2-amino-7-(dimethylamino)-4-[3-(trifluoromethyl)phenyl]-4H-chromene-3-carbonitrile

• ChemBase ID: 155781
• Molecular Formular: C19H16F3N3O
• Molecular Mass: 359.3450496
• Monoisotopic Mass: 359.12454681
• SMILES: CN(C)c1ccc2c(c1)OC(=C(C2c1cccc(c1)C(F)(F)F)C#N)N
• Canonical SMILES: N#CC1=C(N)Oc2c(C1c1cccc(c1)C(F)(F)F)ccc(c2)N(C)C
• InChI: InChI=1S/C19H16F3N3O/c1-25(2)13-6-7-14-16(9-13)26-18(24)15(10-23)17(14)11-4-3-5-12(8-11)19(20,21)22/h3-9,17H,24H2,1-2H3
• InChIKey: GVINXTXGDDSXFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-7-(dimethylamino)-4-[3-(trifluoromethyl)phenyl]-4H-chromene-3-carbonitrile
• IUPAC Traditional name: 2-amino-7-(dimethylamino)-4-[3-(trifluoromethyl)phenyl]-4H-chromene-3-carbonitrile
• Synonyms: 2-Amino-3-cyano-7-dimethylamino-4-(3-trifluoromethylphenyl)-4H-chromene; 94G6; Chromeceptin

Database IDs

• CAS Number: 331859-86-0
• MDL Number: MFCD00815850
• PubChem SID: 162249919; 24724431
• PubChem CID: 3113922

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.0145144
• LogD (pH = 7.4): 4.0192356
• Log P: 4.019296
• Molar Refractivity: 103.4853 cm^3
• Polarizability: 33.813618 Å^3
• Polar Surface Area: 62.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: <2 mg/mL
• Apperance: yellow to brown solid

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H16F3N3O

DETAILS

Sigma Aldrich - C0868

Biochem/physiol Actions
Chromeceptin inhibits Insulin-like growth factor 2 (IGF2) signaling by a process that begins with chromeceptin binding to multifunctional protein 2 (MFP-2). This interaction stimulates the expression of IGF binding protein 1 (IGFBP-1) and suppressor of cytokine signaling-3 (SOCS-3), both of which activate signal transducers and activators of transcription 6 (STAT6) to attenuate IGF signals.