101582-69-8

Basic information

• Product Name: Ethanol, 2,2'-[[4-(phenylmethoxy)phenyl]imino]bis-
• CAS NO: 101582-69-8
• Molecular Formula: C17H21NO3
• Molecular Weight: 287.359
• Mol File: 101582-69-8.mol

Chemical Properties

• CAS DataBase Reference: Ethanol, 2,2'-[[4-(phenylmethoxy)phenyl]imino]bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanol, 2,2'-[[4-(phenylmethoxy)phenyl]imino]bis-(101582-69-8)
• EPA Substance Registry System: Ethanol, 2,2'-[[4-(phenylmethoxy)phenyl]imino]bis-(101582-69-8)

Safety Data

• Hazardous Substances Data: 101582-69-8(Hazardous Substances Data)

Upstream product

• 75-21-8 oxirane 
• 6373-46-2 p-benzyloxyaniline 
• 51388-20-6 4-benzyloxyaniline hydrochloride 
• 2198-51-8 p-phenol 
• 100-39-0 benzyl bromide 
• 1204-69-9 4-[bis(2-chloroethyl)amino]phenol 
• 123-30-8 4-amino-phenol 

Downstream Products

• 17794-35-3 benzyl-p-(bis-2-chloroethylamino)phenyl ester 
• 1196073-08-1 C₁₁H₁₄Cl₃NO₃S 
• 1196071-97-2 TH-1152 
• 1196072-07-7 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(pyridin-3-yl-methyl))methyl-2-nitrothiophene 
• 1196072-17-9 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(2-methylsulfonyl)ethyl)methyl-2-nitrothiophene 
• 1196072-08-8 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(N-methylimidazol-5-yl-methyl))methyl-2-nitrothiophene 
• 1196072-01-1 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(2-hydroxypyridin-5-yl-methyl))methyl-2-nitrothiophene 
• 1196072-02-2 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(2-aminopyridin-5-yl-methyl))methyl-2-nitrothiophene 
• 1196072-09-9 TH-1456 
• 1196072-06-6 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-((2-methylamino)pyridin-5-yl)methyl)methyl-2-nitrothiophene 
• 1196072-10-2 TH-1435 
• 1196072-19-1 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(2-(2-hydroxyethylsulfonyl)ethyl))methyl-2-nitrothiophene 
• 1196072-16-8 3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(benzotriazol-1-yl-methyl))methyl-2-nitrothiophene 
• 1196071-99-4 TH-1296 

Relevant articles and documents

HYPOXIA ACTIVATED DRUGS OF NITROGEN MUSTARD ALKYLATORS

Hypoxia activated drug compounds having a structure of formula(I) are useful in the treatment of cancer and other hyperproliferative diseases.

A higher yielding synthesis of the clinical prodrug ZD2767P using di-protected 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate

A novel synthesis is described of the prodrug ZD2767P (in Phase I/II clinical trials) that improves the overall yield from 13% to 45%. The method involves the synthesis of 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate protected as the bis-silyl ether, coupled with di-tert-butyl glutamate. There are clear advantages of this method compared to the literature procedure.

Methods of chemical systhesis of phenolic nitrogen mustard prodrugs

This invention pertains to novel methods for the synthesis of certain nitrogen mustard prodrugs, such as N-[4-[N,N-bis(2-haloethylamino)-phenoxycarbonyl]-L-glutamic acid: wherein: X2 is a halo group, and is —F, —Cl, —Br, or —I; n is an integer

Melanocyte-directed enzyme prodrug therapy (MDEPT): Development of second generation prodrugs for targeted treatment of malignant melanoma

Evaluation of second generation prodrugs for MDEPT, by oximetry, has highlighted structural properties that are advantageous and disadvantageous for efficient oxidation using mushroom tyrosinase. In particular, a sterically undemanding prodrug bis-(2-chlo

Melanocyte-directed enzyme prodrug therapy (MDEPT): Development of a targeted treatment for malignant melanoma

A novel prodrug rationally designed to function as a tyrosinase substrate has been synthesised to allow targeted treatment of malignant melanoma. This agent has been evaluated for tyrosinase-mediated drug release, and has been shown to act in the desired

Glucuronide prodrugs of hydroxy compounds for antibody directed enzyme prodrug therapy (adept): A phenol nitrogen mustard carbamate

A prodrug consisting of a β-D-glucuronic acid linked to a self-immolative spacer (a N-(ortho-hydroxyphenyl)-N-methylcarbamate) and a phenolic nitrogen mustard was synthesised. As this prodrug was easily cleaved by a β-glucuronidase enzyme and displayed lo