4-N-(2-methylpropyl)-2-N-[(2-phenyl-1,3-thiazol-4-yl)methyl]pyrimidine-2,4-diamine

• ChemBase ID: 154813
• Molecular Formular: C18H21N5S
• Molecular Mass: 339.45784
• Monoisotopic Mass: 339.1517667
• SMILES: CC(C)CNc1ccnc(n1)NCc1csc(n1)c1ccccc1
• Canonical SMILES: CC(CNc1ccnc(n1)NCc1csc(n1)c1ccccc1)C
• InChI: InChI=1S/C18H21N5S/c1-13(2)10-20-16-8-9-19-18(23-16)21-11-15-12-24-17(22-15)14-6-4-3-5-7-14/h3-9,12-13H,10-11H2,1-2H3,(H2,19,20,21,23)
• InChIKey: DGRJOOOHPBSAHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-N-(2-methylpropyl)-2-N-[(2-phenyl-1,3-thiazol-4-yl)methyl]pyrimidine-2,4-diamine
• IUPAC Traditional name: 4-N-(2-methylpropyl)-2-N-[(2-phenyl-1,3-thiazol-4-yl)methyl]pyrimidine-2,4-diamine
• Synonyms: N4-isobutyl-N2-((2-phenylthiazol-4-yl)methyl)pyrimidine-2,4-diamine; KHS101

Database IDs

• MDL Number: MFCD18206916
• PubChem SID: 162248951
• PubChem CID: 71304818

CALCULATED PROPERTIES

• Acid pKa: 14.105299
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.7332203
• LogD (pH = 7.4): 3.8095305
• Log P: 4.0023465
• Molar Refractivity: 111.514 cm^3
• Polarizability: 37.66268 Å^3
• Polar Surface Area: 62.73 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: off-white to light brown powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H413
• GHS Precautionary statements: P301 + P310
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H21N5S

DETAILS

Sigma Aldrich - K4019

Biochem/physiol Actions
KHS101 is a small molecule that drives neuronal differentiation of hippocampal neuronal progenitor cells (NPC). Treatment of NPCs with KHS101 induces expression of the neurogenic transcription factor NeuroD and the neuronal marker Tuj1, and exhibit neuronal morphology and spiking activity (EC50 1 uM). KHS101 binds tightly to TACC3, which is a structural component of the centrosome and mitotic spindle apparatus. TACC3 loss of function studies in mice and stem cells suggest that TACC3 controls progenitor cell expansion and terminal differentiation during development.