Pyrrolidine dithiocarbamate

Pyrrolidine dithiocarbamate (PDTC) is are a family of closely related drugs used for a metal chelation, induction of G1 phase cell cycle arrest,[1] and preventing induction of nitric oxide synthase.[2]

Pyrrolidine dithiocarbamate

Names
IUPAC name Pyrrolidine-1-carbodithioic acid
Other names Pyrrolidinedithiocarbamate; 1-Pyrrolidinecarbodithioic acid; Pyrrolidine dithiocarbamic acid
Identifiers
CAS Number	25769-03-3^Y
3D model (JSmol)	Interactive image
Abbreviations	PDTC
ChEBI	CHEBI:78782^N
ChemSpider	58828^N
PubChem CID	65351
CompTox Dashboard (EPA)	DTXSID00180437
InChI InChI=1S/C5H9NS2/c7-5(8)6-3-1-2-4-6/h1-4H2,(H,7,8)^N Key: VSWDORGPIHIGNW-UHFFFAOYSA-N^N InChI=1/C5H9NS2/c7-5(8)6-3-1-2-4-6/h1-4H2,(H,7,8) Key: VSWDORGPIHIGNW-UHFFFAOYAF
SMILES C1CCN(C1)C(=S)S
Properties
Chemical formula	C5H9NS2
Molar mass	147.25 g·mol^−1
Density	1.264 g/cm^3
Boiling point	199.7 °C (391.5 °F; 472.8 K) at 760 mm Hg
Hazards
Flash point	74.6 °C (166.3 °F; 347.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Pyrrolidine dithiocarbamate binds zinc such that the resulting complex can enter the cell and inhibit viral RNA-dependent RNA polymerase.[3]

Chemistry

Pyrrolidine dithiocarbamate is jargon for various salts containing the pyrrolidine dithiocarbamate anion C₄H₈NS₂⁻. Dithiocarbamic acids are rarely stable. Typical salts are ammonium and the sodium derivatives.

See also

• ionophore

References

1. Moon, Sung-Kwon; Jung, Sun-Young; Choi, Yung-Hyun; Lee, Young-Choon; Patterson, Cam; Kim, Cheorl-Ho (2004). "PDTC, metal chelating compound, induces G1 phase cell cycle arrest in vascular smooth muscle cells through inducing p21^Cip1 expression: Involvement of p38 mitogen activated protein kinase". Journal of Cellular Physiology. 198 (2): 310–23. doi:10.1002/jcp.10728. PMID 14603533.
2. Ammonium pyrrolidinedithiocarbamate at Sigma-Aldrich
3. Lanke, K.; Krenn, B. M.; Melchers, W. J. G.; Seipelt, J.; van Kuppeveld, F. J. M. (1 April 2007). "PDTC inhibits picornavirus polyprotein processing and RNA replication by transporting zinc ions into cells". Journal of General Virology. 88 (4): 1206–1217. doi:10.1099/vir.0.82634-0.