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Cefaclor

Cefaclor Structure
CAS No.
53994-73-3
Chemical Name:
Cefaclor
Synonyms
Cephaclor;(6R,7R)-7-[[(R)-Aminophenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-aminophenylacetyl]amino]-3-chloro-8-oxo-, (6R,7R)-;S 6472;Kefral;Alfacet;panoral;CEFACLOR;Cefachlor;Cefaclorum
CBNumber:
CB9390436
Molecular Formula:
C15H14ClN3O4S
Molecular Weight:
367.81
MOL File:
53994-73-3.mol
Modify Date:
2024/5/20 14:58:25

Cefaclor Properties

Boiling point 713.4±60.0 °C(Predicted)
Density 1.3575 (rough estimate)
refractive index 1.6100 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility 1 M HCl: 50 mg/mL, clear to very faintly turbid, yellow
pka pKa 1.5±0.2(H2O) (Uncertain)
form powder
color Crystal
Water Solubility 10g/L(temperature not stated)
BRN 8176092
BCS Class 3
InChI 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
InChIKey QYIYFLOTGYLRGG-GPCCPHFNSA-N
SMILES N12[C@@]([H])([C@H](NC([C@H](N)C3=CC=CC=C3)=O)C1=O)SCC(Cl)=C2C(O)=O
CAS DataBase Reference 53994-73-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P280g-P284-P304+P340-P342+P311a-P501a-P261-P280-P342+P311
Hazard Codes  Xn,Xi
Risk Statements  42/43
Safety Statements  22-36/37-45
WGK Germany  2
RTECS  XI0363000
HS Code  29349990
Toxicity TDLo orl-cld: 131 mg/kg/7D-I:MSK,SKN CMAJAX 126,1032,82

Cefaclor price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C6895 Cefaclor 53994-73-3 100MG ₹2890.28 2022-06-14 Buy
Sigma-Aldrich(India) C6895 Cefaclor 53994-73-3 1G ₹14408.08 2022-06-14 Buy
SRL 92063 Cefaclor (CFC), 95% 53994-73-3 1Gms ₹1440 2022-05-26 Buy
Product number Packaging Price Buy
C6895 100MG ₹2890.28 Buy
C6895 1G ₹14408.08 Buy
92063 1Gms ₹1440 Buy

Cefaclor Chemical Properties,Uses,Production

Description

Cefaclor differs from cephalexin primarily in the bio-isosteric replacement of methyl by chlorine at C-3 and is quite acid stable, allowing oral administration. It also is quite stable to metabolism. It is less active against Gram-negative bacteria compared with the other second-generation cephalosporins but is more active against Gram-negative bacteria compared with the first-generation drugs.

Chemical Properties

white crystalline solid

Uses

Cefaclor belongs to the family of antibiotics known as the cephalosporins (cefalosporins). The cephalosporins are broad-spectrum antibiotics that are used for the treatment of septicaemia, pneumonia, meningitis, biliary-tract infections, peritonitis, and

Definition

ChEBI: A cephalosporin bearing chloro and (R)-2-amino-2-phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton.

Antimicrobial activity

It is less resistant than other group 2 cephalosporins to staphylococcal β-lactamase. It is active against N. gonorrhoeae and H. influenzae and against most enterobacteria, but it is susceptible to common enterobacterial β-lactamases. Pr. vulgaris and Providencia, Acinetobacter and Serratia spp. are resistant. B. fragilis and clostridia are resistant but other anaerobes are commonly susceptible.

Clinical Use

Cefaclor (Ceclor) is an orally active semisyntheticcephalosporin that was introduced in the American market in1979. It differs structurally from cephalexin in that the 3-methyl group has been replaced by a chlorine atom. It issynthesized from the corresponding 3-methylenecepham sulfoxideester by ozonolysis, followed by halogenation of theresulting β-ketoester. The 3-methylenecepham sulfoxideesters are prepared by rearrangement of the corresponding 6-acylaminopenicillanic acid derivative. Cefaclor is moderatelystable in acid and achieves enough oral absorption to provideeffective plasma levels (equal to about two-thirds of thoseobtained with cephalexin). The compound is apparentlyunstable in solution, since about 50% of its antimicrobial activityis lost in 2 hours in serum at 37°C. The antibacterialspectrum of activity is similar to that of cephalexin, but it isclaimed to be more potent against some species sensitiveto both agents. Currently, the drug is recommended for thetreatment of non–life-threatening infections caused by H.influenzae, particularly strains resistant to ampicillin.

Side effects

Apart from mild gastrointestinal disturbance, the drug is well tolerated. Transiently increased transaminase levels and symptomatic vaginal candidosis have been noted. Clusters of a serum sickness-like illness have been described in children.

Safety Profile

Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: joints, dermatitis, increased body temperature. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Clí, SOx, an

Cefaclor Preparation Products And Raw materials

Global( 371)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Lupin Ltd +91-8019896181 +91-8019896181 Maharashtra, India 93 58 Inquiry
Ralington Pharma +91-7948911722 +91-9687771722 Gujarat, India 1350 58 Inquiry
Unimark Remedies Ltd +91-2267304120 +91-2267304120 Maharashtra, India 48 58 Inquiry
Syschem (India) Limited +91-7340783755 +91-8968433155 Haryana, India 8 58 Inquiry
Tradeimpex International 91-22-22010843 Maharashtra, India 64 58 Inquiry
J. B. Khokhani & Co. 91-22-40441234 Maharashtra, India 34 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Oceanic Pharmachem Pvt. Ltd. 91-22-42128600 Maharashtra, India 2006 58 Inquiry
Orbit Lifescience Pvt., Ltd. 91-22-61113200 Mumbai, India 206 58 Inquiry
Medilink Pharmachem 91-79-30070133 Gujarat, India 58 58 Inquiry

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