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462888

Sigma-Aldrich

2,4-Dimethylphenylhydrazine hydrochloride

97%

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About This Item

Linear Formula:
(CH3)2C6H3NHNH2·HCl
CAS Number:
Molecular Weight:
172.66
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Quality Level

Assay

97%

form

solid

mp

184 °C (dec.) (lit.)

SMILES string

Cl.Cc1ccc(NN)c(C)c1

InChI

1S/C8H12N2.ClH/c1-6-3-4-8(10-9)7(2)5-6;/h3-5,10H,9H2,1-2H3;1H

InChI key

ZLGXGLXFBMIVPU-UHFFFAOYSA-N

General description

2,4-Dimethylphenylhydrazine hydrochloride is a hydrazine derivative.

Application

2,4-Dimethylphenylhydrazine hydrochloride was used for the synthesis of J147 (a novel neurotrophic drug) and its precursor desmethyl-J147. It was also used in the synthesis of 1-(2,4-dimethylphenyl)-4-methyl-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid, ethyl ester.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Min Wang et al.
Bioorganic & medicinal chemistry letters, 23(2), 524-527 (2012-12-15)
J147 was synthesized from 2,4-dimethylphenylhydrazine hydrochloride and 3-methoxybenzaldehyde in 2 steps with 71% overall yield. The precursor desmethyl-J147 was synthesized from 3-hydroxybenzaldehyde and 2,4-dimethylphenylhydrazine hydrochloride in 4 steps with 63% overall yield. [(11)C]J147 was prepared from desmethyl-J147 with [(11)C]CH(3)OTf through
Sean R Donohue et al.
Bioorganic & medicinal chemistry, 14(11), 3712-3720 (2006-02-10)
Cannabinoid type-1 (CB(1)) receptor ligands, derived from the 1,5-diarylpyrazole core template of rimonabant (Acomplia), have been the focus of several studies aimed at examining structure-activity relationships (SARs). The purpose of this study was to design and synthesize a set of

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