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Cefadroxil

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Name

Cefadroxil

EINECS 256-555-6
CAS No. 66592-87-8 Density N/A
PSA 167.49000 LogP 1.11530
Solubility N/A Melting Point 197oC
Formula C16H17N3O5S.H2O Boiling Point 789.9 °C at 760 mmHg
Molecular Weight 381.409 Flash Point 431.5 °C
Transport Information N/A Appearance White crystalline solid
Safety 26-36 Risk Codes 36/37/38-42/43
Molecular Structure Molecular Structure of 66592-87-8 (Cefadroxil) Hazard Symbols HarmfulXn
Synonyms

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,monohydrate, (6R,7R)- (9CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-, monohydrate,[6R-[6a,7b(R*)]]-;Cefadroxil monohydrate;Duricef;? Cefadroxil monohydrate;

Article Data 7

Cefadroxil Specification

The Cefadroxil, with the CAS registry number 50370-12-2, is also known as 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2R)-amino(4-hydroxyphenyl)acetyl)amino)-3-methyl-8-oxo-, (6R,7R)-. It belongs to the product categories of Active Pharmaceutical Ingredients; Alphabetic; C; CA - CGForensic and Veterinary Standards; Drugs & Metabolites; Neat Compounds. Its EINECS registry number is 256-555-6. This chemical's molecular formula is C16H17N3O5S and molecular weight is 363.39. What's more, both its IUPAC name and systematic name are the same which is called (6R,7R)-7-{[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. It should be stored in a cool, dry and well-ventilated place. Cefadroxil is a broad-spectrum antibiotic of the cephalosporin type, effective in Gram-positive and Gram-negative bacterial infections. It is a bactericidal antibiotic.

Physical properties about Cefadroxil are: (1)ACD/LogP: -0.248; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.74; (4)ACD/LogD (pH 7.4): -3.40; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 8; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 158.26 Å2; (13)Index of Refraction: 1.728; (14)Molar Refractivity: 90.944 cm3; (15)Molar Volume: 228.229 cm3; (16)Polarizability: 36.053×10-24cm3; (17)Surface Tension: 90.455 dyne/cm; (18)Density: 1.592 g/cm3; (19)Flash Point: 431.492 °C; (20)Enthalpy of Vaporization: 120.499 kJ/mol; (21)Boiling Point: 789.861 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Cefadroxil: this chemical can be prepared by cefadroxil. The yield is 94 %.

Cefadroxil can be prepared by cefadroxil.

Uses of Cefadroxil: it is used to produce other chemicals. For example, it can react with acetic acid anhydride to get N-acetylcefadroxil. The reaction needs ambient temperature. The reaction time is 15 hours and yield is 53.3 %.

Cefadroxil can react with acetic acid anhydride to get N-acetylcefadroxil.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health. It is irritating to eyes, respiratory system and skin. It may cause sensitisation by inhalation and skin contact. Therefore, you should wear suitable protective clothing. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccc(O)cc3)N)C)C(=O)O
(2) InChI: InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1
(3) InChIKey: BOEGTKLJZSQCCD-UEKVPHQBSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 2gm/kg (2000mg/kg)   Japanese Journal of Antibiotics. Vol. 35, Pg. 2736, 1982.
mouse LD50 intraperitoneal > 6gm/kg (6000mg/kg)   Japanese Journal of Antibiotics. Vol. 35, Pg. 2736, 1982.
mouse LD50 intravenous > 1500mg/kg (1500mg/kg)   Infection. Vol. 8(Suppl,
mouse LD50 oral > 10gm/kg (10000mg/kg)   Japanese Journal of Antibiotics. Vol. 35, Pg. 2736, 1982.
mouse LD50 subcutaneous > 8gm/kg (8000mg/kg)   Japanese Journal of Antibiotics. Vol. 35, Pg. 2736, 1982.
rabbit LD50 oral > 6gm/kg (6000mg/kg)   Japanese Journal of Antibiotics. Vol. 35, Pg. 2736, 1982.
rat LD50 intraperitoneal > 6gm/kg (6000mg/kg)   Japanese Journal of Antibiotics. Vol. 35, Pg. 2736, 1982.
rat LD50 intravenous > 1gm/kg (1000mg/kg)   Infection. Vol. 8(Suppl,
rat LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. -, Pg. 552, 1990.
rat LD50 subcutaneous > 8gm/kg (8000mg/kg)   Japanese Journal of Antibiotics. Vol. 35, Pg. 2736, 1982.
 

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