Ro 04-5595 free base | CAS#194089-07-1 | NMDA inhibitor

MedKoo Cat#: 556178 | Name: Ro 04-5595 free base

Description:

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

Ro 04-5595 is a selective antagonist of NMDA receptors NR2B subunits. Ro 04-5595 had an EC 50 of 186 ± 32 nmol/L. Ro 04-5595 was predicted to bind the EVT-101 binding site, not the ifenprodil-binding site. Specific binding, defined with a new NR2B-specific antagonist Ro 04-5595 at 10 microM was fully inhibited by several compounds with the following rank order of affinities--Ro 25-6981 > CP-101,606 > Ro 04-5595 = ifenprodil >> eliprodil > haloperidol > spermine > spermidine > MgCl2 > CaCl2--and partially inhibited by competitive glutamate recognition site antagonists. Complementary high-resolution autoradiographic images using [3H]Ro04-5595 demonstrated strong binding in NR2B receptor-rich regions and low binding in cerebellum where NR2B concentration is low.

Chemical Structure

Ro 04-5595 free base

CAS#194089-07-1 (free base)

Theoretical Analysis

MedKoo Cat#: 556178

Name: Ro 04-5595 free base

CAS#: 194089-07-1 (free base)

Chemical Formula: C19H22ClNO2

Exact Mass: 331.1339

Molecular Weight: 331.84

Elemental Analysis: C, 68.77; H, 6.68; Cl, 10.68; N, 4.22; O, 9.64

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 #

194089-07-1 (free base) 64047-73-0 (HCl)

Synonym

Ro 04-5595 free base; Ro 04-5595; Ro-04-5595; Ro04-5595; Ro 045595; Ro-045595; Ro045595;

IUPAC/Chemical Name

7-Isoquinolinol, 1-[2-(4-chlorophenyl)ethyl]-1,2,3,4-tetrahydro-6-methoxy-2-methyl-

InChi Key

DSTWURHEHMZWEI-UHFFFAOYSA-N

InChi Code

InChI=1S/C19H22ClNO2/c1-21-10-9-14-11-19(23-2)18(22)12-16(14)17(21)8-5-13-3-6-15(20)7-4-13/h3-4,6-7,11-12,17,22H,5,8-10H2,1-2H3

SMILES Code

OC1=CC2=C(C=C1OC)CCN(C)C2CCC3=CC=C(Cl)C=C3

Appearance

To be determined

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 331.84 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: Neyama H, Dozono N, Ueda H. NR2A-NMDA Receptor Blockade Reverses the Lack of Morphine Analgesia Without Affecting Chronic Pain Status in a Fibromyalgia-Like Mouse Model. J Pharmacol Exp Ther. 2020 Apr;373(1):103-112. doi: 10.1124/jpet.119.262642. Epub 2020 Jan 15. PMID: 31941720. 2: Fjelldal MF, Freyd T, Evenseth LM, Sylte I, Ring A, Paulsen RE. Exploring the overlapping binding sites of ifenprodil and EVT-101 in GluN2B-containing NMDA receptors using novel chicken embryo forebrain cultures and molecular modeling. Pharmacol Res Perspect. 2019 May 30;7(3):e00480. doi: 10.1002/prp2.480. PMID: 31164987; PMCID: PMC6543015. 3: Li MH, Underhill SM, Reed C, Phillips TJ, Amara SG, Ingram SL. Amphetamine and Methamphetamine Increase NMDAR-GluN2B Synaptic Currents in Midbrain Dopamine Neurons. Neuropsychopharmacology. 2017 Jun;42(7):1539-1547. doi: 10.1038/npp.2016.278. Epub 2016 Dec 15. PMID: 27976681; PMCID: PMC5436114. 4: Bergeron S, Rompré PP. Blockade of ventral midbrain NMDA receptors enhances brain stimulation reward: a preferential role for GluN2A subunits. Eur Neuropsychopharmacol. 2013 Nov;23(11):1623-35. doi: 10.1016/j.euroneuro.2012.12.005. Epub 2013 Jan 23. PMID: 23352316. 5: Mutel V, Buchy D, Klingelschmidt A, Messer J, Bleuel Z, Kemp JA, Richards JG. In vitro binding properties in rat brain of [3H]Ro 25-6981, a potent and selective antagonist of NMDA receptors containing NR2B subunits. J Neurochem. 1998 May;70(5):2147-55. doi: 10.1046/j.1471-4159.1998.70052147.x. PMID: 9572302.