378909
Ethyl 3-hydrazino-3-oxopropionate
97%
Synonym(s):
Ethyl malonyl hydrazide
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About This Item
Linear Formula:
H2NNHCOCH2CO2C2H5
CAS Number:
Molecular Weight:
146.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
InChI
1S/C5H10N2O3/c1-2-10-5(9)3-4(8)7-6/h2-3,6H2,1H3,(H,7,8)
SMILES string
CCOC(=O)CC(=O)NN
InChI key
HCPOCMMGKBZWSJ-UHFFFAOYSA-N
assay
97%
form
solid
mp
72-75 °C (lit.)
functional group
amine, ester, hydrazine
Application
Ethyl 3-hydrazino-3-oxopropionate may be used in the following studies:
- As starting reagent in the step-wise construction of complex pyrrole-pyrazole system.,
- Synthesis of 4,5-dihydro-1H-pyrazoles, via reaction with 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones, using conventional thermal heating method and a microwave-assisted method.
- Synthesis of pyrazolopyridazine.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Sequential Construction of Complex Pyrrole-Pyrrole or Pyrrole-Pyrazole Systems from 1, 2-Diaza-1, 3-butadienes.
Attanasi OA, et al.
Synlett, 09, 1367-1370 (1999)
Regioselective role of the hydrazide moiety in the formation of complex pyrrole-pyrazole systems
Attanasi OA, et al.
Tetrahedron, 57(7), 1387-1394 (2001)
An E-factor minimized solvent-free protocol for the preparation of 4, 5-dihydro-5-(trifluoromethyl)-1H-pyrazoles.
Buriol L, et al.
Monatshefte fur Chemie / Chemical Monthly, 142(5), 515-520 (2011)
Miguel F Braña et al.
Journal of medicinal chemistry, 48(22), 6843-6854 (2005-10-28)
Pyrazolopyridazine 1a was identified in a high-throughput screening carried out by BASF Bioresearch Corp. (Worcester, MA) as a potent inhibitor of CDK1/cyclin B and shown to have selectivity for the CDK family. Analogues of the lead compound have been synthesized
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