CEFOVECIN SODIUM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H18N5O6S2.Na
Molecular Weight	475.474
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].[H][C@]12SCC([C@@H]3CCCO3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C4=CSC(N)=N4)C([O-])=O

InChI

InChIKey=QRIBXVGHDLFNNE-VQWMGBAQSA-M

InChI=1S/C17H19N5O6S2.Na/c1-27-21-10(8-6-30-17(18)19-8)13(23)20-11-14(24)22-12(16(25)26)7(5-29-15(11)22)9-3-2-4-28-9;/h6,9,11,15H,2-5H2,1H3,(H2,18,19)(H,20,23)(H,25,26);/q;+1/p-1/b21-10-;/t9-,11+,15+;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C17H18N5O6S2
Molecular Weight	452.485
Charge	-1
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	1
Optical Activity	UNSPECIFIED

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://web.archive.org/web/20171115072542/https://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/ucm062340.pdf
Curator's Comment: description was created based on several sources, including: http://www.zora.uzh.ch/40272/4/Cefovecin.pdf | http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Scientific_Discussion/veterinary/000098/WC500062064.pdf

Cefovecin is a third generation cephalosporin with a broad-spectrum of activity against Gram-positive and Gram-negative bacteria. Cefovecin differs from other cephalosporins in that it is highly protein bound and has a long duration of activity. As with all cephalosporins, the bactericidal action of cefovecin results from the inhibition of bacterial cell wall synthesis through binding to the penicillin-binding proteins (PBPs). It is indicated for the treatment of skin infections secondary superficial pyoderma, abscesses and wounds. Some gastrointestinal adverse effects like vomiting, anorexia or diarrhea were observed.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial penicillin-binding protein 233 Target ID: CHEMBL2354204 Sources: https://web.archive.org/web/20171115072542/https://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/ucm062340.pdf	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Secondary superficial pyoderma 2 Sources: https://www.zoetisus.com/products/dogs/convenia/documents/convenia_pi.pdf	Curative	Approved 8429	Convenia Approved Use CONVENIA is indicated for the treatment of skin infections (secondary superficial pyoderma, abscesses, and wounds) in dogs caused by susceptible strains of Staphylococcus intermedius and Streptococcus canis and skin infections (wounds and abscesses) in cats, caused by susceptible strains of Pasteurella multocida. Launch Date 1.20899515E12
Wounds 15 Sources: https://www.zoetisus.com/products/dogs/convenia/documents/convenia_pi.pdf	Curative	Approved 8429	Convenia Approved Use CONVENIA is indicated for the treatment of skin infections (secondary superficial pyoderma, abscesses, and wounds) in dogs caused by susceptible strains of Staphylococcus intermedius and Streptococcus canis and skin infections (wounds and abscesses) in cats, caused by susceptible strains of Pasteurella multocida. Launch Date 1.20899515E12
Abscesses 2 Sources: https://www.zoetisus.com/products/dogs/convenia/documents/convenia_pi.pdf	Curative	Approved 8429	Convenia Approved Use CONVENIA is indicated for the treatment of skin infections (secondary superficial pyoderma, abscesses, and wounds) in dogs caused by susceptible strains of Staphylococcus intermedius and Streptococcus canis and skin infections (wounds and abscesses) in cats, caused by susceptible strains of Pasteurella multocida. Launch Date 1.20899515E12

PubMed

Title	Date	PubMed
Pharmacokinetics and pharmacodynamics of cefovecin in dogs.	2006 Dec	17083454
Pharmacokinetics of cefovecin in cats.	2006 Dec	17083455

Patents

Sample Use Guides

In Vivo Use Guide

A single injection of 8 mg/kg body weight. A second injection of 8 mg/kg may be administered if response to therapy is not complete.

Route of Administration: Other

In Vitro Use Guide

The minimum inhibitory concentrations (MICs) were determined for 45 clinical Pasteurella multocida isolates from infections in cats using applicable Clinical and Laboratory Standards Institute (CLSI) standards. The MIC90 for P. multocida was ≤ 0.06 ug/mL.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:21:48 UTC 2023` Edited by `admin` on `Fri Dec 15 16:21:48 UTC 2023`
Record UNII	DL8Q24959P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CEFOVECIN SODIUM

Official Name

English

CEFOVECIN SODIUM SALT [MI]

Common Name

English

UK-287074-02

Code

English

Sodium (6R,7R)-7-[[(2Z)-(2-aminothiazol-4-yl)(methoxyimino)acetyl]amino]-8-oxo-3-[(2S)-tetrahydrofuran-2-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Systematic Name

English

CEFOVECIN SODIUM [USAN]

Common Name

English

5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-(((2-AMINO-4-THIAZOLYL)(METHOXYIMINO)ACETYL)AMINO)-8-OXO-3-(TETRAHYDRO-2-FURANYL)-, MONOSODIUM SALT, (6R-(3(S*),6.ALPHA.,7.BETA.(Z)))-

Common Name

English

CEFOVECIN SODIUM [MART.]

Common Name

English

CEFOVECIN SODIUM [GREEN BOOK]

Common Name

English

CEFOVECIN SODIUM [JAN]

Common Name

English

UK-287,074-02

Code

English

CEFOVECIN NATRIUM

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C357