Synonym: 5-(Aminomethyl)-1-[(2S)-5,7-difluoro-1,2,3,4-tetrahydro-2-naphthalenyl]-1,3-dihydro-2H-imidazole-2-thione hydrochloride; SYN-117
CAS Number: 170151-24-3
Empirical Formula (Hill Notation): C14H15F2N3S · HCl
Molecular Weight: 331.81
MDL Number: MFCD00954638
Linear Formula: C14H15F2N3S · HCl
Product Type: Chemical
assay |
≥95% (HPLC) |
color |
white to beige |
form |
powder |
InChI |
1S/C14H15F2N3S.ClH/c15-9-3-8-4-10(1-2-12(8)13(16)5-9)19-11(6-17)7-18-14(19)20;/h3,5,7,10H,1-2,4,6,17H2,(H,18,20);1H/t10-;/m0./s1 |
InChI key |
DIPDUAJWNBEVOY-PPHPATTJSA-N |
Quality Level |
100 |
SMILES string |
FC1=CC2=C(CC[C@H](N3C(CN)=CNC3=S)C2)C(F)=C1.Cl |
solubility |
DMSO: 10 mg/mL, clear |
storage condition |
desiccated |
storage temp. |
−20°C |
Application: |
Nepicastat hydrochloride has been used as an inhibitor of dopamine β-hydroxylase (DBH) in zinc finger protein 521 (ZFP521) deficient mice. |
Biochem/physiol Actions: |
By inhibiting dopamine β-hydroxylase (DβH), nepicastat enhances dopamine levels and norepinephrine levels in brain. |
Biochem/physiol Actions: |
Nepicastat is a potent and selective dopamine β-hydroxylase inhibitor with an IC50 of 9 nM and negligible affinity (>10 μM) for twelve other enzymes and thirteen neurotransmitter receptors tested. Nepicastat has been shown to attenuate multiple aspects of cocaine-seeking behavior and suppress cocaine-primed reinstatement of cocaine seeking in rats, and has been in clinical trials for cocaine dependence. Nepicastat also suppressed chocolate self-administration and reinstatement of chocolate seeking in rats. |
Features and Benefits: |
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
Packaging: |
5, 25 mg in glass bottle |
Purity |
≥95% (HPLC) |
Storage Temp. |
−20°C |
UNSPSC |
12352200 |