Bemegride

Jump to: navigation, search
Bemegride
Bemegride.png
Clinical data
Trade namesMikedimide (Panray), Eukraton (Nordmark), Malysol (Arco, Switzerland), Megimide (Nicholas)
SynonymsMethetharimide
β,β-methylethylglutarimide
AHFS/Drugs.comInternational Drug Names
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC8H13NO2
Molar mass155.194 g/mol
3D model (JSmol)
Melting point127 °C (260.6 °F)
  (verify)

WikiDoc Resources for Bemegride

Articles

Most recent articles on Bemegride

Most cited articles on Bemegride

Review articles on Bemegride

Articles on Bemegride in N Eng J Med, Lancet, BMJ

Media

Powerpoint slides on Bemegride

Images of Bemegride

Photos of Bemegride

Podcasts & MP3s on Bemegride

Videos on Bemegride

Evidence Based Medicine

Cochrane Collaboration on Bemegride

Bandolier on Bemegride

TRIP on Bemegride

Clinical Trials

Ongoing Trials on Bemegride at Clinical Trials.gov

Trial results on Bemegride

Clinical Trials on Bemegride at Google

Guidelines / Policies / Govt

US National Guidelines Clearinghouse on Bemegride

NICE Guidance on Bemegride

NHS PRODIGY Guidance

FDA on Bemegride

CDC on Bemegride

Books

Books on Bemegride

News

Bemegride in the news

Be alerted to news on Bemegride

News trends on Bemegride

Commentary

Blogs on Bemegride

Definitions

Definitions of Bemegride

Patient Resources / Community

Patient resources on Bemegride

Discussion groups on Bemegride

Patient Handouts on Bemegride

Directions to Hospitals Treating Bemegride

Risk calculators and risk factors for Bemegride

Healthcare Provider Resources

Symptoms of Bemegride

Causes & Risk Factors for Bemegride

Diagnostic studies for Bemegride

Treatment of Bemegride

Continuing Medical Education (CME)

CME Programs on Bemegride

International

Bemegride en Espanol

Bemegride en Francais

Business

Bemegride in the Marketplace

Patents on Bemegride

Experimental / Informatics

List of terms related to Bemegride

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Bemegride (also marketed as Megimide) is a central nervous system stimulant and antidote for barbiturate poisoning[1] as its chemoreceptor agonism increases mean tidal volume, thereby increasing respiration and the concentration of O2 in blood although it may be theoretically used as a supportive measure in treating any depressant overdose. The drug's synthesis was invented in 1911.[2]

John Bodkin Adams case

Bemegride is notable in legal history as the drug suspected serial killer Dr John Bodkin Adams failed to prescribe correctly to his patient Gertrude Hullett. Hullett took an overdose of barbiturates on 19 July 1956 but Adams only gave her a single 10cc dose of bemegride three days later on the 22nd, despite having acquired 100cc for her treatment. Hullett died the next day on 23 July 1956. Adams was charged but never tried for her murder.[3]

Animal use

Bemegride is also used to induce convulsions in experimental animals.[4]

Synthesis

Bemegride synthesis:[2]

The original synthesis involves first the condensation of methylethylketone with two equivalents of cyanoacetamide. The product can be rationalized by assuming first aldol condensation of ketone and active methylene compound followed by dehydration to give 3. Conjugate addition of a second molecule of cyanoacetamide would afford 4. Addition of one of the amide amines to the nitrile would then afford the iminonitrile 5. The observed product 6 can be rationalized by assuming loss of the carboxamide under strongly basic conditions. Decarboxylative hydrolysis of 6 then leads to bemigride 7.

References

  1. Hofmeister, Alfred (2000). "Analeptics". Ullmann's Encyclopedia of Industrial Chemistry: 1–2. doi:10.1002/14356007.a02_267.
  2. 2.0 2.1 Thole, Ferdinand Bernard; Thorpe, Jocelyn Field (1911). "LIII.—The formation and reactions of iminocompounds. Part XV. The production of imino-derivatives of piperidine leading to the formation of the ββ-disubstituted glutaric acids". Journal of the Chemical Society, Transactions. 99: 422–448. doi:10.1039/CT9119900422.
  3. Cullen, Pamela V., A Stranger in Blood: The Case Files on Dr John Bodkin Adams, London, Elliott & Thompson, 2006, ISBN 1-904027-19-9
  4. Definition: bemegride from Online Medical Dictionary

Linked-in.jpg