3-(phenylamino)-2-[(3,4,5-trimethoxyphenyl)methyl]prop-2-enenitrile

• ChemBase ID: 91504
• Molecular Formular: C19H20N2O3
• Molecular Mass: 324.3737
• Monoisotopic Mass: 324.14739251
• SMILES: N#C/C(=C\Nc1ccccc1)/Cc1cc(c(c(c1)OC)OC)OC
• Canonical SMILES: N#C/C(=C\Nc1ccccc1)/Cc1cc(OC)c(c(c1)OC)OC
• InChI: InChI=1S/C19H20N2O3/c1-22-17-10-14(11-18(23-2)19(17)24-3)9-15(12-20)13-21-16-7-5-4-6-8-16/h4-8,10-11,13,21H,9H2,1-3H3
• InChIKey: LMGNGGBSQVPQCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(phenylamino)-2-[(3,4,5-trimethoxyphenyl)methyl]prop-2-enenitrile; (2Z)-3-(phenylamino)-2-[(3,4,5-trimethoxyphenyl)methyl]prop-2-enenitrile
• IUPAC Traditional name: 3-(phenylamino)-2-[(3,4,5-trimethoxyphenyl)methyl]prop-2-enenitrile; (2Z)-3-(phenylamino)-2-[(3,4,5-trimethoxyphenyl)methyl]prop-2-enenitrile
• Synonyms: 3-Anilino-2-(3,4,5-trimethoxybenzyl)acrylonitrile; Trimethoprim Impurity I; 3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile; 3-Anilino-2-(3,4,5-trimethoxybenzyl)acrylonitrile, Mixture of double bond isomers

Database IDs

• CAS Number: 30078-48-9
• MDL Number: MFCD00269911
• PubChem SID: 162078203
• PubChem CID: 3035337

CALCULATED PROPERTIES

• Acid pKa: 17.366505
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.1023614
• LogD (pH = 7.4): 3.1023617
• Log P: 3.1023617
• Molar Refractivity: 94.6816 cm^3
• Polarizability: 35.57958 Å^3
• Polar Surface Area: 63.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 130-136°C; 130-136°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - OR7250T

Mixture of cis/trans isomers. A reference standard for the drug Trimethoprim.

Toronto Research Chemicals - A672500

Used as a reference standard for the drug Trimethoprim.Note this compound is a cis / trans mixture.