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Dioxone

Dioxone structure

Dioxone 

structure
  • CAS No:

    702-54-5

  • Formula:

    C8H13NO3

  • Chemical Name:

    Dioxone

  • Synonyms:

    2H-1,3-Oxazine-2,4(3H)-dione,5,5-diethyldihydro-;5,5-Diethyldihydro-2H-1,3-oxazine-2,4(3H)-dione;L 1811;5,5-Diethyl-1,3-oxazin-2,4-dione;5,5-Diethyl-1,3-oxazine-2,4-dione;Persisten;Tocen;Diethadione;Dioxone;Dietroxin;Ledosten;Toce;NSC 169418

Description

Diethadione is an oxazinane.

Dioxone Basic Attributes

171.196

171.19

211-867-1

Z0SPD4Z01X

169418

DTXSID0061032

CRYSTALS FROM ETHER

Characteristics

55.4

1.38800

1.069g/cm3

97-98 °C

1.44

LD50 in mice, rats (mg/kg): 52, 31.6 i.p.; 130, 70.5 orally (Maffii)

Toxicity

EFFECTS OF ANTIEPILEPTIC DRUGS ADMINISTERED 1-4 DAYS BEFORE ON CONVULSANT EFFECTS OF DIOXONE WERE STUDIED IN MICE. METHYLPHENOBARBITAL, PRIMIDONE & METHOIN ENHANCED THE EFFECT WHEN GIVEN 2 DAYS PRIOR TO DIOXONE ADMINISTRATION. SODIUM PHENYTOIN HAD AN ANTICONVULSANT EFFECT IN THE FIRST 2 DAYS & AFTER 4 DAYS THE DOSAGE OF DIOXONE NECESSARY TO INDUCE CONVULSIONS IN 50 OF THE ANIMALS WAS DIMINISHED.|THE HYPNOTICS, PENTOBARBITONE SODIUM & HYDROXYDIONE WERE TITRATED BY DIETHADIONE USING HYPNOSIS IN 50 MICE AS THE TITRATION END-POINT. ANTAGONISM OF HYPNOSIS BY DIETHADIONE MAY BE COMPETITIVE OR NONCOMPETITIVE.|THE QUANTITY OF HYPNOTIC, AMYLOBARBITONE SODIUM, REQUIRED TO MAINTAIN THE TITRATION END-POINT HYPNOSIS IN 50 MICE IN PRESENCE OF INCREASING DOSES OF ANALEPTICS SUCH AS BEMEGRIDE, DIETHADIONE, PICROTOXIN, PENTYLENETETRAZOLE, & BETA-SPIROCYCLOPENTANEGLUTARIMIDE WAS STUDIED. WITH THE EXCEPTION OF PICROTOXIN, TITRATION CURVES SHOWED A REVERSAL IN SLOPE AT THE HIGHEST DOSES, & DIETHADIONE ENHANCED THE DEPRESSANT ACTION OF THE HYPNOTIC. THESE ANALEPTICS & THE HYPNOTIC PROBABLY ALL ACT AT THE SAME EXCITATORY SYNAPSES, THE FORMER AS AGONISTS & THE LATTER AS COMPETITIVE OR NONCOMPETITIVE ANTAGONIST.

Drug Information

IN RAT & RABBIT SERUM DIOXONE WAS BOUND MAINLY BY GLOBULINS & A SMALL EXTENT ALSO BY ALBUMINS.

Dioxone Use and Manufacturing

Methods of Manufacturing

TESTA ET AL, J ORG CHEM 24, 1928 (1959); BRITISH PATENT 855,244 (1960 TO LEPETIT, SPA).|PROBABLY BY REACTION OF ALPHA,ALPHA-DIETHYL-BETA-CARBAMOYLOXYPROPIONIC ACID WITH THIONYL CHLORIDE FOLLOWED BY REACTION WITH PYRIDINE

Uses

MEDICATION: CNS STIMULANT|ANALEPTIC AGENT

Production

(1981) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.

2H-1,3-Oxazine-2,4(3H)-dione, 5,5-diethyldihydro-: INACTIVE

Computed Properties

Molecular Weight:171.19
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:171.08954328
Monoisotopic Mass:171.08954328
Topological Polar Surface Area:55.4
Heavy Atom Count:12
Complexity:208
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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