808756-83-4

Basic information

• Product Name: (1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine
• Synonyms: (1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine;(1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine >99% e.e.;(1R)-5-tert-butylindan-1-aMine
• CAS NO: 808756-83-4
• Molecular Formula: C₁₃H₁₉N
• Molecular Weight: 189.29666
• Mol File: 808756-83-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine(808756-83-4)
• EPA Substance Registry System: (1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine(808756-83-4)

Safety Data

• Hazardous Substances Data: 808756-83-4(Hazardous Substances Data)

Usage

General Description

"(1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine" is a chemical compound with the molecular formula C14H21N. It is an amine compound that is classified as an indane derivative, which is a bicyclic organic structure. The "1R" in its name indicates that it is in the (1R,2S)-configuration. The tert-butyl group at position 5 and the amine group at position 1 contribute to its unique structure and properties. (1R)-5-tert-Butyl-2,3-dihydro-1H-inden-1-amine may have applications in organic synthesis, pharmaceuticals, and materials science due to its interesting structural features and potential reactivity. Further research is needed to fully understand its properties and potential uses.

Upstream product

• 1056038-54-0 (Z)-5-tert-butyl-2,3-dihydro-1H-inden-1-one O-methyl oxime 
• 104-15-4 toluene-4-sulfonic acid 
• 935680-89-0 5-tert-butyl-1-indanone O-methyloxime 
• 1374781-07-3 (Z)-5-tert-butyl-2,3-dihydro-1H-inden-1-one oxime 
• 28547-33-3 1-(4-(tert-butyl)phenyl)-3-chloropropan-1-one 
• 4600-86-6 5-(tert-butyl)-2,3-dihydro-1H-inden-1-one 
• 253185-03-4 tert-butylbenzene 
• 935680-90-3 5-tert-butyl-2,3-dihydro-1H-inden-1-ylamine 

Downstream Products

• 934593-36-9 (1R)-5-tert-butyl-indan-1-ylamine tosylate 

Relevant articles and documents

SUBSTITUTED BICYCLIC CARBOXAMIDE AND UREA DERIVATIVES AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted bicyclic carboxamide and urea derivatives, to processes for the preparation thereof, to pharmaceutical compositions containing these compounds and also to the use of these compounds for preparing pharmaceutical compositions.

Identification of (R)-1-(5-tert-butyl-2,3-dihydro-1H-inden-1-yl)-3-(1H- indazol-4-yl)urea (ABT-102) as a potent TRPV1 antagonist for pain management

Vanilloid receptor TRPV1 is a cation channel that can be activated by a wide range of noxious stimuli, including capsaicin, acid, and heat. Blockade of TRPV1 activation by selective antagonists is under investigation by several pharmaceutical companies in an effort to identify novel agents for pain management. Here we report that replacement of substituted benzyl groups by an indan rigid moiety in a previously described N-indazole-N′-benzyl urea series led to a number of TRPV1 antagonists with significantly increased in vitro potency and enhanced drug-like properties. Extensive evaluation of pharmacological, pharmacokinetic, and toxicological properties of synthesized analogs resulted in identification of (R)-7 (ABT-102). Both the analgesic activity and drug-like properties of (R)-7 support its advancement into clinical pain trials.

Development of a large scale asymmetric synthesis of vanilloid receptor (TRPV1) antagonist ABT-102

A highly efficient asymmetric synthesis of TRPV1 antagonist ABT-102 was developed and successfully demonstrated on a multi-kilogram scale. This process incorporates a new asymmetric synthesis of (R)-tert-butylaminoindan, which is based on a chiral auxiliary induced diastereoselective reduction of its iminoindan precursor.