7-Aminocephalosporanic acid

Molecule structure of 7-Aminocephalosporanic Acid (CAS NO.957-68-6):

IUPAC Name: (6R,7R)-3-(Acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
Molecular Weight: 272.27768 g/mol
Molecular Formula: C₁₀H₁₂N₂O₅S 
Density: 1.6 g/cm³ 
Melting Point: >300 °C(lit.)
Boiling Point: 560.6 °C at 760 mmHg 
Flash Point: 292.9 °C
Index of Refraction: 1.66
Molar Refractivity: 62.81 cm³
Molar Volume: 170 cm³
Surface Tension: 80.2 dyne/cm 
Enthalpy of Vaporization: 92.18 kJ/mol
Vapour Pressure: 4.87E-14 mmHg at 25 °C 
Storage Temp.: 2-8 °C
XLogP3: -4
H-Bond Donor: 2
H-Bond Acceptor: 6
Rotatable Bond Count: 4
Tautomer Count: 4
Exact Mass: 272.046692
MonoIsotopic Mass: 272.046692
Topological Polar Surface Area: 110
Heavy Atom Count: 18
Canonical SMILES: CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O
Isomeric SMILES: CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)N)SC1)C(=O)O
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
InChIKey: HSHGZXNAXBPPDL-HZGVNTEJSA-N
EINECS: 213-485-0
Product Categories: Organic acids;API intermediates;Antibiotics for Research and Experimental Use;beta-Lactams (Antibiotics for Research and Experimental Use);Biochemistry

 7-Aminocephalosporanic Acid (CAS NO.957-68-6) is used as the active nucleus for the synthesis of cephalosporins and intermedaites. It is also used as pharmaceutical intermediates.

Hazard Codes: Xn, Xi
Risk Statements: 42/43-36/37/38-20/21/22 
R42/43:May cause sensitization by inhalation and skin contact. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-36/37-24/25-36-26 
S22:Do not breathe dust. 
S36/37:Wear suitable protective clothing and gloves. 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

ASSAY (HPLC) of 7-Aminocephalosporanic Acid: 95.0 - 102.0 %
IDENTITY: corresponding (IR-spectrum, HPLC)
pH: 3.0 - 5.0
OPTICAL ROTATION: +88° min
SULFATED ASH: 0.3% max
HEAVY METALS: 50ppm max
MOISTURE: 1.5% max
TRANSMITTANCE: 88.0% min (420 nm)

The purity of the isolated 7-Aminocephalosporanic Acid is analysed by reverse phase C18 HPLC using a Shimadzu HPLC system (LC- 10AT, Shimadzu, Japan) equipped with a Merck C18 column (5μm, Merck, Ger- many). The mobile phase was 2﹪ Acetonitrile in 20 mM AMMONIUM ACETATE pH 5.7 at 1.2 ml/min flow rate. Sample size was 20μl. The absorbance of the eluent was monitored at 260 nm. 7-ACA from Sigma, USA, served as a standard.

 7-Aminocephalosporanic Acid (CAS NO.957-68-6) is also named as 7-ACA ; 7-ACS ; 7beta-Aminocephalosporanic acid ; 3-Acetoxymethylen-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid . 7-Aminocephalosporanic Acid (CAS NO.957-68-6) is off-white to beige crystalline powder.