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Cefaclor

Name: Cefaclor
Brand: SIGMA

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:

53994-73-3

Molecular Weight:

367.81

UNSPSC Code:

51283701

NACRES:

NA.85

PubChem Substance ID:

24278331

EC Number:

258-909-5

Beilstein/REAXYS Number:

8176092

MDL number:

MFCD00151471

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Properties

form

powder or crystals

Quality Level

200

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: β-lactam

Application

Cefaclor is used to study urinary tract, intra-abdominal, and Haemophilus influenzae infections [1][2][3]. 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 [4].

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.

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.[1]

Other Notes

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

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1 of 1

This Item	C8395	C8145	C4520
Sigma-Aldrich C6895 Cefaclor	Sigma-Aldrich C8395 Cephradine	Sigma-Aldrich C8145 Cefsulodin sodium salt hydrate	Sigma-Aldrich C4520 Cephalothin sodium salt
mode of action cell wall synthesis \| interferes	mode of action cell wall synthesis \| interferes	mode of action cell wall synthesis \| interferes	mode of action cell wall synthesis \| interferes
antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria
form powder or crystals	form powder	form powder or crystals	form crystalline powder
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200

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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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Certificates of Analysis (COA)

Lot/Batch Number

0000547335

0000504472

0000430813

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Synthesis and characterization of cobalt(II), nickel(II), copper(II) and zinc(II) complexes with Schiff base derived from 4-amino-3-mercapto-6-methyl-5-oxo-1,2,4-triazine.

Kiran Singh et al.

European journal of medicinal chemistry, 42(3), 394-402 (2007-01-17)

A few (1:1) and (1:2) metal complexes of cobalt(II), nickel(II), copper(II) and zinc(II) have been isolated with ligand derived from the condensation of 4-amino-3-mercapto-6-methyl-5-oxo-1,2,4-triazine with 2-acetylpyridine (L(1)) and characterized by elemental analysis, conductivity measurements, infrared, electronic, (1)H NMR spectral data

Interactions of amoxicillin and cefaclor with human renal organic anion and peptide transporters.

Meng Li et al.

Drug metabolism and disposition: the biological fate of chemicals, 34(4), 547-555 (2006-01-26)

Amoxicillin and cefaclor are two of the widely used beta-lactam antibiotics in the treatment of urinary tract infections. Both drugs are eliminated mainly by the kidney and rely on renal excretion to exert their antibacterial activities in the urinary tract.

Direct effect of intracanal medicaments on survival of stem cells of the apical papilla.

Nikita B Ruparel et al.

Journal of endodontics, 38(10), 1372-1375 (2012-09-18)

Regenerative endodontic procedures are an alternative treatment for immature teeth with necrotic pulps. Typically, intracanal medicaments such as triple antibiotic paste (TAP) or double antibiotic paste (DAP) and calcium hydroxide (Ca[OH](2)) are used for disinfection. However, their effect on human

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Global Trade Item Number

SKU	GTIN
C6895-1G	04061833511695
C6895-100MG	04061833511688

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