7-Aminocephalosporanic acid

Names

[ CAS No. ]:
957-68-6

[ Name ]:
7-Aminocephalosporanic acid

[Synonym ]:
7-ACS
(7R)-7-Aminocephalosporanic acid
EINECS 213-485-0
7-AMINO CEPHALOSPORIC ACID
(6R,7R)-3-(Acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6R,7R)-
7beta-aminocephalosporanic acid
7β-aminocephalosporanic acid zwitterion
3-Acetoxymethyl-7-aminoceph-3-em-4-oic Acid
7β-aminocephalosporanic acid
7-Amino
MFCD00005177
7-Aminocephalosporanicacid
7-Aminocephalsporanic acid
7-Aminocephalosporanic acid
7-ACA
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Acetate Ester
Cefazolin Impurity 1

Biological Activity

[Description]:

7-Aminocephalosporanic acid is the core chemical structure for the synthesis of cephalosporin antibiotics, is a potent β-lactamase inhibitor.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial

Research Areas >> Infection

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
560.6±50.0 °C at 760 mmHg

[ Melting Point ]:
>300 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₂N₂O₅S

[ Molecular Weight ]:
272.278

[ Flash Point ]:
292.9±30.1 °C

[ Exact Mass ]:
272.046692

[ PSA ]:
135.23000

[ LogP ]:
-0.80

[ Vapour Pressure ]:
0.0±3.3 mmHg at 25°C

[ Index of Refraction ]:
1.661

[ Storage condition ]:
2-8°C

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,Xi

[ Risk Phrases ]:
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 Phrases ]:
S22-S36/37-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2934996000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934996000

[ Summary ]:
2934996000. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:6.0%. General tariff:20.0%

Articles

Construction of recombinant Escherichia coli D11/pMSTO and its use in enzymatic preparation of 7-aminocephalosporanic acid in one pot.

J. Biotechnol. 129(3) , 400-5, (2007)

The main drawback in the industrial production of 7-aminocephalosporanic acid is the accumulation of intermediate (AKA-7-ACA) and destruction of substrate (cephalosporin C) catalyzed by catalase and b...

Batch production of deacetyl 7-aminocephalosporanic acid by immobilized cephalosporin-C deacetylase.

Appl. Microbiol. Biotechnol. 65(3) , 263-7, (2004)

Bacillus subtilis SHS0133 cephalosporin-C deacetylase (CAH) overexpressed in Escherichia coli was immobilized on an anion-exchange resin, KA-890, using glutaraldehyde. The activity yield of immobilize...

Site-specific protonation microequilibria of penicillin and cephalosporin beta-lactam core molecules.

Eur. J. Pharm. Sci. 32(1) , 1-7, (2007)

Acid-base chemistry of 6-aminopenicillanic acid (6-APA) and 7-aminocephalosporanic acid (7-ACA), the fundamental units of the two classical antibiotic families is characterised at the macroscopic and ...