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A6140

Ampicillin trihydrate

Name: Ampicillin trihydrate
Brand: SIGMA

900-1050 μg/mg anhydrous basis (HPLC)

Synonym(s):

α-Aminobenzylpenicillin trihydrate, Aminobenzyl Penicillin, Ampicillin, D-(−)-α-Aminobenzylpenicillin

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₉N₃O₄S · 3H₂O

CAS Number:

7177-48-2

Molecular Weight:

403.45

UNSPSC Code:

51281703

NACRES:

NA.85

PubChem Substance ID:

57653869

EC Number:

200-709-7

Beilstein/REAXYS Number:

5399534

MDL number:

MFCD00072036

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Properties

Quality Level

200

form

powder or crystals

concentration

900-1050 μg/mg (anhydrous, HPLC)

mp

198-200 °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

O.O.O.CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(O)=O

InChI

1S/C16H19N3O4S.3H2O/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);3*1H2/t9-,10-,11+,14-;;;/m1.../s1

InChI key

RXDALBZNGVATNY-CWLIKTDRSA-N

Description

General description

Chemical structure: β-lactam

Application

Ampicillin Trihydrate is commonly used to select for ampicillin resistance in mutated and transformed cells.

Biochem/physiol Actions

A β-lactam antibiotic with an amino group side chain attached to the penicillin structure. Penicillin derivative that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Bactericidal only to growing Escherichia coli . Mode of resistance: Cleavage of β-lactam ring of ampicillin by β-lactamase. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

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pictograms

GHS08,GHS07

signalword

Danger

hcodes

H315,H317,H319,H334,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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