Outline Besifloxacin hydrochloride ophthalmic suspension
ChemicalBook > CAS DataBase List > Besifloxacin hydrochloride

Besifloxacin hydrochloride

Outline Besifloxacin hydrochloride ophthalmic suspension
Product Name
Besifloxacin hydrochloride
CAS No.
405165-61-9
Chemical Name
Besifloxacin hydrochloride
Synonyms
CS-781;Pranoprofer;BOL-303224-A;Besifloxacin HC;Unii-7506A6J57t;Besifloxacin HCl;Besivance hydrochloride;Hydrochloric Besifloxacin;7-[(3R)-3-AMinohexahydro-;Besifloxacin hydrochloride
CBNumber
CB62492988
Molecular Formula
C19H22Cl2FN3O3
Formula Weight
430.3
MOL File
405165-61-9.mol
More
Less

Besifloxacin hydrochloride Property

Melting point:
>210°C (dec.)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Methanol (Slightly, Heated, Sonicated), Water (Slightly, Heated, Sonicated)
form 
Solid
color 
Off-White to Light Beige
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Cayman Chemical
Product number
23692
Product name
Besifloxacin (hydrochloride)
Purity
≥95%
Packaging
5mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
23692
Product name
Besifloxacin (hydrochloride)
Purity
≥95%
Packaging
10mg
Price
$84
Updated
2024/03/01
Cayman Chemical
Product number
23692
Product name
Besifloxacin (hydrochloride)
Purity
≥95%
Packaging
25mg
Price
$193
Updated
2024/03/01
TRC
Product number
B319000
Product name
BesifloxacinHydrochloride(Contains~15%Inorganics)
Packaging
25mg
Price
$135
Updated
2021/12/16
Usbiological
Product number
257222
Product name
Besifloxacin hydrochloride
Packaging
250mg
Price
$333
Updated
2021/12/16
More
Less

Besifloxacin hydrochloride Chemical Properties,Usage,Production

Outline

Besifloxacin hydrochloride is developed by Bausch & Lomba as a new type of fluoroquinolones for the treatment of bacterial conjunctivitis (a non-viral caused infectious purulent eye irritation conjunctivitis ). Bacterial conjunctivitis which is a contagious eye disease, is a common disease that affects people of all ages. The clinical symptoms of infested eye including: foreign body sensation, burning sensation, tearing; conjunctival hyperemia, mucus or purulent discharge; eyelid edema, conjunctival edema and subconjunctival hemorrhage may occur in severe cases .

Besifloxacin hydrochloride ophthalmic suspension

Besifloxacin hydrochloride ophthalmic suspension (Besivance) is a fluoroquinolone drug recently approved for the topical treatment of bacterial conjunctivitis. This medicine can quickly kill common pathogens causing conjunctivitis , that is coagulase-negative staphylococci, Streptococcus pneumoniae, Staphylococcus aureus , Haemophilus influenzae bacteria, and other less common bacteria.. Besifloxacin is an effective drug to the Gram-positive and Gram-negative pathogens, include other fluoroquinolone-resistant bacteria , also it can balance the DNA gyrase and topoisomerase IV activity, slow the development of resistance. Topical administration can achieve stable and lasting high concentrations in human tears , and penetration in animal ocular tissue is good, showing excellent safety.
Pharmacokinetic and pharmacodynamic characteristics of Besifloxacin meet the criteria for successfully clearing most Gram-positive and Gram-negative bacteria, while exhibiting minimal systemic exposure.Besifloxacin biochemical properties, pharmacokinetics targeted to achieve/pharmacodynamic objectives and limited to local ophthalmic drug will slow the development of bacterial resistance, making Besifloxacin become attractive choice for acute bacterial conjunctivitis treatment.
The above information is edited by the chemicalbook of Tian Ye.

