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Sigma-Aldrich

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:
31230-17-8
Molecular Weight:
97.12
Beilstein:
1904
MDL number:
MFCD00075180
UNSPSC Code:
12352100
PubChem Substance ID:
24860783
NACRES:
NA.22

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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

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