Ampicillin

Empirical Formula (Hill Notation):	C16H19N3O4S
CAS Number:	69-53-4
Molecular Weight:	349.40
Beilstein/REAXYS Number:	1090925
EC Number:	200-709-7
MDL number:	MFCD00005175
PubChem Substance ID:	329758626
NACRES:	NA.24

Кат. номер

59349-VAR

59349-100MG

Chemical structure: -lactam
Ampicillin belongs to the -lactum group of antibiotics. It is used to treat bacterial infections via penetrating gram positive and gram negative bacteria. Its mode of action basically involves the inhibition of bacterial cell wall synthesis, thus leading to cell lysis.
Ampicillin has been used as a reference compound in the determination of ampicillin free drug concentration in standard solution of human serum albumin by micellar liquid chromatography method.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Ampicillin is a semi-synthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It has been used to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, certain bloodstream infections, and has been used to develop PCR assays to detect resistance genes in cerebrospinal fluid.
Mode of Action: Ampicillin is a semisynthetic penicillin and a -lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.
Mode of Resistance: Administration with -lactamase cleaves the -lactam ring of Ampicillin and inactivates it.
Antimicrobial Spectrum: Effective against both Gram-positive (similar to benzylpenicillin) and Gram-negative bacteria (similar to tetracyclines and chloramphenicol.
This product is packaged in a bottomless glass bottle with the contents inside an inserted fused cone.
This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. Additional studies have shown that the stability of Ampicillin in solution is a function of pH, temperature and the identity of the buffer. It′s activity is quickly lost when stored above pH 7. Optimal storage conditions are suggested as 2-8°C, and pH 3.8-5 where its activity was retained at 90%+ for a week.
Ampicillin is reported as slightly soluble in water, practically insoluble in alcohol, chloroform, ether and fixed oils but soluble in dilute acids or bases. The solution should not be autoclaved; a stock solution should be sterilized through filtration and stored frozen, where it will be stable for months.

Quality Level	100
grade	analytical standard
assay	95.0% anhydrous basis (NT)
form	neat
shelf life	limited shelf life, expiry date on the label
application(s)	HPLC: suitable, gas chromatography (GC): suitable
impurities	20% water
mp	208 °C (dec.) (lit.)
Featured Industry	Clinical Forensics and Toxicology Pharmaceutical (small molecule)
format	neat
storage temp.	2-8°C
SMILES string	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O
InChI	1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
InChI key	AVKUERGKIZMTKX-NJBDSQKTSA-N

pictograms	GHS07,GHS08
signalword	Danger
hcodes	H315 - H317 - H319 - H334 - H335
pcodes	P280 - P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point F	Not applicable
Flash Point C	Not applicable