arpromidine

Product Name
arpromidine
CAS No.
106669-71-0
Chemical Name
arpromidine
Synonyms
BU-E-50;HE-90371;arpromidine;1-[3-(4-Fluorophenyl)-3-(2-pyridyl)propyl]-2-[3-(1H-imidazol-4-yl)propyl]guanidine;Guanidine, N-[3-(4-fluorophenyl)-3-(2-pyridinyl)propyl]-N'-[3-(1H-imidazol-5-yl)propyl]-
CBNumber
CB51338688
Molecular Formula
C21H25FN6
Formula Weight
380.46
MOL File
106669-71-0.mol
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arpromidine Property

Boiling point:
591.0±60.0 °C(Predicted)
Density 
1.23±0.1 g/cm3(Predicted)
pka
14.66±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0010732
Product name
ARPROMIDINE
Purity
95.00%
Packaging
5MG
Price
$503.62
Updated
2021/12/16
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arpromidine Chemical Properties,Usage,Production

Originator

Arpromidine,Onbio Inc.

Manufacturing Process

42.4 g (0.2 mol) of (4-fluorophenyl)-pyrid-2-yl-acetonitrile are dissolved in 50 ml of dimethylformamide and introduced dropwise into a suspension, cooled with ice, of 5.0 g of sodium hydride (put into the process as a dispersion in mineral oil) in 150 ml of dimethylformamide. The reaction mixture is then stirred at room temperature for 15 min and thereafter heated under reflux for 5 h after the addition of 53.4 g (0.21 mol) of N-(2-bromoethyl)phthalimide. When the resulting reaction mixture has cooled down, it is diluted with 500 ml of ether and the organic phase is washed with water until neutral, dehydrated over sodium sulfate and then concentrated by evaporation under vacuum. The N-[3-(cyano-3-(4-fluorophenyl)-3-(pyrid-2-yl)propyl]phthalimide, oily residue, melting point 154°C (crystallizing from methanol), yield: 48.5 g (63%).
46.25 g (0.12 mol) of N-[3-cyano-3-(4-fluorophenyl)-3-(pyrid-2- yl)propyl]phthalimide in 100 ml of 75% sulfuric acid are heated to 150°C for 5 h. When the reaction mixture is cold, it is poured out on ice, filtered through a glass filter, alkalized with sodium hydroxide solution and extracted with ether. The combined extracts are washed with water, dehydrated over sodium sulfate and concentrated by evaporation under vacuum, and the product obtained is isolated by distillation at 150°-155°C/0.8 mm Hg. 19.1 g (yield: 69%) of the 3-(4-fluorophenyl)-3-(pyrid-2-yl) propylamine are obtained.
1.15 g (5 mmol) of 3-(4-fluorophenyl)-3-(pyrid-2-yl)-propylamine and 1.59 g (5 mmol) of N-benzoyl-diphenylimidocarbonate are stirred together in 20 ml of methylene chloride for 15 min at room temperature. The solvent is distilled off under vacuum and the residue is taken up with 30 ml of pyridine and then heated under reflux for 60 min after the addition of 0.69 g (5.5 mmol) of 3- (imidazol-4-yl)-propylamine. The reaction mixture is concentrated by evaporation under vacuum and the residue is dissolved in dilute acid and extracted with ether to remove the phenol formed in the reaction. Alkalization of the aqueous phase with ammonia is followed by extraction with methylene chloride, and the organic phase is washed with water, dehydrated over sodium sulfate and concentrated by evaporation under vacuum. The crude product is purified by preparative layer chromatography (silica gel 60 PF254, containing gypsum, solvent: chloroform/methanol 99+1, ammoniacal atmosphere). 1.4 g (yield 58%) of N-benzoyl-N'-[3-(4-fluorophenyl)-3-(pyrid-2-yl)propyl]-N"-[3- (imidazol-4-yl)propyl]-guanidine a non-crystalline solid (foam) are obtained (crystallisation from ethyl acetate).
0.97 g (2 mmol) of N-benzoyl-N'-[3-(4-fluorophenyl)-3-(pyrid-2-yl)propyl]-N"- [3-(imidazol-4-yl)propyl]-guanidine are heated under reflux in 45 ml of 18% hydrochloric acid for 6 h. When the reaction mixture has cooled down, the benzoic acid formed is removed by extraction with ether, the aqueous phase is evaporated to dryness under vacuum and the residue is dehydrated in a high vacuum: 0.9 g (yield 92%) of a hygroscopic, non-crystalline N-[3-(4-fluorophenyl)-3-(pyrid-2-yl)propyl]-N'-[3-(imidazol-4-yl)propyl]-guanidine is obtained.

Therapeutic Function

Histamine H2-receptor agonist

arpromidine Preparation Products And Raw materials

Raw materials

Preparation Products

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arpromidine Suppliers

Nantong QuanYi Biotechnology Co., Ltd
Tel
0513-66337626 18051384581
Email
sales@chemhifuture.com
Country
China
ProdList
4870
Advantage
58

106669-71-0, arpromidineRelated Search:


  • arpromidine
  • 1-[3-(4-Fluorophenyl)-3-(2-pyridyl)propyl]-2-[3-(1H-imidazol-4-yl)propyl]guanidine
  • BU-E-50
  • HE-90371
  • Guanidine, N-[3-(4-fluorophenyl)-3-(2-pyridinyl)propyl]-N'-[3-(1H-imidazol-5-yl)propyl]-
  • 106669-71-0