N,N-diethyl-4-hydroxy-3-methoxybenzamide

• ChemBase ID: 104978
• Molecular Formular: C12H17NO3
• Molecular Mass: 223.26828
• Monoisotopic Mass: 223.12084341
• SMILES: CCN(CC)C(=O)c1cc(OC)c(O)cc1
• Canonical SMILES: CCN(C(=O)c1ccc(c(c1)OC)O)CC
• InChI: InChI=1S/C12H17NO3/c1-4-13(5-2)12(15)9-6-7-10(14)11(8-9)16-3/h6-8,14H,4-5H2,1-3H3
• InChIKey: BQJODPIMMWWMFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-diethyl-4-hydroxy-3-methoxybenzamide
• IUPAC Traditional name: simaron
• Synonyms: Vanillic Acid Diethylamide; VANILLIC ACID DIETHYLAMIDE; ETHAMIVAN; Ethamivan; N,N-Diethyl-4-hydroxy-3-methoxybenzamide; N,N-Diethylvanillamide; Vanillic acid diethylamide

Database IDs

• CAS Number: 304-84-7
• EC Number: 206-157-3
• MDL Number: MFCD00026727
• Beilstein Number: 2694478
• PubChem SID: 162092207; 24890056; 24278405
• PubChem CID: 9363

CALCULATED PROPERTIES

• Acid pKa: 8.946832
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5234634
• LogD (pH = 7.4): 1.5115485
• Log P: 1.5236175
• Molar Refractivity: 62.8711 cm^3
• Polarizability: 23.659107 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear
• Melting Point: 96-97 °C

Safety Information

• RTECS: YW5250000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25; R:25
• Safety Statements: 36/37/39-45; S:28-29-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98.0% (N)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C12H17NO3

DETAILS

MP Biomedicals - 02157950

(N,N-Diethyl-4-hydroxy-3-methoxy-
benzamide; N,N-Diethylvanillamide)

Sigma Aldrich - E0137

Biochem/physiol Actions
CNS and respiratory stimulant.