236750-65-5

Basic information

• Product Name: 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
• Synonyms: 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile;Erlotinib interMediate;2-nitro-4,5-bis(2-Methoxyethoxy)benzonitrile;4,5-Di(2-methoxyethoxy)-2-nitrobenzonitrile;Erlotinib Impurity 19;Erlotinib Impurity 32;Erlotinib Impurity W;Erlotinib intermediates
• CAS NO: 236750-65-5
• Molecular Formula: C₁₃H₁₆N₂O₆
• Molecular Weight: 296
• EINECS: 1308068-626-2
• Mol File: 236750-65-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 459.3oC at 760 mmHg
• Flash Point: 231.6oC
• Appearance: /
• Density: 1.26g/cm3
• Vapor Pressure: 1.28E-08mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile(236750-65-5)
• EPA Substance Registry System: 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile(236750-65-5)

Safety Data

• Hazardous Substances Data: 236750-65-5(Hazardous Substances Data)

Usage

Description

4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile is an organic compound that is identified as an impurity in Erlotinib (E625008), a targeted drug used in the treatment of non-small cell lung cancer. It is characterized by its molecular structure that includes a nitro group and a cyano group attached to a benzene ring, with two methoxyethoxy substituents at the 4,5-positions.

Uses

Used in Pharmaceutical Industry:
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile is used as an impurity in the production of Erlotinib, an EGFR small tyrosine kinase inhibitor. It is significant in the pharmaceutical industry due to its association with a drug that has a substantial effect on tumor growth inhibition and animal survival in the context of non-small cell lung cancer treatment.
The compound's presence as an impurity in Erlotinib highlights the importance of quality control and purification processes in the pharmaceutical manufacturing sector. Ensuring the purity and safety of drugs is crucial for their efficacy and the well-being of patients undergoing treatment.

InChI:InChI=1/C13H16N2O6/c1-18-3-5-20-12-7-10(9-14)11(15(16)17)8-13(12)21-6-4-19-2/h7-8H,3-6H2,1-2H3

Upstream product

• 80407-68-7 3,4-bis(2-methoxyethoxy)-benzonitrile 
• 1006377-63-4 C₁₃H₁₉NO₅ 
• 80407-64-3 3,4-bis(2-methoxyethoxy)benzaldehyde 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 1418289-91-4 3,4-bis(2-methoxyethoxy)-benzamide 
• 819813-71-3 3,4-bis(2-methoxyethoxy)-benzoic acid 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 17345-61-8 3,4-dihydroxybenzonitrile 
• 121-33-5 vanillin 
• 4421-08-3 3-methoxy-4-hydroxybenzonitrile 

Downstream Products

• 950596-58-4 2-amino-4,5-bis-(2-methoxyethoxy)-benzonitrile 
• 179688-29-0 6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one 
• 183322-18-1 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline 
• 183319-69-9 erlotinib hydrochloride 
• 950596-59-5 N′-[2-cyano-4,5-{bis(2-methoxyethoxy)phenyl}]-N,N-dimethylformamidine 
• 183321-74-6 erlotinib 
• 1172625-04-5 4,5-bis(2-methoxyethoxy)-2-nitrobenzamide 
• 236750-62-2 2-amino-4,5-bis[(2-methoxy)ethoxy]benzamide 

Relevant articles and documents

Preparation method of erlotinib hydrochloride intermediate

The invention provides a preparation method of an erlotinib hydrochloride intermediate. The preparation method comprises following steps: removing the methyl of vanillin, performing esterification, converting an aldehyde group into a nitrile group, and carrying out nitration, reduction, hydrolysis, and ring forming reactions. The reaction route is represented in the description. The technology isreasonable, the operation is simple, the cost is low, and the reaction yield is high.

Synthesis method of erlotinib hydrochloride

The invention discloses a synthesis method of erlotinib hydrochloride. The synthesis method comprises the following steps: (1) at a first working section: preparing 3-methoxyl-4-hydroxybenzonitrile from vanillin and hydroxylammonium chloride; (2) at a second working section: synthesizing 3,4-dihydroxybenzonitrile; (3) at a third working section: synthesizing 3,4-di(2-methoxyethoxy)phenylacetonitrile; (4) at a fourth section: synthesizing 4,5-di(2-methoxyethoxy)-2-nitrophenylacetonitrile; (5) at a fifth working section: synthesizing 4,5-di(2-methoxyethoxy)-2-aminophenylacetonitrile hydrochloride; and (6) at a sixth working section: synthesizing the erlotinib hydrochloride. The synthesis method of the erlotinib hydrochloride, disclosed by the invention, has the advantages of reasonable design, easiness of obtaining raw materials, relatively low production cost, simplicity and easiness of operation and is suitable for industrial production.

Compounds for use in inhibiting HIV capsid assembly

The present invention relates to a compound or a pharmaceutically acceptable salt or solvate thereof for use in inhibiting HIV capsid assembly, the compound comprising the core structure wherein E is CR7or S, and wherein f is 0 or 1, and wherein in case E is S, f is 0, and wherein the core structure is at least substituted in 2 and 4 position, and wherein the residue R6 and R7, are, independently of each other, selected from the group consisting of -H, -D, -alkyl, alkoxy, alkenyl, alkynyl, halides, -NO2, - OH, - NH2, -NHR4#, -CN, -S(O)R4#, -SO2R4#, -P(O)R4#R5#, -P(O)(OR4#)R5#, - P(O)(OR4#)(OR5#), -C(O)NR4#R5#, -C(O)SR4#, -C(O)R4#, -C(O)O-R4#, alkoxy and glycol chains; and wherein R6 may optionally form a cyclic residue, with a further substituent present 5 or 6 position, and wherein R4# and R5# are, independently of each other, selected from the group consisting of -H, -alkyl, -alkenyl, - heterocycloalkyl, aryl and heteroaryl.