C6895

Cefaclor

Name: Cefaclor
Brand: SIGMA
Price: 292 USD

Synonym(s):

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

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1 G

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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

Key Documents

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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

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Antibiotics

Biochemicals

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Show Differences

1 of 4

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
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder or crystals	form powder	form powder or crystals	form crystalline powder
solubility soluble (slightly soluble in water, practically insoluble in methanol, ethanol)	solubility ethanol: practically insoluble 96%, hexane: practically insoluble, water: slightly soluble	solubility -	solubility -

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.

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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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

Lysophosphatidic acid-induced itch is mediated by signalling of LPA5 receptor, phospholipase D and TRPA1/TRPV1

Kittaka H, et al.

The Journal of Physiology, 595(8), 2681-2698 (2017)

Characterization of an enantioselective odorant receptor in the yellow fever mosquito Aedes aegypti

Bohbot J D and Dickens J C

Testing, 4(9), e7032-e7032 (2009)

Molecular basis of the efficacy of cefaclor against Haemophilus influenzae.

M Picard et al.

Antimicrobial agents and chemotherapy, 36(11), 2569-2572 (1992-11-01)

Cefaclor sustained its inhibitory activity against a beta-lactamase-producing strain of Haemophilus influenzae. Although a relatively high permeability coefficient was calculated for ampicillin compared with that calculated for cefaclor, the resulting periplasmic concentration of cefaclor was 5.7 times that of ampicillin.

Clinical complications in the revascularization of immature necrotic permanent teeth.

Basma Dabbagh et al.

Pediatric dentistry, 34(5), 414-417 (2012-12-06)

The purpose of this case series was to report on the use of a technique of revascularization for necrotic immature permanent teeth, several problems encountered, and solutions to those problems. Eighteen pulp revascularizations were performed in 2009 using the original

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Global Trade Item Number

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

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