Ampicillin

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Ampicillin
Category Antibiotics
Catalog number BBF-00684
CAS 69-53-4
Molecular Weight 349.40
Molecular Formula C16H19N3O4S
Purity >98%

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Description

Ampicillin is a broad-spectrum antibiotic used to prevent and treat a variety of bacterial infections. It is used to treat infectious diseases caused by sensitive chicken bacteria, such as Escherichia coli, Salmonella, Pasteurella, Staphylococcus and Streptococcus infections.

Specification

Related CAS 7177-48-2 (Trihydrate) 69-52-3 (sodium)
Synonyms Pentrexyl; Principen; D-(-)-α-Aminobenzylpenicillin; Sultamicillin EP Impurity C; Aminobenzylpenicillin; Ampicillin acid; Amcill; Polycillin; Principen; Omnipen; Ampicilline; Penbritin
Storage Store at 2-8°C
IUPAC Name (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C
InChI 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
Source Semi-synthetic

Properties

Appearance White crystalline powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 683.9 °C at 760 mmHg
Melting Point 199-202 °C (dec.)
Density 1.450 g/cm3
Solubility Soluble in Water

Reference Reading

1.Draft Genome Sequence of Vancomycin-Susceptible, Ampicillin-Intermediate Enterococcus faecium Strain D344RRF.
García-Solache M1, Rice LB2. Genome Announc. 2016 May 5;4(3). pii: e01720-15. doi: 10.1128/genomeA.01720-15.
Enterococcus faecium is an important nosocomial pathogen, causing a substantial health burden due to high resistance to antibiotics and its ability to colonize the gastrointestinal tract. Here, we present the draft genome of vancomycin-susceptible, ampicillin-intermediate strain D344RRF, a rifampicin/fusidic acid-resistant and commonly used laboratory strain, which is useful in studying the transfer of antibiotic resistance.

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