MedKoo Cat#: 130600 | Name: Liarozole dihydrochloride

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Liarozole dihydrochloride is an orally active RA metabolism blocking agent (RAMBA). Liarozole dihydrochloride targets multiple P450 enzymes, including aromatase (CYP19), 17-hydroxylase/17,20-lyase (CYP17A1), 11-hydroxylase (CYP11B1), and RA 4-hydroxylase (CYP26).

Chemical Structure

Liarozole dihydrochloride
Liarozole dihydrochloride
CAS#1883548-96-6

Theoretical Analysis

MedKoo Cat#: 130600

Name: Liarozole dihydrochloride

CAS#: 1883548-96-6

Chemical Formula: C17H15Cl3N4

Exact Mass:

Molecular Weight: 381.69

Elemental Analysis: C, 53.50; H, 3.96; Cl, 27.86; N, 14.68

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Liarozole 2HCl, Liarozole 2-HCl, Liarozole 2 HCl, Liazal, R75251 dihydrochloride, R 75251, R75251, R-75251
IUPAC/Chemical Name
6-[(3-Chlorophenyl)-imidazol-1-ylmethyl]-1H-benzimidazole dihydrochloride
InChi Key
NKDMRTVUEJWCCQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H13ClN4.2ClH/c18-14-3-1-2-12(8-14)17(22-7-6-19-11-22)13-4-5-15-16(9-13)21-10-20-15;;/h1-11,17H,(H,20,21);2*1H
SMILES Code
ClC1=CC(C(C2=CC=C3N=CNC3=C2)N4C=CN=C4)=CC=C1.[H]Cl.[H]Cl
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO and water
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
DMSO 38.2 100.00
Water 34.5 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1. Jing J, Nelson C, Paik J, Shirasaka Y, Amory JK, Isoherranen N. Physiologically Based Pharmacokinetic Model of All-trans-Retinoic Acid with Application to Cancer Populations and Drug Interactions. J Pharmacol Exp Ther. 2017 May;361(2):246-258. doi: 10.1124/jpet.117.240523. Epub 2017 Mar 8. PMID: 28275201; PMCID: PMC5399637. 2. Sun B, Liu K, Han J, Zhao LY, Su X, Lin B, Zhao DM, Cheng MS. Design, synthesis, and biological evaluation of amide imidazole derivatives as novel metabolic enzyme CYP26A1 inhibitors. Bioorg Med Chem. 2015 Oct 15;23(20):6763-73. doi: 10.1016/j.bmc.2015.08.019. Epub 2015 Aug 20. PMID: 26365710. 3. Zhao D, Sun B, Ren J, Li F, Song S, Lv X, Hao C, Cheng M. Synthesis and biological evaluation of 3-phenyl-3-aryl carboxamido propanoic acid derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26A1). Bioorg Med Chem. 2015 Mar 15;23(6):1356-65. doi: 10.1016/j.bmc.2014.11.036. Epub 2015 Jan 21. PMID: 25684424. 4. Levy G, Malik M, Britten J, Gilden M, Segars J, Catherino WH. Liarozole inhibits transforming growth factor-β3--mediated extracellular matrix formation in human three-dimensional leiomyoma cultures. Fertil Steril. 2014 Jul;102(1):272-281.e2. doi: 10.1016/j.fertnstert.2014.03.042. Epub 2014 May 10. PMID: 24825427; PMCID: PMC4152900. 5. Regen F, Heuser I, Herzog I, Hellmann-Regen J. Striking growth-inhibitory effects of minocycline on human prostate cancer cell lines. Urology. 2014 Feb;83(2):509.e1-6. doi: 10.1016/j.urology.2013.10.029. Epub 2013 Dec 19. PMID: 24360070. 6. Hellmann-Regen J, Kronenberg G, Uhlemann R, Freyer D, Endres M, Gertz K. Accelerated degradation of retinoic acid by activated microglia. J Neuroimmunol. 2013 Mar 15;256(1-2):1-6. doi: 10.1016/j.jneuroim.2012.11.005. Epub 2013 Feb 4. PMID: 23385081. 7. Zuo L, Meng H, Wu J, Jiang Z, Xu S, Guo X. Combined use of ionic liquid and β-CD for enantioseparation of 12 pharmaceuticals using CE. J Sep Sci. 2013 Feb;36(3):517-23. doi: 10.1002/jssc.201200824. Epub 2013 Jan 10. PMID: 23303483. 8. Gilden M, Malik M, Britten J, Delgado T, Levy G, Catherino WH. Leiomyoma fibrosis inhibited by liarozole, a retinoic acid metabolic blocking agent. Fertil Steril. 2012 Dec;98(6):1557-62. doi: 10.1016/j.fertnstert.2012.07.1132. Epub 2012 Aug 25. PMID: 22925684. 9. Gomaa MS, Bridgens CE, Veal GJ, Redfern CP, Brancale A, Armstrong JL, Simons C. Synthesis and biological evaluation of 3-(1H-imidazol- and triazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propyl derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26). J Med Chem. 2011 Oct 13;54(19):6803-11. doi: 10.1021/jm200695m. Epub 2011 Sep 8. PMID: 21838328. 10. Berth-Jones J, Todd G, Hutchinson PE, Thestrup-Pedersen K, Vanhoutte FP. Treatment of psoriasis with oral liarozole: a dose-ranging study. Br J Dermatol. 2000 Dec;143(6):1170-6. doi: 10.1046/j.1365-2133.2000.03884.x. PMID: 11122017.