76014-10-3

Basic information

• Product Name: (4-ethoxyphenyl)hydrazine hydrochloride
• Synonyms: (4-ethoxyphenyl)hydrazine hydrochloride;(4-Ethoxyphenyl)hydrazine monohydrochloride;1-(4-ethoxyphenyl)hydrazine hydrochloride
• CAS NO: 76014-10-3
• Molecular Formula: C₈H₁₂N₂O*ClH
• Molecular Weight: 188.65462
• Mol File: 76014-10-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4-ethoxyphenyl)hydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (4-ethoxyphenyl)hydrazine hydrochloride(76014-10-3)
• EPA Substance Registry System: (4-ethoxyphenyl)hydrazine hydrochloride(76014-10-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 76014-10-3(Hazardous Substances Data)

Usage

Description

(4-Ethoxyphenyl)hydrazine hydrochloride is an organic compound with the chemical formula C8H11ClN2O. It is a derivative of hydrazine and is commonly used as an intermediate in the synthesis of various pharmaceuticals and chemical compounds. (4-ethoxyphenyl)hydrazine hydrochloride is characterized by its reactivity and ability to form a wide range of products, making it a versatile building block in the chemical and pharmaceutical industries.

Uses

Used in Pharmaceutical Industry:
(4-Ethoxyphenyl)hydrazine hydrochloride is used as a synthetic intermediate for the preparation of N-(piperazin-1-yl)alkyl-1H-dibenzo[a,c]carbazole derivatives of dehydroabietic acid. These derivatives have potential applications as MEK inhibitors, which are important targets in the treatment of various cancers due to their role in regulating cell growth and proliferation.
In the development of MEK inhibitors, (4-ethoxyphenyl)hydrazine hydrochloride serves as a key component in the synthesis process, allowing for the creation of novel compounds with potential therapeutic benefits. By targeting MEK, these inhibitors can help to disrupt the signaling pathways that contribute to the uncontrolled growth of cancer cells, offering a promising avenue for cancer treatment and management.

Upstream product

• 156-43-4 4-Ethoxyaniline 
• 3815-82-5 3-(4-ethoxyphenyl)-sydnone 

Downstream Products

• 190330-37-1 N'-(4-Ethoxyphenyl)-4,4-ethylenedioxycyclohexanecarbohydrazide 
• 267896-49-1 1-(4-ethoxyphenyl)-4-(4-methylphenyl)carbazide 
• 267896-48-0 1-(4-ethoxyphenyl)-4-phenylcarbazide 

Relevant articles and documents

Identification and Structure-Activity Relationships of Diarylhydrazides as Novel Potent and Selective Human Enterovirus Inhibitors

Enterovirus 71 (EV71) plays an important role in hand-foot-and-mouth disease. In this study, a series of diarylhydrazide analogues was synthesized, and the systematic exploration of SAR led to potent enterovirus inhibitors, of which compound 15 exhibits significant improvements in inhibition potency with an EC50 value of 0.02 μM against EV71. It is very interesting that this class of diarylhydrazides exhibits activities against a series of human enteroviruses at the picomolar level, including EV71 and Coxsackieviruses B1 (CVB1), CVB2, CVB3, CVB4, CVB5, and CVB6 (EC50 as low as 0.5 nM). Compared with the reference antienterovirus drug 1 (enviroxime) and known inhibitor 5 (WIN 51711), the four highly selective compounds 15, 27, 41 and 47 inhibited EV71 replication with EC50 values of 0.17-0.02 μM and SI values in a range of 978.4-12338. A preliminary mechanistic study indicated that VP1 might be the target site for this type of compound.

Syntheses of 4-(5-oxo-1,2,4-triazol-3-yl)-sydnones and 4(4-arylamino-5-oxo-1,2,4-triazol-3-yl)-sydnones from sydnone derivatives and their fragments

4-(5-oxo-1,2,4-triazol-3-yl)-sydnones 11 and 4-(4-arylamino-5-oxo-1,2,4-triazol-3-yl)-sydnones 13 have been obtained from a-chloroformylarylhydrazine hydrochloride 2. Moreover, the intermediates, including 3, 4, 9 and 10, in this study are synthetically informative and valuable. It is also noteworthy that three reactants, 1, 2 and sydnonecarbaldehydes, were prepared from sydnone derivatives and their fragments. The oxidative cyclizations of sydnonecarbaldehyde semicarbazones 9 and carbazpnes 10 with two different oxidizing agents (Cu(ClO4)2 and Fe(ClO4)3) have been extensively examined. The reaction time and the yields of cyclizations were affected by the substituents of semicarbazones 9 and carbazones 10.