RM-581 | CAS#unknown | Pro-apoptotic aminosteroid derivative

MedKoo Cat#: 464611 | Name: RM-581

Description:

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

RM-581 is a promising pro-apoptotic small molecule initially identified from a phenotypic screening approach. RM-581 is an aminosteroid derivative comprised of a steroid core and a quinoline side chain showing potent cytotoxic activity on several types of cancer cells but for which the mechanism of action (MoA) remains to be fully elucidated. RM-581 is a methyl ether derivative of RM-133. RM-581 is the lead candidate emerging from this family and shows selective cytotoxicity in several cancer models (in vitro and in vivo).

Chemical Structure

RM-581

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464611

Name: RM-581

CAS#: unknown

Chemical Formula: C41H54N4O4

Exact Mass: 666.4145

Molecular Weight: 666.91

Elemental Analysis: C, 73.84; H, 8.16; N, 8.40; O, 9.60

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

RM-581; RM581; RM 581;

IUPAC/Chemical Name

(4-((2S,3S,5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-3-methoxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-2-yl)piperazin-1-yl)((S)-1-(quinoline-2-carbonyl)pyrrolidin-2-yl)methanone

InChi Key

VSRPOLHERKBQMF-BNQUHPLSSA-N

InChi Code

InChI=1S/C41H54N4O4/c1-5-41(48)19-17-31-29-14-13-28-25-36(49-4)35(26-39(28,2)30(29)16-18-40(31,41)3)43-21-23-44(24-22-43)38(47)34-11-8-20-45(34)37(46)33-15-12-27-9-6-7-10-32(27)42-33/h1,6-7,9-10,12,15,28-31,34-36,48H,8,11,13-14,16-26H2,2-4H3/t28-,29+,30-,31-,34-,35-,36-,39-,40-,41-/m0/s1

SMILES Code

O=C(N1CCN([C@H]2C[C@]3(C)[C@@]4([H])CC[C@]5(C)[C@](O)(C#C)CC[C@@]5([H])[C@]4([H])CC[C@@]3([H])C[C@@H]2OC)CC1)[C@H]6N(C(C7=NC8=CC=CC=C8C=C7)=O)CCC6

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

>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

Preparing Stock Solutions

The following data is based on the product molecular weight 666.91 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

1: Maltais R, Perreault M, Roy J, Poirier D. Minor chemical modifications of the aminosteroid derivative RM-581 lead to major impact on its anticancer activity, metabolic stability and aqueous solubility. Eur J Med Chem. 2020 Feb 15;188:111990. doi: 10.1016/j.ejmech.2019.111990. Epub 2019 Dec 23. PMID: 31893547. 2: Perreault M, Maltais R, Roy J, Picard S, Popa I, Bertrand N, Poirier D. Induction of endoplasmic reticulum stress by aminosteroid derivative RM-581 leads to tumor regression in PANC-1 xenograft model. Invest New Drugs. 2019 Jun;37(3):431-440. doi: 10.1007/s10637-018-0643-4. Epub 2018 Jul 30. PMID: 30062573. 3: Dutour R, Maltais R, Perreault M, Roy J, Poirier D. Parallel Solid-Phase Synthesis using a New Diethylsilylacetylenic Linker and Leading to Mestranol Derivatives with Potent Antiproliferative Activities on Multiple Cancer Cell Lines. Anticancer Agents Med Chem. 2018;18(10):1469-1481. doi: 10.2174/1871520618666180307130158. PMID: 29521249. 4: Perreault M, Maltais R, Roy J, Dutour R, Poirier D. Design of a Mestranol 2-N-Piperazino-Substituted Derivative Showing Potent and Selective in vitro and in vivo Activities in MCF-7 Breast Cancer Models. ChemMedChem. 2017 Jan 20;12(2):177-182. doi: 10.1002/cmdc.201600482. Epub 2017 Jan 6. PMID: 28060448.