Chlormezanon

Lobak · Rexan · Rilax · Alinam · Bisina · Muskel · win4692 · FENAROL

Identifikatoren & physikalische Daten

CAS No.	102818-66-6
Summenformel	C11H12ClNO3S
Durchschnittliche Molmasse	273,74 g/mol
Monoisotopische Masse	273,02264192 g/mol
SMILES	CN1C(=O)CCS(=O)(=O)C1c1ccc(Cl)cc1
InChIKey	WEQAYVWKMWHEJO-UHFFFAOYSA-N
PubChem CID	2717
ChEMBL	CHEMBL1200714
ChEBI	CHEBI:3619
EC No.	201-307-4
DTXSID	DTXSID3022798
Lokaler Name	Chlormezanon

Chemische & physikalische Eigenschaften

XLogP	1,1
Polarare Oberfläche (TPSA)	62,8
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	3
Frei drehbare Bindungen	1
Schwere Atome	17
Formalladung	0
Komplexität	395
LogP (Verteilungskoeffizient)	1.3
Color/Form	CRYSTALS
Löslichkeit	SOL (% WT/VOL) @ 25 °C: LESS THAN 0.25% IN WATER, LESS THAN 1.0% IN 95% ETHANOLFREELY SOL IN CHLOROFORMSLIGHTLY SOL IN DIETHYL ETHERSPARINGLY SOL IN N-HEXANE1.61e+00 g/LChloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Human Drugs	FDA approved drugs -> Active ingredientPharmaceuticals
Schmelzpunkt	116.2-118.6116.2-118.2 °C116.2 °C114 °C
Physical Description	Solid
Collision Cross Section	154.1 Å² [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID3022798]156.85 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]158.2 Å² [M+H]+ [CCS Type: TW
Siedepunkt	534.5±50.0 °C(Predicted)
Dichte	1.2205 (rough estimate)
Brechungsindex	1.6300 (estimate)
Lagerbedingungen	Sealed in dry,Room Temperature
Aggregatzustand	Solid
pKa (Säurekonstante)	-2.37±0.40(Predicted)
Farbe	White to Pale Yellow
Merck	14,2106
InChI	InChI=1S/C11H12ClNO3S/c1-13-10(14)6-7-17(15,16)11(13)8-2-4-9(12)5-3-8/h2-5,11H,6-7H2,1H3
InChIKey	WEQAYVWKMWHEJO-UHFFFAOYSA-N
SMILES	S1(=O)(=O)CCC(=O)N(C)C1C1=CC=C(Cl)C=C1
NIST chemische Informationen	Chlormezanone(80-77-3)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory.
Weitere Sicherheitsinformationen	IMAP assessments - 4H-1,3-Thiazin-4-one, 2-(4-chlorophenyl)tetrahydro-3-methyl-, 1,1-dioxide: Environment tier I assessment
Hazard Classes and Categories	Acute Tox. 4 (100%)
Wechselwirkungen	CHLORMEZANONE MAY LOWER TOLERANCE OF PATIENTS TO ALCOHOL...POSSIBLE ADDITIVE EFFECTS /WITH CHLORMEZANONE &/ CNS DEPRESSANTS SUCH AS ALCOHOL, PHENOTHIAZINES, BARBITURATES, NARCOTICS, OTHER PSYCHOTHERAPEUTIC AGENTS, & MONOAMINE OXIDASE INHIBITORS.
Toxizitätsübersicht	Chlormezanone binds to central benzodiazepine receptors which interact allosterically with GABA receptors. This potentiates the effects of the inhibitory neurotransmitter GABA, increasing the inhibition of the ascending reticular activating system and blocking the cortical and limbic arousal that occurs following stimulation of the reticular pathways.
Signs and Symptoms	Symptoms of overdose include drowsiness, weakness, nausea, dizziness, abdominal pain, cerebral oedema and renal tubular necrosis, hyperglycaemia and hypoglycaemia, liver damage, encephalopathy, coma and death.
Human Toxicity Excerpts	...COMMONLY PRODUCE DROWSINESS, DIZZINESS, HEADACHE, BLURRED VISION, WEAKNESS, LETHARGY, ATAXIA, & NYSTAGMUS. NAUSEA, VOMITING, HEARTBURN, & ABDOMINAL DISTRESS...ESP AFTER LARGE ORAL DOES. ...SKIN RASH & PRURITUS &, RARELY, ANAPHYLACTOID REACTIONS & LEUKOPENIA. /CENTRALLY ACTING MUSCLE RELAXANTS/INCIDENCE OF UNTOWARD REACTIONS IS ABOUT 3% & MINOR IN NATURE...MALAISE, EXCITEMENT... PETECHIAE, OR ECCHYMOSES SOMETIMES DEVELOPLIVER DAMAGE...OR ANGIONEUROTIC EDEMA ARE RARE.LETHARGY & FLUSHING HAVE BEEN OBSERVED & JAUNDICE HAS OCCURRED RARELY....ORAL TOXICITY LESS THAN MEPROBAMATE, ZOXAZOLAMINE, OR METHOCARBAMOL. ... IN CLINICAL TRIALS ONLY 2.3% OF 4653 PT HAS SIDE EFFECTS... OVERDOSAGE UP TO 10 G HAS NOT CAUSED DEATH. EVEN LARGE AMT PRODUCE ONLY MILD SIDE EFFECTS.

Anwendungen & Verwendung

Verwenden

Chlormezanone improves the emotional state of the patient, relieving moderate anxiety and stress. However, it has a number of side effects, and because it does not have any advantage over other anxiolytics, it is rarely used in practice.