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Details

Stereochemistry RACEMIC
Molecular Formula C8H15NOS2
Molecular Weight 205.341
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIOCTIC ACID AMIDE

SMILES

NC(=O)CCCCC1CCSS1

InChI

InChIKey=FCCDDURTIIUXBY-UHFFFAOYSA-N
InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)

HIDE SMILES / InChI

Description

Thioctic acid amide is a coenzyme, which transfer acetyl and hydrogen in pyruvate deacylation oxidation process, used for pharmaceuticals. Thioctic acid amide has been described as antioxidant, preventing oxidant-mediated apoptosis. It may be used in treatment of insulin resistance by stimulating mitochondrial biogenesis. When used in combination with Alprostadil, it has shown to have a good therapeutic effect on early diabetic nephropathy. Thioctic acid amide is an ingredient of Lipochol, used for prevention of liver diseases, hepatoprotection from drugs, autointoxication.

Originator

Carlo Erba
1

Approval Year

Unknown
149,124

Targets

Primary TargetPharmacologyConditionPotency
apoptotic process
51
Inhibitor
8,504
Free radical scavenging
5
Activator
1,447

Conditions

ConditionModalityTargetsHighest PhaseProduct
Porphyria
2
 Primary
Basic research
Unknown
Liver diseases
15
 Preventing
Approved
8,583
Lipochol

Cmax

ValueDoseCo-administeredAnalytePopulation
6675 ng/mL
600 mg single, oral
 THIOCTIC ACID plasma
Homo sapiens
1793 ng/mL
600 mg single, oral
 THIOCTIC ACID plasma
Homo sapiens
14.2 μg/mL
600 mg single, oral
 THIOCTIC ACID, ( )- plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
4466 ng × h/mL
600 mg single, oral
 THIOCTIC ACID plasma
Homo sapiens
2621 ng × h/mL
600 mg single, oral
 THIOCTIC ACID plasma
Homo sapiens
6.68 μg × h/mL
600 mg single, oral
 THIOCTIC ACID, ( )- plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
0.5 h
600 mg single, oral
 THIOCTIC ACID plasma
Homo sapiens
0.4 h
600 mg single, oral
 THIOCTIC ACID plasma
Homo sapiens
13.5 h
600 mg single, oral
 THIOCTIC ACID, ( )- plasma
Homo sapiens

PubMed

Patents

20020049176
1
JPS62175417A
1

Sample Use Guides

In Vivo Use Guide
2 tab once daily. Should be taken with food: Take after meals. Lipochol consists of Thioctamide (Thioctic acid amide) 3.5 mg, inositol 30 mg, Ca pantothenate 5 mg, orotic acid 30 mg, methionine 50 mg, nicotinamide 10 mg, vit B1 2 mg, vit B2 1 mg, vit B6 1 mg, vit B12 1 mcg, vit C 30 mg
Route of Administration: Oral
In Vitro Use Guide
Thioctic acid amide concentrations ≤200 uM lessened or almost totally prevented lysosomal membrane destabilization, while concentrations >200 uM had toxic effects on murine macrophage-like J774 cells
SUBSTANCE RECORD
Structure of THIOCTIC ACID AMIDE
NIH
NCATS
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