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SML1223

Sigma-Aldrich

XBD173

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C23H23N5O2
CAS Number:
226954-04-7
Molecular Weight:
401.46
MDL number:
MFCD07772312
UNSPSC Code:
12352200
PubChem Substance ID:
329825729
NACRES:
NA.77

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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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