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2-Naphthylamine (CAS 91-59-8)

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Alternate Names:
β-Naphthylamine
Application:
2-Naphthylamine is an amine compound used for research purposes
CAS Number:
91-59-8
Purity:
≥98%
Molecular Weight:
143.19
Molecular Formula:
C10H9N
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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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.


2-Naphthylamine (CAS 91-59-8) References

  1. 2-Naphthylamine, a compound found in cigarette smoke, decreases both monoamine oxidase A and B catalytic activity.  |  Hauptmann, N. and Shih, JC. 2001. Life Sci. 68: 1231-41. PMID: 11233991
  2. Determination of 2-naphthylamine in urine by a novel reversed-phase high-performance liquid chromatography method.  |  Hansen, AM., et al. 1992. J Chromatogr. 578: 85-90. PMID: 1400790
  3. Carcinogenicity of 2-naphthylhydroxylamine and 2-naphthylamine.  |  BOYLAND, E., et al. 1963. Br J Cancer. 17: 79-84. PMID: 14014726
  4. The carcinogenicity and metabolism of 2-naphthylamine and related compounds.  |  DEICHMANN, WB. and RADOMSKI, JL. 1963. Ind Med Surg. 32: 161-6. PMID: 14026492
  5. Spectroscopic investigation of the interaction of the toxicant, 2-naphthylamine, with bovine serum albumin.  |  Liu, Y., et al. 2011. J Biochem Mol Toxicol. 25: 362-8. PMID: 21800401
  6. Metabolic dephenylation of the rubber antioxidant N-phenyl-2-naphthylamine to carcinogenic 2-naphthylamine in rats.  |  Weiss, T., et al. 2013. Arch Toxicol. 87: 1265-72. PMID: 23423714
  7. 2-naphthylamine toxicity.  |  Czubacka, E. and Czerczak, S. 2020. Med Pr. 71: 205-220. PMID: 32118871
  8. [A new method for the determination of naphatylamines in workplace air for occupational exposure assessment].  |  Jeżewska, A., et al. 2021. Med Pr. 72: 145-154. PMID: 33783437
  9. Alteration of urinary levels of the carcinogen, N-hydroxy-2-naphthylamine, and its N-glucuronide in the rat by control of urinary pH, inhibition of metabolic sulfation, and changes in biliary excretion.  |  Kadlubar, FF., et al. 1981. Chem Biol Interact. 33: 129-47. PMID: 6257402
  10. Local carcinogenicity, rates of absorption, extent and persistence of macromolecular binding, and acute histopathological effects of N-hydroxy-1-naphthylamine and N-hydroxy-2-naphthylamine.  |  Dooley, KL., et al. 1984. Cancer Res. 44: 1172-7. PMID: 6692401
  11. Activating and inactivating reactions controlling 2-naphthylamine mutagenicity.  |  Bock-Hennig, BS., et al. 1982. Arch Toxicol. 50: 259-66. PMID: 7149991
  12. Formation of urothelial and hepatic DNA adducts from carcinogen 2-naphthylamine.  |  Kadlubar, FF., et al. 1981. Carcinogenesis. 2: 467-70. PMID: 7273326
  13. Effect of pH on the neoplastic transformation of normal human skin fibroblasts by N-hydroxy-1-naphthylamine and N-hydroxy-2-naphthylamine.  |  Oldham, JW., et al. 1981. Carcinogenesis. 2: 937-40. PMID: 7296774

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Naphthylamine, 5 g

sc-209239
5 g
$218.00

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-209239, is provided as a light brown powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2021-05-13
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Rated 5 out of 5 by from BaiBai, et al. (PubMed ID 26263850) found that organic photovoltaics utilizing naphthylamine does not require 3-hexylthiophene-2,5-diyl) or phenyl-C61-butyric acid methyl ester to culminate in a p-n heterojunction. -SCBT Publication Review
Date published: 2015-06-24
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2-Naphthylamine | CAS 91-59-8 is rated 5.0 out of 5 by 1.
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