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402516

Sigma-Aldrich

1H-Pyrazole-1-carboxamidine hydrochloride

99%

Synonym(s):

1-Amidinopyrazole hydrochloride, Praxadine

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About This Item

Empirical Formula (Hill Notation):
C4H6N4 · HCl
CAS Number:
Molecular Weight:
146.58
Beilstein:
5448758
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

powder

mp

167-170 °C (lit.)

functional group

amine

SMILES string

Cl[H].NC(=N)n1cccn1

InChI

1S/C4H6N4.ClH/c5-4(6)8-3-1-2-7-8;/h1-3H,(H3,5,6);1H

InChI key

RBZRMBCLZMEYEH-UHFFFAOYSA-N

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General description

1H-Pyrazole-1-carboxamidine hydrochloride, a pyrazole derivative, is a heterocyclic compound. It is widely used in drug syntheses studies. Pyrazole ring forms the main core of various nonsteroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs.

Application

1H-Pyrazole-1-carboxamidine hydrochloride may be used in the following studies:
  • Preparation of guanidylated hollow fiber membranes.
  • Guanylation of amines and in peptide synthesis.
  • Synthesis of bis-guanidinium-cholesterol derivatives.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Sens. 1 - STOT RE 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hironori Izawa et al.
Biomolecules, 9(7) (2019-07-10)
In order to synthesize a promising material for developing a novel peptide/protein delivery system, guanidinylation of chitooligosaccharides with 1-amidinopyrazole hydrochloride was investigated herein. The production of guanidinylated chitooligosaccharides was demonstrated by infrared spectroscopy (IR), nuclear magnetic resonance (NMR), and elemental
J P Vigneron et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(18), 9682-9686 (1996-09-03)
Two cationic lipids, bis-guanidinium-spermidine-cholesterol (BGSC) and bis-guanidinium-trencholesterol (BGTC)-cholesterol derivatives bearing two guanidinium groups-have been synthesized and tested as artificial vectors for gene transfer. They combine the membrane compatible features of the cholesterol subunit and the favorable structural and high pKa
1H-Pyrazole-1-carboxamidine hydrochloride an attractive reagent for guanylation of amines and its application to peptide synthesis.
Bernatowicz MS, et al.
The Journal of Organic Chemistry, 57(8), 2497-2502 (1992)
Xiao Zhang et al.
ACS applied materials & interfaces, 12(14), 16088-16096 (2020-03-17)
Supramolecular hydrogels have great potential as biomaterials for tissue engineering applications or vehicles for delivering therapeutic agents. Herein, a self-healing and pro-osteogenic hydrogel system is developed based on the self-assembly of laponite nanosheets and guanidinylated chitosan, where laponite works as
Thomas D Michl et al.
Acta biomaterialia, 108, 168-177 (2020-03-18)
Amphiphilic polymers bearing cationic moieties are an emerging alternative to traditional antibiotics given their broad-spectrum activity and low susceptibility to the development of resistance. To date, however, much remains unclear regarding their mechanism of action. Using functional assays (ATP leakage

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