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About This Item
Empirical Formula (Hill Notation):
C16H18N3NaO4S
CAS Number:
Molecular Weight:
371.39
UNSPSC Code:
51281716
NACRES:
NA.76
PubChem Substance ID:
EC Number:
200-708-1
Beilstein/REAXYS Number:
4119211
MDL number:
product line
BioXtra
form
powder
technique(s)
cell culture | mammalian: suitable
impurities
endotoxin, tested
color
white to off-white
mp
215 °C (dec.) (lit.)
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
cell wall synthesis | interferes
storage temp.
2-8°C
SMILES string
[Na+].CC1(C)SC2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C([O-])=O
InChI
1S/C16H19N3O4S.Na/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);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
InChI key
KLOHDWPABZXLGI-YWUHCJSESA-M
General description
Chemical structure: β-lactam
Application
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.
Biochem/physiol Actions
Mode of Action: This is a β-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 β-lactamase cleaves the β-lactam ring of Ampicillin and inactivates it.
Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.
Mode of Resistance: Administration with β-lactamase cleaves the β-lactam ring of Ampicillin and inactivates it.
Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.
Preparation Note
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.
Other Notes
Keep container tightly closed in a dry and well-ventilated place, hygroscopic.
Disclaimer
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.
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signalword
Danger
hcodes
Hazard Classifications
Resp. Sens. 1A - Skin Sens. 1A
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
涉药品监管产品
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Shewanella oneidensis is a facultative anaerobic γ-proteobacterium possessing remarkably diverse respiratory capacities for reducing various organic and inorganic substrates. As a veteran research model for investigating redox transformations of environmental contaminants the bacterium is well known to be a naturally
Nuria Fernández-Hidalgo et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 56(9), 1261-1268 (2013-02-09)
The aim of this study was to compare the effectiveness of the ampicillin plus ceftriaxone (AC) and ampicillin plus gentamicin (AG) combinations for treating Enterococcus faecalis infective endocarditis (EFIE). An observational, nonrandomized, comparative multicenter cohort study was conducted at 17
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A8351-25G | 04061833391471 |
| A8351-100G | 04061833689622 |
| A8351-5G | 04061833391488 |