Description

Besifloxacin is a new fluoroquinolone antibacterial for ophthalmic use. It is indicated for the treatment of bacterial conjunctivitis, one of the most common ocular infections encountered in the primary care setting. Although the previously marketed fluoroquinolones ciprofloxacin, levofloxacin, ofloxacin, gatifloxacin, and moxifloxacin have been widely used to treat bacterial conjunctivitis, their continued utility is hampered by the emergence of resistance among key ocular isolates such as Staphylococcus aureus. Besifloxacin is the first fluoroquinolone developed exclusively for topical ophthalmic use. Unlike the previously marketed fluoroquinolones, besifloxacin has not been used systemically and is not in development as a systemic agent. Its exclusive indication as a topical agent is expected to reduce the overall environmental exposure of bacteria to besifloxacin, which may contribute to a lower risk for the emergence of bacterial resistance. Fluoroquinolones derive their antibacterial activity via inhibition of two essential bacterial enzymes, DNA gyrase and topoisomerase IV, which regulate processes of DNA replication. Besifloxacin inhibits DNA gyrase and topoisomerase IV from Streptococcus pneumoniae (IC50 = 1 and 0.4 mg/ L, respectively) and Escherichia coli (IC50 = 1 and 10 mg/L, respectively).

Chemical Properties

Pale Yellow Solid

Originator

SSP Co. Ltd. (Japan) (Japan)

Uses

Besifloxacin HCl is a fourth-generation fluoroquinolone antibiotic

Uses

A Fluoroquinolone antibiotic.

brand name

Besivance

Side effects

The most common adverse event reported in patients treated with besifloxacin ophthalmic suspension was conjunctival redness. Other less common adverse events were blurred vision, eye pain, eye irritation, eye pruritus, and headache.

Synthesis

Besifloxacin is a fourth-generation fluoroquinolone antibiotic which is marketed as besifloxacin hydrochloride. It was originally developed by the Japanese firm SSP Co. Ltd and designated SS734. SSP then licensed U.S. and European rights of SS734 for ophthalmic use to InSite Vision, Inc., in 2000, who then developed an eye drop formulation (ISV-403) and conducted preliminary clinical trials before selling the product and all rights to Bausch & Lomb in 2003. The eye drop was approved by the United States Food and Drug Administration (FDA) on May 29, 2009 and marketed under the trade name Besivance. Besifloxacin has been found to inhibit production of pro-inflammatory cytokines in vitro. The synthesis of besifloxacin commences with commercially available ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate.Condensation of this ketoester with triethyl orthoformate resulted in a mixture of vinylogous esters 14. Substitution with cyclopropanamine converts 14 to the vinylogous amide 15 as an unreported distribution of cis- and trans-isomers. This mixture was treated with base at elevated temperature to give 16. Presumably, the trans-isomer isomerizes to the cis-isomer, which subsequently undergoes an intramolecular nucleophilic aromatic substitution with concomitant saponification to construct quinolone acid 16. Quinolone 16 is then subjected to another nucleophilic substitution involving readily available iminoazepine 17 and the displacement reaction proceeds regioselectively to furnish the atomic framework of besifloxacin (18). Acidic methanolysis of 18 at elevated temperature gave besiflozacin (III).

Besifloxacin hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Besifloxacin hydrochloride Suppliers

