Anetholtrithion
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MedKoo CAT#: 584220

CAS#: 532-11-6

Description: Anetholtrithion is a choleretic used to allay dry mouth and constipation due to tranquilizers.


Chemical Structure

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Anetholtrithion
CAS# 532-11-6

Theoretical Analysis

MedKoo Cat#: 584220
Name: Anetholtrithion
CAS#: 532-11-6
Chemical Formula: C10H8OS3
Exact Mass: 239.97
Molecular Weight: 240.353
Elemental Analysis: C, 49.97; H, 3.36; O, 6.66; S, 40.02

Price and Availability

Size Price Availability Quantity
5g USD 350 2 Weeks
10g USD 550 2 Weeks
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Synonym: Anetholtrithion; Anethole trithione

IUPAC/Chemical Name: 3H-1,2-Dithiole-3-thione, 5-(p-methoxyphenyl)-

InChi Key: KYLIZBIRMBGUOP-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H8OS3/c1-11-8-4-2-7(3-5-8)9-6-10(12)14-13-9/h2-6H,1H3

SMILES Code: S=C1SSC(C2=CC=C(OC)C=C2)=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 240.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Glenert U. Effects of chronic anethole trithione and amitriptyline treatment on rat parotid gland signalling. Eur J Pharmacol. 1992 May 12;226(1):43-52. PubMed PMID: 1327842.

2: Nagano T, Takeyama M. Enhancement of salivary secretion and neuropeptide (substance P, alpha-calcitonin gene-related peptide) levels in saliva by chronic anethole trithione treatment. J Pharm Pharmacol. 2001 Dec;53(12):1697-702. PubMed PMID: 11804400.

3: Chen P, Luo Y, Hai L, Qian S, Wu Y. Design, synthesis, and pharmacological evaluation of the aqueous prodrugs of desmethyl anethole trithione with hepatoprotective activity. Eur J Med Chem. 2010 Jul;45(7):3005-10. doi: 10.1016/j.ejmech.2010.03.029. Epub 2010 Mar 25. PubMed PMID: 20392547.

4: Reddy BS, Rao CV, Rivenson A, Kelloff G. Chemoprevention of colon carcinogenesis by organosulfur compounds. Cancer Res. 1993 Aug 1;53(15):3493-8. PubMed PMID: 8339252.

5: Jing Q, Shen Y, Ren F, Chen J, Jiang Z, Peng B, Leng Y, Dong J. HPLC determination of anethole trithione and its application to pharmacokinetics in rabbits. J Pharm Biomed Anal. 2006 Nov 16;42(5):613-7. Epub 2006 Jul 5. PubMed PMID: 16824723.

6: Hamada T, Nakane T, Kimura T, Arisawa K, Yoneda K, Yamamoto T, Osaki T. Treatment of xerostomia with the bile secretion-stimulating drug anethole trithione: a clinical trial. Am J Med Sci. 1999 Sep;318(3):146-51. PubMed PMID: 10487404.

7: Cardoso FL, Herz J, Fernandes A, Rocha J, Sepodes B, Brito MA, McGavern DB, Brites D. Systemic inflammation in early neonatal mice induces transient and lasting neurodegenerative effects. J Neuroinflammation. 2015 Apr 29;12:82. doi: 10.1186/s12974-015-0299-3. PubMed PMID: 25924675; PubMed Central PMCID: PMC4440597.

8: Bagheri H, Schmitt L, Berlan M, Montastruc JL. A comparative study of the effects of yohimbine and anetholtrithione on salivary secretion in depressed patients treated with psychotropic drugs. Eur J Clin Pharmacol. 1997;52(5):339-42. PubMed PMID: 9272401.

9: Drukarch B, Flier J, Jongenelen CA, Andringa G, Schoffelmeer AN. The antioxidant anethole dithiolethione inhibits monoamine oxidase-B but not monoamine oxidase A activity in extracts of cultured astrocytes. J Neural Transm (Vienna). 2006 May;113(5):593-8. Epub 2005 Oct 27. PubMed PMID: 16252076.

10: Yu HZ, Han SF, Li P, Zhu CL, Zhang XX, Gan L, Gan Y. An examination of the potential effect of lipids on the first-pass metabolism of the lipophilic drug anethol trithione. J Pharm Sci. 2011 Nov;100(11):5048-58. doi: 10.1002/jps.22702. Epub 2011 Jul 15. PubMed PMID: 21766311.

11: Ukai Y, Taniguchi N, Takeshita K, Ogasawara T, Kimura K. Enhancement of salivary secretion by chronic anethole trithione treatment. Arch Int Pharmacodyn Ther. 1988 Jul-Aug;294:248-58. PubMed PMID: 3233051.

12: Lubet RA, Steele VE, Eto I, Juliana MM, Kelloff GJ, Grubbs CJ. Chemopreventive efficacy of anethole trithione, N-acetyl-L-cysteine, miconazole and phenethylisothiocyanate in the DMBA-induced rat mammary cancer model. Int J Cancer. 1997 Jul 3;72(1):95-101. PubMed PMID: 9212229.

13: Warnet JM, Christen MO, Thevenin M, Biard D, Jacqueson A, Claude JR. Study of glutathione and glutathione related enzymes in acetaminophen-poisoned mice. Prevention by anethole trithione pretreatment. Arch Toxicol Suppl. 1989;13:322-5. PubMed PMID: 2774955.

14: Glenert U. Acute effects of a possible sialogogue, anethole trithione, in rat parotid glands. Eur J Pharmacol. 1991 Dec 12;208(4):287-95. PubMed PMID: 1667756.

15: Christen MO. Anethole dithiolethione: biochemical considerations. Methods Enzymol. 1995;252:316-23. Review. PubMed PMID: 7476368.

16: Slabbert JC, Raubenheimer EJ. Prosthetic management of Sjörgren's syndrome. J Dent Assoc S Afr. 1978 Nov;33(11):597-601. PubMed PMID: 295313.

17: Häusler R, Ritschard J. [Clinical study with a sialagogue drug (sulfarlem S 25 = TTPT) in the treatment of xerostomia (author's transl)]. Schweiz Rundsch Med Prax. 1979 Aug 14;68(33):1063-8. French. PubMed PMID: 471936.

18: He J, Qin T, Wen J, Qin F, Li F. An HPLC-MS/MS method for the quantitative determination of 4-hydroxy-anethole trithione in human plasma and its application to a pharmacokinetic study. J Pharm Biomed Anal. 2011 Feb 20;54(3):551-6. doi: 10.1016/j.jpba.2010.09.037. Epub 2010 Oct 8. PubMed PMID: 20980118.

19: Ukai Y, Shiraishi M, Takeshita K, Fukui T, Kura K, Kimura K. Pharmacological studies on anethole trithione. Arzneimittelforschung. 1988 Oct;38(10):1460-5. PubMed PMID: 3196385.

20: Flier J, Van Muiswinkel FL, Jongenelen CA, Drukarch B. The neuroprotective antioxidant alpha-lipoic acid induces detoxication enzymes in cultured astroglial cells. Free Radic Res. 2002 Jun;36(6):695-9. PubMed PMID: 12180195.