36887-98-6

Basic information

• Product Name: 1,2,3,4-TETRAHYDROQUINOLIN-5-AMINE
• Synonyms: 1,2,3,4-TETRAHYDROQUINOLIN-5-AMINE;1,2,3,4-Tetrahydro-quinolin-5-ylaMine;1,2,3,4-tetrahydroquinolin-5-amine hydrochloride
• CAS NO: 36887-98-6
• Molecular Formula: C9H12N2
• Molecular Weight: 148.2
• Mol File: 36887-98-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 315.4±31.0 °C(Predicted)
• Appearance: /
• Density: 1.101±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 5.41±0.20(Predicted)
• CAS DataBase Reference: 1,2,3,4-TETRAHYDROQUINOLIN-5-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDROQUINOLIN-5-AMINE(36887-98-6)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDROQUINOLIN-5-AMINE(36887-98-6)

Safety Data

• Hazardous Substances Data: 36887-98-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 20, p. 876, 1972 DOI: 10.1248/cpb.20.876

Upstream product

• 611-34-7 5-Aminoquinoline 
• 77738-77-3 5-(2-oxocyclopentacarboxamido)-1,2,3,4-tetrahydroquinoline 
• 607-34-1 5-nitroquinoline 

Relevant articles and documents

Cu-Catalyzed Chemoselective Reduction of N-Heteroaromatics with NH3·BH3 in Aqueous Solution

An efficient catalytic system was successfully developed on reduction of N-heteroaromatics with H3N?BH3 as hydrogen source in CuSO4 solution, featuring excellent chemoselectivity as well as very broad functional group tolerance. Various challenging substrates, such as OH-, NH2-, Cl-, Br-, etc., contained quinolines, quinoxalines, 1,5-naphthyridines and quinazolines were all reduced smoothly. Mechanistic studies suggested that [Cu-H] intermediate might be generated from NH3?BH3, which was believed to form with H3N?BH3 in CuSO4 solution.

Design, synthesis, and biological evaluation of 5-aminotetrahydroquinoline-based LSD1 inhibitors acting on Asp375

The abnormal expression of lysine-specific histone demethylase 1 (LSD1) is associated with different cancer types, and LSD1?inhibitory activity seems to have high therapeutic potential in cancer treatment. Here, we report the design, synthesis, and biochemical evaluation of novel 5-aminotetrahydroquinoline-based LSD1 inhibitors. Among them, compounds A6, A8, B1–B5, and C4 showed preferable inhibitory effects on LSD1, with IC50 = 0.19–0.82 μM. Several potent compounds were selected to evaluate their antiproliferative activity on A549 cells and MCF-7 cells with a high expression of LSD1. The potential binding modes of the compounds were revealed through molecular docking to rationalize the potency of compounds toward LSD1. Our data recognized that the 5-aminotetrahydroquinoline scaffold may serve as a starting point for developing potent LSD1 inhibitors for cancer therapy.

Metal-free Reduction of Nitro Aromatics to Amines with B 2 (OH) 4 /H 2 O

A metal-free reduction of nitro aromatics mediated by diboronic acid with water as both the hydrogen donor and solvent under mild conditions has been developed. A series of aromatic amines were obtained with good functional group tolerance and in good yields.