51114-73-9

Basic information

• Product Name: 5-Nitro-1-tetralone
• Synonyms: 5-Nitro-1-tetralone;5-Nitro-α-tetralone;5-NITRO-A-TETRALONE;3,4-dihydro-5-nitronaphthalen-1(2H)-one;5-nitro-3,4-dihydronaphthalen-1(2H)-one;5-nitro-1,2,3,4-tetrahydronaphthalen-1-one;5-Nitro-3,4-dihydro-2H-naphthalen-1-one;5-Nitro-3,4-dihydronaphthalen-1(2H)
• CAS NO: 51114-73-9
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18336
• Mol File: 51114-73-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 103-104 °C
• Boiling Point: 349.939 °C at 760 mmHg
• Flash Point: 175.695 °C
• Appearance: /
• Density: 1.322 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-Nitro-1-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Nitro-1-tetralone(51114-73-9)
• EPA Substance Registry System: 5-Nitro-1-tetralone(51114-73-9)

Safety Data

• Hazardous Substances Data: 51114-73-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 19, p. 472, 1976 DOI: 10.1021/jm00226a004

InChI:InChI=1/C10H9NO3/c12-10-6-2-3-7-8(10)4-1-5-9(7)11(13)14/h1,4-5H,2-3,6H2

Upstream product

• 7697-37-2 nitric acid 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 29809-14-1 5-nitro-1,2,3,4-tetrahydronaphthalene 
• 67857-97-0 4-(2-nitrophenyl)-n-butyric acid 
• 90915-20-1 4-(2-nitrophenyl)-n-butyronitril 
• 7783-70-2 antimony pentafluoride 
• 630105-96-3 4-(2-nitrophenyl)-n-butyric acid chloride 
• 64-19-7 acetic acid 
• 930-68-7 cyclohexenone 
• 108030-46-2 (E,E)-1-(N,N-dimethylamino)-4-nitro-1,3-butadiene 

Downstream Products

• 41823-28-3 5-amino-3,4-dihydronaphthalen-1(2H)-one 
• 26673-30-3 5-chloro-3,4-dihydro-1(2H)-naphthalenone 
• 83-55-6 5-amino-1-naphthol 
• 6304-46-7 5-nitro-1-naphthol 
• 725233-11-4 ethanesulfonic acid [5-hydroxy-5-(1-trityl-1H-imidazol-4-yl)-5,6,7,8-tetrahydro-naphthalen-1-yl]-amide 
• 793682-31-2 5-amino-1-(1-trityl-1H-imidazol-4-yl)-1,2,3,4-tetrahydro-naphthalen-1-ol 
• 344765-75-9 4-[1-(1-hydroxy-5-nitro-1,2,3,4-tetrahydronaphthyl)]-1-tritylimidazole 

Relevant articles and documents

NAPTHOQUINONES, PRO-DRUGS, AND METHODS OF USE THEREOF

Provided herein are naphthoquinones compounds such as those with a hydrogen bond donating group of the formula (I): wherein: R1, R2, R3, R4, R5, and n are as defined herein. Also provided herein are pharmaceutical composition of the present compounds and methods of treatment using the compounds including their use in the treatment of cancer.

Tricyclic [1,2,4]triazine 1,4-dioxides as hypoxia selective cytotoxins

A series of novel tricyclic triazine-di-N-oxides (TTOs) related to tirapazamine have been designed and prepared. A wide range of structural arrangements with cycloalkyl, oxygen-, and nitrogen-containing saturated rings fused to the triazine core, coupled with various side chains linked to either hemisphere, resulted in TTO analogues that displayed hypoxia-selective cytotoxicity in vitro. Optimal rates of hypoxic metabolism and tissue diffusion coefficients were achieved with fused cycloalkyl rings in combination with both the 3-aminoalkyl or 3-alkyl substituents linked to weakly basic soluble amines. The selection was further refined using pharmacokinetic/pharmacodynamic model predictions of the in vivo hypoxic potency (AUCreq) and selectivity (HCD) with 12 TTO analogues predicted to be active in vivo, subject to the achievement of adequate plasma pharmacokinetics.

Process for the preparation of 5-nitro-3,4-dihydro-1(2H)-naphthalenone, 1,5-naphthalendiamine and 1,5-naphthalendiisocyanate

A process for the production of 1,5-naphthalene diamine (I) comprises reaction of 4-(2-nitrophenyl)-n-butyronitrile to 4-(2-nitrophenyl)-n-butyric acid. Independent claims are included for: (1) a process for the production of 5-nitro-3,4-dihydro-1(2H)-naphthalinone by reaction of 4-(2-nitrophenyl)-n-butyronitrile to 4-(2-nitrophenyl)-n-butyric acid and; (2) a process for the production of 1,5-naphthalene diisocyanate by phosgenation of 1,5-naphthalene diamine (I).