A dithiolthione with diverse biological activities
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Anethole Trithione

Item No. 35397

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(4-methoxyphenyl)-3H-1,2-dithiole-3-thione
CAS Number
532-11-6
Synonyms
  • ADT
  • Anethole Dithiolthione
  • Anetholdithiolthione
  • SKF 1717
  • Trithio-p-methoxyphenylpropene
Molecular Formula
C10H8OS3
Formula Weight
240.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 12 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.30 mg/ml
λmax
236, 349, 433 nm
SMILES
COC1=CC=C(C(SS2)=CC2=S)C=C1
InChi Code
InChI=1S/C10H8OS3/c1-11-8-4-2-7(3-5-8)9-6-10(12)14-13-9/h2-6H,1H3
InChi Key
KYLIZBIRMBGUOP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $41

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    10 g

    $65

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    25 g

    $130

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    Cayman Chemical
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    Product Description

    Anethole trithione is a dithiolthione with diverse biological activities.1,2,3,4 It selectively binds to α-adrenergic receptors (α-ARs) over β-ARs and muscarinic acetylcholine receptors (mAChRs) in isolated rat parotid acini (IC50s = 16.7, >100, and >100 µM, respectively).1 Anethole trithione enhances saliva secretion induced by the mAChR agonist pilocarpine (Item No. 14487) or electrical stimulation of the parasympathetic nerve in rats.2 It reduces tumor incidence and multiplicity in a rat model of azoxymethane-induced colon adenocarcinoma when administered in the diet at 100 and 200 ppm.3 Anethole trithione (500 mg/kg) prevents decreases in hepatic glutathione (GSH) levels and decreases mortality in mouse models of hepatotoxicity induced by acetaminophen (Item No. 10024) or carbon tetrachloride.4 Formulations containing anethole trithione have been used in the treatment of dry mouth.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Glenert, U. Acute effects of a possible sialogogue, anethole trithione, in rat parotid glands. Eur. J. Pharmacol. 209(4), 287-295 (1991).

    2. Ukai, Y., Taniguchi, N., Takeshita, K., et al. Chronic anethole trithione treatment enhances the salivary secretion and increases the muscarinic acetylcholine receptors in the rat submaxillary gland. Arch. Int. Pharmacodyn. Ther. 271(2), 206-212 (1984).

    3. Reddy, B.S., Rao, C.V., Rivenson, A., et al. Chemoprevention of colon carcinogenesis by organosulfur compounds. Cancer Res. 53(15), 3493-3498 (1993).

    4. Ansher, S.S., Dolan, P., and Bueding, E. Chemoprotective effects of two dithiolthiones and of butylhydroxyanisole against carbon tetrachloride and acetaminophen toxicity. Hepatology 3(6), 932-935 (1983).