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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
Assay:
97%
Pricing and availability is not currently available.

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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Application

3-amino-4-cyanopyrazole was used to study the impurities in zaleplon bulk drug[1].
Building block used in the synthesis of a variety of heterocycles.[2][3]

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

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Certificates of Analysis (COA)

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

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Synlett, 65-65 (2006)
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)
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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