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HCID 4099Erstellt: 4. November 2026

Metharbital

Methylbarbital · an23 · AN 23 · sch412 · Gemonal · Gemonil · Gemonit · Sch 412

Identifikatoren & physikalische Daten

CAS No.	50-11-3
Summenformel	C9H14N2O3
Durchschnittliche Molmasse	198,22 g/mol
Monoisotopische Masse	198,10044231 g/mol
SMILES	CCC1(CC)C(=O)NC(=O)N(C)C1=O
InChIKey	FWJKNZONDWOGMI-UHFFFAOYSA-N
PubChem CID	4099
ChEMBL	CHEMBL450
ChEBI	CHEBI:31827
EC No.	200-011-2
DTXSID	DTXSID6023280
Lokaler Name	Metharbital

Chemische & physikalische Eigenschaften

XLogP	1,2
Polarare Oberfläche (TPSA)	66,5
H-Brücken-Donoren	1
H-Brücken-Akzeptoren	3
Frei drehbare Bindungen	2
Schwere Atome	14
Formalladung	0
Komplexität	294
Arzneimittel	DEA NFLIS-Drug Category -> Depressants and TranquilizersPharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Barbiturates
SpringerMaterials Properties	Nuclear quadrupole resonance spectroscopy
LogP (Verteilungskoeffizient)	0.61.15
Löslichkeit	1.95e+01 g/LDMSO (Slightly), Methanol (Slightly)987mg/L(room temperature)
Human Drugs	FDA approved drugs -> Active ingredient
Schmelzpunkt	150.5 °C155°
Physical Description	Solid
Dissociation Constants	8.01 (at 25 °C)
Siedepunkt	335.53°C (rough estimate)
Dichte	1.2119 (rough estimate)
Brechungsindex	1.4922 (estimate)
pKa (Säurekonstante)	8.45: Fox, Shugar, Bull. Soc. Chim. Belg. 61, 44 (1952)
Aggregatzustand	Solid
Farbe	White to Off-White

Sicherheit & Vorschriften

GHS-Einstufung	WarningH400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]P273, P391, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gesundheitliche Auswirkungen	May cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease.
Toxizitätsübersicht	Metharbital binds at a distinct binding site associated with a Cl<sup>-</sup> ionopore at the GABA<sub>A</sub> receptor, increasing the duration of time for which the Cl<sup>-</sup> ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. All of these effects are associated with marked decreases in GABA-sensitive neuronal calcium conductance (gCa). The net result of barbiturate action is acute potentiation of inhibitory GABAergic tone. Barbiturates also act through potent (if less well characterized) and direct inhibition of excitatory AMPA-type glutamate receptors, resulting in a profound suppression of glutamatergic neurotransmission.
Signs and Symptoms	Signs of overdose include confusion (severe), decrease in or loss of reflexes, drowsiness (severe), fever, irritability (continuing), low body temperature, poor judgment, shortness of breath or slow or troubled breathing, slow heartbeat, slurred speech, staggering, trouble in sleeping, unusual movements of the eyes, weakness (severe).
Carcinogen Classification	No indication of carcinogenicity to humans (not listed by IARC).
UN-Transportnummer	3249
Gefahrenklasse	6.1(b)
Verpackungsgruppe	III

CAS No.

50-11-3

Summenformel

C9H14N2O3

Durchschnittliche Molmasse

198,22 g/mol

Monoisotopische Masse

198,10044231 g/mol

SMILES

CCC1(CC)C(=O)NC(=O)N(C)C1=O

InChIKey

FWJKNZONDWOGMI-UHFFFAOYSA-N

PubChem CID

4099

ChEMBL

CHEMBL450

ChEBI

CHEBI:31827

EC No.

200-011-2

DTXSID

DTXSID6023280

Lokaler Name

Metharbital

Chemische & physikalische Eigenschaften

XLogP

1,2

Polarare Oberfläche (TPSA)

66,5

H-Brücken-Donoren

H-Brücken-Akzeptoren

Frei drehbare Bindungen

Schwere Atome

Formalladung

Komplexität

294

Arzneimittel

DEA NFLIS-Drug Category -> Depressants and TranquilizersPharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Barbiturates

SpringerMaterials Properties

Nuclear quadrupole resonance spectroscopy

LogP (Verteilungskoeffizient)

0.61.15

Löslichkeit

1.95e+01 g/LDMSO (Slightly), Methanol (Slightly)987mg/L(room temperature)

Human Drugs

FDA approved drugs -> Active ingredient

Schmelzpunkt

150.5 °C155°

Physical Description

Solid

Dissociation Constants

8.01 (at 25 °C)

Siedepunkt

335.53°C (rough estimate)

Dichte

1.2119 (rough estimate)

Brechungsindex

1.4922 (estimate)

pKa (Säurekonstante)

8.45: Fox, Shugar, Bull. Soc. Chim. Belg. 61, 44 (1952)

Aggregatzustand

Solid

Farbe

White to Off-White

Sicherheit & Vorschriften

GHS-Einstufung

WarningH400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]P273, P391, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Gesundheitliche Auswirkungen

May cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease.

Toxizitätsübersicht

Metharbital binds at a distinct binding site associated with a Cl- ionopore at the GABAA receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. All of these effects are associated with marked decreases in GABA-sensitive neuronal calcium conductance (gCa). The net result of barbiturate action is acute potentiation of inhibitory GABAergic tone. Barbiturates also act through potent (if less well characterized) and direct inhibition of excitatory AMPA-type glutamate receptors, resulting in a profound suppression of glutamatergic neurotransmission.

Signs and Symptoms

Signs of overdose include confusion (severe), decrease in or loss of reflexes, drowsiness (severe), fever, irritability (continuing), low body temperature, poor judgment, shortness of breath or slow or troubled breathing, slow heartbeat, slurred speech, staggering, trouble in sleeping, unusual movements of the eyes, weakness (severe).

Carcinogen Classification

No indication of carcinogenicity to humans (not listed by IARC).

UN-Transportnummer

3249

Gefahrenklasse

6.1(b)

Verpackungsgruppe

III