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HomeProduct name listAmmonium 1-pyrrolidinedithiocarbamate

Ammonium 1-pyrrolidinedithiocarbamate

Synonym(s):PDC;APDC;PDTC;Pyrrolidine-1-dithiocarboxylic acid ammonium salt;1-Pyrrolidinecarbodithioic acid ammonium salt

  • CAS NO.:5108-96-3
  • Empirical Formula: C5H9NS2.H3N
  • Molecular Weight: 164.3
  • MDL number: MFCD00012720
  • EINECS: 225-834-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
Ammonium 1-pyrrolidinedithiocarbamate Structural

What is Ammonium 1-pyrrolidinedithiocarbamate?

Description

Pyrrolidinedithiocarbamic acid (PDTC) is a metal chelating compound that potently and reversibly inhibits NF-κB activation in vitro (100 μM). At 300 μM, it prevents TNF-α gene expression and protein production in human monocytes after LPS application. In vascular smooth muscle cells, PDTC (10 μM) arrests the cell cycle at the G1 phase with upregulation of p21Cip1 through the p38 MAPK pathway. PDTC (100 μM) also has antioxidant properties.

Chemical properties

pale yellow crystalline solid

The Uses of Ammonium 1-pyrrolidinedithiocarbamate

1-Pyrrolidinecarbodithioic Acid induces apoptosis in rat smooth muscle cells and inhibits apoptosis in leukemia HL-60 cells. It also prevents induction of nitric oxide synthetase by inhibiting translation of NOS mRNA;

The Uses of Ammonium 1-pyrrolidinedithiocarbamate

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

What are the applications of Application

Pyrrolidinedithiocarbamic acid ammonium salt is an NF kappa B inhibitor with antioxidant properties

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.

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.

Purification Methods

Purify the salt by recrystallising twice by dissolving in MeOH and adding Et2O. It has also been purified by recrystallisation from EtOH. It is used for the precipitation of As, Bi, Cd, Co, Cu, Fe, Mn, Ni, Pb, Sb, Su, V and Zn from acidic solutions [Kinrade & van Loon Anal Chem 46 1894 1974]. The ethyl ester has b 87-89o/0.01mm. [Synthesis and Polarography: Kitagawa & Taku Bull Chem Soc Jpn 64 2151 1973, Malissa & Sch.ffmann Mikrochim Acta 187 1955, Beilstein 20 III/IV 195, 20/1 V 331.]

Properties of Ammonium 1-pyrrolidinedithiocarbamate

Melting point: 153-155 °C(lit.)
Density  1.117 (estimate)
refractive index  1.5300 (estimate)
storage temp.  Store at +2°C to +8°C.
solubility  190g/l
form  Powder/Solid
color  White to off-white
PH 6-7 (50g/l, H2O, 20℃)
Water Solubility  50 g/L (20 ºC)
Sensitive  Hygroscopic
BRN  3730472
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 5108-96-3(CAS DataBase Reference)
EPA Substance Registry System 1-Pyrrolidinecarbodithioic acid, ammonium salt (5108-96-3)

Safety information for Ammonium 1-pyrrolidinedithiocarbamate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Ammonium 1-pyrrolidinedithiocarbamate

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