C, Cefoperazone EP Impurity E, 7-Aminocephalosporanic Acid)

    CAS:
    Formula:C10H12N2O5S
    Color and Shape:White To Off-White Solid
    Molecular weight:272.28

    Ref: 4Z-C-9619

    5mg
    To inquire
    10mg
    444.00€
    25mg
    635.00€
    50mg
    825.00€
    100mg
    To inquire
  • 7-Aminocephalosporanic acid

    CAS:
    <p>7-Aminocephalosporanic acid</p>
    Purity:96.4% (hplc) (Typical Value in Batch COA)
    Color and Shape: slightly off-white crystalline powder
    Molecular weight:272.28g/mol

    Ref: 54-BIA4007

    5g
    62.00€
    10g
    99.00€
  • 7-Aminocephalosporanic Acid

    CAS:
    Formula:C10H12N2O5S
    Purity:>97.0%(T)(HPLC)
    Color and Shape:White to Light yellow to Light orange powder to crystal
    Molecular weight:272.28

    Ref: 3B-A1266

    5g
    27.00€
    25g
    59.00€
  • 7-Aminocephalosporanic acid

    CAS:
    Purity:95.0%
    Color and Shape:Solid, Powder
    Molecular weight:272.2799987792969

    Ref: 10-F221586

    1g
    24.00€
    10g
    20.00€
    25g
    23.00€
    100g
    80.00€
    500g
    213.00€
  • (6R,7R)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (7-ACA)

    Controlled Product
    CAS:
    Formula:C10H12N2O5S
    Color and Shape:Neat
    Molecular weight:272.28

    Ref: 86-MM0238.08

    25mg
    407.00€
    100mg
    1,625.00€
  • Cefazolin EP Impurity H

    CAS:
    Formula:C10H12N2O5S
    Molecular weight:272.3

    Ref: ST-EA-CP-C149022

    10mg
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    25mg
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    50mg
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    100mg
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  • 7-Aminocephalosporanic Acid

    Controlled Product
    CAS:
    <p>Impurity Cefoperazone EP Impurity E<br>Stability Hygroscopic<br>Applications 7-Aminocephalosporanic Acid (Cefoperazone EP Impurity E) is the starting material for semi-synthetic cephalosporins. Obtained by mild acid hydrolysis of cephalosporin C.<br>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),<br></p>
    Formula:C10H12N2O5S
    Color and Shape:White To Light Yellow
    Molecular weight:272.28

    Ref: TR-A603415

    1g
    135.00€
    5g
    237.00€
    50g
    1,593.00€
  • 7-Aminocephalosporanic acid

    CAS:
    <p>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.</p>
    Formula:C10H12N2O5S
    Purity:Min. 95%
    Color and Shape:Powder
    Molecular weight:272.28 g/mol

    Ref: 3D-FA11814

    5g
    279.00€
    10g
    419.00€
    25g
    709.00€
    50g
    991.00€
    100g
    1,395.00€
  • 7-Aminocephalosporanic acid, Antibiotic for Culture Media Use Only

    CAS:
    <p>7-Aminocephalosporanic acid is a chemical compound that is used as a reactant in the production of other chemicals.</p>
    Formula:C10H12N2O5S
    Molecular weight:272.28 g/mol

    Ref: 3D-A-5300

    5kg
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    10kg
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    25kg
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  • Cefoperazone EP Impurity E

    CAS:
    Formula:C10H12N2O5S
    Molecular weight:272.3

    Ref: ST-EA-CP-C154005

    10mg
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    25mg
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    50mg
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    100mg
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  • Cefalotin EP Impurity C

    CAS:
    Formula:C10H12N2O5S
    Molecular weight:272.27

    Ref: ST-EA-CP-C166003

    10mg
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    25mg
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    50mg
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    100mg
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  • 7-Aminocephalosporanic acid

    CAS:
    Formula:C10H12N2O5S
    Molecular weight:272.27

    Ref: ST-EA-CP-C91007

    10mg
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    25mg
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    50mg
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    100mg
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