2-(3,4-dimethoxybenzamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

• ChemBase ID: 153835
• Molecular Formular: C18H20N2O4S
• Molecular Mass: 360.4274
• Monoisotopic Mass: 360.11437813
• SMILES: COc1ccc(cc1OC)C(=O)Nc1c(c2c(s1)CCCC2)C(=O)N
• Canonical SMILES: COc1cc(ccc1OC)C(=O)Nc1sc2c(c1C(=O)N)CCCC2
• InChI: InChI=1S/C18H20N2O4S/c1-23-12-8-7-10(9-13(12)24-2)17(22)20-18-15(16(19)21)11-5-3-4-6-14(11)25-18/h7-9H,3-6H2,1-2H3,(H2,19,21)(H,20,22)
• InChIKey: FSPQCTGGIANIJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dimethoxybenzamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
• IUPAC Traditional name: 2-(3,4-dimethoxybenzamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
• Synonyms: Flt-3 inhibitor; 2-(3,4-Dimethoxy-benzoylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide; TCS 359

Database IDs

• CAS Number: 301305-73-7
• MDL Number: MFCD00617269
• PubChem SID: 24724465; 162247974
• PubChem CID: 1048845

CALCULATED PROPERTIES

• Acid pKa: 11.734268
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7815595
• LogD (pH = 7.4): 3.7815409
• Log P: 3.78156
• Molar Refractivity: 97.2823 cm^3
• Polarizability: 36.01605 Å^3
• Polar Surface Area: 90.65 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~8 mg/mL; H2O: <2 mg/mL
• Apperance: white to off-white solid

Safety Information

• Storage Condition: protect from light; under inert gas
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: -20°C

Pharmacology Properties

• Target: FLT3

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C18H20N2O4S

DETAILS

Sigma Aldrich - D5943

Biochem/physiol Actions
Flt-3 (fms-related tyrosine kinase 3) inhibitor