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Amobarbital

Amobarbital Basic information
Product Name:Amobarbital
Synonyms:5-Ethyl-d5-5-(3-methylbutyl)-2,4,6-(1H,3H,5H)-pyrimidinetrione;Mylodor;NSC 10815;nsc10815;Pentymal;Pentymalum;Robarb;Schiwanox
CAS:57-43-2
MF:C11H18N2O3
MW:226.27
EINECS:200-330-7
Product Categories:Heterocycles;Intermediates & Fine Chemicals;Isotope Labeled Compounds;Pharmaceuticals;Miscellaneous
Mol File:57-43-2.mol
Amobarbital Structure
Amobarbital Chemical Properties
Melting point 156-158°C
Boiling point 367.89°C (rough estimate)
density 1.1376 (rough estimate)
refractive index 1.4620 (estimate)
Fp 9℃
storage temp. -20°C
pka8.0(at 25℃)
color bitter crystals or leaflets from water
Water Solubility <0.1 g/100 mL at 18.5 ºC
Stability:Stable. Incompatible with strong oxidizing agents. Hygroscopic.
CAS DataBase Reference57-43-2(CAS DataBase Reference)
NIST Chemistry ReferenceBarbituric acid, 5-ethyl-5-isoamyl-(57-43-2)
EPA Substance Registry SystemAmobarbital (57-43-2)
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 16-36/37-45
RIDADR 3249
WGK Germany 1
HazardClass 6.1(b)
PackingGroup III
HS Code 2933530000
Hazardous Substances Data57-43-2(Hazardous Substances Data)
ToxicityLD50 in mice (mg/kg): 212 s.c. (Irrgang)
DEA Controlled SubstancesCSCN: 2126
CSA SCH: Schedule III
NARC: No
MSDS Information
ProviderLanguage
Amobarbital English
Amobarbital Usage And Synthesis
Chemical PropertiesCrystalline Solid
OriginatorHypnotal,Pharmacal
UsesControlled substance (depressant). Sedative, hypnotic
UsesAmobarbital for binding at complex I to inhibit mitochondrial electron transport. Amobarbital is regulated as a schedule II compound in the United States and intended only for forensic and research purposes.
This product is a qualified Reference Material (RM) that has been manufactured and tested to meet ISO17025 and Guide 34 guidelines. These materials are tested using validated analytical methods on qualified instrumentation to ensure traceability of measurements. All traceable RMs may be distinguished by their CofAs and can be downloaded below using the batch number located on the product label. For a representative CofA please contact our technical support.
UsesSedative, hypnotic. Controlled substance (depressant).
DefinitionChEBI: A member of the class of barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a 3-methylbutyl and an ethyl group at position 5. Amobarbital has been shown to exhibit sedative and hy notic properties.
Manufacturing ProcessBy interaction of malonic acid diethyl ester with sodium ethylate (molar ratio 1:1) and then with ethyl bromide (molar ratio 1:1) was prepared ethylmalonic acid diethyl ester. From ethylmalonic acid diethyl ester and sodium ethylate (molar ratio 1:1) and then with isopentylbromide was synthesized α-ethyl-α- isopentylmalonic acid diethyl ester. By condensation of α-ethyl-α- isopentylmalonic acid diethyl ester with urea in the presence of sodium ethylate was obtained ethyl-isopentylbarbituric acid.
Brand nameAmytal Sodium (Lilly); Talamo (Marion Merrell Dow);Altinal;Alupent-sed;Ambese-la;Amobell;Amsal;Amycal;Amydorm;Amylbarb;Amylobeta;Analgilasa;Appenil;Asthmin;Beatol;Bludex;Calavon;Cuaot;Dexaspan;Dexital;Ergo-lonarid;Estimal;Etamyl;Ifenin;Isoamitil sedante;Isobec;Jalonac;Lonarid n;Medi-trol;Mudeka;Mylodorm sustrel;N 8;Neur-amyl;Novambobarb;Novogen;Obe_slim;Placidel;Protasma;Sedo-rythmodan;Sy-dexam;Transital.
Therapeutic FunctionHypnotic, Antiepileptic
World Health Organization (WHO)Amobarbital is an 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)
General DescriptionWhite crystalline solid with no odor and a slightly bitter taste.
Air & Water ReactionsAmobarbital is hygroscopic . Insoluble in water.
Reactivity ProfileAmines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
HazardMay be a habit forming drug of abuse.
Fire HazardFlash point data for Amobarbital are not available, however, Amobarbital is probably combustible.
Safety ProfileA poison by ingestion,intravenous, intraperitoneal, and subcutaneous routes. Seealso BARBITURATES. When heated to decomposition itemits toxic fumes of NOx.
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