340200
3-Amino-5-methylpyrazole
97%
Synonym(s):
5-Methyl-3-pyrazolamine
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About This Item
Empirical Formula (Hill Notation):
C4H7N3
CAS Number:
Molecular Weight:
97.12
Beilstein/REAXYS Number:
1904
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
97%
form
solid
bp
213 °C/14 mmHg (lit.)
mp
45-47 °C (lit.)
SMILES string
Cc1cc(N)n[nH]1
InChI
1S/C4H7N3/c1-3-2-4(5)7-6-3/h2H,1H3,(H3,5,6,7)
InChI key
FYTLHYRDGXRYEY-UHFFFAOYSA-N
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General description
Complexation of the amino- and carboxyl-protected tripeptide with 3-amino-5-methylpyrazole was studied by low-temperature NMR experiments in a freonic solvent.
Application
3-Amino-5-methylpyrazole was employed as beta-sheet template to investigate its interaction with ferrocenoyl-dipeptides. It was also used in the synthesis of 4-aryl-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-ones.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Wei Wang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(3), 854-861 (2006-11-07)
Complexation of the amino- and carboxyl-protected tripeptide Piv-L-Val-L-Val-L-Val-tBu with 3-methylpyrazole and 3-amino-5-methylpyrazole was studied by low-temperature NMR experiments in a freonic solvent. The peptide forms an extended beta-type structure at all temperatures and associates through hydrogen bonding with the two
P Saweczko et al.
Inorganic chemistry, 40(17), 4409-4419 (2001-08-07)
The use of 3-aminopyrazole derivatives as beta-sheet templates is investigated using a series of ferrocenoyl (Fc)-dipeptides (Fc-Gly(2)-OEt, Fc-Ala(2)-OBzl, Fc-Leu-Phe-OMe, Fc-Val-Phe-OMe, Fc-Phe(2)-OMe, Fc-Leu(2)-OMe, Fc-Val(2)-OMe). The synthesis and full characterization are reported. The solid-state structures of Fc-Gly(2)-OMe and Fc-Leu-Phe-OMe show extensive hydrogen
Synthesis of partially hydrogenated pyrazolo [3, 4-b] quinolinones by condensation of 3-amino-5-methylpyrazole with aromatic aldehydes and dimedone.
Lipson VV, et al.
Russ. J. Org. Chem., 42(7), 1015-1021 (2006)
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