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P8765

Sigma-Aldrich

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
Beilstein:
3730472
EC Number:
225-834-4
MDL number:
MFCD00012720
UNSPSC Code:
12352107
PubChem Substance ID:
24278658
NACRES:
NA.77

biological source

microbial

Quality Level

200

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

SMILES string

N.SC(=S)N1CCCC1

InChI

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

InChI key

MDDIUTVUBYEEEM-UHFFFAOYSA-N

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.[1] It functions as a chelating agent, which allows the preconcentration of trace metals from solution.[2] Pyrrolidinedithiocarbamate (PDTC) has antioxidant properties. It inhibits apoptosis in lymphocytes, neurons and vascular endothelial cells.[3]

Application

Ammonium pyrrolidinedithiocarbamate has been used:
  • to inhibit nuclear factor κB (NF-κB) mobilization and TNF (tumor necrosis factor) production in human monocytes[4]
  • to reduce neutrophil activity in rats[5]
  • to prevent Ca2+ influx in adriamycin (ADR)-treated podocytes[6]

to abrogate the microRNA-146a promoter luciferase reporter activity in human brain cells[7]

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

P8765-1G:
P8765-5G:
P8765-25G:
P8765-100G:
P8765-VAR:
P8765-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6597
BCCH2413
BCCF3413
BCBW0506
BCBR8189V

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Find documentation for the products that you have recently purchased in the Document Library.

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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)
Multi-element preconcentration of heavy metal ions from aqueous solution by APDC impregnated activated carbon
Daorattanachai P, et al.
Talanta, 67(1), 59-64 (2005)
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Questions

1–7 of 7 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. How does the storage temperature relate to shipping conditions?

    1 answer

    1. The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.

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  4. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  5. How can I prepare a solution of Product P8765, Ammonium pyrrolidinedithiocarbamate?

    1 answer

    1. Ammonium pyrrolidinedithiocarbamate is soluble in water at a concentration of approximately 50 mg/mL.

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  6. What is the solution stability of Product P8765, Ammonium pyrrolidinedithiocarbamate?

    1 answer

    1. Sigma-Aldrich has not performed a controlled solution stability test on PDTC. However, we have found that aqueous stock solutions are typically stable for at least one month when stored at -20 °C.

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  7. What are some functions reported for Product P8765, Ammonium pyrrolidinedithiocarbamate?

    1 answer

    1. PDTC has been reported to repress vascular cell adhesion molecule-1 (VCAM-1) activation by Interleukin-1β in cultured human umbilical vein endothelial calls. Marui, M., et al., J. Clin. Invest, 92, 1866 (1993).  It inhibits the induction of nitric oxide synthase activity in rat alveolar macrophages. Sherman, M.P., et al., Biochem. Biophys. Res. Commun. 191, 1301-1308 (1993).  It is an Inhibitor of nuclear factor kappa B., Eberhardt, et al. Biochem. Biophys. Res. Commun. 200, 163 (1994). PDTC at 100  μM, totally inhibited the NF-kappa B response in intact cells. Schreck, R., et al., J. Exp. Med. 175 , 1181-1194 (1992). It activates cAMP-dependent protein kinase (PKA) in a colorectal cancer cell line. Chinery, R., et al., J. Biol. Chem., 272, 30356 - 30361, (1997).

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