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Chemistry

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Also known as: 53882-12-5, Lodoxamidum, 2-[2-chloro-5-cyano-3-(oxaloamino)anilino]-2-oxoacetic acid, U-42585e (free acid), Spu695od73, Lodoxamide (inn)
Molecular Formula
C11H6ClN3O6
Molecular Weight
311.63  g/mol
InChI Key
RVGLGHVJXCETIO-UHFFFAOYSA-N
FDA UNII
SPU695OD73

Lodoxamide
Lodoxamide is a synthetic mast cell stabilizing compound with anti-inflammatory activity. Lodoxamide appears to inhibit the antigen-stimulated calcium transport across the mast cell membrane, thereby inhibiting mast cell degranulation and the release of histamine, leukotrienes, and other substances that cause hypersensitivity reactions. Lodoxamide also inhibits eosinophil chemotaxis. When applied topically to the eye, this drug prevents the symptoms associated with keratitis or conjunctivitis.
Lodoxamide is a Mast Cell Stabilizer. The physiologic effect of lodoxamide is by means of Decreased Histamine Release.
1 2D Structure

Lodoxamide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[2-chloro-5-cyano-3-(oxaloamino)anilino]-2-oxoacetic acid
2.1.2 InChI
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)
2.1.3 InChI Key
RVGLGHVJXCETIO-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=C(C=C(C(=C1NC(=O)C(=O)O)Cl)NC(=O)C(=O)O)C#N
2.2 Other Identifiers
2.2.1 UNII
SPU695OD73
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Diethyl N,n'-(2-chloro-5-cyano-m-phenylene)dioxamate

2. Lodoxamide Ethyl

3. U-42,718

2.3.2 Depositor-Supplied Synonyms

1. 53882-12-5

2. Lodoxamidum

3. 2-[2-chloro-5-cyano-3-(oxaloamino)anilino]-2-oxoacetic Acid

4. U-42585e (free Acid)

5. Spu695od73

6. Lodoxamide (inn)

7. 2,2'-((2-chloro-5-cyano-1,3-phenylene)bis(azanediyl))bis(2-oxoacetic Acid)

8. Lodoxamide [inn]

9. Alomide (tn)

10. N,n'-(2-chloro-5-cyano-m-phenylene)dioxamate

11. Lodoxamida

12. Lodoxamide [inn:ban]

13. Lodoxamidum [inn-latin]

14. Acetic Acid, 2,2'-((2-chloro-5-cyano-1,3-phenylene)diimino)bis(2-oxo-

15. Acetic Acid, 2,2'-[(2-chloro-5-cyano-1,3-phenylene)diimino]bis[2-oxo-

16. Lodoxamida [inn-spanish]

17. Unii-spu695od73

18. N,n'-(2-chlor-5-cyan-3-phenylen)dioxamsaeure

19. Lodoxamide [mi]

20. Lodoxamide [vandf]

21. Lodoxamide [mart.]

22. Dsstox_cid_31556

23. Dsstox_rid_97441

24. Lodoxamide [who-dd]

25. Dsstox_gsid_57767

26. Schembl119881

27. Gtpl9743

28. Chembl1201266

29. Dtxsid9057767

30. Chebi:135333

31. Hms3715i21

32. Zinc2000707

33. Tox21_113669

34. Bdbm50259889

35. Ccg-221010

36. Cs-6498

37. Db06794

38. Ncgc00249893-01

39. As-76953

40. Hy-14270

41. Cas-53882-12-5

42. Ft-0627968

43. D08139

44. W18254

45. 882l125

46. A901322

47. Q6666510

48. 2-[[2-chloro-5-cyano-3-(oxaloamino)phenyl]amino]-2-oxoacetic Acid

49. 2,2'-[(2-chloro-5-cyano-1,3-phenylene)diimino]bis[2-oxoacetic Acid]

50. Acetic Acid, 2,2'-((2-chloro-5-cyano-1,3-phenylene)diimino)-, Bis 2-oxo-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 311.63 g/mol
Molecular Formula C11H6ClN3O6
XLogP30.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass310.9945126 g/mol
Monoisotopic Mass310.9945126 g/mol
Topological Polar Surface Area157 Ų
Heavy Atom Count21
Formal Charge0
Complexity489
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Indicated in the treatment of the ocular disorders referred to by the terms vernal keratoconjunctivitis, vernal conjunctivitis, and vernal keratitis.


