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153044

Sigma-Aldrich

3-Aminopyrazole-4-carbonitrile

97%

Synonym(s):

3-Amino-4-cyanopyrazole

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About This Item

Empirical Formula (Hill Notation):
C4H4N4
CAS Number:
16617-46-2
Molecular Weight:
108.10
Beilstein:
2647
EC Number:
240-665-6
MDL number:
MFCD00005237
UNSPSC Code:
12352100
PubChem Substance ID:
24849278
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

172-174 °C (lit.)

functional group

nitrile

SMILES string

Nc1n[nH]cc1C#N

InChI

1S/C4H4N4/c5-1-3-2-7-8-4(3)6/h2H,(H3,6,7,8)

InChI key

FFNKBQRKZRMYCL-UHFFFAOYSA-N

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Related Categories

Application

3-amino-4-cyanopyrazole was used to study the impurities in zaleplon bulk drug.
Building block used in the synthesis of a variety of heterocycles.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

153044-1G:4548173106786
153044-BULK:
153044-VAR:
153044-25G:4548173106793
153044-5G:4548173106809

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP0099V
08724BZ
S37287
91719CX
06214PV

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Ch Bharathi et al.
Journal of pharmaceutical and biomedical analysis, 44(1), 101-109 (2007-03-21)
Zaleplon is a pyrazolopyrimidine derivative and possesses sedative and hypnotic properties. Seven unknown impurities in zaleplon bulk drug at levels below 0.1% were detected by reverse-phase high performance liquid chromatography (HPLC). The starting material, 3-amino-4-cyanopyrazole and an intermediate, N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]-phenyl]-N-ethylacetamide (DOPEA)
Synlett, 65-65 (2006)
Helvetica Chimica Acta, 89, 30-30 (2006)
Alessandro Antonelli et al.
Molecular and cellular endocrinology, 393(1-2), 56-64 (2014-06-17)
CLM29 (a pyrazolo[3,4-d]pyrimidine, that inhibits RET, epidermal growth factor receptor, vascular endothelial growth factor receptor, and has an anti-angiogenic activity) has anti-neoplastic activity in papillary dedifferentiated thyroid cancer. Here we tested CLM29 in medullary thyroid cancer (MTC), in primary MTC

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