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Details

Stereochemistry ACHIRAL
Molecular Formula C10H16N2O2S4
Molecular Weight 324.506
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMORPHOLINETHIURAM DISULFIDE

SMILES

S=C(SSC(=S)N1CCOCC1)N2CCOCC2

InChI

InChIKey=KKVYOWPPMNSLCP-UHFFFAOYSA-N
InChI=1S/C10H16N2O2S4/c15-9(11-1-5-13-6-2-11)17-18-10(16)12-3-7-14-8-4-12/h1-8H2

HIDE SMILES / InChI

Molecular Formula C10H16N2O2S4
Molecular Weight 324.506
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Dimorpholinethiuram disulfide is a thiuram derivative which was initially used in the vulcanization of rubber. Later it was shown that dimorpholinethiuram disulfide is an inhibitor of monoglycerol lipase and pyruvate dehydrogenase kinase (PDK). The compound suppresses proliferation of A549 lung cancer cell line in vitro and reduces tumor volume of A549 xenografts in mice.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
49.0 nM [IC50]
101.0 nM [IC50]
313.0 nM [IC50]
6.66 null [pIC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
The compound was intraperitoneally administered to mice bearing A549 tumor at doses 40 and 80 mg/kg per day. A 21-day continuous treatment of 80 mg/kg dimorpholinethiuram disulfide considerably reduced 67.5% tumor volume compared with the vehicle control.
Route of Administration: Intraperitoneal
In Vitro Use Guide
A549 cells (obtained from ATCC) were seeded into 96-well plate. After attachment, cells were treated with JX06 and CCK8 assay (Life Technologies) was carried out after incubation for 72 hours. Untreated cells served as the indicator of 100% cell viability.
Substance Class Chemical
Record UNII
72G763P0UO
Record Status Validated (UNII)
Record Version