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Sigma-Aldrich

2-Aminoindan

97%

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About This Item

Empirical Formula (Hill Notation):
C9H11N
CAS Number:
Molecular Weight:
133.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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
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
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
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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