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Key Documents

C6895

Sigma-Aldrich

Cefaclor

Synonym(s):

7-(D-2-Amino-2-phenylacetamido)-3-chloro-3-cephem-4-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C15H14ClN3O4S
CAS Number:
Molecular Weight:
367.81
Beilstein:
8176092
EC Number:
MDL number:
UNSPSC Code:
51283701
PubChem Substance ID:
NACRES:
NA.85

form

powder or crystals

solubility

soluble (slightly soluble in water, practically insoluble in methanol, ethanol)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

SMILES string

N[C@@H](C(=O)N[C@H]1[C@H]2SCC(Cl)=C(N2C1=O)C(O)=O)c3ccccc3

InChI

1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1

InChI key

QYIYFLOTGYLRGG-GPCCPHFNSA-N

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General description

Chemical structure: ß-lactam

Application

Cefaclor has been used in the heterologous expression of AaOr7 and AaOr8 in Xenopus laevis oocytes. It has also been used in cultures of isolated trigeminal ganglion (TG) and dorsal root ganglion (DRG) neurons.
Cefaclor is used to study urinary tract, intra-abdominal, and Haemophilus influenzae infections . It is used to study the mechanism of human renal organic anion and peptide transporters such as hOAT1, hPEPT1, and hPEPT2 and to study the effects of inhibition of penicillin-binding proteins on bacterial cell wall mucopeptide synthesis .

Biochem/physiol Actions

Cefaclor is a second generation cephalosporin with broad spectrum activity against Gram-negative and Gram-positive bacteria. It binds to penicillin-binding proteins and thereby inhibits the cell wall synthesis causing cell death.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Slightly soluble in water, practically insoluble in methanol, chloroform and benzene.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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