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D002

Sigma-Aldrich

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

solid

Synonym(s):

6,7-ADTN hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C10H13NO2 · HBr
CAS Number:
13575-86-5
Molecular Weight:
260.13
MDL number:
MFCD00036982
UNSPSC Code:
12352200
PubChem Substance ID:
24277893

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

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)

Biochem/physiol Actions

Dopamine receptor agonist.

Caution

Air- and light-sensitive

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

13 - Non 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)

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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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
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.
G M Ross et al.
Journal of molecular neuroscience : MN, 4(3), 141-148 (1993-01-01)
Several pharmacologically active catecholamines have been shown to react covalently with CNS proteins, namely species of 47, 40, 22, and 20 kDa. Of these, the 47-kDa protein showed the greatest incorporation of tritium following treatment with [3H]dopamine, [3H]ADTN, or [3H]N-propyl-norapomorphine.
S B Ross
Journal of neurochemistry, 56(1), 22-29 (1991-01-01)
The concentration of dopamine (DA) in the synaptic cleft in the mouse striatum in vivo was estimated from the competition between the synaptic DA and the 3H-labelled DA D2 receptor agonists N-n-propylnorapomorphine (NPA) or N,N-diethyl-N'-[(3 alpha, 4a alpha, 10 beta)-1,2,3,4,4a,5,10,10a-octahydro-
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