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Tamibarotene

Tamibarotene

Product ID T0249
Cas No. 94497-51-5
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $110.40 In stock
10 mg $202.50 In stock
50 mg $648.90 In stock
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Description

Tamibarotene is an agonist at retinoic acid receptors (RARs) and is selective primarily for RARα/β. Tamibarotene exhibits neuroprotective, cognition enhancing, immunomodulatory, and anticancer chemotherapeutic benefits. Tamibarotene upregulates tropomysin-related kinase B and growth-associated protein 43, inducing neuronal differentiation. In vivo, tamibarotene activates the ADAM10-Notch-Hes5 signaling pathway, inhibiting deterioration of working memory and improving cognitive deficits in dementia and Alzheimer’s disease. Tamibarotene also prevents decreases in acetylcholine and decreases secretion of inflammatory cytokines and anxiety in models of Alzheimer’s disease. Tamibarotene decreases iron-induced oxidative stress in vivo, decreasing blood glucose levels and hepatic iron content. In animal models of vasculitis, this compound inhibits neutrophil migration, ROS production, and phosphorylation of ERK 1/2 and p38. Tamibarotene also exhibits immunomodulatory effects in animal models of graft-versus-host disease (GVHD) and experimental autoimmune encephalitis (EAE), altering Th1 and Th17 responses. Additionally, tamibarotene may inhibit cell growth in leukemia cells and induce partial regression of tumors in animal models of cancer.

Product Info

Cas No.

94497-51-5

Purity

≥98%

Formula

C22H25NO3

Formula Wt.

351.44

Chemical Name

4-((5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbamoyl)benzoic acid

IUPAC Name

4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)carbamoyl]benzoic acid

Synonym

Am80; Retinobenzoic acid; AM-80

Melting Point

230-232°C

Appearance

White to off white crystalline powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

T0249 MSDS PDF

Info Sheet

T0249 Info Sheet PDF

References

Kitaoka K, Shimizu N, Ono K, et al. The retinoic acid receptor agonist Am80 increases hippocampal ADAM10 in aged SAMP8 mice. Neuropharmacology. 2013 Sep;72:58-65. PMID: 23624141

Yoshikawa O, Ebata Y, Tsuchiya H, et al. A retinoic acid receptor agonist tamibarotene suppresses iron accumulation in the liver. Obesity (Silver Spring). 2013 Jan;21(1):E22-5. PMID: 23404745.

Miyabe C, Miyabe Y, Miura NN, et al. Am80, a retinoic acid receptor agonist, ameliorates murine vasculitis through the suppression of neutrophil migration and activation. Arthritis Rheum. 2013 Feb;65(2):503-12. PMID: 23203767.

Fukasawa H, Nakagomi M, Yamagata N, et al. Tamibarotene: a candidate retinoid drug for Alzheimer's disease. Biol Pharm Bull. 2012;35(8):1206-12. PMID: 22863914.

Nishimori H, Maeda Y, Teshima T, et al. Synthetic retinoid Am80 ameliorates chronic graft-versus-host disease by down-regulating Th1 and Th17. Blood. 2012 Jan 5;119(1):285-95. PMID: 22077062.

Shiohira H, Kitaoka A, Shirasawa H, et al. Am80 induces neuronal differentiation in a human neuroblastoma NH-12 cell line. Int J Mol Med. 2010 Sep;26(3):393-9. PMID: 20664956.

Klemann C, Raveney BJ, Klemann AK, et al. Synthetic retinoid AM80 inhibits Th17 cells and ameliorates experimental autoimmune encephalomyelitis. Am J Pathol. 2009 Jun;174(6):2234-45. PMID: 19389933.

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