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Cefadroxil monohydrate

Cefadroxil monohydrate structure

CAS No:
66592-87-8
Formula:
C16H17N3O5S.H2O
Chemical Name:
Cefadroxil monohydrate
Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,hydrate (1:1),(6R,7R)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,monohydrate,[6R-[6α,7β(R*)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,monohydrate,(6R,7R)-;Cefadroxil monohydrate;Duricef
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Cefadroxil hydrate (BL-S 578 hydrate) is an orally active and first-generation cephalosporin with a broad spectrum antibacterial activity. Cefadroxil hydrate (BL-S 578 hydrate) also acts as a substrate of the peptide transporter PEPT1 and PEPT2[1][2].

Cefadroxil monohydrate is the hydrate that is the monohydrate of the cephalosporin cefadroxil. It contains a cefadroxil.|Cefadroxil is a semi-synthetic, beta-lactam, first-generation cephalosporin antibiotic with bactericidal activity. Cefadroxil binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.|Long-acting, broad-spectrum, water-soluble, CEPHALEXIN derivative.

Cefadroxil monohydrate Basic Attributes

Molecular Weight：

381.41

Exact Mass：

381.099457

EC Number：

1308068-626-2

UNII：

280111G160

NCI Thesaurus Code：

C28912

HScode：

2941905990

Characteristics

PSA：

167.49000

XLogP3：

1.11530

Appearance：

White crystalline solid

Melting Point：

197 °C (decomp)

Boiling Point：

789.9°C at 760 mmHg

Flash Point：

431.5ºC

Storage Conditions：

-20°C Freezer

Safety Information

Packing level：

Ⅲ

Transport codes：

2811

wgk germany：

hazard class code：

36/37/38-42/43

safety instructions：

26-36-36/37

RTECS Number：

XI0337000

Marks：

Xn,Xi

GHS Classification：

|Danger|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, and P501|Aggregated GHS information provided by 4 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

4 Hydroxycephalexin

Cefadroxil monohydrate Use and Manufacturing

Uses

Semi-synthetic cephalosporin antibiotic. Antibacterial

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:381.4
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:381.09945651
Monoisotopic Mass:381.09945651
Topological Polar Surface Area:159
Heavy Atom Count:26
Complexity:629
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

The first generation of oral cephalosporin has good antibacterial effect on most strains of penicillinase-producing and non-penicillinase-producing Staphylococcus aureus, coagulase-negative Staphylococcus, Streptococcus pneumoniae, group A hemolytic Streptococcus, etc. It also has certain antibacterial activity against Escherichia coli, Proteus mirabilis, Salmonella, Shigella, Haemophilus influenzae and gonococci. Methicillin-resistant Staphylococcus, Enterococcus, indole-positive Proteus, Enterobacter, Serratia and other Enterobacteriaceae, Pseudomonas aeruginosa and Bacteroides fragilis are resistant to this product.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Cefadroxil Capsules
Ingredients	The main ingredient of this product is cefadroxil, and its chemical name is (6R,7R)-3-methyl-7-[(R)-2-amino-2-(4-hydroxyphenyl)acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate.
Indication	Probenecid can increase the blood concentration of this product and delay renal excretion.
Specifications	Calculated as C16H17N3O5S 0.25g
Manufacturer	Shandong Xinhua Pharmaceutical Company Limited

Cefadroxil Capsules
Ingredients	The main ingredient of this product is cefadroxil, and its chemical name is (6R,7R)-3-methyl-7-[(R)-2-amino-2-(4-hydroxyphenyl)acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate.
Indication	Probenecid can increase the blood concentration of this product and delay renal excretion.
Specifications	0.25g
Manufacturer	Harbin Pharmaceutical Group Co., Ltd. GENERAL Pharm. FACTORY

Cefadroxil Capsules
Ingredients	The main ingredient of this product is cefadroxil, and its chemical name is (6R,7R)-3-methyl-7-[(R)-2-amino-2-(4-hydroxyphenyl)acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate.
Indication	Probenecid can increase the blood concentration of this product and delay renal excretion.
Specifications	0.125g

See More Related Drugs

Registered Holders

APITORIA PHARMA PRIVATE LTD

United States
Active
ORCHID PHARMA LTD

United States
Active
LUPIN LTD

United Kingdom
Active

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CAS No.: 66592-87-8

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CAS No.: 66592-87-8

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