MedKoo Cat#: 463558 | Name: OptoGluNAM4.1

Description:

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

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

Chemical Structure

OptoGluNAM4.1
OptoGluNAM4.1
CAS#unknown

Theoretical Analysis

MedKoo Cat#: 463558

Name: OptoGluNAM4.1

CAS#: unknown

Chemical Formula: C27H34ClN5O3

Exact Mass: 511.2350

Molecular Weight: 512.05

Elemental Analysis: C, 63.33; H, 6.69; Cl, 6.92; N, 13.68; O, 9.37

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
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 512.05 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
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.