Cefaclor

A semisynthetic, orally administered second-generation cephalosporin antibiotic used for the treatment of susceptible bacterial infections, including respiratory tract, ear, skin and soft tissue, and urinary tract infections. Cefaclor exhibits bactericidal activity by binding to penicillin-binding proteins (PBPs) and inhibiting bacterial cell wall peptidoglycan synthesis. It is commonly formulated as cefaclor monohydrate

CAS Number: 70356-03-5

Molecular Mass: 385.8 g/mol

Formula: C₁₅H₁₆ClN₃O₅S

Smiles: N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)c1ccccc1.O

Synonymes:

Cefaclor, Cefaclor monohydrate, 70356-03-5, RefChem:574966, Panoral, Cefaclor (monohydrate), MFCD00071999, 3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylic acid monohydrate, (6R,7R)-7-((R)-2-amino-2-phenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate, Alfatil, Kefolor, Panacef, Alfatil Kapseln, Muco Panoral, Kefolor Suspension, Cefaclor-1-wasser, (6R,7R)-7-((R)-2-Amino-2-phenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid monohydrate, Keflor, Lilly 99638 hydrate, (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, hydrate, C15H16ClN3O5S, Cefachlor, UNII-69K7K19H4L, Di staclor, 70356-03-5 (hydrate), Cefaclor (USP), (6R,7R)-7-[(R)-2-Amino-2-phenylacetamido]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate, Cefaclor Monohydrate, (6R,7R)-7-[[(2R)-Aminophenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate, 7-(D-2-amino-2-phenylacetamido)-3-chloro-3-cephem-4-carboxylic acid monohydrate, Prestwick_783, Ceclor (TN), Cefaclor [USAN:USP:INN:BAN:JAN], Cefaclor, Monohydrate, CEFACLOR [USAN], CEFACLOR [VANDF], CEFACLOR [MART.], CEFACLOR [USP-RS], SCHEMBL33539, CEFACLOR [ORANGE BOOK], orb1308457, CEFACLOR [EP MONOGRAPH], CEFACLOR [USP MONOGRAPH], CHEMBL1201018, HY-B0198A, CEFACLOR MONOHYDRATE [MI], DTXSID80990551, GLXC-08150, HMS1569B11, HMS2096B11, HMS3713B11, CEFACLOR MONOHYDRATE [VANDF], s1499, CEFACLOR MONOHYDRATE [WHO-DD], AKOS016010170, CCG-220485, EBC-129028, FC19844, NSC 757422, (6R,7R)-7-[(2-Amino-2-phenylacetyl)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Monohydrate, AS-57307, SY247823, CS-0013096, C76242, D02352, F241570, SR-01000000152, SR-01000000152-4, (6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate, (6R,7R)-7-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, hydrate, (6R,7R)-7-{[(2R)-2-Amino-1-hydroxy-2-phenylethylidene]amino}-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid--water (1/1), 5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((AMINOPHENYLACETYL)AMINO)-3-CHLORO-8-OXO-, MONOHYDRATE, (6R-(6.ALPHA.,7.BETA.(R*)))-, 7-[(2-Amino-1-hydroxy-2-phenylethylidene)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid--water (1/1)

Bioactivity: Second-generation cephalosporin antibiotic; bacterial penicillin-binding protein (PBP) inhibitor

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
Acetone	278.15	-	0.1099	[60]
Acetone	283.15	-	0.1424	[60]
Acetone	288.15	-	0.1816	[60]
Acetone	293.15	-	0.2285	[60]
Acetone	298.15	-	0.2858	[60]
Acetone	303.15	-	0.354	[60]
Acetone	308.15	-	0.4402	[60]
Acetone	313.15	-	0.5495	[60]
Ethanol	278.15	-	0.1589	[60]
Ethanol	283.15	-	0.2035	[60]
Ethanol	288.15	-	0.2564	[60]
Ethanol	293.15	-	0.315	[60]
Ethanol	298.15	-	0.3753	[60]
Ethanol	303.15	-	0.4395	[60]
Ethanol	308.15	-	0.5151	[60]
Ethanol	313.15	-	0.6173	[60]
Methanol	278.15	-	0.8416	[60]
Methanol	283.15	-	0.9692	[60]
Methanol	288.15	-	1.098	[60]
Methanol	293.15	-	1.229	[60]
Methanol	298.15	-	1.369	[60]
Methanol	303.15	-	1.538	[60]
Methanol	308.15	-	1.741	[60]
Methanol	313.15	-	1.988	[60]
Water	278.15	-	8.293	[60]
Water	283.15	-	8.59	[60]
Water	288.15	-	8.936	[60]
Water	293.15	-	9.521	[60]
Water	298.15	-	10.16	[60]
Water	303.15	-	10.89	[60]
Water	308.15	-	11.75	[60]
Water	313.15	-	12.8	[60]

Molecule 3D descriptors

Descriptor	Value
PMI1	967.6826
PMI2	5588.1601
PMI3	6062.5437
NPR1	0.1596
NPR2	0.9218
RadiusOfGyration	4.0438
InertialShapeFactor	0.0010
Eccentricity	0.9872
Asphericity	0.5970
SpherocityIndex	0.1818
PBF	0.7932