5653-66-7

Basic information

• Product Name: normacromerine
• Synonyms: normacromerine;2-(3,4-Dimethoxyphenyl)-2-hydroxy-N-methylethylamine;1-(3,4-dimethoxyphenyl)-2-(methylamino)ethan-1-ol
• CAS NO: 5653-66-7
• Molecular Formula: C₁₁H₁₇NO₃
• Molecular Weight: 211.26
• Mol File: 5653-66-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 284.7°Cat760mmHg
• Flash Point: 126°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.19E-05mmHg at 25°C
• Refractive Index: 1.519
• Sensitive: Air Sensitive
• CAS DataBase Reference: normacromerine(CAS DataBase Reference)
• NIST Chemistry Reference: normacromerine(5653-66-7)
• EPA Substance Registry System: normacromerine(5653-66-7)

Safety Data

• RIDADR: UN3263
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 5653-66-7(Hazardous Substances Data)

Usage

Description

This phenethylamine type alkaloid has recently been discovered in Coryphantha macromeris. It is characterized as the crystalline hydrochloride, m.p. 132-3°C. The structure, as determined from chemical and spectroscopic analysis is {j_x0002_hydroxy-3:4-dimethoxy-N-methyl-{j-phenethylamine.

References

Keller, McLaughlin., J. Pharm. Sci., 61, 147 (1972)

InChI:InChI=1/C11H17NO3/c1-12-7-9(13)8-4-5-10(14-2)11(6-8)15-3/h4-6,9,12-13H,7H2,1-3H3

Upstream product

• 99986-87-5 3,4-dimethoxy-DL-mandelic acid-methylamide 
• 345231-54-1 N-methyl-N-benzyl-2-(3,4-dimethoxyphenyl)-2-hydroxyethylamine 
• 40511-15-7 1-(3,4-dimethoxy-phenyl)-2-methylamino-ethanone; hydrochloride 
• 64-17-5 ethanol 
• 74-89-5 methylamine 
• 74-88-4 methyl iodide 
• 91-16-7 1,2-dimethoxybenzene 
• 1835-02-5 2-Bromo-1-(3,4-dimethoxyphenyl)ethanone 
• 33342-73-3 α-(N-methyl-N-benzylamino)-3,4-dimethoxyacetophenone 
• 6924-15-8 2-amino-1-(3,4-dimethoxy-phenyl)-ethanol 
• 6309-18-8 2-(3,4-dimethoxyphenyl)-2-hydroxyacetonitrile 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 107412-18-0 (+/-)-2-(acetyl-methyl-amino)-1-(3,4-dimethoxy-phenyl)-ethanol 
• 74-89-5 methylamine 

Relevant articles and documents

Cactus alkaloids. 13. Isolation of (-)-normacromerine from Coryphantha macromeris var. runyonii.

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A simple two-step synthesis of 2-(alkylamino)-1-arylethanols, including racemic adrenaline, from aromatic aldehydes via 5-aryloxazolidines

Benzaldehydes react smoothly with nonstabilized azomethine ylides, generated in situ from sarcosine/formaldehyde or N-(methoxymethyl)-N- (trimethylsilylmethyl)benzylamine, to give 5-aryloxazolidines as intermediates. These were converted into 2-(alkylamino)-1-arylethanols in good yields by simple heating in methanol with hydrochloric acid, or by treatment with hydrazine hydrate in ethanol.

Di- and tri-substituted oxazolidin-2-one oximes

Certain di- and tri- substituted oxazolidin-2-one oximes have antidepressant activity in warm blooded animals. Exemplary is 4-methyl-5-phenyl-2-oxazolidinone oxime.