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SML1223 Sigma-Aldrich

XBD173

≥98% (HPLC)

Synonym: AC-5216, Emapunil, N-Ethyl-7,8-dihydro-7-methyl-8-oxo-2-phenyl-N-(phenylmethyl)-9H-purine-9-acetamide, NVP-XBD173

  • CAS Number 226954-04-7

  • Empirical Formula (Hill Notation) C23H23N5O2

  • Molecular Weight 401.46

  •  MDL number MFCD07772312

  •  PubChem Substance ID 329825729

  •  NACRES NA.77

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Properties

Related Categories Benzodiazepines and Anxiolytics, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 2 mg/mL, clear (warmed)
storage temp.   2-8°C
SMILES string   CN(C1=CN=C(C2=CC=CC=C2)N=C1N3CC(N(CC)CC4=CC=CC=C4)=O)C3=O
InChI   1S/C23H23N5O2/c1-3-27(15-17-10-6-4-7-11-17)20(29)16-28-22-19(26(2)23(28)30)14-24-21(25-22)18-12-8-5-9-13-18/h4-14H,3,15-16H2,1-2H3
InChI key   NBMBIEOUVBHEBM-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

XBD173 (emapunil, AC-5216) is a potent and selective translocator protein 18 kDa (TSPO) ligand with a Ki value of 0.297 nM. XBD173 acts at the TSPO translocator protein, formerly called the peripheral benzodiazepine receptor, which is involved in production of neuroactive steroids such as allopregnanolone in the brain. TSPO carries cholesterol from the outer to the inner mitochondrial membrane, which is the rate-limiting step of steroidogenesis. XBD173 enhances GABA-mediated neurotransmission via induction of neurosteroidogenesis and exhibits anti-anxiety and antidepressant-like effects.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
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