CB-64D | CAS# 157752-20-0 | Sigma2R Selective Agonist

MedKoo Cat#: 564491 | Name: CB-64D

Description:

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

CB-64D is a sigma2R selective agonist which releases calcium in human neuroblastoma cells and produces cell death in tumor cell lines.

Chemical Structure

CB-64D

CAS#157752-20-0

Theoretical Analysis

MedKoo Cat#: 564491

Name: CB-64D

CAS#: 157752-20-0

Chemical Formula: C22H23NO2

Exact Mass: 333.1729

Molecular Weight: 333.43

Elemental Analysis: C, 79.25; H, 6.95; N, 4.20; 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.

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Related CAS #

No Data

Synonym

CB64D; CB 64D; CB-64D

IUPAC/Chemical Name

(+)-1R,5R-(E)-8-Benzylidene-5-(3-hydroxyphenyl)-2-methylmorphan-7-one

InChi Key

YVMTWTZIAIUURI-BCTWRDQXSA-N

InChi Code

InChI=1S/C22H23NO2/c1-23-11-10-22(17-8-5-9-18(24)13-17)14-20(23)19(21(25)15-22)12-16-6-3-2-4-7-16/h2-9,12-13,20,24H,10-11,14-15H2,1H3/b19-12+/t20-,22-/m0/s1

SMILES Code

OC1=CC=CC([C@@]23CC(/C([C@H](C3)N(C)CC2)=C/C4=CC=CC=C4)=O)=C1

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 DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 333.43 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: Nicholson H, Comeau A, Mesangeau C, McCurdy CR, Bowen WD. Characterization of CM572, a Selective Irreversible Partial Agonist of the Sigma-2 Receptor with Antitumor Activity. J Pharmacol Exp Ther. 2015 Aug;354(2):203-12. doi: 10.1124/jpet.115.224105. Epub 2015 Jun 1. PubMed PMID: 26034081; PubMed Central PMCID: PMC4518069. 2: Cassano G, Gasparre G, Niso M, Contino M, Scalera V, Colabufo NA. F281, synthetic agonist of the sigma-2 receptor, induces Ca2+ efflux from the endoplasmic reticulum and mitochondria in SK-N-SH cells. Cell Calcium. 2009 Apr;45(4):340-5. doi: 10.1016/j.ceca.2008.12.005. Epub 2009 Feb 1. PubMed PMID: 19187959. 3: Crawford KW, Bowen WD. Sigma-2 receptor agonists activate a novel apoptotic pathway and potentiate antineoplastic drugs in breast tumor cell lines. Cancer Res. 2002 Jan 1;62(1):313-22. PubMed PMID: 11782394. 4: Vilner BJ, Bowen WD. Modulation of cellular calcium by sigma-2 receptors: release from intracellular stores in human SK-N-SH neuroblastoma cells. J Pharmacol Exp Ther. 2000 Mar;292(3):900-11. PubMed PMID: 10688603. 5: Bowen WD, Bertha CM, Vilner BJ, Rice KC. CB-64D and CB-184: ligands with high sigma 2 receptor affinity and subtype selectivity. Eur J Pharmacol. 1995 May 24;278(3):257-60. PubMed PMID: 7589164.