Cloricromen HCl

For research use only. Not for therapeutic Use.

  • CAT Number: I024986
  • CAS Number: 74697-28-2
  • Molecular Formula: C20H27Cl2NO5
  • Molecular Weight: 432.34
  • Purity: 98%
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Cloricromen HCl is the salt form of Cloricromen, a platelet aggregation inhibitor.


Catalog Number I024986
CAS Number 74697-28-2
Synonyms

Cloricromen HCl; Cloricromen hydrochloride

Molecular Formula C20H27Cl2NO5
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name ethyl 2-((8-chloro-3-(2-(diethylamino)ethyl)-4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetate hydrochloride
InChI InChI=1S/C20H26ClNO5.ClH/c1-5-22(6-2)11-10-15-13(4)14-8-9-16(26-12-17(23)25-7-3)18(21)19(14)27-20(15)24;/h8-9H,5-7,10-12H2,1-4H3;1H
InChIKey CCCZJRFQJNGCCU-UHFFFAOYSA-N
SMILES CCOC(COc1c(Cl)c2c(C(C)=C(C(O2)=O)CCN(CC)CC)cc1)=O.Cl
Reference

1: Orefice G, Grasso A, Fazio N, Del Vecchio G, Volpe G, Coppola M, D’Alessio A, Carrieri PB. No effect of cloricromen on some coagulation parameters in patients with ischaemic cerebrovascular disease. J Int Med Res. 1994 Sep- Oct;22(5):287-91. doi: 10.1177/030006059402200506. PMID: 7867874.
2: Ianaro A, Maffia P, Grassia G, Di Meglio P, Sorrentino R, di Villa Bianca Rd, Di Rosa M, Ialenti A. Cloricromene in endotoxemia: role of NF-kappaB. Naunyn Schmiedebergs Arch Pharmacol. 2004 Aug;370(2):140-5. doi: 10.1007/s00210-004-0956-z. Epub 2004 Jul 30. PMID: 15322736.
3: Bucolo C, Ward KW, Mazzon E, Cuzzocrea S, Drago F. Protective effects of a coumarin derivative in diabetic rats. Invest Ophthalmol Vis Sci. 2009 Aug;50(8):3846-52. doi: 10.1167/iovs.08-3328. Epub 2009 Mar 11. PMID: 19279317.
4: Bucolo C, Maltese A, Maugeri F, Busà B, Puglisi G, Pignatello R. Eudragit RL100 nanoparticle system for the ophthalmic delivery of cloricromene. J Pharm Pharmacol. 2004 Jul;56(7):841-6. doi: 10.1211/0022357023835. PMID: 15233861.
5: Muià C, Mazzon E, Zito D, Maiere D, Britti D, Crisafulli C, Oteri G, Cordasco G, Cuzzocrea S. Cloricromene, a coumarine derivative, reduced the development of periodontitis in rats. Naunyn Schmiedebergs Arch Pharmacol. 2006 Apr;373(1):51-9. doi: 10.1007/s00210-006-0048-3. Epub 2006 Mar 28. PMID: 16572308.
6: Fries W, Mazzon E, Sturiale S, Giofré MR, Lo Presti MA, Cuzzocrea S, Campo GM, Caputi AP, Longo G, Sturniolo GC. A protective effect of the synthetic coumarine derivative Cloricromene against DNB-colitis in the rat. Life Sci. 2004 Apr 16;74(22):2749-56. doi: 10.1016/j.lfs.2003.10.016. PMID: 15043989.
7: Pignatello R, Ricupero N, Bucolo C, Maugeri F, Maltese A, Puglisi G. Preparation and characterization of eudragit retard nanosuspensions for the ocular delivery of cloricromene. AAPS PharmSciTech. 2006 Mar 24;7(1):E27. doi: 10.1208/pt070127. PMID: 16584158; PMCID: PMC2750734.
8: Ragazzi E, Costa CV, Comai S, Bertazzo A, Caparrotta L, Allegri G. Cloricromene effect on the enzyme activities of the tryptophan-nicotinic acid pathway in diabetic/hyperlipidemic rabbits. Life Sci. 2006 Jan 18;78(8):785-94. doi: 10.1016/j.lfs.2005.05.077. Epub 2005 Aug 26. PMID: 16126232.
9: Maltese A, Bucolo C. Simultaneous determination of cloricromene and its active metabolite in rabbit aqueous humor by high-performance liquid chromatography. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Feb 5;767(1):153-8. doi: 10.1016/s1570-0232(01)00567-0. PMID: 11863286.
10: Corsini E, Lucchi L, Binaglia M, Viviani B, Bevilacqua C, Monastra G, Marinovich M, Galli CL. Cloricromene, a semi-synthetic coumarin derivative, inhibits tumor necrosis factor-alpha production at a pre-transcriptional level. Eur J Pharmacol. 2001 Apr 27;418(3):231-7. doi: 10.1016/s0014-2999(01)00910-4. PMID: 11343695.

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