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222402

Sigma-Aldrich

Methylguanidine hydrochloride

98%

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Linear Formula:
CH3NHC(=NH)NH2·HCl
CAS Number:
Molecular Weight:
109.56
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

solubility

water: soluble 50 mg/mL, clear

SMILES string

Cl.CNC(N)=N

InChI

1S/C2H7N3.ClH/c1-5-2(3)4;/h1H3,(H4,3,4,5);1H

InChI key

VJQCNCOGZPSOQZ-UHFFFAOYSA-N

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Application

Methylguanidine hydrochloride can be used to prepare:
  • Biaryl derivatives as BACE1 inhibitors.
  • Modified xylose, which is used in the synthesis of biodegradable composite hydrogels.
  • Methylguanidinium borohydride ionic liquid, which is applicable as a hydrogen storage material.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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A non-covalent strategy for montmorillonite/xylose self-healing hydrogels
Qi X, et al.
Royal Society of Chemistry Advances, 5(51), 41006-41012 (2015)
Methylguanidinium borohydride: an ionic-liquid-based hydrogen-storage material
Doroodian A, et al.
Angewandte Chemie (International ed. in English), 49(10), 1871-1873 (2010)
Jovana Vušurović et al.
ChemistryOpen, 6(6), 739-750 (2017-12-12)
Interactions of ribonucleic acid (RNA) with guanidine and guanidine derivatives are important features in RNA-protein and RNA-drug binding. Here we have investigated noncovalently bound complexes of an 8-nucleotide RNA and six different ligands, all of which have a guanidinium moiety
Jared N Cumming et al.
Bioorganic & medicinal chemistry letters, 22(7), 2444-2449 (2012-03-07)
From an initial lead 1, a structure-based design approach led to identification of a novel, high-affinity iminohydantoin BACE1 inhibitor that lowers CNS-derived Aβ following oral administration to rats. Herein we report SAR development in the S3 and F' subsites of
S Lotze et al.
The Journal of chemical physics, 142(21), 212436-212436 (2015-06-08)
We study the interaction between the ions methylguanidinium and trifluoroacetate dissolved in D2O and dimethylsulfoxide with linear infrared spectroscopy and femtosecond two-dimensional infrared spectroscopy. These ions constitute model systems for the side chains of arginine and glutamic and aspartic acid

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