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7601-55-0

7601-55-0 Structure

7601-55-0 Structure
IdentificationBack Directory
[Name]

TETRANDRINI DIMETHIODIDUM
[CAS]

7601-55-0
[Synonyms]

Metubine
methyl-curarin
metubineiodide
metocurineiodide
TETRANDRINI DIMETHIODIDUM
dimethyltubocurarineiodide
Dimethylchondrocurarineiodide
d-tubocurarineiodidedimethylether
dimethyletherofd-tubocurarineiodide
(+)-o,o’-dimethylchondrocurarinediiodide
6,6’,7’,12’-tetramethoxy-2,2,2’,2’-tetramethyl-tubocuraraniudiiodide
6,6’,7’,12’-tetramethoxy-2,2,2’,2’-tetramethyltubocuraraniumdiiodide
Tubocuraranium, 6,6',7',12'-tetramethoxy-2,2,2',2'-tetramethyl-, diiodide
[EINECS(EC#)]

231-510-3
[Molecular Formula]

C40H48I2N2O6
[MDL Number]

MFCD00867765
[MOL File]

7601-55-0.mol
[Molecular Weight]

906.63
Chemical PropertiesBack Directory
[alpha ]

D22 +148 to +158° (c = 0.25)
Safety DataBack Directory
[RIDADR ]

3249
[HazardClass ]

6.1(b)
[PackingGroup ]

III
Hazard InformationBack Directory
[Originator]

Metubine Iodide,Lilly,US,1949
[Uses]

Metocurine Iodide is used as Zika virus protease inhibitor.
[Uses]

Neuromuscular blocking agent.
[Definition]

ChEBI: Metocurine iodide is an aromatic ether.
[Manufacturing Process]

50 grams of crude, tarry curare as received in commerce and containing about 20% of d-tubocurarine are suspended in 400 cc of 0.5 N methanolic potassium hydroxide, and the mixture is boiled for ten minutes. The dark
own insoluble material is filtered off and the filtrate is treated with 50 cc of methyl iodide and refluxed gently for about 8 hours. An additional amount of 25 cc of methyl iodide is added to the reaction mixture and the refluxing is continued for 8 hours.
The reaction mixture is evaporated to a small volume, whereupon the dtubocurarine dimethyl ether iodide precipitates. The precipitate is filtered off and dissolved in boiling water. The hot solution is treated with a small amount of decolorizing carbon, the carbon filtered off and the filtrate cooled to about 0°C. The dimethyl ether of d-tubocurarine iodide crystallizes in white crystals which melt at about 267°-270°C with decomposition.
[Brand name]

Metubine Iodide (Lilly).
[Therapeutic Function]

Muscle relaxant
[General Description]

Metocurine iodide, ( )-O,O -dimethylchondrocurarine diiodide (Metubine iodide),is prepared from natural crude curare by extracting the curarewith methanolic potassium hydroxide. When theextract is treated with an excess of methyl iodide, the ( )-tubocurarine is converted to the diquaternary dimethylether and crystallizes out as the iodide (see “TubocurarineChloride”). Other ethers besides the dimethyl ether havebeen made and tested. For example, the dibenzyl ether wasone third as active as tubocurarine chloride, and the diisopropylcompound had only one half the activity. For comparison,the dimethyl ether has approximately 4 times theactivity of tubocurarine chloride.
The pharmacological action of this compound is the sameas that of tubocurarine chloride, namely, a nondepolarizingcompetitive blocking effect on the motor end plate of skeletalmuscles. It is considerably more potent than d-tubocurarine,however, and has the added advantage of exerting much lesseffect on respiration. The effect on respiration is not a significantfactor in therapeutic doses. Accidental overdosage iscounteracted best by forced respiration.
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