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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.)

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.

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335,H410

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

161896-1G:
161896-VAR:
161896-BULK:
161896-5G:

Certificates of Analysis (COA)

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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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