376868
2-(2-Aminophenyl)indole
97%
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About This Item
Empirical Formula (Hill Notation):
C14H12N2
CAS Number:
Molecular Weight:
208.26
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
InChI
1S/C14H12N2/c15-12-7-3-2-6-11(12)14-9-10-5-1-4-8-13(10)16-14/h1-9,16H,15H2
SMILES string
Nc1ccccc1-c2cc3ccccc3[nH]2
InChI key
IAKRGXQCKYFJCB-UHFFFAOYSA-N
assay
97%
mp
154-155 °C (lit.)
General description
2-(2-Aminophenyl)indole is an indole derivative. It has been reported as an amination reagent. 2-(2-Aminophenyl)indole undergoes condensation with 4,5-dichloro-1,2,3-dithiazolium chloride (Appel salt) to afford new 6-cyanoindolo[3,2-c]quinoline derivatives, having pharmacological applications.
Application
2-(2-Aminophenyl)indole may be used in the preparation of novel indolo[1,2-c]quinazolines and benzimidazo[1,2-c]quinazolines. It may be used in the synthesis of mono and bis-indolo[1,2-c] quinazolines.
Reactant in:
Reactant for preparation of:
- cascade reactions of benzopyranylidenemalonates with mono- and dinucleophiles
Reactant for preparation of:
- Mono-, bis-indolo[1,2-c]quinazolines as antimicrobial agents
- Isocryptolepine alkaloid with antimalarial activity
- Cyanoindolo[3,2-c]quinolines and benzimidazo[1,2-c]quinazolines as antitumor agents
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Synthesis of some new mono, bis-indolo [1, 2-c] quinazolines: evaluation of their antimicrobial studies.
Rohini R, et al.
Journal of the Brazilian Chemical Society, 21(5), 897-904 (2010)
Novel 6-substituted benzothiazol-2-yl indolo [1, 2-< i> c</i>] quinazolines and benzimidazo [1, 2-< i> c</i>] quinazolines.
Frere S, et al.
Tetrahedron, 59(6), 773-779 (2003)
Simultaneous and Sensitive HPLC Determination of Mono-and Disaccharides, Uronic Acids, and Amino Sugars after Derivatization by Reductive Amination.
Fischer K, et al.
Acta Hydrochimica et Hydrobiologica, 31(2), 134-144 (2003)
C Lamazzi et al.
Bioorganic & medicinal chemistry letters, 10(19), 2183-2185 (2000-09-30)
Novel 6-cyanoindolo[3,2-c]quinoline and 6-cyanobenzimidazo[1,2-c]quinazoline derivatives have been synthesised by treatment of the appropriate aromatic amines with 4.5-dichloro-1,2,3-dithiazolium chloride 1 (Appel salt). The cytotoxicity and the effect of these compounds on cellular growth were measured.
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