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161497

Sigma-Aldrich

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:
14268-66-7
Molecular Weight:
137.14
Beilstein:
4919
EC Number:
238-161-6
MDL number:
MFCD00005832
UNSPSC Code:
12352100
PubChem Substance ID:
24849933
NACRES:
NA.22

Assay

97%

bp

144 °C/16 mmHg (lit.)

mp

39-41 °C (lit.)

SMILES string

Nc1ccc2OCOc2c1

InChI

1S/C7H7NO2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3H,4,8H2

InChI key

XGNXYCFREOZBOL-UHFFFAOYSA-N

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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.

Application

3,4-(Methylenedioxy)aniline was used in the synthesis of γ-glutamylanilides.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

161497-BULK:
161497-VAR:
161497-10G:
161497-50G:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD6332V
WXBD6069V
WXBD5593V
WXBD4918V
WXBD3155V

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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

Global Trade Item Number

SKUGTIN
161497-10G4061838746429
161497-50G4061838746436

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