Details
Stereochemistry | ACHIRAL |
Molecular Formula | C11H6ClN3O6 |
Molecular Weight | 311.635 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C(=O)NC1=CC(=CC(NC(=O)C(O)=O)=C1Cl)C#N
InChI
InChIKey=RVGLGHVJXCETIO-UHFFFAOYSA-N
InChI=1S/C11H6ClN3O6/c12-7-5(14-8(16)10(18)19)1-4(3-13)2-6(7)15-9(17)11(20)21/h1-2H,(H,14,16)(H,15,17)(H,18,19)(H,20,21)
Molecular Formula | C11H6ClN3O6 |
Molecular Weight | 311.635 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including
http://www.drugbank.ca/drugs/DB06794
http://www.rxlist.com/alomide-drug.htm
Curator's Comment: Description was created based on several sources, including
http://www.drugbank.ca/drugs/DB06794
http://www.rxlist.com/alomide-drug.htm
Lodoxamide is a mast-cell stabilizer for topical administration into the eye. This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. Lodoxamide inhibits the in vivo Type I immediate hypersensitivity reaction. In vitro, Lodoxamide stabilizes mast cells and prevents antigen-stimulated release of histamine. In addition, Lodoxamide prevents the release of other mast cell inflammatory mediators and inhibits eosinophil chemotaxis. Although Lodoxamide's precise mechanism of action is unknown, the drug has been reported to prevent calcium influx into mast cells upon antigen stimulation. Among side effects to Lodoxamide, the most frequently reported ocular adverse experiences were transient burning, stinging, or discomfort upon instillation. Nonocular events reported were headache and heat sensation, dizziness, somnolence, nausea, stomach discomfort, sneezing, dry nose, and rash.
Originator
Sources: http://www.google.com.na/patents/DE2362409A1?cl=en
Curator's Comment: Additional resources: http://www.google.ch/patents/US3993679 http://www.drugfuture.com/chemdata/lodoxamide.html http://www.ncbi.nlm.nih.gov/pubmed/102796 https://books.google.ru/books?id=0vXTBwAAQBAJ&pg=PA737&lpg=PA737&dq=N,N%E2%80%99-++%282-chloro-5-cyano-m-phenylene%29dioxamic++acid&source=bl&ots=6ITmv3Yzuw&sig=F7WQDCB_NG3dR476ZXvS5xZqkg4&hl=ru&sa=X&ved=0ahUKEwipi6e05NnLAhVnYpoKHQOHDSkQ6AEIKzAC#v=onepage&q=N%2CN%E2%80%99-%20%20%282-chloro-5-cyano-m-phenylene%29dioxamic%20%20acid&f=false
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0097279 |
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Target ID: GO:0048245 Sources: http://www.ncbi.nlm.nih.gov/pubmed/9652307 |
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Target ID: GO:0016068 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | ALOMIDE Approved UseALOMIDE® (lodoxamide tromethamine ophthalmic solution) 0.1% is indicated in the treatment of the ocular disorders referred to by the terms vernal keratoconjunctivitis, vernal conjunctivitis, and vernal keratitis. Launch Date1993 |
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Curative | ALOMIDE Approved UseALOMIDE® (lodoxamide tromethamine ophthalmic solution) 0.1% is indicated in the treatment of the ocular disorders referred to by the terms vernal keratoconjunctivitis, vernal conjunctivitis, and vernal keratitis. Launch Date1993 |
|||
Curative | ALOMIDE Approved UseALOMIDE® (lodoxamide tromethamine ophthalmic solution) 0.1% is indicated in the treatment of the ocular disorders referred to by the terms vernal keratoconjunctivitis, vernal conjunctivitis, and vernal keratitis. Launch Date1993 |
PubMed
Title | Date | PubMed |
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Lodoxamide in vernal keratoconjunctivitis. | 1996 May |
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Lodoxamide as adjuvant therapy in patients with dry eye. | 2001 |
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[Evaluation of efficacy and safety of sterile solution of lodoxamide in patients with ocular allergy]. | 2001 |
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Vernal keratoconjunctivitis in Thailand. | 2003 Mar |
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Topical treatments for seasonal allergic conjunctivitis: systematic review and meta-analysis of efficacy and effectiveness. | 2004 Jun |
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Efficacy and tolerability of newer antihistamines in the treatment of allergic conjunctivitis. | 2005 |
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A clinicopathological analysis of the efficacy of lodoxamide 0.1% eye drops on the conjunctiva of patients with vernal keratoconjunctivitis seen at Guinness Eye Centre, Lagos University Teaching Hospital. | 2006 Mar |
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Secondary bacterial keratitis associated with shield ulcer caused by vernal conjunctivitis. | 2006 Sep |
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Safety and efficacy of lodoxamide in vernal keratoconjunctivitis. | 2011 Mar |
Patents
Sample Use Guides
In Vivo Use Guide
Curator's Comment: The dose for adults and children greater than two years of age is one to two drops in each affected eye four times daily for up to 3 months.
1-2 drops in each affected eye four times daily
Route of Administration:
Other
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/9652307
Lodoxamide exerts dose-dependent inhibitory effects on human eosinophil chemotactic response to fMLP, reaching more than 60% inhibition at 100 ng/ml and 80% inhibition for 10 ug/ml lodoxamide.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:56:30 GMT 2023
by
admin
on
Fri Dec 15 15:56:30 GMT 2023
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Record UNII |
SPU695OD73
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C29714
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WHO-VATC |
QS01GX05
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NDF-RT |
N0000175628
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WHO-ATC |
S01GX05
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NDF-RT |
N0000175630
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4351
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CHEMBL1201266
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DB06794
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3325
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53882-12-5
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52151
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DTXSID9057767
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SPU695OD73
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C61813
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CHEMBL2107161
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LODOXAMIDE
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Lodoxamide
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100000081998
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SUB08553MIG
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SPU695OD73
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C021702
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44564
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m6883
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PRIMARY | Merck Index |
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |