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A38800

Sigma-Aldrich

2-Aminoanthracene

96%

Synonym(s):

2-Anthramine

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About This Item

Empirical Formula (Hill Notation):
C14H11N
CAS Number:
613-13-8
Molecular Weight:
193.24
Beilstein/REAXYS Number:
2209414
EC Number:
210-330-9
MDL number:
MFCD00003582
UNSPSC Code:
12352100
PubChem Substance ID:
24890821
NACRES:
NA.22

assay

96%

form

powder

mp

238-241 °C (lit.)

SMILES string

Nc1ccc2cc3ccccc3cc2c1

InChI

1S/C14H11N/c15-14-6-5-12-7-10-3-1-2-4-11(10)8-13(12)9-14/h1-9H,15H2

InChI key

YCSBALJAGZKWFF-UHFFFAOYSA-N

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Application

2-Aminoanthracene can be used as a reactant to prepare:
  • Steroid derived naphthoquinoline asphaltene compounds via multicomponent cyclocondensation reaction with 5-α-cholestan-3-one and aromatic aldehydes.
  • Naphtho[2,3- f ]quinoline derivatives by reacting with aromatic aldehyde and acetone or acetophenone catalyzed by iodine.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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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Steroid-Derived Naphthoquinoline Asphaltene Model Compounds: Hydriodic Acid Is the Active Catalyst in I2-Promoted Multicomponent Cyclocondensation Reactions
Schulze M, et al.
Organic Letters, 17(23), 5930-5933 (2015)
An efficient method for the synthesis of naphthoquinoline derivatives catalyzed by iodine
Wang W, et al.
Heterocyclic Communications, 18(1), 17-21 (2012)
Junichiro Saito et al.
Mutation research, 609(1), 68-73 (2006-08-04)
Magnolol, a component of the bark of Magnolia obovata, has been reported to possess various biological activities, such as anti-carcinogenicity, anti-promotion activity and anti-oxidative activity. These findings suggest potential for this compound in cancer chemoprevention. Interestingly, there have been no
Gemma L Ellis et al.
Journal of medicinal chemistry, 51(7), 2170-2177 (2008-03-18)
A rapid, two-step synthesis of a range of dispiro-1,2,4,5-tetraoxanes with potent antimalarial activity both in vitro and in vivo has been achieved. These 1,2,4,5-tetraoxanes have been proven to be superior to 1,2,4-trioxolanes in terms of stability and to be superior
Rodrigo Juliano Oliveira et al.
Toxicology in vitro : an international journal published in association with BIBRA, 20(7), 1225-1233 (2006-05-24)
Due to the need to identify new antimutagenic agents and to determine their mechanism of action, the present study examined the mechanism of action of the beta-glucan with regard to antimutagenicity using the micronucleus assay in CHO-k1 and HTC cell
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