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Merck

P8765

Ammonium pyrrolidinedithiocarbamate

~99%

Synonym(s):

1-Pyrrolidinecarbodithioic acid ammonium salt, APDC, Ammonium pyrrolidinecarbodithioate, PDC, PDTC

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About This Item

Linear Formula:
C5H9NS2 · NH3
CAS Number:
5108-96-3
Molecular Weight:
164.29
UNSPSC Code:
12352107
NACRES:
NA.77
PubChem Substance ID:
24278658
EC Number:
225-834-4
Beilstein/REAXYS Number:
3730472
MDL number:
MFCD00012720

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InChI

1S/C5H9NS2.H3N/c7-5(8)6-3-1-2-4-6;/h1-4H2,(H,7,8);1H3

InChI key

MDDIUTVUBYEEEM-UHFFFAOYSA-N

SMILES string

N.SC(=S)N1CCCC1

biological source

microbial

assay

~99%

form

(powderor powder with lumps)

mp

153-155 °C (lit.)

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846), RELA(5970)

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General description

Ammonium pyrrolidinedithiocarbamate is a nuclear factor κB (NF-κB) inhibitor. It functions as a chelating agent, which allows the preconcentration of trace metals from solution. Pyrrolidinedithiocarbamate (PDTC) has antioxidant properties. It inhibits apoptosis in lymphocytes, neurons and vascular endothelial cells.

Application

Ammonium pyrrolidinedithiocarbamate has been used:
  • to inhibit nuclear factor κB (NF-κB) mobilization and TNF (tumor necrosis factor) production in human monocytes
  • to reduce neutrophil activity in rats
  • to prevent Ca2+ influx in adriamycin (ADR)-treated podocytes

to abrogate the microRNA-146a promoter luciferase reporter activity in human brain cells

Biochem/physiol Actions

Prevents induction of nitric oxide synthetase by inhibiting translation of NOS mRNA; induces apoptosis in rat smooth muscle cells and inhibits apoptosis in leukemia HL-60 cells.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6597
BCCH2413
BCCF3413
BCBW0506
BCBR8189V

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Electron transport chain inhibitors induce microglia activation through enhancing mitochondrial reactive oxygen species production
Ye J, et al.
Experimental Cell Research, 340(2), 315-326 (2016)
An NF-kappaB-sensitive micro RNA-146a-mediated inflammatory circuit in Alzheimer disease and in stressed human brain cells
Lukiw WJ, et al.
The Journal of Biological Chemistry, 283(46), 31315-31322 (2008)
Quan Zhou et al.
Oncogene, 39(7), 1414-1428 (2019-10-30)
Gastric cancer (GC) is characterized by extensive local invasion, distant metastasis and poor prognosis. In most cases, GC progression is associated with aberrant expression of cytokines or activation of signaling cascades mediated by tumor-stroma interactions. However, the mechanisms by which
Induction of apoptosis by pyrrolidinedithiocarbamate and N-acetylcysteine in vascular smooth muscle cells
Tsai JC, et al.
The Journal of Biological Chemistry, 271(7), 3667-3670 (1996)
The mTORC2/Akt/NF?B pathway-mediated activation of TRPC6 participates in adriamycin-induced podocyte apoptosis.
Zhang H T, et al.
Cellular Physiology and Biochemistry, 40(5), 1079-1093 (2016)
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