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Merck
CN

C6895

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:
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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InChI key

QYIYFLOTGYLRGG-GPCCPHFNSA-N

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

SMILES string

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

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

Quality Level

200

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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.

General description

Chemical structure: ß-lactam

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

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000504472
0000504472
0000430813
0000430813
0000395354

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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)
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.
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
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)
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