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Merck
CN

T1505

Tetraisopropyl pyrophosphoramide

butyrylcholinesterase inhibitor

Synonym(s):

Tetra(monoisopropyl)pyrophosphortetramide, iso-OMPA

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About This Item

Empirical Formula (Hill Notation):
C12H32N4O3P2
CAS Number:
513-00-8
Molecular Weight:
342.36
NACRES:
NA.77
PubChem Substance ID:
24278724
UNSPSC Code:
12352202
EC Number:
208-149-5
MDL number:
MFCD00048272

Key Documents

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Product Name

Tetraisopropyl pyrophosphoramide, butyrylcholinesterase inhibitor

InChI key

IOIMDJXKIMCMIG-UHFFFAOYSA-N

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)

SMILES string

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

biological source

synthetic

mp

149-151 °C

storage temp.

−20°C

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

Disclaimer

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

pictograms

Skull and crossbones
GHS06

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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCC2020
BCCB0397
BCBW4257
BCBQ3831V
BCBQ3831

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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)
Souren Mkrtchian et al.
Experimental physiology, 105(9), 1634-1647 (2020-07-12)
What is the central question of this study? Are carotid bodies (CBs) modulated by the damage-associated molecular patterns (DAMPs) and humoral factors of aseptic tissue injury? What are the main findings and their importance? DAMPs (HMGB1, S100 A8/A9) and blood
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
Postnatal development of nitrergic and cholinergic structures in rat spinal cord
Bolekova A, et al.
Archives Italiennes de Biologie, 149(3), 293-302 (2011)
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