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

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

Uses

Used in Dye Production:
1-Naphthalenol,3-amino-(9CI) is used as a key component in the production of dyes, due to its ability to impart color and stability to the final product.
Used in Organic Synthesis:
As a reagent, 1-Naphthalenol,3-amino-(9CI) is utilized in organic synthesis for its versatility in forming a variety of chemical compounds.
Used in Pharmaceutical Synthesis:
1-Naphthalenol,3-amino-(9CI) serves as a building block in the synthesis of pharmaceuticals, contributing to the development of new drugs.
Used in Agrochemical Synthesis:
1-Naphthalenol,3-amino-(9CI) is also used in the synthesis of agrochemicals, playing a role in the creation of products for agricultural applications.
It is crucial to handle 1-Naphthalenol,3-amino-(9CI) with care, as it may pose health risks if ingested, inhaled, or if it comes into contact with the skin or eyes.

Upstream product

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

Downstream Products

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

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.

Synthesis and biological evaluation of antibody conjugates of phosphate prodrugs of cytotoxic DNA alkylators for the targeted treatment of cancer

The synthesis and biological evaluation of phosphate prodrugs of analogues of 1 (CC-1065) and their conjugates with antibodies are described. The phosphate group on the 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one (CBI) portion of the compounds conf

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.

METHODS AND COMPOUNDS FOR PREPARING CC-1065 ANALOGS

A method of forming a CBI CC- 1065 analog utilizes NH2 as a starting material, where R3 is H or alkyl and R6 is H, substituted or unsubstituted lower alkyl, cyano, or alkoxy. Intermediates (I) are used and are claimed.

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