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HomeProduct name listSECOBARBITAL

SECOBARBITAL

Synonym(s):5-(1-Methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione;5-Allyl-5-(1-methylbutyl)barbituric acid;Quinalbarbitone;Seconal

  • CAS NO.:76-73-3
  • Empirical Formula: C12H18N2O3
  • Molecular Weight: 238.28
  • MDL number: MFCD00056088
  • EINECS: 200-982-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 09:02:50
SECOBARBITAL Structural

What is SECOBARBITAL?

Toxicity

Symptoms of an overdose typically include sluggishness, incoordination, difficulty in thinking, slowness of speech, faulty judgment, drowsiness or coma, shallow breathing, staggering, and in severe cases coma and death.

Description

Secobarbital (CRM) (Item No. 21707) is a certified reference material categorized as a barbiturate. It extends intoxication and increases withdrawal effects in patients with a family history of alcoholism. Secobarbital is regulated as a Schedule II compound in the United States. Secobarbital (CRM) (Item No. 21707) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

The Uses of SECOBARBITAL

Barbiturates are being widely used as antiepileptics, hypnotics, and anesthetics Controlled substance.

Background

Secobarbital (marketed by Eli Lilly and Company under the brand names Seconal and Tuinal) is a barbiturate derivative drug with anaesthetic, anticonvulsant, sedative and hypnotic properties. It is commonly known as quinalbarbitone in the United Kingdom.

Indications

For the Short-term treatment of intractable insomnia for patients habituated to barbiturates

Definition

ChEBI: A member of the class of barbiturates that is barbituric acid in which the hydrogens at position 5 are substituted by prop-2-en-1-yl and pentan-2-yl groups.

brand name

Seconal(Lilly);Seconal sodium;Tuinal.

World Health Organization (WHO)

Secobarbital is a short to intermediate-acting barbiturate which is controlled under Schedule III of the 1971 Convention on Psychotropic Substances. See WHO comment for barbiturates. (Reference: (UNCPS3) United Nations Convention on Psychotropic Substances (III), , , 1971)

Pharmacokinetics

Secobarbital, a barbiturate, is used for the induction of anesthesia prior to the use of other general anesthetic agents and for induction of anesthesia for short surgical, diagnostic, or therapeutic procedures associated with minimal painful stimuli. Little analgesia is conferred by barbiturates; their use in the presence of pain may result in excitation.

Metabolism

Not Available

Purification Methods

It is purified by dissolving the sodium salt [309-43-3] in 10% HCl which precipitates the acid form that is extracted into Et2O. The extract is dried (Na2SO4) and evaporated. The residue is then purified by repeated crystallisation from CHCl3. [Buchet & Sandorfy J Phys Chem 88 3274 1984, Beilstein 24 III/IV 2013.]

Properties of SECOBARBITAL

Melting point: 98°C
Boiling point: 380.88°C (rough estimate)
Density  1.1343 (rough estimate)
refractive index  1.4760 (estimate)
Flash point: 11 °C
storage temp.  2-8°C
solubility  Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
pka 7.81±0.10(Predicted)
form  neat
Water Solubility  1.728g/L(24 ºC)
EPA Substance Registry System 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propen-1-yl)- (76-73-3)

Safety information for SECOBARBITAL

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for SECOBARBITAL

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