1699-60-1

Basic information

• Product Name: 3,4-DIBENZYLOXYPHENYLACETONITRILE
• Synonyms: 3,4-DIBENZYLOXYPHENYLACETONITRILE;2-(3,4-bis(benzyloxy)phenyl)acetonitrile
• CAS NO: 1699-60-1
• Molecular Formula: C₂₂H₁₉NO₂
• Molecular Weight: 329.39
• Mol File: 1699-60-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 80°C
• Boiling Point: 507.3 °C at 760 mmHg
• Flash Point: 170.9 °C
• Appearance: /
• Density: 1.155 g/cm³
• Vapor Pressure: 2.05E-10mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,4-DIBENZYLOXYPHENYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIBENZYLOXYPHENYLACETONITRILE(1699-60-1)
• EPA Substance Registry System: 3,4-DIBENZYLOXYPHENYLACETONITRILE(1699-60-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 1699-60-1(Hazardous Substances Data)

Usage

General Description

3,4-DIBENZYLOXYPHENYLACETONITRILE is a chemical compound with the molecular formula C21H19NO. It is commonly used as a building block in organic synthesis and as a reagent in chemical reactions. It is a white to off-white solid that is insoluble in water but soluble in organic solvents. 3,4-DIBENZYLOXYPHENYLACETONITRILE is known for its ability to undergo various chemical transformations, making it a versatile compound for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It is important to handle this chemical with care and adhere to proper safety precautions when working with it due to its potential hazards.

InChI:InChI=1/C22H19NO2/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,13,16-17H2

Upstream product

• 100-39-0 benzyl bromide 
• 1699-59-8 3,4-dibenzyloxybenzyl chloride 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 1699-58-7 3,4-bis(benzyloxy)benzyl alcohol 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 13435-20-6 tetraethylammoniumcyanide 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 

Downstream Products

• 952664-48-1 1-(3,4-bis-benzyloxyphenyl)cyclopropanecarbonitrile 
• 952664-65-2 1-(3,4-dihydroxyphenyl)cyclopropanecarboxylic methyl ester 
• 952664-49-2 1-(3,4-dihydroxyphenyl)cyclopropanecarbonitrile 
• 1129-53-9 3,4-dihydroxyphenylacetamide 
• 96072-86-5 3,4-Dibenzyloxy-phenylessigsaeure-diaethylamid 
• 95623-15-7 3,4-Dibenzyloxy-phenylessigsaeure-aethylamid 
• 14745-25-6 3,4-Dibenzyloxy-phenylacetamid 
• 83112-22-5 3,4-Dihydroxyphenylacetic acid diethylamide 
• 91012-52-1 3,4-Dihydroxy-phenylessigsaeure-aethylamid 
• 78178-78-6 2-(3',4'-dibenzyloxyphenacyl)-N-(3'',4''-dibenzyloxyphenylacetyl)pyrrolidine 
• 78178-81-1 6,7-di-(3',4'-dibenzyloxyphenyl)-5-oxo-1,2,3,5,8,8a-hexahydroindolizine 
• 78178-88-8 6,7-di(3,4-dibenzyloxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine 
• 78178-82-2 7-(4-Benzyloxy-3-methoxy-phenyl)-6-(3,4-bis-benzyloxy-phenyl)-2,3,8,8a-tetrahydro-1H-indolizin-5-one 
• 78178-89-9 7-(4-Benzyloxy-3-methoxy-phenyl)-6-(3,4-bis-benzyloxy-phenyl)-1,2,3,5,8,8a-hexahydro-indolizine 

Relevant articles and documents

Designing new analogs for streamlining the structure of cytotoxic lamellarin natural products

Despite the therapeutic potential of marine-derived lamellarin natural products, their preclinical development has been hampered by their lipophilic nature, causing very poor aqueous solubility. In order to develop more drug-like analogs, their structure was streamlined in this study from both the cytotoxic activity and lipophilicity standpoints. First, a modified total synthetic route was successfully devised to construct a library of 59 systematically designed lamellarin analogs, which were then subjected to cytotoxicity and log P determinations. Along with the 25 first-generation lamellarins previously synthesized in our laboratory, the structure-activity and structure-lipophilicity relationships were extensively evaluated. Our results clearly indicated the additional structural requirements around the lamellarin skeleton which, when combined with those reported previously, can provide invaluable guidance for further modifications to increase the aqueous solubility of these compounds.

BIOSYNTHESIS OF TYLOPHORINE AND TYLOPHORININE

Administration of 3,4-dihydroxyphenyl(2-(14)C)alanine to young Tylophora asthmatica plants revealed that ring B and carbon atoms C9 and C7' of tylophorine and tylophorinine are derived from dopa.Tracer experiments with 6,7-diphenylhe