1-(4-iodophenyl)-4-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}piperazine trihydrochloride

• ChemBase ID: 155393
• Molecular Formular: C18H22Cl3IN4
• Molecular Mass: 527.65755
• Monoisotopic Mass: 525.99547776
• SMILES: c1cc2c(c[nH]c2nc1)CN1CCN(CC1)c1ccc(cc1)I.Cl.Cl.Cl
• Canonical SMILES: Ic1ccc(cc1)N1CCN(CC1)Cc1c[nH]c2c1cccn2.Cl.Cl.Cl
• InChI: InChI=1S/C18H19IN4.3ClH/c19-15-3-5-16(6-4-15)23-10-8-22(9-11-23)13-14-12-21-18-17(14)2-1-7-20-18;;;/h1-7,12H,8-11,13H2,(H,20,21);3*1H
• InChIKey: YOURSPNOEWYAKO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-iodophenyl)-4-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}piperazine trihydrochloride
• IUPAC Traditional name: 1-(4-iodophenyl)-4-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}piperazine trihydrochloride
• Synonyms: 3-[4-(4-Iodophenyl)piperazin-1-yl]methyl-1H-pyrrolo[2,3-b]pyridine trihydrochloride; L-750,667 trihydrochloride

Database IDs

• CAS Number: 1021868-80-3
• PubChem SID: 162249531; 24278528
• PubChem CID: 11957592

CALCULATED PROPERTIES

• Acid pKa: 15.168972
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1351501
• LogD (pH = 7.4): 2.909037
• Log P: 3.8303785
• Molar Refractivity: 103.394 cm^3
• Polarizability: 39.668243 Å^3
• Polar Surface Area: 35.16 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble10 mg/mL; H2O: soluble2.5 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... DRD4(1815)

Product Information

• Empirical Formula (Hill Notation): C18H19IN4 · 3HCl

DETAILS

Sigma Aldrich - L133

Biochem/physiol Actions
Selective D4 dopamine receptor antagonist.
Caution
Hygroscopic
Application
Useful in characterizing the extracellular domain of the D4 dopamine receptor.1