2-[(4-ethoxyphenyl)amino]-N'-[(2-hydroxynaphthalen-1-yl)methylidene]acetohydrazide

• ChemBase ID: 155795
• Molecular Formular: C21H21N3O3
• Molecular Mass: 363.40974
• Monoisotopic Mass: 363.15829155
• SMILES: CCOc1ccc(cc1)NCC(=O)N/N=C/c1c2ccccc2ccc1O
• Canonical SMILES: CCOc1ccc(cc1)NCC(=O)N/N=C/c1c(O)ccc2c1cccc2
• InChI: InChI=1S/C21H21N3O3/c1-2-27-17-10-8-16(9-11-17)22-14-21(26)24-23-13-19-18-6-4-3-5-15(18)7-12-20(19)25/h3-13,22,25H,2,14H2,1H3,(H,24,26)
• InChIKey: JWRJGCUSLSJMMD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-ethoxyphenyl)amino]-N'-[(2-hydroxynaphthalen-1-yl)methylidene]acetohydrazide
• IUPAC Traditional name: 2-[(4-ethoxyphenyl)amino]-N'-[(2-hydroxynaphthalen-1-yl)methylidene]acetohydrazide
• Synonyms: (E)-2-(4-Ethoxyphenylamino)-N′-((2-hydroxynaphthalen-1-yl)methylene)acetohydrazide; VU0029767

Database IDs

• CAS Number: 326001-01-8
• MDL Number: MFCD01206089
• PubChem SID: 162249933
• PubChem CID: 5336491

CALCULATED PROPERTIES

• Acid pKa: 8.571786
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.1397245
• LogD (pH = 7.4): 3.1132445
• Log P: 3.1413615
• Molar Refractivity: 106.9006 cm^3
• Polarizability: 40.986 Å^3
• Polar Surface Area: 82.95 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: gray-brown powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-36/37/38-50/53
• Safety Statements: 26-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335-H410
• GHS Precautionary statements: P261-P273-P305 + P351 + P338-P501
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H21N3O3

DETAILS

Sigma Aldrich - V3265

Biochem/physiol Actions
VU0029767 is a selective, positive allosteric modulator at the muscarinic M1 acetylcholine receptor. It shifts concentration-dependent response to acetylcholine at least five-fold, but does not compete at the ACh binding site. VU0029767 also potentiates the effects of allosteric agonist TBPB.