Ammonium 1-pyrrolidinedithiocarbamate

Names

[ Name ]:
Ammonium 1-pyrrolidinedithiocarbamate

[Synonym ]:
1-Pyrrolidinecarbodithioic acid,ammonium salt
EINECS 225-834-4
Pyrrolindinedithiocarbamate ammonium
1-Pyrrolidinecarbodithioic acid ammoniate (1:1)
Ammonium Pyrrolidine-N-dithiocarbamate
ammonium tetramethylenedithiocarbamate
Pyrrolidine-N-dithiocarbamic Acid Ammonium Salt
Ammonium 1-pyrrolidinedithiocarboxylate
APDTC AMMONIUM SALT
Ammonium pyrrolidinecarbodithioate
MFCD00012720
APCD
PDTC,NH4
PYRROLIDINEDITHIOCARBAMATE
APDTC
1-PYRROLIDINECARBODITHIOIC ACID AMMONIUM SALT
QX 314 chloride
pyrrolidine-1-dithiocarboxylic acid ammonium salt
Ammonium pyrrolidine
1-Pyrrolidinecarbodithioic acid, ammonuim salt
Ammonium pyrrolidine dithiocarbamate
Pyrrolidinedithiocarbamic acid ammonium salt
APDC
Ammonium 1-Pyrrolidinecarbodithioate
1-PYRROLIDINECARBODITHIOIC ACID
Pyrrolidinedithiocarbamate ammonium
APDC AMMONIUM SALT
Ammonium 1-pyrrolidinedithiocarbamate
Ammoniumpyrrolidinedithiocarb
Ammonium pyrrolidine-1-carbodithioate
1-Pyrrolidinecarbodithioic acid, ammonium salt
1-Pyrrolidinecarbodithioic acid ammonium salt,APDC,Ammonium pyrrolidinecarbodithioate
Ammonium pyrrolidinedithiocarbamate
Pyrrolidinedithiocarbamate (ammonium)

Biological Activity

[Description]:

Pyrrolidinedithiocarbamate ammonium is a selective NF-κB inhibitor.

[Related Catalog]:

Signaling Pathways >> NF-κB >> NF-κB

Research Areas >> Cancer

[Target]

NF-κB

[In Vitro]

Pretreatment of cells with pyrrolidinedithiocarbamate (3-1000 μM) dose-dependently attenuate IL-8 production. Furthermore, pyrrolidinedithiocarbamate (100 μM) suppresses the accumulation of IL-8 mRNA. Pyrrolidinedithiocarbamate inhibits the activation of NF-κB, because pyrrolidinedithiocarbamate suppresses both NF-κB DNA binding and NF-κB-dependent transcriptional activity. NF-κB inhibition with pyrrolidinedithiocarbamate decrease IL-8 production by intestinal epithelial cells[1].

[In Vivo]

The DSS+pyrrolidinedithiocarbamate ammonium-treated groupII exhibits suppression of shortening of intestinal length and reduction of DAI score. Activated NF-κB level and IL-1β and TNF-α levels are significantly lower in DSS+pyrrolidinedithiocarbamate ammonium-treated groupII. These findings suggest that suppression of NF-κB activity by pyrrolidinedithiocarbamate ammonium can delay the healing of mucosal tissue defects (erosions or ulcers) arising from inflammation, but that it can strongly suppress the expression of inf-lammatory cytokines (IL-1β and TNF-α), resulting in significant alleviation of colitis. pyrrolidinedithiocarbamate ammonium is useful for the treatment of ulcerative colitis[2].

[Cell Assay]

The human colon cancer cell line HT-29 is obtained and cells are grown in modified McCoy’s 5A medium supplemented with 10% fetal bovine serum. To study the effect of pyrrolidinedithiocarbamate ammonium on IL-8 production, HT-29 cells in 96-well plates are induced with 20 ng/mL of IL-1β for 18 h. Various concentrations (3-1000 μM) of pyrrolidinedithiocarbamate or its vehicle (culture medium) are added to the cells 30 min prior to IL-1β stimulation. The concentration of IL-8 in the supernatant is determined using solid-phase enzyme-linked immunosorbent assay[1].

[Animal admin]

Animal Administration: [2]Pyrrolidinedithiocarbamate is administered intraperitoneally to mice at dose levels of 100 and 50 mg/kg. Mice are divided into a DSS-untreated group (normal group), DSS-treated control group, DSS+pyrrolidinedithiocarbamate-treated groupI (low-dose group), and DSS+pyrrolidinedithiocarbamate-treated groupII (high-dose group). In each group, the disease activity index score (DAI score), intestinal length, histological score, and the levels of activated NF-κB and inflammatory cytokines (IL-1β and TNF-α) in tissue are measured[2].

[References]

[1]. Németh ZH, et al. Pyrrolidinedithiocarbamate inhibits NF-kappaB activation and IL-8 production in intestinal epithelial cells. Immunol Lett. 2003 Jan 2;85(1):41-6.

[2]. Qin JD, et al. Effect of ammonium pyrrolidine dithiocarbamate (PDTC) on NF-κB activation and CYP2E1 content of rats with immunological liver injury. Pharm Biol. 2014 Nov;52(11):1460-1466.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.264g/cm3

[ Boiling Point ]:
199.7ºC at 760 mmHg

[ Melting Point ]:
153-155 °C(lit.)

[ Molecular Formula ]:
C₅H₁₂N₂S₂

[ Molecular Weight ]:
164.292

[ Flash Point ]:
74.6ºC

[ Exact Mass ]:
164.044189

[ PSA ]:
77.37000

[ LogP ]:
1.55870

[ Storage condition ]:
2-8°C

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

[ Water Solubility ]:
50 g/L (20 ºC)

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
29339990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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