2543-46-6

Basic information

• Product Name: (±)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile
• Synonyms: (±)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile;Dl-3-(3,4-Dimethoxy phenyl)-2-amino-2-methyl propionitrile;(1)-2-Amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile;Einecs 219-822-8;3-(3,4-Dimethoxyphenyl)-2-Amino-2-Methyl Propionitrile
• CAS NO: 2543-46-6
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.26764
• EINECS: 219-822-8
• Mol File: 2543-46-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 86-88 °C
• Boiling Point: 361°Cat760mmHg
• Flash Point: 172.1°C
• Appearance: /
• Density: 1.099g/cm³
• Vapor Pressure: 2.13E-05mmHg at 25°C
• Refractive Index: 1.529
• PKA: 4.16±0.25(Predicted)
• CAS DataBase Reference: (±)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile(2543-46-6)
• EPA Substance Registry System: (±)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile(2543-46-6)

Safety Data

• Hazardous Substances Data: 2543-46-6(Hazardous Substances Data)

Usage

General Description

(±)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile is a chemical compound that belongs to the class of nitriles, which are organic compounds containing a cyano group (-C≡N). (±)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropiononitrile is a derivative of the amphetamine analog MDPPP, and its structure consists of an amino group, a dimethoxyphenyl group, and a propiononitrile group. It is a psychoactive substance that acts as a stimulant and has been reported to produce effects similar to those of other substituted cathinones and amphetamines. The compound has potential for abuse and is classified as a controlled substance in some jurisdictions. It is important to handle this chemical with caution and keep it tightly regulated due to its psychoactive properties.

InChI:InChI=1/C12H16N2O2/c1-12(14,8-13)7-9-4-5-10(15-2)11(6-9)16-3/h4-6H,7,14H2,1-3H3

Upstream product

• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 773837-37-9 sodium cyanide 
• 776-99-8 3,4-dimethoxyphenylacetone 
• 18133-46-5 α-(3,4-dimethoxyphenyl)acetoacetonitrile 
• 151-50-8 potassium cyanide 

Downstream Products

• 2544-13-0 (S)-3-(3,4-dimethoxyphenyl)-2-amino-2-methylpropionitrile hydrochloride 
• 2544-12-9 L-3-(3,4-dimethoxyphenyl)-2-amino-2-methylpropionitrile hydrochloride 
• 55-40-3 alpha-methyldopa 
• 54716-90-4 (S)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropionitrile 
• 68729-54-4 (R)-2-Amino-3-(3,4-dimethoxy-phenyl)-2-methyl-propionitrile 

Relevant articles and documents

Multiple molecular targets mediated antioxidant activity, molecular docking, ADMET, QSAR and bioactivity studies of halo substituted urea derivatives of α-Methyl-L-DOPA

A series of novel α-methyl-L-DOPA urea derivatives viz., 3-(3,4-dihydroxyphenyl)-2-methyl-2-(3-halo/trifluoromethyl substituted phenyl ureido)propanoic acids (6a-e) have been synthesized from the reaction of α-methyl-L-DOPA (3) with various aryl isocyanates (4a-e) by using triethylamine (5, TEA) as a base catalyst in THF at reflux conditions. The synthesized compounds are structurally characterized by spectral (IR, 1H & 13C NMR and MASS) and elemental analysis studies and screened for their in-vitro antioxidant activity against DPPH, NO and H2O2 free radical scavenging assays and identified compounds 6c & 6d as potential antioxidants. The acquired in vitro results were correlated with the results of molecular docking, ADMET, QSAR and bioactivity studies performed for them and predicted that the recorded in silico binding affinities are in good correlation with the in vitro antioxidant activity results. The molecular docking analysis has comprehended the strong hydrogen bonding interactions of 6a-e with 1CB4, 1N8Q, 3MNG, 1OG5, 1DNU, 3NRZ, 2CDU, 1HD2 and 2HCK proteins of their respective SOD, LO, PRXS5, CP450, MP, XO, NO, PRY5 and HCK enzymes. This has sustained the effective binding of 6a-e and resulted in functional inhibition of selective aminoacid residues to be pronounced as multiple molecular targets mediated antioxidant potent compounds. In addition, the evaluated toxicology risks of 6a-e are identified with in the potential limits of drug candidates. The conformational analysis of 6c & 6d prominently infers that urea moiety uniting α-methyl-L-DOPA with halo substituted aryl units into a distinctive orientation to comply good structure-activity to inhibit the proliferation of reactive oxygen species in vivo.

A (S)- methyl multi-Pakistan method for the preparation of intermediate compounds

The invention discloses a preparation method for a (S)-methyldopa intermediate compound shown as formula (II). The method comprises the steps of: in the presence of inorganic acid, subjecting the compound shown as formula (I) and (2S, 3S)-tartaric acid to salt forming reaction as shown below in water, with the mole ratio of the (2S, 3S)-tartaric acid to the compound shown as formula (I) being 0.5:1-0.6:1. The preparation method provided by the invention employs (2S, 3S)-tartaric acid as the resolving agent, which has the characteristics of high-usage, high optical purity, simple operation and low cost. (salt forming reaction).