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Sigma-Aldrich

2-Hydrazino-2-imidazoline hydrobromide

98%

Synonym(s):

2-Hydrazino-4,5-dihydroimidazole hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C3H8N4 · HBr
CAS Number:
55959-84-7
Molecular Weight:
181.03
EC Number:
259-921-3
MDL number:
MFCD00012694
UNSPSC Code:
12352100
PubChem Substance ID:
24851339
NACRES:
NA.22

Assay

98%

mp

185-187 °C (lit.)

SMILES string

Br.NNC1=NCCN1

InChI

1S/C3H8N4.BrH/c4-7-3-5-1-2-6-3;/h1-2,4H2,(H2,5,6,7);1H

InChI key

HIJRJVVSABWXKG-UHFFFAOYSA-N

Application

2-Hydrazino-2-imidazoline hydrobromide was used in synthesis of:
  • some amide derivatives of 6-(4-carboxymethyloxyphenyl)-4,5-dihydro-3(2H)-pyridazinone
  • 2-substituted-6-(4-acylaminophenyl)-4,5-dihydropyridazin-3(2H)-ones, potential inodilating agents
Reactant for synthesis of:
  • Molecules that affect vasodilatory activity
  • Sulfate-bridges dimerica copper(II) complexes
  • 5-HT6 serotonin receptor antagonists
  • Pd complexes
  • Antidiabetic/antiobesity agents
  • DNA binders

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)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Ranju Bansal et al.
European journal of medicinal chemistry, 44(11), 4441-4447 (2009-07-11)
Synthesis and vasodilatory activity of some amide derivatives of 6-(4-carboxymethyloxyphenyl)-4,5-dihydro-3(2H)-pyridazinone are reported. An effect of substitution at 2-position of pyridazinone ring on vasodilatory potential has also been explored. The most active compound 6-[4-(2-oxo-2-pyrrolidin-1-yl-ethoxy)phenyl]-2-(4-fluorophenyl)-4,5-dihydropyridazin-3(2H)-one (11) exhibited vasodilating activity in nanomolar range
Dinesh Kumar et al.
Acta pharmaceutica (Zagreb, Croatia), 58(4), 393-405 (2008-12-24)
The present study describes the synthesis and pharmacological evaluation of 2-substituted-6-(4-acylaminophenyl)-4,5-dihydropyridazin-3(2H)-ones as potent inodilating agents. The synthesis of target compounds 2-4 and 7-11 was achieved by Friedel-Crafts acylation of appropriate anilide derivative with succinic anhydride or methylsuccinic anhydride and subsequent

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