Ro 25-6981 HCl | CAS#919289-58-0

MedKoo Cat#: 527794 | Name: Ro 25-6981 HCl

Description:

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

Ro 25-6981 is a highly potent and selective blocker of N-methyl-D-aspartate receptors containing the NR2B subunit. Ro 25-6981 inhibited 3H-MK-801 binding to rat forebrain membranes in a biphasic manner with IC50 values of 0.003 microM and 149 microM for high- (about 60%) and low-affinity sites, respectively. NMDA receptor subtypes expressed in Xenopus oocytes were blocked with IC50 values of 0.009 microM and 52 microM for the subunit combinations NR1C & NR2B and NR1C & NR2A, respectively, which indicated a >5000-fold selectivity.

Chemical Structure

Ro 25-6981 HCl

CAS#919289-58-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 527794

Name: Ro 25-6981 HCl

CAS#: 919289-58-0 (HCl)

Chemical Formula: C22H30ClNO2

Exact Mass: 375.1965

Molecular Weight: 375.94

Elemental Analysis: C, 70.29; H, 8.04; Cl, 9.43; N, 3.73; O, 8.51

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 #

169274-78-6 (free base) 1312991-76-6 (maleate) 919289-58-0 (HCl)

Synonym

Ro 256981 HCl; Ro 25 6981 HCl; Ro 25-6981 HCl

IUPAC/Chemical Name

4-[(1R,2S)-3-(4-Benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol hydrochloride

InChi Key

MKTZWXWTQQOMSH-OTCZLQCGSA-N

InChi Code

InChI=1S/C22H29NO2.ClH/c1-17(22(25)20-7-9-21(24)10-8-20)16-23-13-11-19(12-14-23)15-18-5-3-2-4-6-18;/h2-10,17,19,22,24-25H,11-16H2,1H3;1H/t17-,22+;/m0./s1

SMILES Code

OC1=CC=C([C@H](O)[C@@H](C)CN2CCC(CC3=CC=CC=C3)CC2)C=C1.[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 DMSO

Shelf Life

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 375.94 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

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Front Pharmacol. 2022 Aug 24;13:933364. doi: 10.3389/fphar.2022.933364. PMID: 36091748; PMCID: PMC9448861. 4: Lee JR, Jeong KW. NMDA Receptor Antagonists Degrade Lipofuscin via Autophagy in Human Retinal Pigment Epithelial Cells. Medicina (Kaunas). 2022 Aug 20;58(8):1129. doi: 10.3390/medicina58081129. PMID: 36013596; PMCID: PMC9415004. 5: Shipton OA, Tang CS, Paulsen O, Vargas-Caballero M. Differential vulnerability of hippocampal CA3-CA1 synapses to Aβ. Acta Neuropathol Commun. 2022 Apr 4;10(1):45. doi: 10.1186/s40478-022-01350-7. PMID: 35379353; PMCID: PMC8981624. 6: Matt L, Pham T, Skrabak D, Hoffmann F, Eckert P, Yin J, Gisevius M, Ehinger R, Bausch A, Ueffing M, Boldt K, Ruth P, Lukowski R. The Na+-activated K+ channel Slack contributes to synaptic development and plasticity. Cell Mol Life Sci. 2021 Dec;78(23):7569-7587. doi: 10.1007/s00018-021-03953-0. Epub 2021 Oct 18. PMID: 34664085; PMCID: PMC8629810. 7: Mareš P, Kozlová L, Mikulecká A, Kubová H. The GluN2B-Selective Antagonist Ro 25-6981 Is Effective against PTZ-Induced Seizures and Safe for Further Development in Infantile Rats. Pharmaceutics. 2021 Sep 16;13(9):1482. doi: 10.3390/pharmaceutics13091482. PMID: 34575558; PMCID: PMC8469742. 8: Licheri V, Chandrasekaran J, Bird CW, Valenzuela CF, Brigman JL. Sex-specific effect of prenatal alcohol exposure on N-methyl-D-aspartate receptor function in orbitofrontal cortex pyramidal neurons of mice. Alcohol Clin Exp Res. 2021 Oct;45(10):1994-2005. doi: 10.1111/acer.14697. Epub 2021 Sep 29. PMID: 34523139; PMCID: PMC8602746. 9: Gakare SG, Varghese SS, Patni PP, Wagh SA, Ugale RR. Prevention of glutamate excitotoxicity in lateral habenula alleviates ethanol withdrawal-induced somatic and behavioral effects in ethanol dependent mice. Behav Brain Res. 2022 Jan 7;416:113557. doi: 10.1016/j.bbr.2021.113557. Epub 2021 Aug 25. PMID: 34453973. 10: Ahnaou A, Heleven K, Biermans R, Manyakov NV, Drinkenburg WH. 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PMID: 34146194. 13: She X, Gao Y, Zhao Y, Yin Y, Dong Z. A high-throughput screen identifies inhibitors of lung cancer stem cells. Biomed Pharmacother. 2021 Aug;140:111748. doi: 10.1016/j.biopha.2021.111748. Epub 2021 May 25. PMID: 34044271. 14: Wang YW, Zhang YY, Wu ZY, Cheng ED, Chen YQ, Shen W, Zhang LC, Zhang SM. GluN2B-BDNF pathway in the cerebrospinal fluid-contacting nucleus mediates nerve injury-induced neuropathic pain in rats. Sheng Li Xue Bao. 2021 Apr 25;73(2):223-232. PMID: 33903884. 15: Xiao Y, Xie L, Xu QY, Chen L, Chen H, Xu GY, Zhang PA. Transcranial direct current stimulation relieves visceral hypersensitivity via normalizing GluN2B expression and neural activity in anterior cingulate cortex. J Neurophysiol. 2021 May 1;125(5):1787-1797. doi: 10.1152/jn.00025.2021. Epub 2021 Mar 24. PMID: 33760644; PMCID: PMC8356761. 16: Heaney CF, Namjoshi SV, Uneri A, Bach EC, Weiner JL, Raab-Graham KF. Role of FMRP in rapid antidepressant effects and synapse regulation. 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PMID: 32640759; PMCID: PMC7369754. 20: Nishitani A, Nagayoshi H, Takenaka S, Asano M, Shimizu S, Ohno Y, Kuramoto T. Involvement of NMDA receptors in tremor expression in Aspa/Hcn1 double- knockout rats. Exp Anim. 2020 Nov 12;69(4):388-394. doi: 10.1538/expanim.20-0025. Epub 2020 Jun 5. PMID: 32507787; PMCID: PMC7677080.