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Sigma-Aldrich

1,1-Dimethylguanidine sulfate salt

97%

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About This Item

Linear Formula:
[(CH3)2NC(NH2)=NH]2 · H2SO4
CAS Number:
598-65-2
Molecular Weight:
272.33
Beilstein:
3916505
EC Number:
209-946-0
MDL number:
MFCD00013131
UNSPSC Code:
12352100
PubChem Substance ID:
24856711
NACRES:
NA.22

Assay

97%

form

powder

mp

300 °C (dec.) (lit.)

SMILES string

OS(O)(=O)=O.CN(C)C(N)=N.CN(C)C(N)=N

InChI

1S/2C3H9N3.H2O4S/c2*1-6(2)3(4)5;1-5(2,3)4/h2*1-2H3,(H3,4,5);(H2,1,2,3,4)

InChI key

QSCHFHVDZCPIKX-UHFFFAOYSA-N

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Application

1,1-Dimethylguanidine sulfate salt has been employed:
  • as peroxide activator for bleaching cellulosic textiles
  • in the synthesis of N2,N2-dimethyl-4-(1-methyl-1H-indol-3-yl)pyrimidine-2,5-diamine, substrate for the modified Pictet-Spengler reaction

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

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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Piyush Kumar Agarwal et al.
Beilstein journal of organic chemistry, 8, 1901-1908 (2012-12-05)
A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5
Guanidine derivatives used as peroxide activators for bleaching cellulosic textiles.
Cai JY and Evans DJ.
Coloration Technology, 123(2), 115-118 (2007)
J A Hirsch
The Journal of pharmacology and experimental therapeutics, 230(3), 710-717 (1984-09-01)
The effect of guanidine alkyl derivatives on the evoked release of [3H]norepinephrine [( 3H]NE) from spleen strips was examined. Guanidine, methyl guanidine and N,N-dimethyl guanidine all enhanced the field-stimulated release of [3H]NE 2- to 3-fold, whereas N,N'-dimethyl guanidine and propyl
W Zhang et al.
Acta physiologica Scandinavica, 159(1), 1-6 (1997-01-01)
1,1-dimethylguanidine (DMG) is an endogenous nitric oxide (NO) synthesis inhibitor. This study investigates the effects of exogenous DMG administration, in anaesthetized spontaneously hypertensive rats (SHR) and Wistar-Kyoto rats (WKY). Mean blood pressure (MBP), heart rate (HR) and renal sympathetic nerve
D J Wolff et al.
Archives of biochemistry and biophysics, 325(2), 227-234 (1996-01-15)
Diaminoguanidine (DAG) and NG-amino-L-arginine each produced a time- and concentration-dependent inactivation of the citrulline-forming activity of all three NOS isoforms. DAG inactivates both the NADPH-oxidase and the citrulline-forming activities of GH3 pituitary nNOS while NG-amino-L-arginine inactivates only its citrulline-forming activity.
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