Florfenicol

Florfenicol

Systematic (IUPAC) name
2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	veterinary prescription only
Routes	intramuscular, subcutaneous
Identifiers
CAS number	73231-34-2^N
ATCvet code	QJ01BA90 QJ51BA90
PubChem	CID 114811
ChemSpider	102776^Y
UNII	9J97307Y1H^Y
KEGG	D04194^Y
ChEMBL	CHEMBL1241590^N
Synonyms	2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-(methylsulfonyl)phenyl)propan-2-yl)ethanamide
Chemical data
Formula	C₁₂H₁₄Cl₂F N O₄S
Mol. mass	358.21 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C12H14Cl2FNO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-15)16-12(18)11(13)14/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m1/s1^Y Key:AYIRNRDRBQJXIF-NXEZZACHSA-N^Y
N(what is this?) (verify)

Florfenicol (marketed by Schering-Plough Animal Health under the trade name Nuflor) is a fluorinated synthetic analog of thiamphenicol.^[1]

In the United States, florfenicol is currently indicated for the treatment of bovine respiratory disease (BRD) associated with Mannheimia (Pasteurella) haemolytica, Pasteurella multocida, and Haemophilus somnus, for treatment of bovine interdigital phlegmon (foot rot, acute interdigital necrobacillosis, infectious pododermatitis) associated with Fusobacterium necrophorum and Bacteroides melaninogenicus.

The use of florfenicol in horses, and likely in other equids, typically causes diarrhea. This has been anecdotally reported to progress to lethal cases of acute colitis. Therefore, use of this antimicrobial in the equine patient should be limited to cases in which other, safer, options are not available. ^[2]

External links

Nuflor website

References

^ Syriopoulou VP, Harding AL, Goldmann DA, Smith AL (February 1981). "In vitro antibacterial activity of fluorinated analogs of chloramphenicol and thiamphenicol.". Antimicrob Agents Chemother. 19 (2): 294–7. PMC 181412. PMID 6957162. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=181412.
^ Robinson, N.E.; Sprayberry, K.A. (2009). Current therapy in equine medicine. Saunders Elesevier. p. 13. ISBN 9781416054757. http://books.google.com/books?id=q-26Cz4t-P0C&pg=PA13&lpg=PA13&dq=florfenicol+equine&source=bl&ots=lkA2YqACNV&sig=nT1xUaU-axxOe8Hbx_QINeRudzg&hl=en&ei=_F6HTYumApLksQOq6KCDAg&sa=X&oi=book_result&ct=result&resnum=1&sqi=2&ved=0CBQQ6AEwAA#v=onepage&q=florfenicol%20equine&f=false. Retrieved March 21, 2011.

Antibacterials: protein synthesis inhibitors (J01A, J01B, J01F, J01G, QJ01XQ)

30S

Aminoglycosides
(initiation inhibitors)

-mycin (Streptomyces)	Streptomycin^# Neomycin^# (Framycetin, Paromomycin, Ribostamycin) Kanamycin^# (Amikacin, Arbekacin, Bekanamycin, Dibekacin, Tobramycin) Spectinomycin^# • Hygromycin B Paromomycin

-micin (Micromonospora)	Gentamicin^# (Netilmicin, Sisomicin, Isepamicin) Verdamicin Astromicin

Tetracycline antibiotics
(tRNA binding)

Tetracyclines	Doxycycline^# •Chlortetracycline • Clomocycline • Demeclocycline • Lymecycline • Meclocycline • Metacycline • Minocycline • Oxytetracycline • Penimepicycline • Rolitetracycline • Tetracycline

Glycylcyclines	Tigecycline

50S

Oxazolidinone
(initiation inhibitors)

Linezolid • Torezolid • Eperezolid • Posizolid • Radezolid

Peptidyl transferase

Amphenicols	Chloramphenicol^# • Azidamfenicol • Thiamphenicol • Florfenicol

Pleuromutilins	Retapamulin • Tiamulin • Valnemulin

MLS (transpeptidation/translocation)

Macrolides	Erythromycin^# • Azithromycin^# • Spiramycin • Midecamycin • Oleandomycin • Roxithromycin • Josamycin • Troleandomycin • Clarithromycin • Miocamycin • Rokitamycin • Dirithromycin • Flurithromycin • Ketolide (Telithromycin, Cethromycin, Solithromycin)

Lincosamides	Clindamycin^# • Lincomycin

Streptogramins	Pristinamycin • Quinupristin/dalfopristin • Virginiamycin

EF-G

Steroid antibacterials	Fusidic acid

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)

SprayberrySprayberrySprayberry