4-(4-fluoronaphthalen-1-yl)-6-(propan-2-yl)pyrimidin-2-amine hydrochloride

• ChemBase ID: 154960
• Molecular Formular: C17H17ClFN3
• Molecular Mass: 317.7883832
• Monoisotopic Mass: 317.10950346
• SMILES: CC(C)c1cc(nc(n1)N)c1ccc(c2c1cccc2)F.Cl
• Canonical SMILES: Nc1nc(cc(n1)c1ccc(c2c1cccc2)F)C(C)C.Cl
• InChI: InChI=1S/C17H16FN3.ClH/c1-10(2)15-9-16(21-17(19)20-15)13-7-8-14(18)12-6-4-3-5-11(12)13;/h3-10H,1-2H3,(H2,19,20,21);1H
• InChIKey: MKJPYBJBPRFMHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-fluoronaphthalen-1-yl)-6-(propan-2-yl)pyrimidin-2-amine hydrochloride
• IUPAC Traditional name: 4-(4-fluoronaphthalen-1-yl)-6-isopropylpyrimidin-2-amine hydrochloride
• Synonyms: 2-Amino-4-(4-fluoronaphth-1-yl)-6-isopropylpyrimidine hydrochloride; RS-127445 hydrochloride; 4-(4-Fluoro-1-naphthalenyl)-6-(1-methylethyl)-2-pyrimidinamine Hydrochloride; 2-Amino-4-(4-fluoronaphth-1-yl)-6-isopropylpyrimidine Monohydrochloride; MT 500 Hydrochloride; RS-127445 Hydrochloride

Database IDs

• CAS Number: 199864-86-3
• MDL Number: MFCD11112196
• PubChem SID: 162249098
• PubChem CID: 9905058

CALCULATED PROPERTIES

• Acid pKa: 16.661337
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.403264
• LogD (pH = 7.4): 4.439263
• Log P: 4.439742
• Molar Refractivity: 82.5924 cm^3
• Polarizability: 33.28357 Å^3
• Polar Surface Area: 51.8 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: white to tan powder

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-36
• Safety Statements: 26-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16FN3 · HCl

DETAILS

Sigma Aldrich - R2533

Biochem/physiol Actions
RS-127445 is a selective; high affinity; orally bioavailable serotonin 5-HT2B receptor antagonist. RS-127445 was found to have nanomolar affinity for the 5-HT2B receptor (pKi=9.5) and 1,000 fold selectivity for this receptor as compared to numerous other receptor and ion channel binding sites.

Toronto Research Chemicals - R700930

RS-127445 is a selective; high affinity; orally bioavailable serotonin 5-HT2B receptor antagonist. RS-127445 was found to have nanomolar affinity for the 5-HT2B receptor (pKi=9.5) and 1,000 fold selectivity for this receptor as compared to numerous other

REFERENCES

• Mokrosz, J., et al.: Pharmazie, 49, 801 (1994)
• Hoyer., et al.: Pharmacol. Rev., 46, 157 (1994)
• Martin., et al.: Neuropharmacol., 33, 261 (1994)