119914-60-2

119914-60-2 structure

Name: Grepafloxacin
Chemical Name: Grepafloxacin
CAS Number: 119914-60-2
Molecular Formula: C₁₉H₂₂FN₃O₃
Molecular Weight: 359.39500
Catalog: API Synthetic anti-infective drugs Quinolone
Create Date: 2018-04-19 08:00:00
Modify Date: 2024-01-02 22:35:42
Grepafloxacin (OPC-17116) is an oral actively fluoroquinolone antibiotic with potent activity against community-acquired respiratory pathogens including Streptococcus pneumonia. Grepafloxacin has high tissue penetration and a promising pharmacodynamic profile[1][2][3].

Name	Grepafloxacin
Synonyms	1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid 1-cyclopropyl-5-methyl-6-fluoro-7-(3-methylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 1-Cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid MFCD00865116

Description	Grepafloxacin (OPC-17116) is an oral actively fluoroquinolone antibiotic with potent activity against community-acquired respiratory pathogens including Streptococcus pneumonia. Grepafloxacin has high tissue penetration and a promising pharmacodynamic profile[1][2][3].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> Bacterial
In Vitro	Grepafloxacin is a once-daily fluoroquinolone[2]. Grepafloxacin exhibits potent in vitro antibacterial activity against Gram-positive bacteria such as Streptococcus pneumoniae and high in vivo efficacy on the experimental systemic infections caused by the Gram-positive and -negative bacteria tested[4].
In Vivo	Grepafloxacin (OPC-17116) (200 mg/kg; p.o.; Balb/c mice) displays good safety profile in terms of phototoxicity[2]. Grepafloxacin (p.o.; 25, 50, 100, and 200 mg/kg; 5 days/week for 4 weeks; Female C57BL6/J-Lyst bg-J/ mice/beige mice) has modest activities in both intranasal (IN) infection and intravenous (IV) Mycobacterium avium infection models[3].
References	[1]. Efthymiopoulos C. Pharmacokinetics of grepafloxacin. J Antimicrob Chemother. 1997;40 Suppl A:35-43. [2]. Owen K. Comparative grepafloxacin phototoxicity in mouse skin. J Antimicrob Chemother. 1998;42(2):261-264. [3]. Cynamon MH, et al. The activity of grepafloxacin in two murine models of Mycobacterium avium infection. J Infect Chemother. 2004;10(3):185-188. [4]. Miyamoto H, et al. Synthesis and biological properties of substituted 1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acids. Bioorg Med Chem. 1995;3(12):1699-1706.

Density	1.366
Boiling Point	610ºC at 760mmHg
Melting Point	189-192ºC
Molecular Formula	C₁₉H₂₂FN₃O₃
Molecular Weight	359.39500
Flash Point	322.7ºC
Exact Mass	359.16500
PSA	74.57000
LogP	2.67400

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VB1993785

CHEMICAL NAME :: 3-Quinolinecarboxylic acid, 1,4-dihydro-1-cyclopropyl-6-fluoro-5-methyl-7-(3-meth yl- 1-piperazinyl)-4-oxo-

CAS REGISTRY NUMBER :: 119914-60-2

LAST UPDATED :: 199606

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C19-H22-F-N3-O3

MOLECULAR WEIGHT :: 359.44

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 78 mg/kg

SEX/DURATION :: female 6-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 22,4531,1994

Hazard Codes	Xi

109-07-9

119915-47-8

~92%

119914-60-2

Literature: Journal of Medicinal Chemistry, , vol. 34, # 3 p. 1155 - 1161

Precursor 2
109-07-9 119915-47-8
DownStream 0

119914-60-2	146863-02-7
173689-78-6	161967-81-3
1158522-08-7	940364-43-2
134104-43-1	131615-57-1
6906-52-1	930439-75-1
1018584-77-4	1021024-21-4
1375289-11-4	849349-65-1