Nepicastat (SYN-117) HCl - ≥98% , CAS No.170151-24-3

CAS: 170151-24-3 Cat. No.: N129858 Molecular Weight: 331.81 EC Number: 808-742-4

GRADE & PURITY ≥98%

Synonyms

SCHEMBL3418494 | 5-(aminomethyl)-1-[(2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-2,3-dihydro-1H-imidazole-2-thione hydrochloride | MFCD00954638 | Nepicastat HCl | Nepicastat hydrochloride anhydrous | C14H16ClF2N3S | NCGC00015263-02 | Nepicastat (S

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Nepicastat (SYN-117) HCl is a potent and selective inhibitor of both bovine and human dopamine-β-hydroxylase with IC50 of 8.5 nM and 9 nM, with negligible affinity for twelve other enzymes and thirteen neurotransmitter receptors.
An inhibitor to bovine and human dopamine-beta-hydroxylase activity.

Specifications

Synonyms

SCHEMBL3418494 | 5-(aminomethyl)-1-[(2S)-5, 7-difluoro-1, 2, 3, 4-tetrahydronaphthalen-2-yl]-2, 3-dihydro-1H-imidazole-2-thione hydrochloride | MFCD00954638 | Nepicastat HCl | Nepicastat hydrochloride anhydrous | C14H16ClF2N3S | NCGC00015263-02 | Nepicastat (S

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Potent and selective dopamineβ-hydroxylase (DBH) inhibitor (IC50= 9 nM). Selective for DBH over 12 other enzymes. Decreases noradrenaline and increases dopamine levels in tissues and plasma in hypertensive rats. Prevents progressive left ventricular dysfu

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1CC2=C(CC1N3C(=CNC3=S)CN)C=C(C=C2F)F.Cl
• IUPAC Name: 4-(aminomethyl)-3-[(2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-1H-imidazole-2-thione;hydrochloride
• InChIKey: DIPDUAJWNBEVOY-PPHPATTJSA-N
• 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
• Isomeric SMILES: C1CC2=C(C[C@H]1N3C(=CNC3=S)CN)C=C(C=C2F)F.Cl
• WGK Germany: 3
• Alternate CAS: 173997-05-2
• Molecular Weight: 331.81

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Tetralins

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Tetralins
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetralins
• Alternative Parents: Aralkylamines N-substituted imidazoles Imidazolethiones Aryl fluorides Heteroaromatic compounds Thioureas Azacyclic compounds Organofluorides Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Tetralin - Aralkylamine - Aryl fluoride - Aryl halide - Imidazole-2-thione - N-substituted imidazole - Heteroaromatic compound - Azole - Imidazole - Thiourea - Azacycle - Organoheterocyclic compound - Organofluoride - Organohalogen compound - Primary amine - Primary aliphatic amine - Hydrochloride - Amine - Hydrocarbon derivative - Organic nitrogen compound - Organonitrogen compound - Organosulfur compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

DBH Tchem Dopamine beta-hydroxylase (131 Activities)

Discover Target: DBH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 33.18, Max Conc. mM: 100
• Sensitivity: Moisture sensitive
• Molecular Weight: 331.800 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 331.072 Da
• Monoisotopic Mass: 331.072 Da
• Topological Polar Surface Area: 73.400 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 429.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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