Liarozole dihydrochloride

Pricing Availability   Qty
Cat.No. 2705 - Liarozole dihydrochloride | C17H13ClN4.2HCl
Description: Blocks retinoic acid metabolism
Alternative Names: R-75251
Chemical Name: 5-[(3-Chlorophenyl)-1H-imidazol-1-ylmethyl]-1H-benzimidazole dihydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations (3)
Reviews
Literature

Biological Activity

Cytochrome P450 inhibitor. Inhibits several cytochrome P450 enzymes including aromatase (CYP19) and retinoic acid 4-hydroxylase (CYP26). Blocks retinoic acid metabolism (retinoic acid metabolism blocking agent, RAMBA). Displays antitumor activity against androgen-dependent and independent rat prostate carcinomas.

Compound Libraries

Liarozole dihydrochloride is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 381.69
Formula C17H13ClN4.2HCl
Storage Desiccate at RT
Purity ≥99% (HPLC)
PubChem ID 121513844
InChI Key NKDMRTVUEJWCCQ-UHFFFAOYSA-N
Smiles ClC1=CC(C(N4C=CN=C4)C2=CC=C(N=CN3)C3=C2)=CC=C1.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 38.17 100
water 34.52 100

Preparing Stock Solutions

The following data is based on the product molecular weight 381.69. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.62 mL 13.1 mL 26.2 mL
5 mM 0.52 mL 2.62 mL 5.24 mL
10 mM 0.26 mL 1.31 mL 2.62 mL
50 mM 0.05 mL 0.26 mL 0.52 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Van Wauwe et al (1992) Liarozole, an inhibitor of retinoic acid metabolism, exerts retinoid-mimetic effects in vivo. J.Pharmacol.Exp.Ther. 261 773 PMID: 1374473

Njar et al (2006) Retinoic acid metabolism blocking agents (RAMBAs) for treatment of cancer and dermatological diseases. Bioorg.Med.Chem. 14 4323 PMID: 16530416

Goss et al (2007) Effects of liarozole fumarate (R85246) in combination with tamoxifen on N-methyl-N-nitrosourea (MNU)-induced mammary carcinoma and uterus in the rat model. BMC Cancer 7 26 PMID: 17266767


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Keywords: Liarozole dihydrochloride, Liarozole dihydrochloride supplier, Cytochrome, P450, CYP26, inhibitors, inhibits, blocks, retinoic, acid, metabolism, Blocks, RXR, Retinoid, X, Receptors, CYP, RAR, RAMBA, Retinoic, Acid, R75251, R-75251, Receptor, 2705, Tocris Bioscience

3 Citations for Liarozole dihydrochloride

Citations are publications that use Tocris products. Selected citations for Liarozole dihydrochloride include:

Bhattacharya et al (2016) Normalizing Microbiota-Induced Retinoic Acid Deficiency Stimulates Protective CD8+ T Cell- Mediated Immunity in Colorectal Cancer Immunity 45 1 PMID: 27590114

Thomas and Henry (2014) Retinoic acid regulation by CYP26 in vertebrate lens regeneration. Neuropsychopharmacology 386 291 PMID: 24384390

Bunt et al (2016) Insights into islet development and biology through characterization of a human iPSC-derived endocrine pancreas model. Islets 8 83 PMID: 27246810


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Literature in this Area

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Cancer

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Nuclear Receptors Product Listing

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Retinoid Receptors

Retinoid Receptors Scientific Review

Written by Alexander Moise, this review summarizes the nature of retinoid receptors, their isotype and isoform variants and modulation of retinoid signaling. Compounds available from Tocris are listed.