ALPHA-(-)-THUJONE

CAS No.：546-80-5

Important Notice

This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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ALPHA-(-)-THUJONE Basic information

Uses

Product Name:	ALPHA-(-)-THUJONE
Synonyms:	(1s,4r,5r)-(-)-3-thujanon;3-Thujanone, (-)-;3-Thujanone, (1S,4R,5R)-(-)-;4-methyl-1-(1-methylethyl)-,[1S-(1.alpha.,4.alpha.,5.alpha.)]-Bicyclo[3.1.0]hexan-3-one;4-Methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one;6-Ketosabinane;THUJONE, ALPHA-(-)-;(-)-ALPHA-THUJONE
CAS:	546-80-5
MF:	C10H16O
MW:	152.23
EINECS:	208-912-2
Product Categories:	Organics
Mol File:	546-80-5.mol

ALPHA-(-)-THUJONE Chemical Properties

Melting point	181℃
alpha	D20 -19.2°
Boiling point	84-86 °C17 mm Hg(lit.)
density	0.914 g/mL at 20 °C (lit.)
refractive index	n20/D 1.450
Fp	148 °F
storage temp.	2-8°C
optical activity	[α]20/D 19.0±2.0°, neat
BRN	4660369
CAS DataBase Reference	546-80-5
EPA Substance Registry System	Bicyclo[3.1.0]hexan-3-one, 4-methyl-1-(1-methylethyl)-, (1S,4R,5R)- (546-80-5)

Safety Information

Hazard Codes	Xn
Risk Statements	22
Safety Statements	23-26-36/37/39-45
RIDADR	UN 2810 6.1/PG 3
WGK Germany	3
RTECS	XO9625000
F	23
HS Code	2914290090
Toxicity	LD50 s.c. in mice: 87.5 mg/kg (Rice, Wilson)

MSDS Information

Provider	Language
SigmaAldrich	English

ALPHA-(-)-THUJONE Usage And Synthesis

Uses	α-Thujone is a GABA modulator and a genotoxic compound found in plants used in traditional medicines in developing countries.
Chemical Properties	Colorless liquid. Insoluble in water; soluble in alcohol. Combustible.
Uses	Solvent.
Uses	α-Thujone is a GABA modulator and a genotoxic compound found in plants used in traditional medicines in developing countries.
Definition	ChEBI: The (1S,4R,5R)-stereoisomer of alpha-thujone.
General Description	(-)-α-Thujone, a monoterpene ketone found in the essential oil of Thuja occidentalis, shows potent antitumorigenic effect.
Hazard	Toxic by ingestion.
Biochem/physiol Actions	GABAA receptor antagonist.
Safety Profile	Poison by intravenous, intraperitoneal, and subcutaneous routes. Moderately toxic by ingestion. Serious physiological consequences from abuse of absinthe (mainly in France) led to its abolition in 1915. Wormwood is still used in concentrations of less than 10 ppm in flavored wines. Thujone at 30 mg/kg causes convulsions associated with lesions of the cerebral cortex. Little is known of thujone metabolism. Both forms occur in wormwood oil, oak moss. The a form is major constituent of cedar leaf oil or oil of thuja, sage. The p form occurs in tansy, yarrow. When heated to decomposition it emits acrid smoke and irritating fumes.

ALPHA-(-)-THUJONE Preparation Products And Raw materials

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