Lobenzarit

For research use only. Not for therapeutic Use.

  • CAT Number: I030943
  • CAS Number: 63329-53-3
  • Molecular Formula: C14H10ClNO4
  • Molecular Weight: 291.68
  • Purity: 98%
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Clobenzaril (Cat No.: I030943) is a non-steroidal antipyretic, analgesic and anti-inflammatory drug developed by Chugai Pharmaceutical Co., Ltd., and its chemical name is N-o-carboxyphenyl-4-chloro-2-aminobenzoic acid . It has a regulating effect on the abnormal immune function of the body, and its disodium salt is clinically used to treat chronic rheumatoid arthritis.


Catalog Number I030943
CAS Number 63329-53-3
Synonyms

Lobenzarit; Lobenzaritum;

Molecular Formula C14H10ClNO4
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Store at -20°C
IUPAC Name 2-((2-carboxyphenyl)amino)-4-chlorobenzoic acid
InChI InChI=1S/C14H10ClNO4/c15-8-5-6-10(14(19)20)12(7-8)16-11-4-2-1-3-9(11)13(17)18/h1-7,16H,(H,17,18)(H,19,20)
InChIKey UGDPYGKWIHHBMB-UHFFFAOYSA-N
SMILES O=C(O)C1=CC=C(Cl)C=C1NC2=CC=CC=C2C(O)=O
Reference

