Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H14ClN3O6 |
Molecular Weight | 367.741 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)C(=O)NC1=CC(=CC(NC(=O)C(=O)OCC)=C1Cl)C#N
InChI
InChIKey=BNTAPIYHWPPFBW-UHFFFAOYSA-N
InChI=1S/C15H14ClN3O6/c1-3-24-14(22)12(20)18-9-5-8(7-17)6-10(11(9)16)19-13(21)15(23)25-4-2/h5-6H,3-4H2,1-2H3,(H,18,20)(H,19,21)
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/75851Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24113750 | https://www.ncbi.nlm.nih.gov/pubmed/7033581 | https://www.ncbi.nlm.nih.gov/pubmed/7358942
Sources: https://www.ncbi.nlm.nih.gov/pubmed/75851
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24113750 | https://www.ncbi.nlm.nih.gov/pubmed/7033581 | https://www.ncbi.nlm.nih.gov/pubmed/7358942
Lodoxamide ethyl, diethyl N,N'-(2-chloro-5-cyano-m-phenylene) dioxamate, is an orally active candidate for the treatment of asthma and other allergic diseases. Lodoxamide ethyl prevents mast cell mediator release during allergic reactions in rats, guinea pigs, and monkeys at doses well below toxic levels. Lodoxamide ethyl does not interfere with antigen-antibody interaction, does not antagonize the effects of histamine or slow-reacting substance of anaphylaxis, and does not have direct antiinflammatory effects. Lodoxamide ethyl has been proven capable of preventing bronchospasm in humans when the subject was given 1, 3, or 10 mg of the drug orally prior to challenge with an antigen.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:0043303 Sources: https://www.ncbi.nlm.nih.gov/pubmed/75851 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7358942
1- or 3-mg capsules, PO
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/75851
Mast cells were removed from 250-gram rats by peritoneal lavage with 15 ml of Hank’s BSS containing 50 units/ml of heparin USP. The cells were washed twice in the above buffer by centrifugation at 750 g for 10 min and resuspended in Tyrode’s buffer, pH 7.4, containing 2°/o heat-inactivated normal rat scrum. These cells were then layered and centrifuged 150 g for 15 min on Ficoll gradients prepared by gradients of 4 ml of 30% Ficoll over 2 ml of 40% Ficoll. The Ficoll was made up in Tyrode’s buffer, pH 7.4. The cells were again washed twice in Tyrode’s buffer and rat serum to remove the Ficoll. 2-4 X 10^5 cells/ml mast cells were then incubated with the drugs before addition of compound 48/80, 0.2 mkg/ml (Burroughs-Welcome, Tuckahoe, N.Y.) after which they were placed in a 37 °C bath for 5 min. The cells were spun out at 750 g for 10 min and the supernatant made 0.4 N with respect to HC104. After an additional spin, the histamine released into the supernatant was assayed by an automated Technicon modification of the fluorimetric assay. 10 mkCi 45CaCI2 was added to 1-2 X 10^7 cells suspended in 5.0 ml of Tyrode’s buffer. When U-42,585E (LODOXAMIDE ETHYL) was present, it was added immediately before addition of the ionophore. The ionophore (A23,187) was made up in 100% DMSO at 10 mg/ml and diluted out to an appropriate concentration in Tyrode's buffer.
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C170124
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CHEMBL2107161
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53882-13-6
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TQY1B8145B
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40915
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DTXSID90202137
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m6883
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admin on Fri Dec 15 15:14:14 GMT 2023 , Edited by admin on Fri Dec 15 15:14:14 GMT 2023
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PRIMARY | Merck Index |
SUBSTANCE RECORD