ChemicalBook > CAS DataBase List > Lodoxamide

Lodoxamide

Product Name
Lodoxamide
CAS No.
53882-12-5
Chemical Name
Lodoxamide
Synonyms
Lodoxamida;Lodoxamidum;Unii-spu695od73;LODOXAMIDE USP/EP/BP;Lodoxamide (U42585E);Lodoxamide lmpurity 16;Lodoxamide lmpurity 01;Lodoxamidum [inn-latin];Lodoxamida [inn-spanish];Lodoxamide, 10 mM in DMSO
CBNumber
CB21179062
Molecular Formula
C11H6ClN3O6
Formula Weight
311.63
MOL File
53882-12-5.mol
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Lodoxamide Property

Melting point:
212° (dec)
Density 
1.78±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: 3 mg/ml; DMSO: 5 mg/ml; PBS (pH 7.2): 2 mg/mL
form 
A solid
pka
2.07±0.50(Predicted)
color 
Off-white to pink
Stability:
Hygroscopic
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2307
Product name
Lodoxamide
Purity
≥98% (HPLC)
Packaging
5mg
Price
$96.8
Updated
2025/07/31
Sigma-Aldrich
Product number
SML2307
Product name
Lodoxamide
Purity
≥98% (HPLC)
Packaging
25mg
Price
$392
Updated
2025/07/31
Cayman Chemical
Product number
23994
Product name
Lodoxamide
Purity
≥95%
Packaging
50mg
Price
$184
Updated
2024/03/01
Cayman Chemical
Product number
23994
Product name
Lodoxamide
Purity
≥95%
Packaging
100mg
Price
$346
Updated
2024/03/01
Cayman Chemical
Product number
23994
Product name
Lodoxamide
Purity
≥95%
Packaging
250mg
Price
$768
Updated
2024/03/01
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Lodoxamide Chemical Properties,Usage,Production

Description

Trometamol (2-amino-2-(hydroxymethyl)-1,3- propanediol) salt . Lodoxamide is an antiallergic drug acting as a mast-cell stabilizer, which is effective in the treatment of allergic conjunctivitis .

Originator

Lodoxamide,Alcon,USA

Uses

Lodoxamide is an antiallergic drug that acts as a mast cell stabilizer. It is effective in the treatment of allergic conjunctivitis and in decreasing vascular permeability.

Uses

Harmful

Definition

ChEBI: Lodoxamide is an organooxygen compound and an organonitrogen compound. It is functionally related to an alpha-amino acid.

Manufacturing Process

To a solution of 1.56 mole of stannous chloride dihydrate in 860 ml of concentrated hydrochloric acid is added 0.2195 mole of 4-chloro-3,5- dinitrobenzonitrile. The mixture is stirred at room temperature for 2 hours and cooled to 0°C in an ice-salt bath. A cold solution of 50% sodium hydroxide is added to the mixture until strongly basic. During the addition the temperature is kept below 30°C.The precipitate is removed by filtration and extracted three times with 400 ml of ethyl acetate. The extracts are combined and added to the aqueous filtrate. The phases are shaken well for ten minutes and separated. The organic phase is evaporated to dryness in vacuo. The solid residue is recrystallized from ethanol-water. There is obtained 25.0 g (68%) of 4-chloro-3,5-diaminobenzonitrile, melting point 169-170°C.
To a solution of 0.34 mole of 4-chloro-3,5-diaminobenzonitrile in 160 ml of dry DMF is added 0.82 mole of triethylamine. The solution is cooled to 5°C andthere is added 0.82 mole of ethyloxalyl chloride dropwise, keeping the temperature less than 15°C. The mixture is stirred for 1 hour and warmed to room temperature. The mixture is stirred at room temperature for 24 hours. The precipitate is removed by filtration and washed two times with ethyl acetate. The filtrate and washes are combined and the ethyl acetate distilled off in vacuo. The DMF solution is poured into 3 L of water. The semi-solid residue is removed by filtration. The residue is recrystallized from ethanol. There is obtained 72.4 g (58%) of diethyl N,N'-(2-chloro-5-cyano-mphenylene)dioxamate, melting point 177-179°C.
A solution of 0.197 mole of diethyl (N,N'-(2-chloro-5-cyano-m-phenylene) dioxamate in 750 ml of methylene chloride is extracted with 465 ml of 1 N sodium hydroxide. The aqueous phase is separated and stirred for 20 min at room temperature. The solution is acidified with dilute hydrochloric acid. The precipitate is removed by filtration and washed with water. There is obtained 59.1 g (96%) of N,N'-(2-chloro-5-cyano-m-phenylene)dioxamic acid, melting point 212°C (dec.).

brand name

Alomide (Alcon).

Therapeutic Function

Anti-asthmatic, Antiallergic

Biochem/physiol Actions

Lodoxamide Tromethamine is a potent agonist of GPR35 in both human and rat, and an antiallergic mast cell stabilizer used clinically in the UK for treatment of allergic conjunctivitis.

Lodoxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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53882-12-5, LodoxamideRelated Search:


  • 2,2'-[(2-Chloro-5-cyano-1,3-phenylene)diimino]bis[2-oxoacetic acid]
  • Acetic acid, 2,2'-((2-chloro-5-cyano-1,3-phenylene)diimino)bis(2-oxo-
  • Lodoxamida
  • Lodoxamida [inn-spanish]
  • Lodoxamidum
  • Lodoxamidum [inn-latin]
  • N,N'-(2-Chlor-5-cyan-3-phenylen)dioxamsaeure
  • Unii-spu695od73
  • 2,2'-((2-chloro-5-cyano-1,3-phenylene)bis(azanediyl))bis(2-oxoacetic acid)
  • 2-[2-chloro-5-cyano-3-(oxaloamino)anilino]-2-oxoacetic acid
  • 2,2-((2-chloro-5-cyano-1,3-phenylene)bis(azanediyl))bis(2-oxoacetic acid)(WXC06973)
  • LODOXAMIDE USP/EP/BP
  • Lodoxamide (U42585E)
  • Inhibitor,Lodoxamide,inhibit,U-42585E,Histamine Receptor
  • Lodoxamide lmpurity 16
  • Lodoxamide, 10 mM in DMSO
  • Lodoxamide lmpurity 01
  • 53882-12-5
  • C11H6ClN3O6