161497
3,4-(Methylenedioxy)aniline
97%
Synonym(s):
5-Amino-1,3-benzodioxole
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About This Item
Empirical Formula (Hill Notation):
C7H7NO2
CAS Number:
Molecular Weight:
137.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
238-161-6
Beilstein/REAXYS Number:
4919
MDL number:
Product Name
3,4-(Methylenedioxy)aniline, 97%
InChI key
XGNXYCFREOZBOL-UHFFFAOYSA-N
InChI
1S/C7H7NO2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3H,4,8H2
SMILES string
Nc1ccc2OCOc2c1
assay
97%
bp
144 °C/16 mmHg (lit.)
mp
39-41 °C (lit.)
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Application
3,4-(Methylenedioxy)aniline was used in the synthesis of γ-glutamylanilides.
General description
3,4-(Methylenedioxy)aniline is an pharmaceutically important aniline derivative. It undergoes N-alkylation with cyclic secondary alkylamines in the presence of Shvo catalyst to yield N-arylpyrrolidines.
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
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A general ruthenium-catalyzed synthesis of aromatic amines.
Dirk Hollmann et al.
Angewandte Chemie (International ed. in English), 46(43), 8291-8294 (2007-09-25)
A Rsoswsky et al.
Journal of medicinal chemistry, 22(9), 1034-1037 (1979-09-01)
Nine heretofore unknown mono- and dihydroxyanilide analogues of the cytotoxic mushroom metabolites L-glutamic acid gamma-(4-hydroxyanilide) (1) and L-glutamic acid gamma-(3,4-dihydroxyanilide) (3, agaridoxin) were synthesized and tested as inhibitors of the growth of B16 mouse melanoma cells in culture. The naturally
K N Vennila et al.
Bioorganic chemistry, 81, 184-190 (2018-08-24)
The induced fit docking of anilino quinoline scaffold results in the required hydrogen bonding interactions with amino acid residues in the orthosteric site of 3 Phosphoinositide dependent kinase (PDK1). The rational design of 4-substituted amino quinolines is carried out and
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