1: Evans GL, Gamage SA, Bulloch EM, Baker EN, Denny WA, Lott JS. Repurposing the chemical scaffold of the anti-arthritic drug Lobenzarit to target tryptophan biosynthesis in Mycobacterium tuberculosis. Chembiochem. 2014 Apr 14;15(6):852-64. doi: 10.1002/cbic.201300628. Epub 2014 Mar 12. Erratum in: Chembiochem. 2015 Mar 23;16(5):706. Chembiochem. 2015 Mar 23;16(5):706. PubMed PMID: 24623674.
2: Evans GL, Gamage SA, Bulloch EM, Baker EN, Denny WA, Lott JS. Corrigendum: Repurposing the Chemical Scaffold of the Anti-Arthritic Drug Lobenzarit to Target Tryptophan Biosynthesis in Mycobacterium tuberculosis. Chembiochem. 2015 Mar 23;16(5):706. doi: 10.1002/cbic.201500098. Epub 2015 Mar 11. PubMed PMID: 26177917.
3: Remirez D, Commandeur JN, Groot E, Vermeulen NP. Mechanism of protection of lobenzarit against paracetamol-induced toxicity in rat hepatocytes. Eur J Pharmacol. 1995 Dec 7;293(4):301-8. PubMed PMID: 8748682.
4: Sakane N, Yoshida T, Umekawa T, Miyazaki R, Kondo M. Nephrogenic diabetes insipidus induced by lobenzarit disodium treatment in patients with rheumatoid arthritis. Intern Med. 1996 Feb;35(2):119-22. Review. PubMed PMID: 8680099.
5: Remirez D, Commandeur JN, Groot E, Gonzalez R, Rodriguez S, Ancheta O, Rojas E, Ramos ME, Vermeulen NP. Protective effects of lobenzarit against allyl alcohol-induced hepatotoxicity in mice and rats. Environ Toxicol Pharmacol. 1997 Jun 6;3(2):129-35. PubMed PMID: 21781770.
6: González R, Pascual C, Ancheta O, Carreras B, Remírez D, Pellón R. Hepatoprotective effects of lobenzarit disodium on acetaminophen-induced liver damage in mice. Agents Actions. 1992 Sep;37(1-2):114-20. PubMed PMID: 1456172.
7: Shiokawa Y, Horiuchi Y, Mizushima Y, Kageyama T, Shichikawa K, Ofuji T, Honma M, Yoshizawa H, Abe C, Ogawa N. A multicenter double-blind controlled study of lobenzarit, a novel immunomodulator, in rheumatoid arthritis. J Rheumatol. 1984 Oct;11(5):615-23. PubMed PMID: 6392550.
8: Kishimoto C, Takada H, Kuroki Y, Matsushita I, Hiraoka Y, Kurokawa M, Ochiai H, Sasayama S. Enhancement of coxsackievirus B3 myocarditis in mice by lobenzarit disodium through inhibition of splenic pan T cells. Cardiovasc Res. 1993 Feb;27(2):243-8. PubMed PMID: 8386064.
9: Castellanos Gil E, Iraizoz Colarte A, Bataille B, Brouillet F, Caraballo I. Estimation of the percolation thresholds in ternary lobenzarit disodium-dextran-HPMC hydrophilic matrices tablets: effects of initial porosity. Eur J Pharm Sci. 2009 Nov 5;38(4):312-9. doi: 10.1016/j.ejps.2009.07.013. Epub 2009 Aug 8. PubMed PMID: 19666114.
10: Hirohata S, Ohnishi K, Sagawa A. Treatment of systemic lupus erythematosus with lobenzarit: an open clinical trial. Clin Exp Rheumatol. 1994 May-Jun;12(3):261-5. PubMed PMID: 8070158.
11: Hirohata S, Shinohara S, Inoue T, Miyamoto T, Lipsky PE. Regulation of B cell function by lobenzarit, a novel disease-modifying antirheumatic drug. Arthritis Rheum. 1992 Feb;35(2):168-75. PubMed PMID: 1734906.
12: Andou S, Fujii S, Harada Y, Ooi J, Nomiyama J, Mori K, Ookubo M, Azuno Y, Fujii Y, Kaku K, et al. Alpha-methyldopa-type autoimmune hemolytic anemia caused by lobenzarit disodium of a mefenamic acid derivative and immunomodulator. Blood. 1994 May 15;83(10):3097. PubMed PMID: 8180406.
13: González R, Remírez D. Current views on the pharmacological properties of the immunomodulator, lobenzarit disodium. J Investig Allergol Clin Immunol. 1997 Mar-Apr;7(2):77-82. Review. PubMed PMID: 9161931.
14: Yamashita Y, Nakano T, Ohsugi Y. New immunomodulator lobenzarit disodium (CCA): activation of IgE class-specific suppressor T lymphocytes and regulation of IgE antibody response enhanced by sublethal X-irradiation in SJL/J mice. Int Arch Allergy Appl Immunol. 1987;83(3):296-302. PubMed PMID: 2954916.
15: Nishinarita S, Hayakawa J, Suzuki R, Hayama T, Hiranuma M, Sawada S, Horie T. [Lobenzarit disodium (CCA)–induced diabetes insipidus in a patient with rheumatoid arthritis]. Ryumachi. 1992 Aug;32(4):333-7; discussion 337-9. Japanese. PubMed PMID: 1411795.
16: Haynes DR, Gadd SJ, Whitehouse MW, Mayrhofer G, Vernon-Roberts B. Complete prevention of the clinical expression of adjuvant-induced arthritis in rats by cyclosporin-A and lobenzarit: the regulation of lymph node cell populations and cytokine production. Inflamm Res. 1996 Apr;45(4):159-65. PubMed PMID: 8741004.
17: Yokoyama T, Kanda T, Suzuki T, Murata K. Effects of lobenzarit on murine acute viral myocarditis. Cardiovasc Drugs Ther. 1992 Aug;6(4):403-7. PubMed PMID: 1325832.
18: Armesto J, Frutos N, Gonzalez R, Pascual C. In vitro activation of hepatic glutathione reductase from mice by lobenzarit disodium. Agents Actions. 1993 May;39(1-2):69-71. PubMed PMID: 8285143.
19: Kawakami A, Eguchi K, Ueki Y, Migita K, Ida H, Nakao H, Kurata A, Fukuda T, Ishimaru T, Kurouji K, et al. Effects of lobenzarit disodium on human endothelial cells. Lobenzarit disodium inhibits proliferative response, HLA-DR antigen expression, and T cell adherence toward endothelial cells. Arthritis Rheum. 1991 Mar;34(3):296-303. PubMed PMID: 1900689.
20: Takada H, Kishimoto C, Kuroki Y, Matsushita I, Hiraoka Y, Kurokawa M, Ochiai H, Sasayama S. The effects of lobenzarit disodium, a novel immunomodulator, upon murine coxsackievirus B3 myocarditis. Heart Vessels. 1993;8(2):59-66. PubMed PMID: 8390975.

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