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Details

Stereochemistry ACHIRAL
Molecular Formula C10H8OS3
Molecular Weight 240.3685
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ANETHOLTRITHION

SMILES

COc1ccc(cc1)-c2cc(=S)ss2

InChI

InChIKey=KYLIZBIRMBGUOP-UHFFFAOYSA-N
InChI=1S/C10H8OS3/c1-11-8-4-2-7(3-5-8)9-6-10(12)14-13-9/h2-6H,1H3

HIDE SMILES / InChI
Molecular Formula C10H8OS3
Molecular Weight 240.3685
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19957670

Anethole trithione or anetholtrithione is a drug used in the treatment of dry mouth. Anethole trithione is a bile secretion-stimulating drug that restores salivation. It is listed in the U.S. National Cancer Institute's Dictionary of Cancer Terms as being studied in the treatment of cancer. Anethol has also been identified as a treatment for improving medium and severe dry eye symptoms. The mechanism of action for the chemopreventive and xerostomia properties have not been fully elucidated.

CNS Activity

CNS Non-penetrant
1062
Curator's Comment:: Known to be CNS NON-penetrant in mouse. Human data not available.

Approval Year

Unknown
109281
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Basic research
Unknown

Approved Use

Unknown
Preventing
Phase III
643
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effects of anethole dithiolthione and 2(3)-tert-butyl-4-hydroxyanisole on schistosome granuloma formation.
1985 Nov
[Protective effect of malotilate (diisopropyl 1,3-dithiol-2-ylidenemalonate) on chemical-induced hepatotoxicity].
1986 Aug
Pharmacological studies on anethole trithione.
1988 Oct
Chemoprevention of colon carcinogenesis by organosulfur compounds.
1993 Aug 1
Inhibition of NF-kappa B activation in human T-cell lines by anetholdithiolthione.
1996 Jan 5
Protective effects of anethole dithiolethione against oxidative stress-induced cytotoxicity in human Jurkat T cells.
1998 Jul 1
Lens epithelial cell protection by aminothiol WR-1065 and anetholedithiolethione from ionizing radiation.
2001
A randomized phase IIb trial of anethole dithiolethione in smokers with bronchial dysplasia.
2002 Jul 3
The neuroprotective antioxidant alpha-lipoic acid induces detoxication enzymes in cultured astroglial cells.
2002 Jun
[Radiation protectants of the crystalline lens].
2003 Nov
[Anethole dithiolethione: an antioxidant agent against tenotoxicity induced by fluoroquinolones].
2004 Jul
HPLC determination of 4-hydroxy-anethole trithione in plasma via enzymatic hydrolysis and its application to bioequivalence study.
2008 Jul 15
Cancer is a preventable disease that requires major lifestyle changes.
2008 Sep
[The clinical therapic efficiency of anethol trithione on dry eye].
2009 Jun
Lipid-based formulations to enhance oral bioavailability of the poorly water-soluble drug anethol trithione: effects of lipid composition and formulation.
2009 Sep 8
Design, synthesis, and pharmacological evaluation of the aqueous prodrugs of desmethyl anethole trithione with hepatoprotective activity.
2010 Jul
Quantitative morphometry of respiratory tract epithelial cells as a tool for testing chemopreventive agent efficacy.
2010 Mar
Dithiolethione modified valproate and diclofenac increase E-cadherin expression and decrease proliferation of non-small cell lung cancer cells.
2010 May
Modulation of thiol homeostasis induced by H2S-releasing aspirin.
2010 May 1
Patents

Patents

JPS05883037A
1

Sample Use Guides

In Vivo Use Guide
was administered 6 tablets per day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Jun 26 09:12:59 UTC 2021
Edited
by admin
on Sat Jun 26 09:12:59 UTC 2021
Record UNII
QUY32964DJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ANETHOLTRITHION
JAN  
Common Name English
OP2113
Code English
ANETHOLE TRITHIONE [MART.]
Common Name English
OP-2113
Code English
ANETHOLE TRITHIONE [MI]
Common Name English
ANETHOLE TRITHIONE [WHO-DD]
Common Name English
5-(P-METHOXYPHENYL)-3H-1,2-DITHIOLE-3-THIONE
Common Name English
ANETHOLTRITHION [JAN]
Common Name English
ANETHOLE TRITHIONE
MART.   MI   WHO-DD  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C54630
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
WHO-ATC A16AX02
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
WHO-VATC QA16AX02
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
Code System Code Type Description
PUBCHEM
2194
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
MERCK INDEX
M1907
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL178862
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
ECHA (EC/EINECS)
208-528-5
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
FDA UNII
QUY32964DJ
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
EPA CompTox
532-11-6
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
CAS
532-11-6
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
DRUG BANK
DB13853
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
MESH
D000781
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
RXCUI
820
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY RxNorm
NCI_THESAURUS
C246
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
EVMPD
SUB12902MIG
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
DRUG CENTRAL
218
Created by admin on Sat Jun 26 09:12:59 UTC 2021 , Edited by admin on Sat Jun 26 09:12:59 UTC 2021
PRIMARY
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