7-Aminodeacetoxycephalosporanic acid

Names

[ Name ]:
7-Aminodeacetoxycephalosporanic acid

[Synonym ]:
Cefadroxil Related Compound B
(6R,7R)-7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
MFCD00151456
EINECS 244-870-1
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-methyl-8-oxo-, (6R,7R)-
7beta-aminodeacetoxycephalosporanic acid
7-Aminodesacetoxycephalosporanic acid
7-ADCA
Cefalexin Impurity 2

Biological Activity

[Description]:

7-Aminodeacetoxycephalosporanic acid (7-ADCA) is a key intermediate in the synthesis of cephalosporins[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Linda G Otten, et al. Mutational Analysis of a Key Residue in the Substrate Specificity of a Cephalosporin Acylase. Chembiochem. 2004 Jun 7;5(6):820-5.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
517.6±50.0 °C at 760 mmHg

[ Melting Point ]:
234ºC (dec.)

[ Molecular Formula ]:
C₈H₁₀N₂O₃S

[ Molecular Weight ]:
214.242

[ Flash Point ]:
266.8±30.1 °C

[ Exact Mass ]:
214.041214

[ PSA ]:
108.93000

[ LogP ]:
-0.81

[ Vapour Pressure ]:
0.0±2.9 mmHg at 25°C

[ Index of Refraction ]:
1.698

[ Storage condition ]:
2-8°C

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H317-H334

[ Precautionary Statements ]:
P261-P280-P342 + P311

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R42/43

[ Safety Phrases ]:
S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Precursor & DownStream

Precursor

DownStream

Preparation

Articles

Enhanced enzymatic synthesis of a semi-synthetic cephalosprin, cefaclor, with in situ product removal.

Biotechnol. Lett. 25(14) , 1195-8, (2003)

In the enzymatic synthesis of cefaclor, 3-chloro-7-d-(2-phenylglycinamide)-3-cephem-4-carboxylic acid, from phenylglycine methyl ester and 7-aminodesacetoxymethyl-3-chlorocephalosporanic acid, the in ...

Enzymatic production of cephalexin.

Enzyme Microb. Technol. 16(8) , 715-8, (1994)

Enzymatic production of cephalexin using immobilized penicillin G acylase was studied. The factors that affect the conversion of 7-amino-3-deacetoxycephalosporanic acid (7-ADCA) to cephalexin, such as...

Continuous cultivations of a Penicillium chrysogenum strain expressing the expandase gene from Streptomyces clavuligerus: Kinetics of adipoyl-7-aminodeacetoxycephalosporanic acid and byproduct formations.

Biotechnol. Bioeng. 83(3) , 353-60, (2003)

The production kinetics of a transformed strain of Penicillium chrysogenum expressing the expandase gene from Streptomyces clavuligerus was investigated in chemostat cultivations. The recombinant stra...