ML337 is a selective and brain-penetrating negative allosteric modulator (NAM) of mGlu3 with IC50 of 593 nM. ML337 has favorable dystrophic myotonia protein kinase (DMPK) and adjuvant pharmacology profiles. ML337 is a reagent for click chemistry. It has Alkyne groups and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing Azide groups.

Physicochemical Properties

Molecular Formula	C21H20FNO3
Molecular Weight	353.3934
Exact Mass	353.143
Elemental Analysis	C, 71.37; H, 5.70; F, 5.38; N, 3.96; O, 13.58
CAS #	1443118-44-2
PubChem CID	60204017
Appearance	Off-white to light yellow solid powder
LogP	2.768
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Heavy Atom Count	26
Complexity	546
Defined Atom Stereocenter Count	1
SMILES	COC1=CC=C(C#CC2=CC(=C(C=C2)C(=O)N3CCC[C@H](C3)O)F)C=C1
InChi Key	QBCRLDPMQHPGIM-QGZVFWFLSA-N
InChi Code	InChI=1S/C21H20FNO3/c1-26-18-9-6-15(7-10-18)4-5-16-8-11-19(20(22)13-16)21(25)23-12-2-3-17(24)14-23/h6-11,13,17,24H,2-3,12,14H2,1H3/t17-/m1/s1
Chemical Name	[2-fluoro-4-[2-(4-methoxyphenyl)ethynyl]phenyl]-[(3R)-3-hydroxypiperidin-1-yl]methanone
Synonyms	ML337 ML 337 ML-337
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	At doses up to 30 μM, ML337 is inert against mGlu1, 2, 4, 5, 6, 7, and 8 [1].
References	[1]. Discovery of (R)-(2-fluoro-4-((-4-methoxyphenyl)ethynyl)phenyl) (3-hydroxypiperidin-1-yl)methanone (ML337), an mGlu3 selective and CNS penetrant negative allosteric modulator (NAM). J Med Chem. 2013 Jun 27; 56(12): 5208-12.

Solubility Data

Solubility (In Vitro)

DMSO : ~125 mg/mL (~353.72 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (5.89 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.8297 mL	14.1487 mL	28.2973 mL
	5 mM	0.5659 mL	2.8297 mL	5.6595 mL
	10 mM	0.2830 mL	1.4149 mL	2.8297 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.