Neugen Labs
Tel
--
Fax
--
Email
info@neugenlabs.com
Country
India
ProdList
99
Advantage
58
Athos Chemicals
Tel
--
Fax
--
Email
export@athoschemicals.com
Country
India
ProdList
315
Advantage
58
Globofarm International Private Limited
Tel
--
Fax
--
Email
procurement@globofarm.net
Country
India
ProdList
188
Advantage
58
Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
Clearsynth Labs
Tel
--
Fax
--
Email
fo@clearsynth.com
Country
India
ProdList
3887
Advantage
58
Placid Pharmachem
Tel
--
Fax
--
Email
parikshitjain@vsnl.com
Country
India
ProdList
115
Advantage
58
Flax Laboratories
Tel
--
Fax
--
Email
info@flaxlaboratories.com
Country
India
ProdList
13
Advantage
58
Ralington Pharma
Tel
--
Fax
--
Email
info@ralingtonpharma.com
Country
India
ProdList
312
Advantage
58
Apionex Pharma Pvt Ltd.
Tel
--
Fax
--
Email
info@apionex.com
Country
India
ProdList
14
Advantage
58
Indoco Remedies Ltd.
Tel
--
Fax
--
Email
corpcom@indoco.com
Country
India
ProdList
16
Advantage
58
Beaukev Pharma International Private Limited
Tel
--
Fax
--
Email
kevin@beaukevpharma.com
Country
India
ProdList
34
Advantage
58
Archerchem Healthcare Pvt., Ltd. (part of Archerchem Group)
Tel
--
Fax
--
Email
mayur@archerchem.com
Country
India
ProdList
147
Advantage
58
INDOCO REMEDIES LIMITED
Tel
--
Fax
--
Email
abhilash.soral@indoco.com
Country
India
ProdList
18
Advantage
58
Mahalaxmi Chemi Pharma
Tel
--
Fax
--
Country
India
ProdList
11
Advantage
58
Pharmaffiliates Analytics and Synthetics P. Ltd
Tel
--
Fax
--
Email
mktg@pharmaffiliates.com
Country
India
ProdList
6739
Advantage
58
SynZeal Research Pvt Ltd
Tel
--
Fax
--
Email
standards@synzeal.com
Country
India
ProdList
6514
Advantage
58
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
INDOCO REMEDIES LTD
Tel
--
Fax
--
Email
inquiries@greynium.com
Country
India
ProdList
19
Advantage
58
More
Less

View Lastest Price from Besifloxacin hydrochloride manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Besifloxacin Hcl Intermediate 405165-61-9
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
500kg
Release date
2022-01-11
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Besifloxacin Hydrochloride 405165-61-9
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-08-02
Hebei Chuanghai Biotechnology Co,.LTD
Product
Besifloxacin hydrochloride 405165-61-9
Price
US $1.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-20

405165-61-9, Besifloxacin hydrochlorideRelated Search:


  • (R)-7-(3-AMinohexahydro-1H-azepin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinolin-3-carboxylic acid HCl
  • 3-Quinolinecarboxylic acid, 7-[(3R)-3-aMinohexahydro-1H-azepin-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-, Monohydrochloride (9CI)
  • (R)-7-(3-aMinoazepan-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
  • Besifloxacin HCl
  • Unii-7506A6J57t
  • (R)-7-(3-Aminohexahydro-1H-azepin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride
  • Besifloxacin hydrochloride
  • Besifloxacin HC
  • CS-781
  • Becifloxacin Hydrochloride
  • BESIFLOXACIN HCL INTERMEDIATES
  • Hydrochloric Besifloxacin
  • 3-Quinolinecarboxylic acid, 7-[(3R)-3-aminohexahydro-1H-azepin-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-, hydrochloride (1:1)
  • Besifloxacin HCl (Besivance)
  • Besifloxacin hydrochloride, >=98%
  • 7-[(3R)-3-AMinohexahydro-1H-azepin-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Hydrochloride
  • 7-[(3R)-3-AMinohexahydro-
  • Besifloxacin hydrochloride (405165-61-9)
  • Besivance hydrochloride
  • BOL-303224-A
  • Besifloxacin hydrochloride USP/EP/BP
  • Besifloxacin Hydrochloride (Contains ~15% Inorganics)
  • Besifloxacin Hcl Intermediate
  • 7-(3-aminoazepan-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
  • Pranoprofer
  • 7-[(3R)-3-aminoazepan-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
  • 405165-61-9
  • C19H21ClFN3O3ClH
  • C19H21ClFN3O3HCl
  • C19H22Cl2FN3O3
  • API
  • Inhibitors
  • Amines
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals