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161896

Sigma-Aldrich

3,4-Dibenzyloxyphenethylamine hydrochloride

98%

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About This Item

Linear Formula:
(C6H5CH2O)2C6H3CH2CH2NH2 · HCl
CAS Number:
1699-56-5
Molecular Weight:
369.88
EC Number:
216-924-4
MDL number:
MFCD00012629
UNSPSC Code:
12352100
PubChem Substance ID:
24849958
NACRES:
NA.22

assay

98%

mp

131-133 °C (lit.)

functional group

amine
phenyl

SMILES string

Cl.NCCc1ccc(OCc2ccccc2)c(OCc3ccccc3)c1

InChI

1S/C22H23NO2.ClH/c23-14-13-18-11-12-21(24-16-19-7-3-1-4-8-19)22(15-18)25-17-20-9-5-2-6-10-20;/h1-12,15H,13-14,16-17,23H2;1H

InChI key

KXIZXPRLNNDQKS-UHFFFAOYSA-N

Application

3,4-Dibenzyloxyphenethylamine hydrochloride was used in the synthesis of tetrahydroisoquinoline derivatives containing 4(hexylureido)benzenesulfonamide, human β3 adrenergic receptor agonist. It was used as reagent in synthesis of the prodrugs of dopamine.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
06721MB
01607MQ
8025BK

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Lauri Peura et al.
Pharmaceutical research, 30(10), 2523-2537 (2013-10-19)
Drug delivery to the brain is impeded by the blood-brain barrier (BBB). Here, we attempted to enhance the brain uptake of cationic dopamine by utilizing the large amino acid transporter 1 (LAT1) at the BBB by prodrug approach. Three amino
E R Parmee et al.
Bioorganic & medicinal chemistry letters, 10(20), 2283-2286 (2000-10-31)
Tetrahydroisoquinoline derivatives containing a 4-(hexylureido)benzenesulfonamide were examined as human beta3 adrenergic receptor (AR) agonists. Notably, 4,4-biphenyl derivative 9 was a 6 nM full agonist of the beta3 AR. Naphthyloxy compound 18 (beta3 EC50 = 78 nM) did not activate the

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