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Merck

T1505

Sigma-Aldrich

Tetraisopropyl pyrophosphoramide

butyrylcholinesterase inhibitor

Sinónimos:

Tetra(monoisopropyl)pyrophosphortetramide, iso-OMPA

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About This Item

Fórmula empírica (notación de Hill):
C12H32N4O3P2
Número de CAS:
Peso molecular:
342.36
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

mp

149-151 °C

storage temp.

−20°C

SMILES string

CC(C)NP(=O)(NC(C)C)OP(=O)(NC(C)C)NC(C)C

InChI

1S/C12H32N4O3P2/c1-9(2)13-20(17,14-10(3)4)19-21(18,15-11(5)6)16-12(7)8/h9-12H,1-8H3,(H2,13,14,17)(H2,15,16,18)

InChI key

IOIMDJXKIMCMIG-UHFFFAOYSA-N

Gene Information

Application

Tetraisopropyl pyrophosphoramide has been used:
  • as a butyrylcholinesterase inhibitor to determine the proportions of butyrylcholinesterase (BChE) in cat and tiger plasma
  • to inhibit wild-type BChE in acetylcholinesterase assay
  • to selectively block the enzymatic activity of AChE

Biochem/physiol Actions

Selective inhibitor of butyrylcholinesterase

Warning

WARNING: Extremely hazardous! Be aware of the risk and familiar with safety procedures before you use this product.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Resistance to organophosphorus agent toxicity in transgenic mice expressing the G117H mutant of human butyrylcholinesterase
Wang YW, et al.
Toxicology and Applied Pharmacology, 196(3), 356-366 (2004)
Postnatal development of nitrergic and cholinergic structures in rat spinal cord
Bolekova A, et al.
Archives Italiennes de Biologie, 149(3), 293-302 (2011)
Determination of the DNA sequences of acetylcholinesterase and butyrylcholinesterase from cat and demonstration of the existence of both in cat plasma.
Bartels CF, et al.
Biochemical Pharmacology, 60(4), 479-487 (2018)
Liyi Geng et al.
PloS one, 8(6), e67446-e67446 (2013-07-11)
Gene transfer of a human cocaine hydrolase (hCocH) derived from butyrylcholinesterase (BChE) by 5 mutations (A199S/F227A/S287G/A328W/Y332G) has shown promise in animal studies for treatment of cocaine addiction. To predict the physiological fate and immunogenicity of this enzyme in humans, a
Magali Rault et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 147(2), 340-346 (2007-03-10)
To validate cholinesterase activity as a biomarker of pesticide exposure, we characterized the tissue distribution (whole body, nervous tissue and crop/gizzard), activity at two seasons of cholinesterase in six different species of earthworms collected in an unpolluted field: Lumbricus terrestris

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