7-ACA

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7-Aminocephalosporanic acid
Partially condensed, stereo, skeletal formula of 7-aminocephalosporanic acid
Identifiers
Abbreviations 7-ACA
CAS number 957-68-6 YesY
PubChem 483168
ChemSpider 390087 YesY
EC number 213-485-0
KEGG C07756 N
MeSH 7-Aminocephalosporanic+acid
ChEBI CHEBI:2255 N
ChEMBL CHEMBL1161449 N
Beilstein Reference 622637, 8919572
3DMet B02139
Jmol-3D images Image 1
Properties
Molecular formula C10H12N2O5S
Molar mass 272.28 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 The health hazard pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word Danger
GHS hazard statements H317, H334
GHS precautionary statements P261, P280, P342+311
EU classification Harmful Xn
R-phrases R42/43[1]
S-phrases S22 S36/37[1]
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

7-ACA (7-aminocephalosporanic acid) is the core chemical structure for the synthesis of cephalosporin antibiotics and intermediates. It can be obtained by chemoenzymatic hydrolysis of cephalosporin C.[2][3]

See also[edit]

References[edit]

  1. ^ 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. 
  2. ^ 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.