Cromoglicic acid

• CAT Number: M082374
• CAS Number: 16110-51-3
• Molecular Formula: C23H16O11
• Molecular Weight: 468.37
• Purity: ≥95%
• Storage: Store at -20°C
• IUPAC Name: 5-[3-(2-carboxy-4-oxochromen-5-yl)oxy-2-hydroxypropoxy]-4-oxochromene-2-carboxylic acid
• InChI: InChI=1S/C23H16O11/c24-11(9-31-14-3-1-5-16-20(14)12(25)7-18(33-16)22(27)28)10-32-15-4-2-6-17-21(15)13(26)8-19(34-17)23(29)30/h1-8,11,24H,9-10H2,(H,27,28)(H,29,30)
• InChIKey: IMZMKUWMOSJXDT-UHFFFAOYSA-N
• SMILES: C1=CC2=C(C(=C1)OCC(COC3=CC=CC4=C3C(=O)C=C(O4)C(=O)O)O)C(=O)C=C(O2)C(=O)O

Cromoglicic acid (INN) (also referred to as cromolyn (USAN), cromoglycate (former BAN), or cromoglicate) is traditionally described as a mast cell stabilizer, and is commonly marketed as the sodium salt sodium cromoglicate or cromolyn sodium. This drug prevents the release of inflammatory chemicals such as histamine from mast cells. Because of their convenience (and perceived safety), leukotriene receptor antagonists have largely replaced it as the non-corticosteroid treatment of choice in the treatment of asthma. Cromoglicic acid requires administration four times daily, and does not provide additive benefit in combination with inhaled corticosteroids.

Reference

1: Tavano L, Nicoletta FP, Picci N, Muzzalupo R. Cromolyn as surface active drug (surfadrug): Effect of the self-association on diffusion and percutaneous permeation. Colloids Surf B Biointerfaces. 2015 Dec 8;139:132-137. doi: 10.1016/j.colsurfb.2015.12.010. [Epub ahead of print] PubMed PMID: 26705827.2: Patel RR, Chaurasia S, Khan G, Chaubey P, Kumar N, Mishra B. Cromolyn sodium encapsulated PLGA nanoparticles: An attempt to improve intestinal permeation. Int J Biol Macromol. 2015 Dec 3;83:249-258. doi: 10.1016/j.ijbiomac.2015.11.084. [Epub ahead of print] PubMed PMID: 26656593.3: Johnson C, Huynh V, Hargrove L, Kennedy L, Graf-Eaton A, Owens J, Trzeciakowski JP, Hodges K, DeMorrow S, Han Y, Wong L, Alpini G, Francis H. Inhibition of Mast Cell-Derived Histamine Decreases Human Cholangiocarcinoma Growth and Differentiation via c-Kit/Stem Cell Factor-Dependent Signaling. Am J Pathol. 2015 Nov 18. pii: S0002-9440(15)00578-7. doi: 10.1016/j.ajpath.2015.09.016. [Epub ahead of print] PubMed PMID: 26597881.4: Levy D, Edut S, Baraz-Goldstein R, Rubovitch V, Defrin R, Bree D, Gariepy H, Zhao J, Pick CG. Responses of dural mast cells in concussive and blast models of mild traumatic brain injury in mice: Potential implications for post-traumatic headache. Cephalalgia. 2015 Nov 12. pii: 0333102415617412. [Epub ahead of print] PubMed PMID: 26566937.5: Kelly JV. Generalized, well-dispersed rash · wheal development after tactile irritation · normal vital signs · Dx? J Fam Pract. 2015 Oct;64(10):645-7. PubMed PMID: 26551471.6: Mereu A, Tedó G, Moeser AJ, Rimbach G, Ipharraguerre IR. Cromolyn-mediated improvement of intestinal barrier function is associated with enhanced piglet performance after weaning. BMC Vet Res. 2015 Oct 28;11:274. doi: 10.1186/s12917-015-0588-1. PubMed PMID: 26510713; PubMed Central PMCID: PMC4624645.7: Choi JS, Kim JK, Yang YJ, Kim Y, Kim P, Park SG, Cho EY, Lee DH, Choi JW. Identification of cromolyn sodium as an anti-fibrotic agent targeting both hepatocytes and hepatic stellate cells. Pharmacol Res. 2015 Dec;102:176-83. doi: 10.1016/j.phrs.2015.10.002. Epub 2015 Oct 22. PubMed PMID: 26453959.8: Pongcharoen P, Fleischer AB Jr. An evidence-based review of systemic treatments for itch. Eur J Pain. 2016 Jan;20(1):24-31. doi: 10.1002/ejp.766. Epub 2015 Sep 28. Review. PubMed PMID: 26416344.9: Zhu LB, Lin KQ, Zhang XM, Lin J. [Sodium cromoglycate attenuates experimental endometriosis in rats by regulating mast cells]. Zhejiang Da Xue Xue Bao Yi Xue Ban. 2015 May;44(3):278-84. Chinese. PubMed PMID: 26350008.10: Yokooji T, Matsuo H. Sodium Cromoglycate Prevents Exacerbation of IgE-Mediated Food-Allergic Reaction Induced by Aspirin in a Rat Model of Egg Allergy. Int Arch Allergy Immunol. 2015;167(3):193-202. doi: 10.1159/000437328. Epub 2015 Aug 25. PubMed PMID: 26329011.