Skip to Content
Merck
All Photos(1)

Documents

T1505

Sigma-Aldrich

Tetraisopropyl pyrophosphoramide

butyrylcholinesterase inhibitor

Synonym(s):

Tetra(monoisopropyl)pyrophosphortetramide, iso-OMPA

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H32N4O3P2
CAS Number:
513-00-8
Molecular Weight:
342.36
EC Number:
208-149-5
MDL number:
MFCD00048272
UNSPSC Code:
12352202
PubChem Substance ID:
24278724
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

human ... ACHE(43) , BCHE(590)

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
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

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)
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
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)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service