Rimcazole dihydrochloride
featured

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

MedKoo CAT#: 574388

CAS#: 75859-03-9

Description: Rimcazole dihydrochloride is a small molecule antagonist of the σ-1 receptor and inhibits tumor cell survival.

Chemical Structure

img
Rimcazole dihydrochloride
CAS# 75859-03-9
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 574388
Name: Rimcazole dihydrochloride
CAS#: 75859-03-9
Chemical Formula: C21H29Cl2N3
Exact Mass: 0.00
Molecular Weight: 394.380
Elemental Analysis: C, 63.96; H, 7.41; Cl, 17.98; N, 10.65

Price and Availability

Size Price Availability Quantity
10mg USD 355 2 Weeks
50mg USD 1195 2 Weeks
Bulk inquiry

Related CAS #: 75859-04-0 (free base)  

Synonym: BW 234U; Rimcazole dihydrochloride, Rimcazole 2HCl

IUPAC/Chemical Name: 9-[3-(cis-3,5-Dimethyl-1-piperazinyl)propyl]-9H-carbazole Dihydrochloride

InChi Key: ZWHRZGHGYMUSRM-VWDRLOGHSA-N

InChi Code: InChI=1S/C21H27N3.2ClH/c1-16-14-23(15-17(2)22-16)12-7-13-24-20-10-5-3-8-18(20)19-9-4-6-11-21(19)24;;/h3-6,8-11,16-17,22H,7,12-15H2,1-2H3;2*1H/t16-,17+;;

SMILES Code: C[C@H]1N[C@@H](C)CN(CCCN2C3=C(C4=C2C=CC=C4)C=CC=C3)C1.[H]Cl.[H]Cl

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: Soluble in water

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in water

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:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Rimcazole dihydrochloride is an antagonist at σ receptors (IC50 values 1480 and 386 nM at σ1 and σ2 receptors, respectively). Rimcazole dihydrochloride binds to the dopamine transporter (IC50 = 57.6 nM) and inhibits dopamine uptake. Reduces the stimulatory effects of cocaine in vivo.
In vitro activity: The induction of HIF-1alpha by rimcazole contributes to tumor cell killing. HIF-1alpha levels are consistently higher after rimcazole treatment in HCT-116p53+/+ cells. Rimacazole has a potent apoptosis-inducing effect in HCT-116p53+/+ cells. Reference: Oncogene. 2007 Feb 22;26(8):1137-46. https://pubmed.ncbi.nlm.nih.gov/16924239/
In vivo activity: Rimcazole strongly inhibited the growth of A375M melanoma xenografts. This growth inhibition is accompanied by an early increase of (18)F-FDG uptake in the tumor. Reference: J Nucl Med. 2013 Sep;54(9):1613-20. https://pubmed.ncbi.nlm.nih.gov/23940303/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Water 3.9 10.00

Preparing Stock Solutions

The following data is based on the product molecular weight 394.38 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. Achison M, Boylan MT, Hupp TR, Spruce BA. HIF-1alpha contributes to tumour-selective killing by the sigma receptor antagonist rimcazole. Oncogene. 2007 Feb 22;26(8):1137-46. doi: 10.1038/sj.onc.1209890. Epub 2006 Aug 21. PMID: 16924239. 2. Rybczynska AA, de Bruyn M, Ramakrishnan NK, de Jong JR, Elsinga PH, Helfrich W, Dierckx RA, van Waarde A. In vivo responses of human A375M melanoma to a σ ligand: 18F-FDG PET imaging. J Nucl Med. 2013 Sep;54(9):1613-20. doi: 10.2967/jnumed.113.122655. Epub 2013 Aug 12. PMID: 23940303. 3. Borowicz KK, Wilczyński PM, Kleinrok Z, Czuczwar SJ. Rimcazole, a sigma receptor ligand, and the anticonvulsive action of convention
In vitro protocol: 1. Achison M, Boylan MT, Hupp TR, Spruce BA. HIF-1alpha contributes to tumour-selective killing by the sigma receptor antagonist rimcazole. Oncogene. 2007 Feb 22;26(8):1137-46. doi: 10.1038/sj.onc.1209890. Epub 2006 Aug 21. PMID: 16924239.
In vivo protocol: 1. Rybczynska AA, de Bruyn M, Ramakrishnan NK, de Jong JR, Elsinga PH, Helfrich W, Dierckx RA, van Waarde A. In vivo responses of human A375M melanoma to a σ ligand: 18F-FDG PET imaging. J Nucl Med. 2013 Sep;54(9):1613-20. doi: 10.2967/jnumed.113.122655. Epub 2013 Aug 12. PMID: 23940303. 2. Borowicz KK, Wilczyński PM, Kleinrok Z, Czuczwar SJ. Rimcazole, a sigma receptor ligand, and the anticonvulsive action of convention

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Spruce, B.A.; et al.: Cancer Res., 64, 4875 (2004)