U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C6H9NO2S
Molecular Weight 159.206
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CITIOLONE

SMILES

CC(=O)NC1CCSC1=O

InChI

InChIKey=NRFJZTXWLKPZAV-UHFFFAOYSA-N
InChI=1S/C6H9NO2S/c1-4(8)7-5-2-3-10-6(5)9/h5H,2-3H2,1H3,(H,7,8)

HIDE SMILES / InChI
Citiolone (N-acetylhomocysteine thiolactone) is an antioxidant drug used in the treatment of liver diseases.

CNS Activity

Curator's Comment: Citiolone is neuroprotective in animals. No human data available.

Originator

Curator's Comment: reference retrieved from http://www.drugfuture.com/chemdata/citiolone.html

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
REDUCDYN

Approved Use

Reducdyn (Citiolone + L-Cysteine) is used for acute hepatitis, infections and toxic liver diseases, intoxications, side effects of irradiation, Allergic dermatoses, pruritis.
PubMed

PubMed

TitleDatePubMed
Methylmercury chloride-induced and antagonist-reverted succinic dehydrogenase changes in the brain and trigeminal ganglia of the rat.
1987 Jun
Acetyl-homocysteine thiolactone protects against some neurotoxic effects of thallium.
1989 Summer
Macrophages and antioxidant status in the NOD mouse pancreas.
1998 Dec 15
Organelle specific enzyme markers as indicators of methylmercury neurotoxicity and antidotal efficacy in mice.
2003 Jun
Patents

Patents

Sample Use Guides

Reducdyn (Citiolone 50mg/tab. + L-Cysteine 50mg/tab): 3 tablets 3 times daily, to be swallowed whole with some liquid during or immediately after meals.
Route of Administration: Oral
In Vitro Use Guide
Human skin fibroblasts were irradiated following incubation with N-acetyl-homocysteine-thiolactone (citiolone (CIT), 1 mM). Treatments with CIT resulted in a significant rise in glutathione levels compared with control cells, with protection against UVA radiation.
Name Type Language
CITIOLONE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
CITIOLONE [MI]
Common Name English
CITIOLONE [MART.]
Common Name English
Citiolone [WHO-DD]
Common Name English
citiolone [INN]
Common Name English
NSC-22878
Code English
N-(TETRAHYDRO-2-OXO-3-THIENYL)ACETAMIDE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29767
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
WHO-VATC QA05BA04
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
NCI_THESAURUS C2081
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
WHO-ATC A05BA04
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
Code System Code Type Description
MERCK INDEX
m3589
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C77426
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PRIMARY
PUBCHEM
14520
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PRIMARY
MESH
C000486
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
PRIMARY
WIKIPEDIA
CITIOLONE
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
PRIMARY
DRUG BANK
DB13442
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PRIMARY
RXCUI
21171
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PRIMARY RxNorm
FDA UNII
70JKL15MUH
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PRIMARY
SMS_ID
100000084596
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PRIMARY
INN
2677
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PRIMARY
ChEMBL
CHEMBL2104457
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PRIMARY
EVMPD
SUB06633MIG
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PRIMARY
DRUG CENTRAL
665
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PRIMARY
ECHA (EC/EINECS)
214-793-8
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
PRIMARY
NSC
22878
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID0045888
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
PRIMARY
CAS
1195-16-0
Created by admin on Fri Dec 15 16:01:36 GMT 2023 , Edited by admin on Fri Dec 15 16:01:36 GMT 2023
PRIMARY