β-Naphthylamine - ≥98%, used for 2-Naphthylamine has been used as reference standard during isolation and identification of urinary metabolites using preparative thin-layer chromatography and gas-liquid chromatography/mass spectral analysis. various appli

CAS: 91-59-8 Cat. No.: N140874 Formula: C₁₀H₉N Molecular Weight: 143.19 Beilstein Registry Number: 3939429 EC Number: 202-080-4

GRADE & PURITY ≥98%

Synonyms

2-Naphthylamin|2-Naphtylamine|2-Aminonaftalen [Czech]|RCRA waste number U168|2-Naphthylamin [German]|2-NAPHTHYLAMINE|Naphthalen-2-ylamine|2-Naftylamin [Czech]|a-Naphthylamine|.beta.-Naphthylamin|6-Naphthylamine|beta-amino-naphthalene|Fast Scarlet Base B|2-Naphthalamine|ACETICACID-D|2-Naftylamin|2-NAPHTHYLAMINE [HSDB]|beta-Naphthylamine [UN1650] [Poison]|2-Aminonaftalen|2-NAPHTHYLAMINE [MI]|2-NAPHTHYLAMINE [IARC]|beta-Naftalamin|.beta.-Naftilamina|naphthalen-2-amine|beta-Naphthylamin|2-Aminonaphthalene|2-Amino-naphthalene|2-naphthyl amine|beta-Naftyloamina [Polish]|.beta.-naftyloamina|.beta.-Naphthylamine|2-naphthaleneamine|2-aminonaphthylamine|beta-Naphthylamin [German]|BNA|2-aminonapthalene|2-Naphthylamine mustard|2-naftilamina|beta-Naftalamin [Czech]|beta-Naftylamin [Czech]|USAF CB-22|.beta.-Naftylamin|2-Naphthylamine, powder|RCRA waste no. U168|.beta.-Naftalamin|2-Naftylamine|2-napthylamine|2-Naphthalenamine|beta-Naphthylamine|beta-Naftylamin|napthylamine|.BETA.-AMINONAPHTHALENE|2-Naftylamine [Dutch]

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice,FedEx DG Service

Overview

2-Naphthylamine is a carcinogenic aromatic amine which induces tumor in urinary bladder.

Specifications

Synonyms

2-Naphthylamin | 2-Naphtylamine | 2-Aminonaftalen [Czech] | RCRA waste number U168 | 2-Naphthylamin [German] | 2-NAPHTHYLAMINE | Naphthalen-2-ylamine | 2-Naftylamin [Czech] | a-Naphthylamine | .beta.-Naphthylamin | 6-Naphthylamine | beta-amino-naphthalene | Fast Scarlet Base B | 2-Naphthalamine | ACETICACID-D | 2-Naftylamin | 2-NAPHTHYLAM Show more

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Environmental carcinogen; induces bladder cancer.

Application

2-Naphthylamine has been used as reference standard during isolation and identification of urinary metabolites using preparative thin-layer chromatography and gas-liquid chromatography/mass spectral analysis.

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice,FedEx DG Service

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

Purity

≥98%

Names and Identifiers

Pubchem Sid

504751238

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504751238

Canonical Smiles

C1=CC=C2C=C(C=CC2=C1)N

IUPAC Name

naphthalen-2-amine

InChIKey

JBIJLHTVPXGSAM-UHFFFAOYSA-N

INCHI

1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2

Isomeric SMILES

C1=CC=C2C=C(C=CC2=C1)N

WGK Germany

3

RTECS

QM2100000

UN Number

1650(solid)3411(solution)

Packing Group

II

Molecular Weight

143.19

Beilstein

3939429

Reaxy-Rn

606264

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606264&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Naphthalene - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• External Descriptors: naphthylamine

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(Human)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

Discover Target: NR3C1

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

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

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

AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

Discover Target: AHR

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

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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

UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)

Discover Target: UGT1A4

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

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GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

Discover Target: GNAS

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UGT2B15 Tbio UDP-glucuronosyltransferase 2B15 (172 Activities)

Discover Target: UGT2B15

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

UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)

Discover Target: UGT1A1

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

NCF1 Tbio Neutrophil cytosol factor 1 (245 Activities)

Discover Target: NCF1

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

SULT4A1 Tbio Sulfotransferase 4A1 (6 Activities)

Discover Target: SULT4A1

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

UGT1A6 Tbio UDP-glucuronosyltransferase 1-6 (221 Activities)

Discover Target: UGT1A6

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

UGT1A9 Tbio UDP-glucuronosyltransferase 1-9 (343 Activities)

Discover Target: UGT1A9

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

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

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

Associated Targets(non-human)

Tec Tyrosine-protein kinase TEC (25 Activities)

Discover Target: Tec

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

Rattus norvegicus (775804 Activities)

Explore this target

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

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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

Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)

Discover Target: Nr1i2

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

clpP ATP-dependent Clp protease proteolytic subunit (245 Activities)

Discover Target: clpP

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Ethyl Acetate and Methanol
• Sensitivity: light sensitive
• Boil Point(°C): 306°C
• Melt Point(°C): 111-113°C
• Molecular Weight: 143.180 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 143.073 Da
• Monoisotopic Mass: 143.073 Da
• Topological Polar Surface Area: 26.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 133.000
• 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