C6895

Cefaclor

• Synonym(s): 7-(D-2-Amino-2-phenylacetamido)-3-chloro-3-cephem-4-carboxylic acid
• Empirical Formula (Hill Notation): C₁₅H₁₄ClN₃O₄S
• CAS Number: 53994-73-3
• Molecular Weight: 367.81
• Beilstein: 8176092
• EC Number: 258-909-5
• MDL number: MFCD00151471
• UNSPSC Code: 51283701
• PubChem Substance ID: 24278331
• NACRES: NA.85

Properties

• form: powder or crystals
• Quality Level: 200
• 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

Description

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.

Safety Information

• 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