SML2412

EU1794-4

≥98% (HPLC)

• Synonym(s): 2-[[(2-Amino-4,5-dihydro-4-oxo-5-thiazolyl)acetyl]amino]-4,5,6,7-tetrahydro-1-benzo[b]thiophene-3-carboxylic acid ethyl ester, 2-[[(2-Imino-4-oxo-1,3-thiazolidin-5-yl)acetyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid ethyl ester, EU 1794-4, Ethyl 2-(2-(2-imino-4-oxothiazolidin-5-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
• Empirical Formula (Hill Notation): C₁₆H₁₉N₃O₄S₂
• CAS Number: 305373-14-2
• Molecular Weight: 381.47
• MDL number: MFCD01831186
• UNSPSC Code: 12352200

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O=C(OCC)C1=C(SC2=C1CCCC2)NC(CC3SC(NC3=O)=N)=O

Description

Biochem/physiol Actions

Allosteric NMDAR modulator that reduces or augments receptor activation, respectively, in the presence of high or low Glu/Gly levels.

EU1794-4 consists of an ethyl ester and lacks a methyl substituent on the tetrahydrobenzothiophene core.

EU1794-4 is an N-methyl-d-aspartate (NMDA) receptor (NMDAR) allosteric modulator that prevents large degree receptor activation in the presence of high level Glu/Gly (IC50/Emax = 2.2 μM/32%/GluN2A, 2.6 μM/67%/GluN2B, 0.42 μM/52%/GluN2C, 0.36 μM/51%/GluN2D with Glu/Gly = ECmax = 100/30 μM using xenopus oocytes co-expressing rat GluN1 and respective GluN2 subtype), while augmenting receptor activation at low level Glu/Gly (EC50/Emax = 3.9 μM/500%/GluN2A, 4.3 μM/210%/GluN2B, 15 μM/220%/GluN2C with Glu/Gly = 1/0.3 μM; 14 μM/540%/GluN2D with Glu/Gly = 300/9 nM).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable