90923-79-8

Basic information

• Product Name: 1-Naphthalenol,3-amino-(9CI)
• Synonyms: 1-Naphthalenol,3-amino-(9CI);3-Amino-1-hydroxynaphthalene;1-Naphthalenol, 3-aMino-;3-aminonaphthalen-1-ol;1-Hydroxy-3-naphthylamine
• CAS NO: 90923-79-8
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18456
• Product Categories: BIPHENYL
• Mol File: 90923-79-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 385.6±15.0 °C(Predicted)
• Appearance: /
• Density: 1.281±0.06 g/cm3(Predicted)
• PKA: 9.73±0.40(Predicted)
• CAS DataBase Reference: 1-Naphthalenol,3-amino-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthalenol,3-amino-(9CI)(90923-79-8)
• EPA Substance Registry System: 1-Naphthalenol,3-amino-(9CI)(90923-79-8)

Safety Data

• Hazardous Substances Data: 90923-79-8(Hazardous Substances Data)

Usage

General Description

1-Naphthalenol, 3-amino-(9CI) is a chemical compound that consists of a naphthalene ring with an attached amino group at the 3-position. It is a colorless to yellow solid that is soluble in organic solvents. It is commonly used in the production of dyes and as a reagent in organic synthesis. Its aromatic properties make it useful in a variety of chemical reactions, and it is also used as a building block for the synthesis of pharmaceuticals and agrochemicals. However, it is important to handle this compound with caution, as it may be harmful if ingested or inhaled, and can cause irritation to the skin and eyes upon contact.

Upstream product

• 132-86-5 1,3-dihydroxynaphthalene 
• 91-59-8 naphthalen-2-ylamine 
• 2764-95-6 4-methoxy-2-naphthylamine 

Downstream Products

• 1375352-78-5 3,5-diamino-1-(3-bromo-4,5-dimethoxy-phenyl)-1H-benzo[f]chromene-2-carbonitrile 
• 103027-41-4 1-(tert-butyldimethylsilyl)-4-(4',4',5',5'-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-5-ol 
• 139975-98-7 tert-butyl-(4-hydroxynaphthalen-2-yl)carbamate 

Relevant articles and documents

Role of substituents on the reactivity and product selectivity in reactions of naphthalene derivatives catalyzed by the orphan thermostable cytochrome P450, CYP175A1

The thermostable nature of CYP175A1 enzyme is of potential interest for the biocatalysis at ambient temperature or at elevated temperature under environmentally benign conditions. Although little is known about the substrate selectivity of this enzyme, the biocatalytic activities of CYP175A1 on different substituted naphthalenes have been studied in oxidative pathway, and the effect of the substituent on the reaction has been determined. The enzyme first acts as a peroxygenase to convert these substituted naphthalenes to the corresponding naphthols, which subsequently undergo in-situ oxidative dimerization to form dyes of different colors possibly by the peroxidase-type activity of CYP175A1. The product analyses and kinetic measurements suggested that the presence of electron releasing substituent (ERS) in the substrate enhanced the substrate conversion, whereas the presence of electron withdrawing substituent (EWS) in the substrate drastically reduced the substrate conversion. The position of the ERS in the substrate was also found to play an important role in the transformation of the substrate. The results further demonstrate that mutation of the Leu80 residue to Phe enhances the reactivity of the enzyme by favoring the substrate association in the active site. The observed rates of the enzymatic oxygenation reaction of the substituted naphthalenes followed the Hammett correlation of substituent effect, supporting aromatic electrophilic substitution mechanism catalyzed by the cytochrome P450 enzyme.

CHEMICAL LINKERS AND CLEAVABLE SUBSTRATES AND CONJUGATES THEREOF

The present disclosure provides drug-ligand conjugates and drug-cleavable substrate conjugates that are potent cytotoxins. The disclosure is also directed to compositions containing the drug-ligand conjugates, and to methods of treatment using them.

An Improved Synthesis of 1,2,9,9a-Tetrahydrocyclopropabenzindol-4-one (CBI): A Simplified Analogue of the CC-1065 Alkylation Subunit

A concise and improved synthesis of 11, the immediate precursor to N-BOC-CBI and related analogues of CC-1065 incorporating the 1,2,9,9a-tetrahydrocyclopropabenzindol-4-one alkylation subunit, is detailed based on a direct 5-exo-trig aryl radical-al