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Contents

   



(Top)
 


1 Synthesis  





2 References  














Bupicomide






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From Wikipedia, the free encyclopedia
 


Bupicomide
Names
Preferred IUPAC name

5-Butylpyridine-2-carboxamide

Other names

Sch-10595; Fusaramide[1]

Identifiers

CAS Number

3D model (JSmol)

ChEMBL
ChemSpider
ECHA InfoCard 100.041.024 Edit this at Wikidata

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C10H14N2O/c1-2-3-4-8-5-6-9(10(11)13)12-7-8/h5-7H,2-4H2,1H3,(H2,11,13)

    Key: VKSPIPWLHGKJQO-UHFFFAOYSA-N

  • InChI=1/C10H14N2O/c1-2-3-4-8-5-6-9(10(11)13)12-7-8/h5-7H,2-4H2,1H3,(H2,11,13)

    Key: VKSPIPWLHGKJQO-UHFFFAOYAT

  • O=C(c1ncc(cc1)CCCC)N

Properties

Chemical formula

C10H14N2O
Molar mass 178.235 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Bupicomide is a chemical compound created and manufactured by Lanospharma Laboratories Company, Ltd. It is used experimentally as a beta blocker and clinically as a strong vasodilator with the noted side effects of reduced systolic, diastolic and mean arterial pressure.[2][3][4]

Synthesis

[edit]

As the result of the screening program examining microbial fermentation products for pharmacological activity (other than antibiotic activity), fusaric acid was isolated from Fusarium oxysporum following the discovery that extracts were potent inhibitors of DBH, and thus interfered with the biosynthesis of the pressor neurohormone, norepinephrine. To refine this lead, amidation via the acid chloride was carried out to give antihypertensive analog bupicomide.[5]

References

[edit]
  1. ^ Bupicomide, Chemical Book
  • ^ Chrysant, SG; Adamopoulos, P; Tsuchiya, M; Frohlich, ED (1976). "Systemic and renal hemodynamic effects of bupicomide: A new vasodilator". American Heart Journal. 92 (3): 335–9. doi:10.1016/s0002-8703(76)80114-7. PMID 782220.
  • ^ Velasco, M; Gilbert, CA; Rutledge, CO; McNay, JL (1975). "Antihypertensive effect of a dopamine beta hydroxylase inhibitor, bupicomide: A comparison with hydralazine". Clinical Pharmacology and Therapeutics. 18 (2): 145–53. doi:10.1002/cpt1975182145. PMID 1097150. S2CID 19966617.
  • ^ Velasco, M.; McNay, J. L. (1977). "Physiologic mechanisms of bupicomide- and hydralazine-induced increase in plasma renin activity in hypertensive patients". Mayo Clinic Proceedings. 52 (7): 430–2. PMID 875465.
  • ^ DE 2217084, Kuniteru, Shimizu; Ushijima, Ryosuke & Sugiura, Kohsuke et al., "Verfahren zur Herstellung von 5-Alkylpyridin-derivaten [Process for the preparation of 5-alkylpyridine derivatives]", published 1972-10-19, assigned to Banyu Pharmaceutical Co. Ltd. and Hiroyoshi Hidaka 

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  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Bupicomide&oldid=1129875155"

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    This page was last edited on 27 December 2022, at 14:44 (UTC).

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