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A59522

Sigma-Aldrich

2-Aminoindan hydrochloride

98%

Synonym(s):

2-Indanamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H11N · HCl
CAS Number:
Molecular Weight:
169.65
Beilstein:
3913700
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

crystals

mp

245-247 °C (lit.)

SMILES string

Cl[H].NC1Cc2ccccc2C1

InChI

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

InChI key

XEHNLVMHWYPNEQ-UHFFFAOYSA-N

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Application

Prepared from 2-indanols via azide displacement and subsequent hydrogenation.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

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

Certificates of Analysis (COA)

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Tetrahedron, 61, 6801-6801 (2005)
J A Pérez et al.
Arzneimittel-Forschung, 47(11), 1208-1210 (1998-01-16)
Amino substitution of rigid forms of dopamine 4,5-dihydroxy-2-aminoindan and 5,6-dihydroxy-2-aminoindan with aralkyl functionalities were carried out to investigate the role of such structural modifications upon cardiac inotropic-chronotropic activity. Compounds synthesized demonstrated a modest inotropic selectivity, while one of them, described
Orit Bar-Am et al.
Journal of neurochemistry, 112(5), 1131-1137 (2009-12-17)
The anti-parkinsonian drug, rasagiline [N-propargyl-1-(R)-aminoindan; Azilect(R)], is a secondary cyclic benzylamine and indane derivative, which provides irreversible, potent monoamine oxidase-B (MAO-B) inhibition and possesses neuroprotective and neurorestorative activities. A prospective clinical trial has shown that rasagiline confers significant symptomatic improvement
J G Cannon et al.
Journal of medicinal chemistry, 25(12), 1442-1446 (1982-12-01)
Two series of N-substituted 2-aminoindan systems have been prepared: 4,5-dihydroxy-2-aminoindan (1) has a hydroxylation pattern analogous to the alpha conformer of dopamine, and 5,6-dihydroxy-2-aminoindan (2) has a hydroxylation pattern of the beta conformer of dopamine. All members of both series
R A Glennon et al.
Pharmacology, biochemistry, and behavior, 21(6), 895-901 (1984-12-01)
Animals (rats) trained to discriminate 1.0 mg/kg of S(+)-amphetamine sulfate from saline, using a standard operant training procedure, were administered doses of various amphetamine analogs in tests of stimulus generalization in order to study structure-activity relationships (SAR). The types of

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