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Alibendol

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Alibendol Basic information

Product Name:
Alibendol
Synonyms:
  • hydroxy-2methoxy-3allyl-5n-(beta-hydroxyethyl)benzamide
  • Alibendol ,2-hydroxy-3-methoxy-5-allyl-N-(C-hydroxyethyl)-benzamide
  • 5-Allyl-2-hydroxy-N-(2-hydroxyethyl)-3-methoxybenzamide
  • 5-Allyl-N-(2-hydroxyethyl)-3-methoxysalicylamide
  • Cebera
  • H-3774
  • PC-54
  • 2-hydroxy-N-(2-hydroxyethyl)-3-methoxy-5-prop-2-enylbenzamide
CAS:
26750-81-2
MF:
C13H17NO4
MW:
251.28
EINECS:
247-960-9
Product Categories:
  • Inhibitors
  • Aromatics
  • Active Pharmaceutical Ingredients
  • API
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
26750-81-2.mol
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Alibendol Chemical Properties

Melting point:
97-99°C
Boiling point:
402.4±45.0 °C(Predicted)
Density 
1.192±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO, Methanol
form 
Solid
pka
8.59±0.48(Predicted)
color 
White
λmax
316nm(EtOH)(lit.)
Merck 
14,244
CAS DataBase Reference
26750-81-2(CAS DataBase Reference)
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Safety Information

RTECS 
CU8730000
HS Code 
2924.29.7790
Toxicity
LD50 in Swiss male mice (mg/kg): >3000 orally; >2000 s.c.; 209 i.p.; 217 i.v. (Clémence)
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Alibendol Usage And Synthesis

Chemical Properties

White Solid

Originator

Cebera ,Bouchara ,France ,1981

Uses

An amide analog of Eugenol, and is used therapeutically as an antispasmodic.

Uses

Alibendol is an antispasmodic,choleretic, and cholekinetic.

Definition

ChEBI: Alibendol is a member of salicylamides.

Manufacturing Process

36 g of ethyl ester of 2-hydroxy-3-methoxy-5-allyl-benzoic acid [obtained by the process described by Pearl, et al., J. Amer. Chem. Soc., Vol. 71, 1067- 1068 (1949)] and 61 g of ethanolamine were admixed and left to stand for 1 hour at ambient temperature after which it was heated for 1 hour at 120°C. The mixture was extracted with chloroform and the organic phases were washed with half diluted hydrochloric acid, then with water, and the chloroform evaporated off. The residue, after recrystallization from benzene, was a 78% yield of 2-hydroxy-3-methoxy-5-allyl-N-(β-hydroxyethyl)- benzamide having a melting point of 95°C. The product appeared in the form of colorless crystals which were insoluble in water and soluble in dilute sodium hydroxide.

Therapeutic Function

Choleretic, Spasmolytic

Alibendol Preparation Products And Raw materials

Raw materials

AlibendolSupplier

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