139-76-4

Basic information

• Product Name: N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide
• Synonyms: N-[2-(3,4-dimethoxyphenyl)ethyl]-3,4-dimethoxyphenylacetam;N-(3,4-Dimethoxyphenethyl)-3,4-dimethoxybenzeneacetamide;N-[2-(3,4-Dimethoxyphenyl)ethyl]-3,4-dimethoxybenzeneacetamide;2-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide
• CAS NO: 139-76-4
• Molecular Formula: C₂₀H₂₅NO₅
• Molecular Weight: 359.4162
• EINECS: 205-374-0
• Mol File: 139-76-4.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 559.3 °C at 760 mmHg
• Flash Point: 292 °C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 1.54E-12mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide(139-76-4)
• EPA Substance Registry System: N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide(139-76-4)

Safety Data

• Hazardous Substances Data: 139-76-4(Hazardous Substances Data)

Usage

Uses

N-(3,4-Dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide is an impurity of Papaverine (P190500), a smooth muscle relaxant found in opium. Vasodilator (cerebral).

InChI:InChI=1/C20H25NO5/c1-23-16-7-5-14(11-18(16)25-3)9-10-21-20(22)13-15-6-8-17(24-2)19(12-15)26-4/h5-8,11-12H,9-10,13H2,1-4H3,(H,21,22)

Upstream product

• 10313-60-7 3,4-dimethoxyphenylacetyl chloride 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 5763-61-1 3,4-dimethoxybenzylamine 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 861597-70-8 (3,4-dimethoxy-phenyl)-acetic acid-(3,4-dimethoxy-phenacylamide) 
• 76579-53-8 2-(3,4-dimethoxyphenyl)-N,N-dimethylethanethioamide 
• 85621-43-8 3,4-dihydroxyphenylacetic acid diacetate 
• 14773-41-2 3-(3,4-dimethoxyphenyl)propionic acid amide 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 73663-56-6 (3,4-Dimethoxy-phenyl)-[5-(3,4-dimethoxy-phenyl)-oxazol-2-yl]-methanol 
• 73663-61-3 5-(3,4-Dimethoxyphenyl)oxazole 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 5884-22-0 1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3.4-dihydroisoquinoline hydrochloride 
• 13074-31-2 Tetrahydropapaverine 
• 19713-28-1 bis-N-<2-(3,4-dimethoxyphenyl)ethyl>amine hydrochloride 
• 523-02-4 2,3,10,11-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline 
• 4747-98-2 S-(-)-Norlaudanosine 

Relevant articles and documents

A xylochemically inspired synthesis of lamellarin G trimethyl ether via an enaminone intermediate

A concise high yielding synthesis of lamellarin G trimethyl ether has been achieved from precursors and solvents that can in principle be derived from xylochemical (woody biomass) sources. The route is comparatively green in that some reactions are performed without solvent or with relatively benign solvents. In addition, chromatographic purification of products is avoided, and only a single aqueous workup is performed. The novelty of the synthesis lies in the intermediacy of an enaminone for the construction of the central pyrrole ring. The overall yield of the product is among the highest reported to date.

Carbon-13 NMR Spectra of Tembamide, Aegeline and Related Amides

Carbon-13 NMR spectral studies of tembamide (1) and aegeline (2), constituents of Fagara hyemalis and Aegle marmelos respectively, and a series of their structurally related amides (3-13) have been carried out.The assignment of the resonances of two related dimers are also reported.The assignment of the various resonances were made by considering the changes in chemical shifts produced by the change of substituents and also by using 1, 13 and a related compound as model compounds.

Practical preparation of coralyne chloride.

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Preparation method of papaverine

The invention discloses a preparation method of papaverine. The invention provides a preparation method of papaverine, which comprises the following steps: (1) in a solvent, in the presence of a cyclization agent, carrying out cyclization reaction as shown in the specification on a compound as shown in a formula I to obtain a compound as shown in a formula II; and (2) in a solvent, in the presence of a dehydrogenation catalyst, carrying out dehydrogenation reaction as shown in the specification on the compound as shown in the formula II to obtain papaverine. The compound as shown in the formula II prepared in the step (1) is directly used in the step (2) without being purified. The method is simple in process, easy to operate, low in cost and suitable for industrial production, and the product is high in yield and purity.

One-Pot Synthesis of Papaverine Hydrochloride and Identification of Impurities

Abstract: A one-pot synthesis of papaverine hydrochloride with 99.6% purity was performed using xylene as solvent for the entire process. The critical parameters of each step, as well as the impurities generated, were identified. The overall yield was improved to 63%. The proposed synthetic procedure is suitable for industrial production.