2-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-1,3-dione hydrate dihydrochloride

• ChemBase ID: 154361
• Molecular Formular: C24H33Cl2N3O4
• Molecular Mass: 498.44252
• Monoisotopic Mass: 497.18481191
• SMILES: CC1(c2ccccc2C(=O)N(C1=O)CCN1CCN(CC1)c1ccccc1OC)C.O.Cl.Cl
• Canonical SMILES: COc1ccccc1N1CCN(CC1)CCN1C(=O)c2ccccc2C(C1=O)(C)C.O.Cl.Cl
• InChI: InChI=1S/C24H29N3O3.2ClH.H2O/c1-24(2)19-9-5-4-8-18(19)22(28)27(23(24)29)17-14-25-12-15-26(16-13-25)20-10-6-7-11-21(20)30-3;;;/h4-11H,12-17H2,1-3H3;2*1H;1H2
• InChIKey: KWVGFMWBNZTADI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-1,3-dione hydrate dihydrochloride
• IUPAC Traditional name: 2-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-4,4-dimethylisoquinoline-1,3-dione hydrate dihydrochloride
• Synonyms: (2-[2-[4-(o-Methoxyphenyl)piperazin-1-yl]ethyl]-4,4-dimethyl-1,3-(2H,4H)-isoquinolinedione dihydrochloride hydrate; ARC 239 dihydrochloride hydrate

Database IDs

• CAS Number: 67339-62-2(freebase)
• MDL Number: MFCD16875414
• PubChem SID: 162248500
• PubChem CID: 57352497

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.297625
• LogD (pH = 7.4): 3.50249
• Log P: 3.595478
• Molar Refractivity: 118.3693 cm^3
• Polarizability: 44.964577 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >5 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H29N3O3·2HCl · xH2O

DETAILS

Sigma Aldrich - A5736

Application
ARC 239 is a potent α-adrenoceptor blocking drug, competitively antagonizing pressor responses to adrenaline and inhibiting pressor responses to noradrenaline, phenylephrine, tyramine, and dimethylphenylpiperazinium.
Biochem/physiol Actions
ARC 239 is a selective α-2B adrenergic blocker. Although ARC-239, like prazosin, also has some alpha-1 antagonist activity, it is used most commomly to differentiate alpha-2A/D from alpha-2B and alpha-2C subtypes rather than for any alpha-1 inhibition..