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Description

gemifioxacin · CAS 175463-14-6 · C18H20FN5O4. UNII OKR68Y0E4T. Melting Point: 235-237 °C; Solubility: 2.10e-01 g/L; LogP: 2.3.

Identification

CAS Registry Number	175463-14-6
PubChem CID	9571107
Molecular formula	C18H20FN5O4
IUPAC name	7-[(4Z)-3-(aminomethyl)-4-methoxyiminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
UNII (FDA)	OKR68Y0E4T

Computed Descriptors

Molecular Weight	389.4
XLogP3	-0.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	5
Exact Mass	389.14993230
Monoisotopic Mass	389.14993230
Topological Polar Surface Area	121
Heavy Atom Count	28
Formal Charge	0

Physical & Chemical Properties

Melting Point	235-237 °C
Solubility	2.10e-01 g/L
LogP	2.3

Physical description & handling notes

• Solid
• Off-white, amorphous solid from chloroform-ethanol
• Freely soluble at neutral pH (350 mg/mL at 37 °C, pH 7.0).
• pKa1 = 6.4 /COOH/; pKa2 = 9.0 /NH2/
• White to light brown solid. Freely soluble at neutral pH (350 ug/mL at 37 °C, pH 7.0) /Gemifloxacin mesylate/
• Oral: Tablets, film-coated: 320 mg (of gemifloxacin) Factive (Oscient). /Gemifloxacin mesylate/

Documented Uses

• Preparation: J. H. Kwak et al., EP 688772; C. Y. Hong et al., US 5633262 (1995, 1997 both to LG Chemical)
• For the treatment of bacterial infection caused by susceptible strains such as S. pneumoniae, H. influenzae, H. parainfluenzae, or M. catarrhalis, S. pneumoniae (including multi-drug resistant strains [MDRSP]), M. pneumoniae, C. pneumoniae, or K. pneumoniae.
• Gemifloxacin is a fourth generation, oral fluoroquinolone antibiotic used in the therapy of mild-to-moderate respiratory tract infections caused by susceptible organisms. Gemifloxacin has been linked to rare instances of acute liver injury.
• Breast Feeding; Lactation; Milk, Human; Fluoroquinolones; Quinolones
• Gemifloxacin is used for the treatment of acute bacterial exacerbation of chronic bronchitis caused by susceptible Streptococcus pneumoniae, Haemophilus influenzae, H. parainfluenzae, or Moraxella catarrhalis. /Included in US product label/
• Gemifloxacin is used for the treatment of community-acquired pneumonia (CAP) of mild to moderate severity caused by susceptible S. pneumoniae (including multidrug-resistant strains), H. influenzae, M. catarrhalis, Mycoplasma pneumoniae, Chlamydophila pneumoniae (formerly Chlamydia pneumoniae), or Klebsiella pneumoniae. /Included in US product label/

Synonyms

Gemifloxacin; 175463-14-6; Factiv; Gemifloxacine; Gemifloxacino; SB 265805; LB-20304; OKR68Y0E4T; DTXSID3048495; CHEBI:101853; LB20304; Gemifloxacinum; RefChem:56635; DTXCID9028469; J01MA15; SB265805

Frequently Asked Questions

What are the CAS number and molecular formula of gemifioxacin?

CAS 175463-14-6; molecular formula C18H20FN5O4; molecular weight — g/mol.

What other names is gemifioxacin known by?

Gemifloxacin, 175463-14-6, Factiv, Gemifloxacine, Gemifloxacino, SB 265805.

What are the key physical properties of gemifioxacin?

Melting Point: 235-237 °C; Solubility: 2.10e-01 g/L; LogP: 2.3.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.