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Merck

C9231

Carbenicillin disodium

meets USP testing specifications

Synonym(s):

Carbenicillin disodium salt, α-Carboxybenzylpenicillin disodium salt

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About This Item

Empirical Formula (Hill Notation):
C17H16N2Na2O6S
CAS Number:
Molecular Weight:
422.36
UNSPSC Code:
51102829
NACRES:
NA.76
PubChem Substance ID:
EC Number:
225-360-8
Beilstein/REAXYS Number:
5722128
MDL number:

Product Name

Carbenicillin disodium, meets USP testing specifications

InChI key

RTYJTGSCYUUYAL-YCAHSCEMSA-L

InChI

1S/C17H18N2O6S.2Na/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25);;/q;2*+1/p-2/t9?,10-,11+,14-;;/m1../s1

SMILES string

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

agency

USP/NF
meets USP testing specifications

form

solid

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

pharmaceutical (small molecule)

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

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Analysis Note

Stable at 37 °C for 3 days

Application

Used for selection of ampr transformed cells. Used to study the role of penicillin-sensitive transpeptidases in cell wall biosynthesis.

Biochem/physiol Actions

Mode of Action: Carboxypenicillin antibiotic that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane.


Antimicrobial spectrum: Active against Gram-positive and Gram-negative bacteria

General description

Chemical structure: ß-lactam

Other Notes

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

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

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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Edward Avilés et al.
Organic letters, 12(22), 5290-5293 (2010-10-23)
Monamphilectine A (1), a new diterpenoid β-lactam alkaloid showing potent antimalarial activity, was isolated in milligram quantities following bioassay-directed extraction of a Puerto Rican marine sponge Hymeniacidon sp. Its structure, established by interpretation of spectral data, was confirmed unequivocally by
Steven D Brown et al.
Biochemistry, 48(47), 11155-11157 (2009-10-24)
Bacteriophage Qbeta coat protein forms uniform virus-like particles when expressed recombinantly in a variety of organisms. We have inserted the IgG-binding Z domain at the carboxy terminus of the coat protein and coexpressed this chimeric subunit with native coat protein
J Steinmann et al.
Euro surveillance : bulletin Europeen sur les maladies transmissibles = European communicable disease bulletin, 16(33) (2011-08-30)
We describe the epidemiology and characteristics of the pathogen and patients (n=7) associated with an outbreak of a carbapenem-resistant Klebsiella pneumoniae (CRKP) strain in a German university hospital from July 2010 to January 2011. Species identification and detection of carbapenem
Jiachuan Pan et al.
PloS one, 7(9), e45778-e45778 (2012-10-03)
Bacteria are well known to form dormant persister cells that are tolerant to most antibiotics. Such intrinsic tolerance also facilitates the development of multidrug resistance through acquired mechanisms. Thus persister cells are a promising target for developing more effective methods
Yasser M Abdelrahman et al.
Nucleic acids research, 39(5), 1843-1854 (2010-11-06)
Chlamydia trachomatis is an obligate intracellular bacterium that exhibits a unique biphasic developmental cycle that can be disrupted by growth in the presence of IFN-γ and β-lactams, giving rise to an abnormal growth state termed persistence. Here we have examined

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