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Liarozole dihydrochloride

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

Hodoodo CAT#: H130600

CAS#: 1883548-96-6

Description: 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

CAS# 1883548-96-6

Instruction

Theoretical Analysis

Hodoodo Cat#: H130600
Name: Liarozole dihydrochloride
CAS#: 1883548-96-6
Chemical Formula: C17H15Cl3N4
Exact Mass: 0.00
Molecular Weight: 381.690
Elemental Analysis: C, 53.50; H, 3.96; Cl, 27.86; N, 14.68

Price and Availability

Size	Price	Availability
10mg	USD 538	2 Weeks
50mg	USD 1410	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. Hodoodo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

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	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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.

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