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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
Recommended Products
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.
Signal Word
Warning
Hazard Statements
Precautionary 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)
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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)
J G Cannon et al.
Journal of medicinal chemistry, 23(7), 745-749 (1980-07-01)
Three series of bicyclic, semirigid congeners of beta-phenethylamine have been prepared for evaluation of the effect of ring size (and of concomitant conformational variation) on biological activity in a variety of assays for adrenergic and dopaminergic actions. Pharmacologic activity was
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
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