β-Naphthylamine solution - analytical standard, 10 ng/μl , CAS No.91-59-8

CAS: 91-59-8 Cat. No.: N113460 Molecular Weight: 143.19 Beilstein Registry Number: 3939429 EC Number: 202-080-4
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GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. 10 ng/μl
Synonyms
Z104494980 | 2-Naphthylamin | 2-Naphtylamine | 2-Aminonaftalen [Czech] | NCGC00259640-01 | RCRA waste number U168 | STL163340 | 2-Naphthylamin [German] | 2-NAPHTHYLAMINE | 2-Aminonaphthalene 10 microg/mL in Acetonitrile | GS-3283 | Naphthalen-2-ylamine |
Storage
Store at 2-8°C
Shipped In
Wet ice,FedEx DG Service
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Size
Status
Price
Qty
10ml
N113460-10ml
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Why this grade

analytical standard, 10 ng/μl Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C Ships Wet ice,FedEx DG Service Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 10 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

2-Naphthylamine is an aromatic amine used to make azo dyes. A common reason that it is used less for this purpose is that the substance is a carcinogen. Studies indicate that 2-Naphthylamine decreases the enzymatic functions of monoamine oxidase A and B. It is known that the main source of this compound is obtained from cigarette smoke. In addition, metabolites of 2-Naphthylamine such as N-hydroxy-2-Naphthylamine damages DNA by forming specific carcinogen-base adducts. These studies suggest that specific 2-Naphthylamine can cause problems for cells by binding to glycogen.
An amine compound used for research purposes

Specifications

Synonyms
Z104494980 | 2-Naphthylamin | 2-Naphtylamine | 2-Aminonaftalen [Czech] | NCGC00259640-01 | RCRA waste number U168 | STL163340 | 2-Naphthylamin [German] | 2-NAPHTHYLAMINE | 2-Aminonaphthalene 10 microg/mL in Acetonitrile | GS-3283 | Naphthalen-2-ylamine |
Specifications & Purity
analytical standard, 10 ng/μl
Storage
Store at 2-8°C
Shipped In
Wet ice, FedEx DG Service
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Analytical standard
Names and Identifiers
Canonical SmilesC1=CC=C2C=C(C=CC2=C1)N
IUPAC Namenaphthalen-2-amine
InChIKeyJBIJLHTVPXGSAM-UHFFFAOYSA-N
INCHI1S/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=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassNaphthalenes
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentNaphthalenes
Alternative Parents Primary amines  Organopnictogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic homopolycyclic compounds
Substituents Naphthalene - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic homopolycyclic compound
DescriptionThis 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
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
NR3C1 Tclin Glucocorticoid receptor (14987 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AHR Tclin Aryl hydrocarbon receptor (1071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT2B15 Tbio UDP-glucuronosyltransferase 2B15 (172 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCF1 Tbio Neutrophil cytosol factor 1 (245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SULT4A1 Tbio Sulfotransferase 4A1 (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A6 Tbio UDP-glucuronosyltransferase 1-6 (221 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A9 Tbio UDP-glucuronosyltransferase 1-9 (343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Tec Tyrosine-protein kinase TEC (25 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
clpP ATP-dependent Clp protease proteolytic subunit (245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilitySoluble in Ethyl Acetate and Methanol
SensitivityLight sensitive
Boil Point(°C)306°C
Melt Point(°C)111-113°C
Molecular Weight143.180 g/mol
XLogP32.300
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass143.073 Da
Monoisotopic Mass143.073 Da
Topological Polar Surface Area26.000 Ų
Heavy Atom Count11
Formal Charge0
Complexity133.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Qidong Yu, Wenmin Zhang, Hui Chen, Jingyi Wang, Zhiyong Wang, Qingqing Ding, Lan Zhang.  (2023)  Synthesis of stable and efficient amide-based covalent organic frameworks fiber coatings for the improved solid-phase microextraction of polar aromatic amines.  ANALYTICA CHIMICA ACTA,      [PMID:37996159] [10.1016/j.aca.2023.342002]
2. Lingfeng Xu, Ying Zou, Mei Zeng, Siqi Duan, Kui Wu, Runlin Han, Limin Liu.  (2021)  Noninvasive Viscosity Detection in Beverages with an Aggregation-Induced Emission-Based Molecular Rotor.  ACS Food Science & Technology,      [PMID:] [10.1021/acsfoodscitech.1c00302]
3. Qingqing Li, Wenmin Zhang, Yuheng Guo, Hui Chen, Qingqing Ding, Lan Zhang.  (2021)  Oxygenated carbon nanotubes cages coated solid-phase microextraction fiber for selective extraction of migrated aromatic amines from food contact materials.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:33857834] [10.1016/j.chroma.2021.462031]
4. Wang Jun, Wang Yuru, Song Lei, Wang Hua, Wang Jiaming, Li Cuiqin.  (2017)  Synthesis and antioxidant capacity of a C12-naphthylamine antioxidant in polyethylene.  POLYMER BULLETIN,  74  (9): (3689-3705).  [PMID:] [10.1007/s00289-017-1917-2]
5. Xiang Han, Dong-En Wang, Sheng Chen, Longlong Zhang, Yadan Guo, Jinyi Wang.  (2015)  A new rhodamine-based chemosensor for turn-on fluorescent detection of Fe3+.  Analytical Methods,  (10): (4231-4236).  [PMID:] [10.1039/C5AY00568J]
6. Yali Yang, Jia Chen, Xiaojing Liang, Bei Liu, Kaijun Quan, Xiuhui Liu, Hongdeng Qiu.  (2024)  Adjustable chromatographic performance of silica-based mixed-mode stationary phase through the control of co-grafting amounts of imidazole and C18 chain.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38598894] [10.1016/j.chroma.2024.464889]
7. Shu-Ting Zhang, Shi-Kai Deng, Tao Li, Megan E Maloney, De-Feng Li, Jim C Spain, Ning-Yi Zhou.  (2024)  Discovery of the 1-naphthylamine biodegradation pathway reveals a broad-substrate-spectrum enzyme catalyzing 1-naphthylamine glutamylation.  eLife,      [PMID:39163210] [10.7554/eLife.95555]
8. Li Yang, Bolin Yu, Jie Yuan, Rongrong Xing, Runqin Wang, Xuan Chen, Shuang Hu.  (2024)  Trioctylphosphine oxide-based hydrophobic magnetic deep eutectic solvent as a novel extractant for the enrichment of primary aromatic amines from juice and environmental water.  TALANTA,      [PMID:38823328] [10.1016/j.talanta.2024.126338]
9. Jing Li, Li Xu, Zhi-guo Shi.  (2018)  Waxberry-like hierarchically porous ethyl-bridged hybrid silica microsphere: A substrate for enzyme catalysis and high-performance liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:30527847] [10.1016/j.chroma.2018.11.073]
10. Zhima Yangcuo, Xiaodan Zheng, Yajuan Zhang, Xin Yang, Xinyi Zheng, Hang Zhu, Wenhui Chen, Qihong Cai.  (2026)  A new second-order derivative synchronous fluorescence spectrometry for simultaneous and rapid determination of ultratrace 1-naphthol and 2-naphthol in wastewater.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:41797160] [10.1016/j.saa.2026.127649]
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