20448-79-7

Basic information

• Product Name: 2-AMINO-2-NORBORNANECARBOXYLIC ACID
• Synonyms: 2-AMINO-2-NORBORNANECARBOXYLIC ACID;2-AMINOBICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID;BCH;2-AMINO-2-NORBORNANECARBOXYLIC ACID, 98% , MIXTURE OF ISOMERS;2-Amino-2-carboxy-bicyclo-2,2,1-heptane;2-Aminonorbornane-2-carboxylic acid;B-Bch;Bicyclo(2.2.1)heptane-2-carboxylic acid, 2-amino-
• CAS NO: 20448-79-7
• Molecular Formula: C8H13NO2
• Molecular Weight: 155.19
• Mol File: 20448-79-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 295.5 °C at 760 mmHg
• Flash Point: 32.5 °C
• Appearance: /
• Density: 1.256 g/cm³
• Vapor Pressure: 0.000369mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Aqueous Acid (Slightly)
• PKA: 2.58±0.20(Predicted)
• CAS DataBase Reference: 2-AMINO-2-NORBORNANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-2-NORBORNANECARBOXYLIC ACID(20448-79-7)
• EPA Substance Registry System: 2-AMINO-2-NORBORNANECARBOXYLIC ACID(20448-79-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 20448-79-7(Hazardous Substances Data)

Usage

Description

2-Amino-2-norbornanecarboxylic acid is a potential large amino acid transporters inhibitor that may suppress tumor progression and apoptosis.

Uses

Used in Cancer Therapy:
2-Amino-2-norbornanecarboxylic acid is used as a therapeutic target for the suppressive effect of I-type amino acid transporter 1 inhibition on human esophageal squamous cell carcinoma. It helps in inhibiting the growth and progression of cancer cells.
Used in Drug Development:
2-Amino-2-norbornanecarboxylic acid is used in the design and preparation of KMH-233, a selective and slowly reversible inhibitor of L-type amino acid transporter 1 (LAT1). 2-AMINO-2-NORBORNANECARBOXYLIC ACID potentiates the antiproliferative drug efficacy in cancer cells, enhancing the effectiveness of cancer treatments.

Biochem/physiol Actions

2-Amino-2-norbornanecarboxylic acid (BCH) is a Na(+)-independent system L specific substrate used with other system specific substrates such as the system A specific substrate α-(methylamino) isobutyric acid and system N specific substrate L-glutamic acid gamma-monohydroxamate to help identify, differentiate and characterize amino acid transport systems in cells.

InChI:InChI=1/C8H13NO2/c9-8(7(10)11)4-5-1-2-6(8)3-5/h5-6H,1-4,9H2,(H,10,11)

Upstream product

• 6203-08-3 methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 76637-59-7 (1S,4S)-2-Amino-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 497-38-1 Norbornan-2-on 
• 72431-82-4 methyl 2-endo-acetamidobicyclo<2.2.1>hept-5-ene-2-exo-carboxylate 
• 72431-82-4 methyl 2-exo-acetamidobicyclo<2.2.1>hept-5-ene-2-endo-carboxylate 
• 22264-49-9 spiro[bicyclo[2.2.1]heptane-2',5'-imidazolidine[2,4]dione] 

Downstream Products

• 188751-57-7 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)bicyclo[2.2.1]heptane-2-carboxylic acid 
• 1398796-17-2 (S)-(9H-fluoren-9-yl)methyl 2-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)biphenyl-4-yl)ethylcarbamoyl)bicyclo[2.2.1]heptan-2-ylcarbamate 
• 1398796-15-0 (S)-2-amino-N-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)biphenyl-4-yl)ethyl)bicyclo[2.2.1]heptane-2-carboxamide 

Relevant articles and documents

A SYNTHESIS OF 2-AMINONORBORNENE-2-CARBOXYLIC ACID DERIVATIVES BY DIELS-ALDER REACTION USING α,β-DEHYDROALANINATES AS A DIENOPHILE

The Diels-Alder reaction of N-acyl-α,β-dehydroalanine esters with cyclopentadiene afforded a mixture of the stereoisomers of acylaminonorbornene-2-carboxylic acid esters in good yields.

PEPTIDYL NITRILCOMPOUNDS AS PEPTIDASE INHIBITORS

The invention relates to compounds of Formula (II) and their use in theraphy as peptidase inhibitors.