Chemistry:7-ACA
From HandWiki
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| 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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| 3DMet | |
| Abbreviations | 7-ACA |
| 622637, 8919572 | |
| ChEBI | |
| ChEMBL | |
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| EC Number |
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| KEGG | |
| MeSH | 7-Aminocephalosporanic+acid |
PubChem CID
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| UNII | |
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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 pictograms | 
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| GHS Signal word | Danger |
| H317, H334 | |
| P261, P280, P342+311 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Tracking categories (test):
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]
See also
References
- ↑ 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.
- ↑ 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.
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