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Sigma-Aldrich

2-Aminoindan

97%

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About This Item

Fórmula empírica (notación de Hill):
C9H11N
Número de CAS:
2975-41-9
Peso molecular:
133.19
EC Number:
221-021-3
MDL number:
MFCD00082597
UNSPSC Code:
12352100
PubChem Substance ID:
24871599
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.561 (lit.)

density

1.024 g/mL at 25 °C (lit.)

SMILES string

NC1Cc2ccccc2C1

InChI

1S/C9H11N/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4,9H,5-6,10H2

InChI key

LMHHFZAXSANGGM-UHFFFAOYSA-N

General description

2-Aminoindan (2-Aminoindane) is an analog of amphetamine. It shows a potential bronchodilator and analgesic effect. The impact of the intramolecular N-H···Π hydrogen bonding on the conformations of 2-Al has been analyzed.

Application

2-Aminoindan may be used to prepare trans-(1S,2S)-2-amino-1-indanol via hydroxylation using dopamine β-hydroxylase (DBH) enzyme. It may be used to synthesize 2-amino-4-chloro-6-(2-aminoindanyl)-1,3,5-triazine.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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P J Hajduk et al.
Journal of medicinal chemistry, 42(19), 3852-3859 (1999-10-03)
The Erm family of methyltransferases confers resistance to the macrolide-lincosamide-streptogramin type B (MLS) antibiotics through the methylation of 23S ribosomal RNA. Upon the methylation of RNA, the MLS antibiotics lose their ability to bind to the ribosome and exhibit their
Adam L Halberstadt et al.
Psychopharmacology, 236(3), 989-999 (2019-03-25)
Over the last decade, many new psychostimulant analogues have appeared on the recreational drug market and most are derivatives of amphetamine or cathinone. Another class of designer drugs is derived from the 2-aminoindan structural template. Several members of this class
Hiroshi Iga et al.
The journal of physical chemistry. A, 111(27), 5981-5987 (2007-06-19)
Laser-induced fluorescence (LIF), dispersed fluorescence (DF), mass-resolved one-color resonance enhanced two-photon ionization (RE2PI) and UV-UV hole-burning spectra of 2-aminoindan (2-AI) were measured in a supersonic jet. The hole-burning spectra demonstrated that the congested vibronic structures observed in the LIF excitation
Enzymatic Hydroxylation by Dopamine β-Hydroxylase.
Mitrochkine AA, et al.
European Journal of Organic Chemistry, 1998(6), 1171-1176 (1998)
S P Arnerić et al.
Archives internationales de pharmacodynamie et de therapie, 258(1), 84-99 (1982-07-01)
The ability of 2-aminotetralins (2-ATs), 2-aminoindanes (2-AIs), morphine (M) and clonidine (CLON) to alter neuroeffector transmission was studied on field-stimulated (FS) guinea-pig ilea (GPI). The activity of these compounds to inhibit K+, histamine (H), actylcholine (ACh), nicotine (Nic) and serotonin
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