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57-43-2

57-43-2 Structure

57-43-2 Structure
IdentificationMore
[Name]

Amobarbital
[CAS]

57-43-2
[Synonyms]

5-ethyl-5-(3-methylbutyl)-2,4,6(1h,3h,5h)-pyrimidinetrione
5-ethyl-5-(3-methylbutyl)barbituric acid
5-ethyl-5-isoamylmalonyl urea
AMOBARBITAL
2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(3-methylbutyl)-
5-Ethyl-5-(3-methylbutyl)-barbitursαure
5-Ethyl-5-isoamylbarbituric acid
5-ethyl-5-isoamylbarbituricacid
5-Ethyl-5-isopentyl-2,4,6(1H,3H,5H)-pyrimidinetrione
5-Ethyl-5-isopentylbarbituric acid
5-ethyl-5-isopentyl-barbituricaci
5-ethyl-5-isopentylbarbituricacid
5-Ethyl-5-iso-pentylbarbituricacid
5-Ethyl-iso-amylbarbituricacid
5-Isoamyl-5-ethylbarbituric acid
5-isoamyl-5-ethylbarbituricacid
6(1h,3h,5h)-pyrimidinetrione,5-ethyl-5-(3-methylbutyl)-4
Amal
Amasust
Amital
[EINECS(EC#)]

200-330-7
[Molecular Formula]

C11H18N2O3
[MDL Number]

MFCD00057558
[Molecular Weight]

226.27
[MOL File]

57-43-2.mol
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[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
[pka]

8.0(at 25℃)
[color ]

bitter crystals or leaflets from water
[Stability:]

Stable. Incompatible with strong oxidizing agents. Hygroscopic.
[Water Solubility ]

<0.1 g/100 mL at 18.5 ºC
[Usage]

Controlled substance (depressant). Sedative, hypnotic
[CAS DataBase Reference]

57-43-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Barbituric acid, 5-ethyl-5-isoamyl-(57-43-2)
[EPA Substance Registry System]

57-43-2(EPA Substance)
Safety DataBack Directory
[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 Data]

57-43-2(Hazardous Substances Data)
[Toxicity]

LD50 in mice (mg/kg): 212 s.c. (Irrgang)
[DEA Controlled Substances]

CSCN: 2126
CSA SCH: Schedule III
NARC: No
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Urea-->Bromoethane-->Activated carbon,decolor-->Diethyl ethyl(isoamyl)malonate-->2-Methylbutane-->Diethyl isoamylmalonate-->sulfonated oil-->1-Bromo-3-methylbutane-->DIETHYLMALONIC ACID
[Preparation Products]

Amytal sodium
Hazard InformationBack Directory
[General Description]

White crystalline solid with no odor and a slightly bitter taste.
[Reactivity Profile]

Amines 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.
[Air & Water Reactions]

This compound is hygroscopic . Insoluble in water.
[Fire Hazard]

Flash point data for this compound are not available, however, AMOBARBITAL is probably combustible.
[Chemical Properties]

Crystalline Solid
[Originator]

Hypnotal,Pharmacal
[Uses]

Amobarbital 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.
[Uses]

Controlled substance (depressant). Sedative, hypnotic
[Uses]

Sedative, hypnotic. Controlled substance (depressant).
[Definition]

ChEBI: 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 Process]

By 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 name]

Amytal 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 Function]

Hypnotic, 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)
[Hazard]

May be a habit forming drug of abuse.
[Safety Profile]

A poison by ingestion,intravenous, intraperitoneal, and subcutaneous routes. Seealso BARBITURATES. When heated to decomposition itemits toxic fumes of NOx.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Amobarbital(57-43-2).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Amobarbital(57-43-2)1HNMR
Amobarbital(57-43-2)13CNMR
Amobarbital(57-43-2)IR1
Amobarbital(57-43-2)Raman
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