76497-43-3

Basic information

• Product Name: 3-METHYLAMINO-3-PHENYL-PROPIONIC ACID
• Synonyms: RARECHEM AK HP A017;RARECHEM AK PQ 0336;3-METHYLAMINO-3-PHENYL-PROPIONIC ACID;CHEMBRDG-BB 4140249;3-(METHYLAMINO)-3-PHENYLPROPANOIC ACID;3-(methylamino)-3-phenylpropanoic acid(SALTDATA: FREE)
• CAS NO: 76497-43-3
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• Mol File: 76497-43-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 301.8°C at 760 mmHg
• Flash Point: 136.3°C
• Appearance: /
• Density: 1.123g/cm³
• Vapor Pressure: 0.000456mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 3-METHYLAMINO-3-PHENYL-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLAMINO-3-PHENYL-PROPIONIC ACID(76497-43-3)
• EPA Substance Registry System: 3-METHYLAMINO-3-PHENYL-PROPIONIC ACID(76497-43-3)

Safety Data

• Hazardous Substances Data: 76497-43-3(Hazardous Substances Data)

Usage

Description

3-METHYLAMINO-3-PHENYL-PROPIONIC ACID, also known as β-(Methylamino)benzenepropanoic Acid, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical products. It is characterized by its unique chemical structure, which includes a phenyl group and a propionic acid chain with a methylamino substituent. This structure endows it with specific properties that make it valuable in the development of pharmaceuticals.

Uses

Used in Pharmaceutical Synthesis:
3-METHYLAMINO-3-PHENYL-PROPIONIC ACID is used as an intermediate in the synthesis of various pharmaceutical goods. Its unique chemical structure allows it to be a key component in the creation of a wide range of medications, contributing to the development of new treatments and therapies.
Used in Platelet Fibrinogen Receptor Antagonists:
In the field of cardiovascular medicine, 3-METHYLAMINO-3-PHENYL-PROPIONIC ACID is used as a precursor in the preparation of antagonists of the platelet fibrinogen receptor. These antagonists play a crucial role in preventing blood clot formation, which can lead to conditions such as heart attacks and strokes. By targeting the platelet fibrinogen receptor, these antagonists can help reduce the risk of thrombotic events and improve patient outcomes.

InChI:InChI=1/C10H13NO2/c1-11-9(7-10(12)13)8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3,(H,12,13)

Upstream product

• 39629-54-4 (+/-)-3-methylamino-3-phenyl-propionic acid ethyl ester 
• 64-17-5 ethanol 
• 141-82-2 malonic acid 
• 622-29-7 N-Benzylidenemethylamine 
• 593-51-1 methylamine hydrochloride 
• 100-52-7 benzaldehyde 
• 1010128-92-3 methyl 3-[(diphenylphosphoryl)(methyl)amino]-3-phenylpropanoate 
• 4192-77-2 ethyl cinnamate 

Downstream Products

• 6098-50-6 3-dimethylamino-3-phenylpropionic acid 
• 39629-54-4 (+/-)-3-methylamino-3-phenyl-propionic acid ethyl ester 
• 86762-40-5 1-methyl-6-phenyl-dihydro-pyrimidine-2,4-dione 
• 4458-62-2 1-methyl-4-phenylazetidin-2-one 
• 31925-54-9 (R,S)-N-(2-cyanoethyl)-N-methyl-β-phenyl-β-alanine 
• 31925-48-1 methyl-3-methylamino-3-phenylpropionate 
• 88931-10-6 (R,S)-N-(2-aminopropyl)-N-methyl-β-phenyl-β-alanine 
• 88909-11-9 (R,S)-1-(4-chlorobutyl)-5-methyl-4-phenyl-1,5-diazacyclooctan-2-one 
• 88931-12-8 (R,S)-5-methyl-4-phenyl-1,5-diazacyclooctan-2-one 
• 32975-61-4 (S)-3-methylamino-3-phenyl-propionic acid 
• 910560-67-7 (S)-3-dimethylamino-3-phenyl-propionic acid 
• 39629-54-4 (R)-3-methylamino-3-phenyl-propionic acid ethyl ester 
• 39629-54-4 (S)-ethyl 3-(methylamino)-3-phenylpropanoate 
• 857812-95-4 5-bromo-1-methyl-6-phenyl-dihydro-pyrimidine-2,4-dione 

Relevant articles and documents

Phosphinamide-directed benzylic lithiation. application to the synthesis of peptide building blocks

N-Benzyldiphenylphosphinamides are deprotonated at the NCα position diastereospecifically upon treatment with f-BuLi in diethyl ether at low temperature. The reaction of the anions with alkyl, acyl, and tin halides, aliphatic and aromatic aldehydes, and Michael acceptors allowed installation of a variety of functional groups into the benzylic arm in excellent yields. Cleavage of the P-N linkage affords 1,2-amino alcohols and α-, β-, and γ-amino acids.

Synthesis of the Alkaloid Homaline in (+/-) and Natural (S,S)-(-) Forms, using Amination and Transamidative Ring Expansion in Liquid Ammonia

Synthesis of the alkaloid homaline in (+/-) and natural (S,S)-(-) forms is reported.Linking of 2-azacyclooctanone units either directly or successively using 1,4-dihalogenobutanes or 1,4-dihalogenobut-2-ynes is examined. (+/-)-5-Methyl-4-phenyl-1,5-diazacyclooctan-2-one is first made by a 2,2'-dithiodipyridine/triphenylphosphine-mediated cyclisation, and then by amination and transamidative ring expansion from N-(3-chloropropyl)-4-phenylazetidin-2-one in liquid ammonia, followed by N-methylation.Coupling through a 1,4-dihalogenobutane of either the N-methylated azalactam, or the unmethylated azalactam followed by methylation, gave homaline in (+/-) and meso forms. (R)-(-)-Phenylglycine was converted via (S)-β-phenyl-β-alanine into an (S)-β-lactam which was then alkylated with 1-bromo-3-chloropropane, and aminated and ring expanded in liquid ammonia.Coupling of the homochiral azalactam (2 mol) so formed with 1,4-dibromobutane, followed by N-methylation, gave (S,S)-(-)-homaline identical with the natural material.