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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:
4023-02-3
Molecular Weight:
146.58
Beilstein/REAXYS Number:
5448758
EC Number:
429-520-1
MDL number:
MFCD00210087
UNSPSC Code:
12352100
PubChem Substance ID:
24865095
NACRES:
NA.22

Quality Level

200

assay

99%

form

powder

mp

167-170 °C (lit.)

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.

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Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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
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
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)
Ekaterina K Ogurtsova et al.
Natural product communications, 10(7), 1171-1173 (2015-09-29)
The guanidine alkaloids, dihydropulchranin A (2), prepared from pulchranin A from the sponge Monanchora pulchra, and hexadecylguanidine (3), a synthetic analog of pulchranins, were studied for their TRPV channel-regulating activities. Compound 2 was active as an inhibitor of rTRPV1 and
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