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D002

Sigma-Aldrich

(±)-2-Amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide

solid

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Synonym(s):
6,7-ADTN hydrobromide
Empirical Formula (Hill Notation):
C10H13NO2 · HBr
CAS Number:
Molecular Weight:
260.13
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

form

solid

storage condition

protect from light

solubility

H2O: >10 mg/mL (Dissolve in oxygen-free water containing 0.1% sodium metabisulfite or other antioxidants.)
aqueous base: unstable

storage temp.

2-8°C

SMILES string

Br[H].NC1CCc2cc(O)c(O)cc2C1

Biochem/physiol Actions

Dopamine receptor agonist.

Caution

Air- and light-sensitive

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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S Patel et al.
Behavioral neuroscience, 102(4), 596-600 (1988-08-01)
The effects of administration of gamma-aminobutyric acid (GABA) compounds into the ventral pallidum and substantia innominata on the locomotor hyperactivity induced by the dopamine agonist 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (ADTN) in the nucleus accumbens were investigated in rats. Hyperactivity induced by ADTN was
M K Boelen et al.
Brain research, 645(1-2), 240-246 (1994-05-09)
The activity of the enkephalin-immunoreactive (ENSLI) amacrine cells of the chicken retina is low in the light and high in the dark, resulting in parallel increases and decreases in the levels of the enkephalins. In vivo, the selective dopaminergic D1
A J Balmforth et al.
Journal of neurochemistry, 51(5), 1510-1515 (1988-11-01)
3,4-Dihydroxyphenylethylamine (dopamine) and beta-adrenergic receptor agonists and antagonists were assessed for their effects on cyclic AMP accumulation in human astrocytoma derived clone D384 cells. Dopamine, SKF 38393, and 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene increased cyclic AMP content with Ka values of 2.0, 0.2, and
U Sreenivasan et al.
Journal of medicinal chemistry, 36(2), 256-263 (1993-01-22)
A series of analogues of the potent analogue of Pro-Leu-Gly-NH2 (PLG), 2-oxo-3(R)-[(2(S)-pyrrolidinylcarbonyl)amino]-1-pyrrolidineacet amide (2) were synthesized in which the (R)-gamma-lactam residue of 2 was replaced with a (R)-beta-lactam, (R)-aminosuccinimide, (R)-cycloseryl, (R)-delta-lactam, (R)-epsilon-lactam, or (S)-epsilon-lactam residue to give analogues 3-8, respectively.
K N Iarygin et al.
Bioorganicheskaia khimiia, 17(9), 1172-1176 (1991-09-01)
The interaction of the tetrahydroisoquinoline (THIQ) and 3-aminotetraline (3-AT derivatives with opioid mu-receptors has been studied. It is shown that THIQ and 3-AT derivatives bind to a site on the mu-receptor which these compounds are likely to share with "classical"

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