1699-56-5

Usage

Uses

Used in Pharmaceutical Synthesis:
3,4-Dibenzyloxyphenethylamine hydrochloride is used as a reagent for the synthesis of tetrahydroisoquinoline derivatives containing 4(hexylureido)benzenesulfonamide, which act as human β3 adrenergic receptor agonists. These agonists have potential applications in the treatment of various medical conditions, such as obesity and type 2 diabetes.
Additionally, 3,4-Dibenzyloxyphenethylamine hydrochloride is used as a reagent in the synthesis of prodrugs of dopamine. Dopamine prodrugs are compounds that can be converted into dopamine in the body, which may have potential therapeutic applications in treating conditions related to dopamine deficiency, such as Parkinson's disease.

InChI:InChI=1/C22H23NO2/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/p+1

Upstream product

• 1699-54-3 3,4-bis(benzyloxy)-β-nitrostyrene 
• 100-39-0 benzyl bromide 
• 37034-31-4 N-(tert-butoxycarbonyl)dopamine 
• 51-61-6 dopamine 
• 300362-80-5 N-tert-butoxycarbonyl-3,4-dibenzyloxyphenylethylamine 

Downstream Products

• 82741-47-7 N-isonicotinoyl-3,4-(dibenzyloxy)phenethylamine 
• 81861-36-1 [2-(3,4-Bis-benzyloxy-phenyl)-ethyl]-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-amine; hydrochloride 
• 144226-18-6 N-<3,4-bis(benzyloxy)phenethyl>-N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate 
• 816429-78-4 N-[2-(3,4-bis-benzyloxy-phenyl)-ethyl]-succinamic acid methyl ester 
• 300362-70-3 3-(3,4-bis(benzyloxy)phenethylcarbamoyl) propanoic acid 
• 314068-11-6 N-[6-(6,7-bis-benzyloxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethoxy)-naphthalen-2-yl]-4-(3-hexyl-ureido)-benzenesulfonamide 
• 241467-61-8 N-[2-(3,4-bis-benzyloxy-phenyl)-ethyl]-2-{6-[4-(3-hexyl-ureido)-benzenesulfonylamino]-naphthalen-2-yloxy}-acetamide 
• 81861-37-2 4-<2-<<2-(3,4-dihydroxyphenyl)-1-methylethyl>amino>ethyl>-1,2-dimethoxybenzene 
• 79831-99-5 NN-bis-(3,4-dihydroxyphenethyl)amine hydrochloride 
• 3184-36-9 norlaudanosoline hydrochloride 
• 79832-00-1 6,7-dihydroxy-1-(4-hydroxybenzyl)-3,4-dihydroisoquinoline hydrochloride 
• 11041-94-4 6,7-dihydroxy-1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride 
• 54781-85-0 6,7-dihydroxy-1-(3,4-dihydroxybenzyl)-3,4-dihydroisoquinoline hydrochloride 
• 23428-49-1 6,7-bisbenzyloxy-1-(4-benzyloxybenzyl)-3,4-dihydroisoquinoline hydrochloride 

Relevant academic research and scientific papers

Metal-assisted assembly and stabilization of collagen-like triple helices

Single-chain and TRIS-assembled collagen mimetic peptide structures incorporating catechol groups were synthesized. When 1/3 equiv of Fe3+ was added to the single-chain compound in 50 mM CAPS buffer (pH 10), the 1:3 Fe3+-catechol complex that formed acted as an N-terminal scaffold to assemble the triple helix. When 1 equiv of Fe3+ was added to the TRIS-assembled compound in the buffer solution, the Fe3+-catechol complex acted as an extra C-terminal scaffold, which lead to a triple helix with both termini tethered. The formation of this C-terminal complex increased the Tm by a remarkable 22 °C! Copyright

Biosynthesis. Part 24. Speculative Incorporation Experiments with 1-Benzylisoquinolines and a Logical Approach via C6-C2 and C6-C3 Precursors to the Biosynthesis of Hasubanonine and Protostephanine

Many possible 1-benzyltetrahydroisoquinolines have been examined as possible advanced precursors of the alkaloids hasubanonine (1) and protostephanine (2) in Stephania japonica plants, but none was incorporated significantly.Administration of various precursor molecules having only one aromatic ring, such as tyrosine, has demonstrated that both alkaloids are derived from two different C6-C2 biogenetic units.The subsequent failure of further 1-benzyltetrahydroisoquinolines and bisphenethylamines to be incorporated suggested the intermediacy of either (a) modified 1-benzylisoquinolines or (b) trioxygenated C6-C2 building blocks.Precursors designed to examine the first possibility, such as 1-benzyl-3,4-dihydroisoquinolines or 1-benzyl-1-carboxytetrahydroisoquinolines, were not incorporated into (1) and (2) whereas two 3',4',5'-trioxygenated 2-phenylethylamines were incorporated.These findings allow further delineation of the requirements for later precursors of the alkaloids (1) and (2).