OptoGluNAM4.1

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

MedKoo CAT#: 463558

CAS#: unknown

Description: OptoGluNAM4.1 is a novel negative allosteric modulator (NAM) of mGlu4, being isomerized with blue-light/dark cycles with fast relaxation.


Chemical Structure

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OptoGluNAM4.1
CAS# unknown

Theoretical Analysis

MedKoo Cat#: 463558
Name: OptoGluNAM4.1
CAS#: unknown
Chemical Formula: C27H34ClN5O3
Exact Mass: 511.235
Molecular Weight: 512.051
Elemental Analysis: C, 63.33; H, 6.69; Cl, 6.92; N, 13.68; O, 9.37

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: OptoGluNAM4.1;

IUPAC/Chemical Name: (2R,4S)-4-((E)-4-((4-((E)-(4-((2-chloroethyl)(ethyl)amino)phenyl)diazenyl)phenyl)(ethyl)amino)but-2-en-1-yl)-5-oxopyrrolidine-2-carboxylic acid

InChi Key: HNQKQKREAUMXOT-HWPVFFFUSA-N

InChi Code: InChI=1S/C27H34ClN5O3/c1-3-32(17-6-5-7-20-19-25(27(35)36)29-26(20)34)23-12-8-21(9-13-23)30-31-22-10-14-24(15-11-22)33(4-2)18-16-28/h5-6,8-15,20,25H,3-4,7,16-19H2,1-2H3,(H,29,34)(H,35,36)/b6-5+,31-30+/t20-,25+/m0/s1

SMILES Code: O=C([C@@H](C[C@@H]1C/C=C/CN(C2=CC=C(/N=N/C3=CC=C(N(CCCl)CC)C=C3)C=C2)CC)NC1=O)O

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: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 512.051 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

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1: Bossi S, Helleringer R, Galante M, Monlleó E, Trapero A, Rovira X, Daniel H, Llebaria A, McLean H. A Light-Controlled Allosteric Modulator Unveils a Role for mGlu4 Receptors During Early Stages of Ischemia in the Rodent Cerebellar Cortex. Front Cell Neurosci. 2018 Nov 27;12:449. doi: 10.3389/fncel.2018.00449. PMID: 30542267; PMCID: PMC6277836.

2: Nicoletti F. Shedding Light on Metabotropic Glutamate Receptors. Cell Chem Biol. 2016 Aug 18;23(8):887-8. doi: 10.1016/j.chembiol.2016.08.001. PMID: 27541192.

3: Rovira X, Trapero A, Pittolo S, Zussy C, Faucherre A, Jopling C, Giraldo J, Pin JP, Gorostiza P, Goudet C, Llebaria A. OptoGluNAM4.1, a Photoswitchable Allosteric Antagonist for Real-Time Control of mGlu4 Receptor Activity. Cell Chem Biol. 2016 Aug 18;23(8):929-34. doi: 10.1016/j.chembiol.2016.06.013. Epub 2016 Jul 28. PMID: 27478159.