Levofloxacin Hemihydrate CAS 138199-71-0

CAS Number

138199-71-0

Grade

Highly Purified

Molecular Formula

C18H20FN3O4•1/2H2O

Molecular Weight

370.38

EU Commodity Code

38220090

Shipping Temp

Storage Temp

-20°C

(-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid, Hemihydrate

Levofloxacin is a synthetic chemotherapeutic antibiotic of the fluoroquinolone drug class[1][2] and is used to treat severe or life-threatening bacterial infections or bacterial infections that have failed to respond to other antibiotic classes.[3][4] It is sold under various brand names, such as Levaquin and Tavanic, the most common. In form of ophthalmic solutions it is known as Oftaquix, Quixin and Iquix.

Levofloxacin is a chiral fluorinated carboxyquinolone. Investigation of ofloxacin, an older drug that is the racemic mixture, found that the l form [the (–)-(S) enantiomer] is more active. This specific component is levofloxacin.[5][6]

Levofloxacin interacts with a number of other drugs, as well as a number of herbal and natural supplements. Such interactions increase the risk of cardiotoxicity and arrhythmias, anticoagulation, the formation of non-absorbable complexes, as well as increasing the risk of toxicity.[7]

Levofloxacin is associated with a number of serious and life-threatening adverse reactions as well as spontaneous tendon ruptures and irreversible peripheral neuropathy. Such reactions may manifest long after therapy had been completed and in severe cases may result in life-long disabilities. Hepatoxicity has also been reported with the use of levofloxacin.[8][9]

Melting Point

As Reported

Solubility

As Reported

Method for Determining Identity

Proton NMR Spectroscopic Analysis

TLC Conditions

As Reported

Specific Rotation

As Reported

Water Content

As Reported

Storage and Stability

May be stored at RT for short-term only. Long-term storage is recommended at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

Important Note

This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.

Toxicity and Hazards: All products should be handled by qualified personnel only, trained in laboratory procedures.

Source

Synthetic

Purity

~90%

Important Note

This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.

References

General References:|1. Nelson, JM.; Chiller, TM.; Powers, JH.; Angulo, FJ. (Apr 2007). "Fluoroquinolone-resistant Campylobacter species and the withdrawal of fluoroquinolones from use in poultry: a public health success story.". Clin Infect Dis 44 (7): 977–80. doi:10.1086/512369. PMID 17342653.|2. Kawahara, S. (Dec 1998). "[Chemotherapeutic agents under study]". Nippon Rinsho 56 (12): 3096–9. PMID 9883617.|3. Liu, H.; Mulholland, SG. (July 2005). "Appropriate antibiotic treatment of genitourinary infections in hospitalized patients.". Am J Med 118 Suppl 7A: 14S–20S. doi:10.1016/j.amjmed.2005.05.009. PMID 15993673.|4. MacDougall C, Guglielmo BJ, Maselli J, Gonzales R (March 2005). "Antimicrobial drug prescribing for pneumonia in ambulatory care". Emerging Infect. Dis. 11 (3): 380–4. PMID 15757551.|5. Janssen Pharmaceutica (September 2008). "HIGHLIGHTS OF PRESCRIBING INFORMATION" (PDF). USA: FDA.|6. Morrissey, I.; Hoshino, K.; Sato, K.; Yoshida, A.; Hayakawa, I.; Bures, MG.; Shen, LL. (August 1996). "Mechanism of differential activities of ofloxacin enantiomers." (PDF). Antimicrob Agents Chemother 40 (8): 1775–84. PMID 8843280. PMC 163416.|7. DrugBank (19 February 2009). "Showing drug card for Levofloxacin (DB01137)". Canada.|8. Renata Albrecht (19 June 2007). "NDA 20-634/S-045, NDA 20-635/S-048, NDA 21-721/S-013" (PDF). USA: FDA.|9. Renata Albrecht (16 April 2008). "NDA 20-634/S-051, NDA 20-635/S-055, NDA 21-721/S-019" (PDF). USA: FDA.|

USBio References

No references available

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L2051-35 Levofloxacin Hemihydrate ((-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid, Hemihydrate) CAS: 138199-71-0

CAS Number

Grade

Molecular Formula

Molecular Weight

EU Commodity Code

Shipping Temp

Storage Temp

(-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid, Hemihydrate

References

USBio References

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