117391-53-4

Basic information

• Product Name: 3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID
• Synonyms: 3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID;3-AMINO-3-(4-ISOPROPYL-PHENYL)-PROPIONIC ACID;RARECHEM AL BL 0110;3-(4-Isopropylphenyl)-beta-alanine;3-aMino-3-[4-(propan-2-yl)phenyl]propanoic acid;3-Amino-3-(4-isopropylphenyl)
• CAS NO: 117391-53-4
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27
• Mol File: 117391-53-4.mol

Chemical Properties

• Boiling Point: 243°C
• Flash Point: 159.2 °C
• Appearance: /
• Density: 1.103g/cm³
• Vapor Pressure: 3.52E-05mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID(117391-53-4)
• EPA Substance Registry System: 3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID(117391-53-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 117391-53-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID is used as a chiral building block for the synthesis of various pharmaceuticals due to its unique structural features and potential biological activity, which can contribute to the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical sector, 3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID serves as a key intermediate in the production of agrochemicals, leveraging its chiral properties to enhance the performance and selectivity of these compounds in agricultural applications.
Used in Organic Chemistry:
3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID is utilized as a reagent in organic chemistry for the preparation of a wide range of compounds, taking advantage of its reactive functional groups and structural characteristics to facilitate diverse synthetic pathways.
Used in Medicinal Research:
3-AMINO-3-(4-ISOPROPYLPHENYL)PROPANOIC ACID is being studied for its therapeutic potential in the treatment of various diseases, as it may possess medicinal properties that can be harnessed to develop novel therapeutic agents, offering new treatment options for patients.

InChI:InChI=1/C12H17NO2/c1-8(2)9-3-5-10(6-4-9)11(13)7-12(14)15/h3-6,8,11H,7,13H2,1-2H3,(H,14,15)/t11-/m0/s1

Upstream product

• 141-82-2 malonic acid 
• 122-03-2 (4-isopropylbenzaldehyde) 

Downstream Products

• 117291-18-6 3-(4-Isopropyl-phenyl)-3-(2,2,2-trifluoro-acetylamino)-propionic acid 
• 117291-36-8 3-(4-Isopropyl-phenyl)-3-(2,2,2-trifluoro-acetylamino)-propionyl chloride 

Relevant articles and documents

Synthesis and biological evaluation of 3-phenyl-3-aryl carboxamido propanoic acid derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26A1)

All-trans-retinoic acid (ATRA), the biologically active metabolite of vitamin A, is used medicinally for the treatment of hyperproliferative diseases and cancers. However, it is easily metabolized. In this study, the leading compound S8 was found based on virtual screening. To improve the activity of the leading compound S8, a series of novel S8 derivatives were designed, synthesized and evaluated for their in vitro biological activities. All of the prepared compounds showed that substituting the 5-chloro-3-methyl-1-phenyl-1H-pyrazole group for the 2-tertbutyl-5-methylfuran scaffold led to a clear increase in the biological activity. The most promising compound 32, with a CYP26A1 IC50 value of 1.36 μM (compared to liarozole (IC50 = 2.45 μM) and S8 (IC50 = 3.21 μM)) displayed strong inhibitory and differentiation activity against HL60 cells. In addition, the study focused on the effect of β-phenylalanine, which forms the coordination bond with the heme of CYP26A1. These studies suggest that the compound 32 can be used as an appropriate candidate for future development.

Phenylalanine aminomutase-catalyzed addition of ammonia to substituted cinnamic acids: A route to enantiopure α- and β-amino acids

(Chemical Equation Presented) An approach is described for the synthesis of aromatic α- and β-amino acids that uses phenylalanine aminomutase to catalyze a highly enantioselective addition of ammonia to substituted cinnamic acids. The reaction has a broad scope and yields substituted α- and β-phenylalanines with excellent enantiomeric excess. The regioselectivity of the conversion is determined by substituents present at the aromatic ring. A box model for the enzyme active site is proposed, derived from the influence of the hydrophobicity of substituents on the enzyme affinity toward various substrates.

Une synthese simple des premieres amino-3 indanones-1

The synthesis of various substituted 3-amino-1-indanones was achieved in five steps starting from corresponding benzaldehydes.