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

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

Uses

Used in Pharmaceutical Industry:
3,4-Dibenzyloxphenylacetonitrile is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to participate in multiple chemical reactions allows for the creation of a wide array of drug molecules, contributing to the development of new medications and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, 3,4-Dibenzyloxphenylacetonitrile serves as a crucial building block for the synthesis of pesticides and other crop protection agents. Its versatility in chemical transformations enables the production of effective and targeted agrochemicals to enhance crop yields and protect against pests.
Used in Organic Synthesis:
3,4-Dibenzyloxphenylacetonitrile is utilized as a versatile reagent in organic synthesis for the preparation of a variety of organic compounds. Its solubility in organic solvents and capacity for chemical transformations make it an essential component in the synthesis of complex organic molecules for various applications.
Used in Fine Chemicals Production:
3,4-DIBENZYLOXYPHENYLACETONITRILE is also used as a starting material in the production of fine chemicals, which are high-purity chemicals used in various industries, including fragrances, flavors, and specialty chemicals. Its role in fine chemicals production underscores its importance in creating high-quality products with specific applications.
It is important to handle 3,4-Dibenzyloxphenylacetonitrile with care and follow proper safety precautions due to its potential hazards, ensuring the safety of both individuals and the environment during its use in various applications.

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

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

Downstream Products

• 952664-65-2 1-(3,4-dihydroxyphenyl)cyclopropanecarboxylic methyl ester 
• 952664-49-2 1-(3,4-dihydroxyphenyl)cyclopropanecarbonitrile 
• 952664-48-1 1-(3,4-bis-benzyloxyphenyl)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.

Design, synthesis and antiproliferative activity of tripentones: A new series of antitubulin agents

Structure-activity relationship studies of a new series of tripentones (thieno[2,3-b]pyrrolizin-8-ones), led us to prepare several derivatives with antiproliferative activities. The most promising 3-(3-hydroxy-4-methoxyphenyl)thieno[2,3-b]pyrrolizin-8-one 20 (leukemia L1210, IC50 = 15 nM) was shown to be a potent inhibitor of tubulin polymerization.

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