Butalamine

Last updated
Butalamine
Butalamine.png
Clinical data
ATC code
Identifiers
  • N,N-Dibutyl-N'-(3-phenyl-1,2,4-oxadiazol-5-yl)ethane-1,2-diamine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.040.708 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C18H28N4O
Molar mass 316.449 g·mol−1
3D model (JSmol)
  • n1c(onc1c2ccccc2)NCCN(CCCC)CCCC

Butalamine is a vasodilator. [1]

Synthesis

The reaction of benzamidoxime (1) with chlorine and subsequent reaction with cyanamide (3) gives 5-amino-3-phenyl-1,2,4-oxadiazole (4). [2] [3] [4] Base catalyzed alkylation with dibutylaminoethyl chloride (5) completes the synthesis of butalamine (6).

Synthesis of butalamine Butalamine synthesis.svg
Synthesis of butalamine

References

  1. ↑ Sterne J (April 1976). "[Butalamine hydrochloride. A new vasoactive substance]". Fortschritte Der Medizin (in German). 94 (11): 657–9. PMID   823083.
  2. ↑ Aron-samuel Jan Marcel Didier, FR3334M (1965 to Jan Marcel).
  3. ↑ Japan. Pat., 76 108 068, (1976); CA, 87, 5981b
  4. ↑ Aron-Samuel Jan Marcel Didier, Sterne Jean Jacques, U.S. patent 3,338,899 (1967 to).


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