Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

25980

Sigma-Aldrich

4-Chlorophenylhydrazine hydrochloride

purum, ≥98.0% (AT)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
ClC6H4NHNH2 · HCl
CAS Number:
1073-70-7
Molecular Weight:
179.05
Beilstein/REAXYS Number:
3596254
EC Number:
214-030-9
MDL number:
MFCD00012943
UNSPSC Code:
12352100
PubChem Substance ID:
329752839

grade

purum

assay

≥98.0% (AT)

mp

216 °C (dec.) (lit.)

SMILES string

Cl.NNc1ccc(Cl)cc1

InChI

1S/C6H7ClN2.ClH/c7-5-1-3-6(9-8)4-2-5;/h1-4,9H,8H2;1H

InChI key

YQVZREHUWCCHHX-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

4-Chlorophenylhydrazine hydrochloride reacts with 3-acetonyl-5-cyano-1,2,4-thiadiazole to yield 5-cyano-3-(5-chloro-2-methylindol-3-yl)-1,2,4-thiadiazole and 5-cyano-3-[1-(4-chlorophenyl)-3,5-dimethylpyrazol-4-yl]-1,2,4-thiadiazole[1].

Application

4-Chlorophenylhydrazine hydrochloride has been used in preparation of:
  • 5-methoxy-1H-indole-3-carbaldehyde(4-chlorophenyl)hydrazone[2]
  • 4-iodoacetophenone 4-chlorophenylhydrazone[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

T Iwakawa et al.
Chemical & pharmaceutical bulletin, 48(1), 160-162 (2000-03-08)
Treatment of 3-acetonyl-5-cyano-1,2,4-thiadiazole (1) with 4-methyl or 4-methoxyphenylhydrazine hydrochloride provided 5-cyano-3-(2,5-dimethylindol-3-yl)-1,2,4-thiadiazole (2) or 5-cyano-3-(5-methoxy-2-methylindol-3-yl)-1,2,4-thiadiazole (3) as the sole product, respectively. In contrast, treatment of 1 with phenylhydrazine hydrochloride resulted in the formation of 5-cyano-3-(2-methylindol-3-yl)-1,2,4-thiadiazole (4) and the unexpected 5-cyano-3-(3,5-dimethyl-1-phenylpyrazol-4-yl)-1,2,4-thiadiazole (5).
Marco Catto et al.
European journal of medicinal chemistry, 45(4), 1359-1366 (2010-02-09)
Biological screening of (hetero)aromatic compounds allowed the identification of some novel inhibitors of Abeta(1-40) aggregation, bearing indane and indole rings as common scaffolds. Molecular decoration of lead compounds led to inhibitors exhibiting a potency, measured by the Thioflavin T fluorimetric
Taryn P Homes et al.
Bioorganic & medicinal chemistry, 14(11), 3938-3946 (2006-02-17)
A series of N,N-dialkyl-2-phenylindol-3-ylglyoxylamides bearing the halogens iodine and bromine were synthesised and their binding affinity for the peripheral benzodiazepine binding sites (PBBS) in rat kidney mitochondrial membranes was evaluated using [(3)H]PK11195. Central benzodiazepine receptor (CBR) affinities were also evaluated
J P Mahy et al.
European journal of biochemistry, 226(2), 445-457 (1994-12-01)
The reaction of p-chlorophenylhydrazine with prostaglandin H synthase (PGHS) Fe(III) under aerobic conditions leads to a partial destruction of the heme and to a new complex absorbing at 436 nm. This complex is also obtained by reaction of p-chlorophenyldiazene (pClPhN

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service