6-chloro-5-methyl-N-{6-[(2-methylpyridin-3-yl)oxy]pyridin-3-yl}-2,3-dihydro-1H-indole-1-carboxamide hydrate dihydrochloride

• ChemBase ID: 133301
• Molecular Formular: C21H23Cl3N4O3
• Molecular Mass: 485.79132
• Monoisotopic Mass: 484.08357366
• SMILES: Cc1cc2c(cc1Cl)N(CC2)C(=O)Nc1ccc(nc1)Oc1cccnc1C.O.Cl.Cl
• Canonical SMILES: O=C(N1CCc2c1cc(Cl)c(c2)C)Nc1ccc(nc1)Oc1cccnc1C.O.Cl.Cl
• InChI: InChI=1S/C21H19ClN4O2.2ClH.H2O/c1-13-10-15-7-9-26(18(15)11-17(13)22)21(27)25-16-5-6-20(24-12-16)28-19-4-3-8-23-14(19)2;;;/h3-6,8,10-12H,7,9H2,1-2H3,(H,25,27);2*1H;1H2
• InChIKey: SUOZHMLTMKJQNG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-5-methyl-N-{6-[(2-methylpyridin-3-yl)oxy]pyridin-3-yl}-2,3-dihydro-1H-indole-1-carboxamide hydrate dihydrochloride
• IUPAC Traditional name: 6-chloro-5-methyl-N-{6-[(2-methylpyridin-3-yl)oxy]pyridin-3-yl}-2,3-dihydroindole-1-carboxamide hydrate dihydrochloride
• Synonyms: 6-Chloro-2,3-dihydro-5-methyl-N-[6-[(2-methyl-3-pyridinyl)oxy]-3-pyridinyl]-1H-indole-1-carboxyamide dihydrochloride hydrate; 6-Chloro-5-methyl-1-[[2-(2-methylpyrid-3-yloxy)pyrid-5-yl]carbamoyl]indoline dihydrochloride hydrate; SB 242084 dihydrochloride hydrate

Database IDs

• CAS Number: 181632-25-7(freebase)
• MDL Number: MFCD12755727
• PubChem SID: 162227578; 24899774
• PubChem CID: 71308652

CALCULATED PROPERTIES

• Acid pKa: 11.020129
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.670639
• LogD (pH = 7.4): 3.9261477
• Log P: 3.9308457
• Molar Refractivity: 109.1563 cm^3
• Polarizability: 40.976322 Å^3
• Polar Surface Area: 67.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble15 mg/mL, clear; H2O: soluble5 mg/mL, clear
• Apperance: white to beige powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - S8061

Biochem/physiol Actions
Selective 5-HT2c serotonin receptor antagonist; crosses the blood-brain barrier.
Caution
Hygroscopic
Legal Information
Manufactured and sold with the permission of GlaxoSmithKline Pharmaceuticals