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MedKoo Cat#: 461016 | Name: R-18986
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Description:

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

R-18986, also known as mebendazole-amine, is a biochemical.

Chemical Structure

R-18986
R-18986
CAS#52329-60-9

Theoretical Analysis

MedKoo Cat#: 461016

Name: R-18986

CAS#: 52329-60-9

Chemical Formula: C14H11N3O

Exact Mass: 237.0902

Molecular Weight: 237.26

Elemental Analysis: C, 70.87; H, 4.67; N, 17.71; O, 6.74

Price and Availability

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10mg USD 600.00 2 weeks
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Related CAS #
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Synonym
R-18986; R 18986; R18986; Mebendazole-amine; G-1029; G 1029; G1029
IUPAC/Chemical Name
(2-amino-1H-benzo[d]imidazol-5-yl)(phenyl)methanone
InChi Key
GPMHHSJZGVOEFS-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H11N3O/c15-14-16-11-7-6-10(8-12(11)17-14)13(18)9-4-2-1-3-5-9/h1-8H,(H3,15,16,17)
SMILES Code
O=C(C1=CC=C2C(N=C(N)N2)=C1)C3=CC=CC=C3
Appearance
Solid powder
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
To be determined
Shelf Life
>3 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
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
R-18986 is a metabolite of Mebendazole. Mebendazole is a broad-spectrum benzimidazole anti-helminthic agent.
In vitro activity:
With new diseases emerging, it is important to repurpose existing drugs to treat new ailments. R-18986 is a promising candidate with SARS-CoV-2 antiviral activity. R-18986 appears to target the main protease enzyme substrate-binding pocket of SARS-CoV-2. Reference: Biomed Pharmacother. 2023 Jun;162:114614. https://pubmed.ncbi.nlm.nih.gov/37068330/
In vivo activity:
Mice injected with R-18986 exhibited an abnormal spermatogenic phase with a significant decrease in sperm. The findings of this study indicates that R-18986 impairs blood-testes barrierby reducing the expression of the microtubules’ and blood-testes barrier junction-associated proteins. The last leads to activating the caspase-3 pathway, which triggers extensive germ cell apoptosis. Reference: Int J Mol Sci. 2022 Apr 11;23(8):4220. https://pubmed.ncbi.nlm.nih.gov/35457043/

Preparing Stock Solutions

The following data is based on the product molecular weight 237.26 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
Formulation protocol:
1. Ahmed MS, Farag AB, Boys IN, Wang P, Menendez-Montes I, Nguyen NUN, Eitson JL, Ohlson MB, Fan W, McDougal MB, Mar K, Thet S, Ortiz F, Kim SY, Solmonson A, Williams NS, Lemoff A, DeBerardinis RJ, Schoggins JW, Sadek HA. FDA approved drugs with antiviral activity against SARS-CoV-2: From structure-based repurposing to host-specific mechanisms. Biomed Pharmacother. 2023 Jun;162:114614. doi: 10.1016/j.biopha.2023.114614. Epub 2023 Mar 28. PMID: 37068330; PMCID: PMC10043961. 2. Majewsky M, Castel D, Le Dret L, Johann P, Jones DT, Pfister SM, Haefeli WE, Burhenne J. Systematic identification of suspected anthelmintic benzimidazole metabolites using LC-MS/MS. J Pharm Biomed Anal. 2018 Mar 20;151:151-158. doi: 10.1016/j.jpba.2017.12.056. Epub 2017 Dec 28. PMID: 29328982. 3. Studenovský M, Rumlerová A, Kovářová J, Dvořáková B, Sivák L, Kostka L, Berdár D, Etrych T, Kovář M. HPMA Copolymer Mebendazole Conjugate Allows Systemic Administration and Possesses Antitumour Activity In Vivo. Pharmaceutics. 2022 Jun 4;14(6):1201. doi: 10.3390/pharmaceutics14061201. PMID: 35745774; PMCID: PMC9229042. 4. Huang M, Wang C, Yao Y, Li H, Yao Y, Zhu Y, Cui Y, Yuan Y, Sha J. Mebendazole-Induced Blood-Testis Barrier Injury in Mice Testes by Disrupting Microtubules in Addition to Triggering Programmed Cell Death. Int J Mol Sci. 2022 Apr 11;23(8):4220. doi: 10.3390/ijms23084220. PMID: 35457043; PMCID: PMC9029725.
In vitro protocol:
1. Ahmed MS, Farag AB, Boys IN, Wang P, Menendez-Montes I, Nguyen NUN, Eitson JL, Ohlson MB, Fan W, McDougal MB, Mar K, Thet S, Ortiz F, Kim SY, Solmonson A, Williams NS, Lemoff A, DeBerardinis RJ, Schoggins JW, Sadek HA. FDA approved drugs with antiviral activity against SARS-CoV-2: From structure-based repurposing to host-specific mechanisms. Biomed Pharmacother. 2023 Jun;162:114614. doi: 10.1016/j.biopha.2023.114614. Epub 2023 Mar 28. PMID: 37068330; PMCID: PMC10043961. 2. Majewsky M, Castel D, Le Dret L, Johann P, Jones DT, Pfister SM, Haefeli WE, Burhenne J. Systematic identification of suspected anthelmintic benzimidazole metabolites using LC-MS/MS. J Pharm Biomed Anal. 2018 Mar 20;151:151-158. doi: 10.1016/j.jpba.2017.12.056. Epub 2017 Dec 28. PMID: 29328982.
In vivo protocol:
1. Studenovský M, Rumlerová A, Kovářová J, Dvořáková B, Sivák L, Kostka L, Berdár D, Etrych T, Kovář M. HPMA Copolymer Mebendazole Conjugate Allows Systemic Administration and Possesses Antitumour Activity In Vivo. Pharmaceutics. 2022 Jun 4;14(6):1201. doi: 10.3390/pharmaceutics14061201. PMID: 35745774; PMCID: PMC9229042. 2. Huang M, Wang C, Yao Y, Li H, Yao Y, Zhu Y, Cui Y, Yuan Y, Sha J. Mebendazole-Induced Blood-Testis Barrier Injury in Mice Testes by Disrupting Microtubules in Addition to Triggering Programmed Cell Death. Int J Mol Sci. 2022 Apr 11;23(8):4220. doi: 10.3390/ijms23084220. PMID: 35457043; PMCID: PMC9029725.
1: Matassova NB, Venjaminova AG, Karpova GG. Nucleotides of 18S rRNA surrounding mRNA at the decoding site of translating human ribosome as revealed from the cross-linking data. Biochim Biophys Acta. 1998 Apr 29;1397(2):231-9. PubMed PMID: 9565692. 2: Gottmanns, H., Kroker, R., & Ungemach, F. R. (1991). Investigations on the biotransformation of mebendazole using an isolated perfused rat gut system. Xenobiotica, 21(11), 1431-1439.