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Intermediates&Fine Chemicals

ethyl chloro[2-(4-methoxyphenyl)hydrazinylidene]acetate

Category:

Intermediates&Fine Chemicals

CAS NO:

27143-07-3

Standard:

In-house Standards,

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Basic Info

CAS Number

27143-07-3

Pharmacopoeia

In-house Standards

Grade

Pharmaceutical Grade

Is Manufacturer

YES

Samples Provided

Product Description

Chinese name [(4-methoxyphenyl)hydrazino] ethyl chloroacetate
English name ethyl chloro[2-(4-methoxyphenyl)hydrazinylidene]acetate
Chinese alias 2-chloro-2-[2-(4-methoxyphenyl)hydrazino]ethyl acetate; Apixaban intermediate 2; (3R,4R)-3-(3,4-二 Methyl-4-piperidinyl)phenol (apixaban intermediate); ((4-methoxyphenyl)hydrazino)ethyl chloroacetate
CAS RN 27143-07-3
Molecular formula C11H13ClN2O3
Molecular weight 256.6855

AI Product Description

*The following content is generated by AI and is for reference only.

Ethyl chloro[2-(4-methoxyphenyl)hydrazinylidene]acetate is a specialized organic compound widely utilized in medicinal chemistry and heterocyclic synthesis. With the molecular formula C11H13ClN2O3, this molecule features a distinctive structural framework comprising an ethyl ester group, a reactive chloro-substituted carbonyl moiety, and a conjugated hydrazinylidene linkage attached to a 4-methoxyphenyl ring. The presence of the electron-donating methoxy group on the phenyl ring significantly influences its electronic properties, enhancing its reactivity towards nucleophiles and facilitating various condensation reactions. The primary application of this compound lies in its role as a versatile intermediate for constructing complex nitrogen-containing heterocycles. Chemists frequently employ it as a key building block to synthesize pyrazoles, pyridazines, and other fused ring systems that are integral components of numerous pharmaceutical agents. These heterocyclic structures often exhibit potent biological activities, including anti-inflammatory, antibacterial, antifungal, and anticancer properties. By reacting with diverse nucleophilic partners such as active methylene compounds or amines, researchers can efficiently generate novel scaffolds for drug discovery programs. Furthermore, due to the high reactivity of the chloroacetyl functionality, this ester serves as an effective acylating agent in organic transformations. It allows for the precise introduction of specific functional groups into target molecules, enabling the fine-tuning of physicochemical properties required for optimal bioavailability. In industrial settings, while not yet a bulk commodity chemical, it represents a valuable tool for process chemists developing synthetic routes for advanced therapeutic candidates. Its stability under standard storage conditions makes it suitable for laboratory-scale research, though handling requires appropriate safety precautions given the potential irritancy of chlorinated esters. Overall, Ethyl chloro[2-(4-methoxyphenyl)hydrazinylidene]acetate stands as a critical reagent bridging fundamental organic synthesis and applied pharmaceutical development, contributing significantly to the creation of next-generation medicinal compounds.