N-Phenylhydroxylamine - ≥98%(HPLC) , CAS No.100-65-2

CAS: 100-65-2 Cat. No.: N131374 Formula: C₆H₇NO Molecular Weight: 109.13 EC Number: 202-875-6

GRADE & PURITY ≥98%(HPLC)

Synonyms

J-000193 | N-phenyl hydroxylamine | UNII-282MU82Z9A | A800252 | NSC 223099 | AMY18021 | NSC-223099 | beta-Phenylhydroxylamine | Hydroxylamine, N-phenyl- | N-PHENYLHYDROXYLAMINE | N-Phenyl-hydroxylamine | .beta.-Phenylhydroxylamine | N-hydroxylaniline | ph

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Introduction

N-Phenylhydroxylamine is a useful synthetic intermediate. It was used as a reagent to prepare 6-halo-2-amino-3-formylchromones as potential topoisomerase inhibitor anticancer agents. It was also used in the synthesis of N-(chlorophenyl)cycloalkyl-hydroxamic acids and N-phenyl-N-hydroxycyclohexylacetamide with anti-viral activities.

Application

N-Phenylhydroxylamine can be used as a starting material for the synthesis of: 

· 2-alkylindoles by treating with aliphatic terminal alkynes using gold catalyst via sequential 3,3-rearrangements and cyclodehydrations. 

· Isoxazolidines by reacting with aldehydes and α, β-unsaturated aldehydes via a three-component one-pot catalytic reaction. 

· Tetrahydro-1,2-oxazines by treating with an aldehyde and cyclopropane via homo 3+2 dipolar cycloaddition reaction

Specifications

Synonyms

J-000193 | N-phenyl hydroxylamine | UNII-282MU82Z9A | A800252 | NSC 223099 | AMY18021 | NSC-223099 | beta-Phenylhydroxylamine | Hydroxylamine, N-phenyl- | N-PHENYLHYDROXYLAMINE | N-Phenyl-hydroxylamine | .beta.-Phenylhydroxylamine | N-hydroxylaniline | ph

Specifications & Purity

≥98%(HPLC)

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(HPLC)

Names and Identifiers

Pubchem Sid

504751377

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504751377

Canonical Smiles

C1=CC=C(C=C1)NO

IUPAC Name

N-phenylhydroxylamine

InChIKey

CKRZKMFTZCFYGB-UHFFFAOYSA-N

INCHI

1S/C6H7NO/c8-7-6-4-2-1-3-5-6/h1-5,7-8H

Isomeric SMILES

C1=CC=C(C=C1)NO

WGK Germany

3

RTECS

NC4900000

UN Number

2811

Packing Group

III

Molecular Weight

109.13

Reaxy-Rn

507174

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=507174&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class N-phenylhydroxylamines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: N-phenylhydroxylamines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: N-phenylhydroxylamines
• Alternative Parents: Arylhydroxamates 1-hydroxylamino, 4-unsubstituted benzenoids 1-hydroxylamino, 2-unsubstituted benzenoids Benzene and substituted derivatives N-organohydroxylamines Organopnictogen compounds Organic oxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: N-phenylhydroxylamine - 1-hydroxylamino, 4-unsubstituted benzenoid - 1-hydroxylamino, 2-unsubstituted benzenoid - Arylhydroxamate - Monocyclic benzene moiety - N-organohydroxylamine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-phenylhydroxylamines. These are hydroxylamines that are N-substituted with a phenyl group.
• External Descriptors: a small molecule

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Sult1a1 Aryl sulfotransferase (136 Activities)

Discover Target: Sult1a1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UL80 Human herpes virus 5 capsid protein P40 (342 Activities)

Discover Target: UL80

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive;Moisture sensitive
• Melt Point(°C): 80-84℃
• Molecular Weight: 109.130 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 109.053 Da
• Monoisotopic Mass: 109.053 Da
• Topological Polar Surface Area: 32.299 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 59.500
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1