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Sigma-Aldrich

3-Amino-2-naphthol

greener alternative

97%

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About This Item

Linear Formula:
H2NC10H6OH
CAS Number:
5417-63-0
Molecular Weight:
159.18
EC Number:
226-519-4
MDL number:
MFCD00004113
UNSPSC Code:
12352100
PubChem Substance ID:
24850066
NACRES:
NA.22

assay

97%

greener alternative product score

old score: 15
new score: 9
Find out more about DOZN™ Scoring

greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Reduce Derivatives
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

229-230 °C (lit.)

greener alternative category

Re-engineered,

SMILES string

Nc1cc2ccccc2cc1O

InChI

1S/C10H9NO/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6,12H,11H2

InChI key

ZHVPTERSBUMMHK-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom economy”, “Design for Energy Efficiency”, “Use of Renewable Feedstock” and “Reduce Derivatives”. Click here to view its DOZN scorecard.

Application

3-Amino-2-naphthol was used in the synthesis of 2-naphthyl-3-NHSO2CF3, 1-naphthyl-5-NHSO2CF3, benzoquinolinequinone and 3-chloro-2-napthol.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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H U Meisch et al.
Analytical biochemistry, 149(1), 29-34 (1985-08-15)
5-Aminolevulinic acid (ALA), the common precursor of all naturally occurring tetrapyrroles, forms a stable condensation product with 2-amino-3-hydroxynaphthalene which can be identified by its fluorescence. Separation of the compound by reversed-phase high-performance liquid chromatography on RPC-18 columns allows its detection
The synthesis and spectroscopic properties of some halogeno-1, 2-naphthoquinones.
Oliver RWA, et al.
Tetrahedron, 24(10), 4067-4072 (1968)
Synthesis and characterization of dimethyl 9, 10-dihydro-9, 10-dioxobenzo [f] quinoline-2, 4-dicarboxylate. Effect of the pyrrole nucleus on the reactivity of coenzyme PQQ.
Itoh S, et al.
The Journal of Organic Chemistry, 57(16), 4452-4457 (1992)
Steven D Linton et al.
Bioorganic & medicinal chemistry letters, 12(20), 2973-2975 (2002-09-25)
A new structural class of broad spectrum caspase inhibitors was optimized for its activity against caspases 1, 3, 6, 7, and 8. The most potent compound had low nanomolar broad spectrum activity, in particular, single digit nanomolar inhibitory activity against
Renzo P Zanocco et al.
PloS one, 13(7), e0200006-e0200006 (2018-07-03)
In this study, we report the synthesis and the photochemical behavior of a series of new "click-on" fluorescent probes designed to detect singlet oxygen. They include a highly fluorescent chemical structure, an aryloxazole ring, linked to a furan moiety operating

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