81165-56-2

Basic information

• Product Name: N-[2-(3,4-dimethoxyphenyl)ethyl]butanamide
• Synonyms: butanamide, N-[2-(3,4-dimethoxyphenyl)ethyl]-; N-[2-(3,4-Dimethoxyphenyl)ethyl]butanamide
• CAS NO: 81165-56-2
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.3214
• Mol File: 81165-56-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 429.6°C at 760 mmHg
• Flash Point: 213.6°C
• Density: 1.037g/cm³
• Vapor Pressure: 1.38E-07mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: N-[2-(3,4-dimethoxyphenyl)ethyl]butanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(3,4-dimethoxyphenyl)ethyl]butanamide(81165-56-2)
• EPA Substance Registry System: N-[2-(3,4-dimethoxyphenyl)ethyl]butanamide(81165-56-2)

Safety Data

• Hazardous Substances Data: 81165-56-2(Hazardous Substances Data)

Upstream product

• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 107-92-6 butyric acid 
• 106-31-0 butanoic acid anhydride 
• 635-85-8 homoveratrylamine hydrochloride 
• 141-75-3 butyryl chloride 

Downstream Products

• 138504-98-0 1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,4-dimethoxybenzoyl)-1-propylidene-isoquinoline 
• 138505-18-7 N-<β-(3,4-dimethoxy-6-<1-oxobutyl>phenyl)ethyl>-3,4-dimethoxybenzamide 

Relevant articles and documents

3,4-Dihydroisoquinolinium Salt Derivatives

The present invention relates to 3,4-dihydroisoquinolinium salt derivatives. More specifically, the present invention relates to 3,4-dihydroisoquinolinium salt derivatives of the following chemical formula (I).

Potential cancer chemopreventive activity of simple isoquinolines, 1-benzylisoquinolines, and protoberberines

Seventeen simple isoquinolines, 15 1-benzylisoquinolines, and 19 protoberberines were tested for their inhibitory activities against Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol- 13-acetate (TPA) in Raji cells. Among the tested alkaloids, the inhibitory activity of all 1-benzylisoquinolines and 11 protoberberines was higher than that of β-carotene. The 1-benzylisoquinolines 19, 21, 22, 29, and 34 and protoberberines 41, 47-49, 51, 52, and 55 showed potent inhibitory effects on EBV-EA induction (96-100% inhibition at 1 × 103 mol ratio/TPA). These alkaloids were more active than the naturally occurring alkaloids, 23, 25, 33, 53, and 54. In addition, fifteen simple isoquinolines, eighteen 1-benzylisoquinolines and eight protoberberines were evaluated with respect to their ability to scavenge 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals. Nine simple isoquinolines, ten 1-benzylisoquinolines, and four protoberberines were more potent than α-tocopherol, and four 1-benzylisoquinolines, 20 and 28-30, exhibited potent activities (SC50 4.5-5.8 μM). Their activities were higher than the naturally occurring alkaloids, 23, 25, and 33. Therefore, some of the isoquinoline alkaloids indicating the high activity on both assays may be potentially valuable cancer chemopreventive agents. Structure-activity relationships are discussed for both tests.

Synthesis of a small library of phenylalkylamide derivatives as melatoninergic ligands for human mt1 and MT2 receptors

Focused small libraries of melatonin receptor ligands from arylalkylamine derivatives were synthesised by combinatorial chemistry using the mix and split method in the solid phase. A library of 108 compounds was then synthesised from 12 arylalkyl amines and nine carboxylic acids. The compound mixtures were evaluated on chicken brain melatonin and recombinant human mt1 and MT2 receptors. Deconvolution of the most potent mixture demonstrated the superiority of 3-methoxy and 2,5-dimethoxy substitution on the phenyl ring with isopropyl, propyl and ethyl amido chains. Several compounds with nanomolar affinity for human melatonin receptors were obtained. (C) 2000 Elsevier Science Ltd.