SML1356

Sephin1

≥95% (HPLC)

• Synonym(s): (E)-2-(2-Chlorobenzylidene)hydrazinecarboximidamide, Sephin 1
• Empirical Formula (Hill Notation): C₈H₉ClN₄
• CAS Number: 951441-04-6
• Molecular Weight: 196.64
• MDL number: MFCD00790608
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825811
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥95% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 20 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: NC(N/N=C/C1=CC=CC=C1Cl)=N
• InChI: 1S/C8H9ClN4/c9-7-4-2-1-3-6(7)5-12-13-8(10)11/h1-5H,(H4,10,11,13)/b12-5+
• InChI key: PDWJALXSRRSUHR-LFYBBSHMSA-N

Description

Biochem/physiol Actions

In vivo studies using mice models show that sephin1 suppresses neurodegeneration, by preventing eIF2α (eukaryotic initiation factor 2) dephosphorylation.

Sephin1 is a selective inhibitor of a holophosphatase. It is a guanabez derivative that binds to and inhibits a regulatory subunit of the stress-induced protein phosphatase 1 (PPP1R15A), but not the constitutive PPP1R15B, and lacks α2-adrenergic activity. Phosphorylation of eIF2α, α subunit of eukaryotic translation initiation factor 2, reduces protein synthesis and prevents the accumulation of misfolded protein in the endoplasmic reticulum (ER). PPP1R15A recruits the serine/threonine-protein phosphatase PP1 to dephosphorylate eIF2α, so inhibiting PPP1R15A activity prolongs the phosphorylation of eIF2α and aids in its prevention of the accumulation of misfolded protein. In vitro Sephin1 protected cells from lethal protein misfolding and cytotoxic ER stress. In vivo sephin1 prevented two unrelated protein misfolding diseases in mice (Charchot-Marie-Tooth 1B and ALS).

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable