7-ACA
Appearance
Names | |
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IUPAC name
3-[(Acetyloxy)methyl]-7β-amino-3,4-didehydrocepham-4-carboxylic acid
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Systematic IUPAC name
(6R,7R)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | |
Other names
7-Aminocephalosporinic acid
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Identifiers | |
3D model (JSmol)
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Abbreviations | 7-ACA |
622637, 8919572 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.012.259 |
EC Number |
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KEGG | |
MeSH | 7-Aminocephalosporanic+acid |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C10H12N2O5S | |
Molar mass | 272.27 g·mol−1 |
Melting point | 300 °C (572 °F; 573 K)[1] |
log P | -1.87 |
Acidity (pKa) | 2.59 |
Basicity (pKb) | 11.41 |
Hazards | |
GHS labelling: | |
Danger | |
H317, H334 | |
P261, P280, P342+P311 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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7-ACA (7-aminocephalosporanic acid) is the core chemical structure (a synthon) for the synthesis of cephalosporin antibiotics and intermediates. It can be obtained by chemoenzymatic hydrolysis of cephalosporin C.[2][3]
The production of 7-ACA (7-aminocephalosporanic acid) is predominantly segmented into two methods which is Enzymatic Hydrolysis and Chemical Cracking. These processes are essential for the synthesis of various cephalosporin antibiotics.[4]
See also
[edit]References
[edit]- ^ 7-ACA at Chemblink
- ^ Tan, Qiang; Zhang, Yewang; Song, Qingxun; Wei, Dongzhi (2010). "Single-pot conversion of cephalosporin C to 7-aminocephalosporanic acid in the absence of hydrogen peroxide". World Journal of Microbiology & Biotechnology. 26 (1): 145–152. doi:10.1007/s11274-009-0153-9. S2CID 84749385.
- ^ Tan, Qiang; Song, Qingxun; Wei, Dongzhi (2006). "Single-pot conversion of cephalosporin C to 7-aminocephalosporanic acid using cell-bound and support-bound enzymes". Enzyme and Microbial Technology. 39 (5): 1166–1172. doi:10.1016/j.enzmictec.2006.02.028.
- ^ "7-Aminocephalosporanic Acid (7-ACA) Market". Markets Glob Market Research. Retrieved 30 August 2024.