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Lodoxamide is a mast cell stabilizer that inhibits the in vivo Type 1 immediate hypersensitivity reaction. Lodoxamide therapy inhibits the increases in cutaneous vascular permeability that are associated with reagin or IgE and antigen-mediated reactions.


5.2 MeSH Pharmacological Classification

Anti-Allergic Agents

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
LODOXAMIDE
5.3.2 FDA UNII
SPU695OD73
5.3.3 Pharmacological Classes
Established Pharmacologic Class [EPC] - Mast Cell Stabilizer
5.4 ATC Code

S01GX05

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


S - Sensory organs

S01 - Ophthalmologicals

S01G - Decongestants and antiallergics

S01GX - Other antiallergics

S01GX05 - Lodoxamide


5.5 Absorption, Distribution and Excretion

Absorption

In a study of twelve healthy adult volunteers, topical administration of lodoxamide tromethamine ophthalmic solution 0.1%, one drop in each eye four times per day for ten days, did not result in any measurable lodoxamide plasma levels at a detection limit of 2.5 ng/mL.


Route of Elimination

Urinary excretion is the major route of elimination.


5.6 Biological Half-Life

Elimination half-life was 8.5 hours in urine.


5.7 Mechanism of Action

Although lodoxamide's precise mechanism of action is unknown, it is postulated that it prevents calcium influx into mast cells upon antigen stimulation and therefore stabilizes the membrane. By stabilizing the mast cell membrane from degranulation, lodoxamide consequently inhibits the release of intracellular histamine and other chemoattractant factors that primarily cause ocular symptoms. Lodoxamide's mechanism of action may be similar to cromolyn sodium, as both exhibit cross-tachyphylaxis.


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Looking for 53882-12-5 / Lodoxamide API manufacturers, exporters & distributors?

Lodoxamide manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Lodoxamide API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Lodoxamide manufacturer or Lodoxamide supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Lodoxamide manufacturer or Lodoxamide supplier.

PharmaCompass also assists you with knowing the Lodoxamide API Price utilized in the formulation of products. Lodoxamide API Price is not always fixed or binding as the Lodoxamide Price is obtained through a variety of data sources. The Lodoxamide Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Lodoxamide

Synonyms

53882-12-5, Lodoxamidum, 2-[2-chloro-5-cyano-3-(oxaloamino)anilino]-2-oxoacetic acid, U-42585e (free acid), Spu695od73, Lodoxamide (inn)

Cas Number

53882-12-5

Unique Ingredient Identifier (UNII)

SPU695OD73

About Lodoxamide

Lodoxamide is a synthetic mast cell stabilizing compound with anti-inflammatory activity. Lodoxamide appears to inhibit the antigen-stimulated calcium transport across the mast cell membrane, thereby inhibiting mast cell degranulation and the release of histamine, leukotrienes, and other substances that cause hypersensitivity reactions. Lodoxamide also inhibits eosinophil chemotaxis. When applied topically to the eye, this drug prevents the symptoms associated with keratitis or conjunctivitis.

Lodoxamide Manufacturers

A Lodoxamide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Lodoxamide, including repackagers and relabelers. The FDA regulates Lodoxamide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Lodoxamide API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Lodoxamide Suppliers

A Lodoxamide supplier is an individual or a company that provides Lodoxamide active pharmaceutical ingredient (API) or Lodoxamide finished formulations upon request. The Lodoxamide suppliers may include Lodoxamide API manufacturers, exporters, distributors and traders.

Lodoxamide GMP

Lodoxamide Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Lodoxamide GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Lodoxamide GMP manufacturer or Lodoxamide GMP API supplier for your needs.

Lodoxamide CoA

A Lodoxamide CoA (Certificate of Analysis) is a formal document that attests to Lodoxamide's compliance with Lodoxamide specifications and serves as a tool for batch-level quality control.

Lodoxamide CoA mostly includes findings from lab analyses of a specific batch. For each Lodoxamide CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Lodoxamide may be tested according to a variety of international standards, such as European Pharmacopoeia (Lodoxamide EP), Lodoxamide JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Lodoxamide USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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