D126004
Diisopropylfluorophosphate
Synonym(s):
DFP, DIFP, Diisopropyl phosphorofluoridate, Phosphoric acid diisopropyl ester fluoride
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Linear Formula:
[(CH3)2CHO]2POF
CAS Number:
Molecular Weight:
184.15
EC Number:
200-247-6
UNSPSC Code:
12352103
MDL number:
Beilstein/REAXYS Number:
1723307
InChI
1S/C6H14FO3P/c1-5(2)9-11(7,8)10-6(3)4/h5-6H,1-4H3
InChI key
MUCZHBLJLSDCSD-UHFFFAOYSA-N
SMILES string
CC(C)OP(F)(=O)OC(C)C
vapor pressure
0.58 mmHg ( 20 °C)
refractive index
n20/D 1.385 (lit.)
bp
62 °C/9 mmHg (lit.)
mp
−82 °C (lit.)
density
1.06 g/mL at 25 °C (lit.)
Application
Potent acetylcholinesterase inhibitor.
Biochem/physiol Actions
Potent inhibitor of serine proteases and acetylcholinesterase; inhibits cathepsin G, cholinesterase, coagulation factor Xa, leucocyte elastase, pancreatic elastase, tissue kallikrein, plasmin, subtilisin, and thrombin. Inhibits apoptosis induced by ricin and bacterial toxins.
Potent inhibitor of serine proteases such as trypsin and chymotrypsin, and of acetylcholinesterase; also inhibits cathepsin G, cholinesterase, coagulation factor Xa, leucocyte elastase, pancreatic elastase, tissue kallikrein, plasmin, subtilisin, and thrombin. Inhibition of acetylcholinesterase makes this compound especially toxic. Inhibits apoptosis induced by ricin and bacterial toxins.
Analysis Note
Typically used at a concentration of 0.10 mM. A safer alternative inhibitor for serine protease is phenylmethylsulfonyl fluoride (PMSF).
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation
Storage Class
6.1A - 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 ABEK (EN14387) respirator filter
Regulatory Information
新产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
P Marchot et al.
The Journal of biological chemistry, 268(17), 12458-12467 (1993-06-15)
Iodination of fasciculin 3 (FAS3) from Dendroaspis viridis venom provided us with a fully active specific probe of fasciculin binding sites on rat brain acetylcholinesterase (AChE). Binding and inhibition are concomitant, as association and inhibition rate constants k1 and ki
G Olmos et al.
European journal of pharmacology, 236(3), 467-476 (1993-06-04)
The specific binding of the agonists [3H]clonidine and [3H]UK 14304 (bromoxidine) and of the antagonist [3H]RX 821002 (2-metoxy idazoxan) to rat brain membranes, as well as clonidine-induced mydriasis, clonidine-induced inhibition of brain (3,4-dihydroxyphenylalaninme) DOPA synthesis and clonidine-induced inhibition of twitch
Supratik Dutta et al.
Bioorganic & medicinal chemistry, 18(6), 2265-2274 (2010-03-02)
Two new monocyclic analogs of the natural AChE inhibitor cyclophostin and two exocyclic enol phosphates were synthesized. The potencies and mechanisms of inhibition of the bicyclic and monocyclic enol phosphonates and the exocyclic enol phosphates toward human AChE are examined.
Gabriel Birkus et al.
Antimicrobial agents and chemotherapy, 51(2), 543-550 (2006-12-06)
GS-7340 and GS-9131 {9-[(R)-2-[[(S)-[[(S)-1-(isopropoxycarbonyl)ethyl]amino]phenoxyphosphinyl]methoxy]-propyl]adenine and 9-(R)-4'-(R)-[[[(S)-1-[(ethoxycarbonyl)ethyl]amino]phenoxyphosphinyl]methoxy]-2'-fluoro-1'-furanyladenine, respectively} are novel alkylalaninyl phenyl ester prodrugs of tenofovir {9-R-[(2-phosphonomethoxy)propyl]adenine} (TFV) and a cyclic nucleotide analog, GS-9148 (phosphonomethoxy-2'-fluoro-2', 3'-dideoxydidehydroadenosine), respectively. Both prodrugs exhibit potent antiretroviral activity against both wild-type and drug-resistant human immunodeficiency virus
Leah Tong et al.
Antimicrobial agents and chemotherapy, 51(10), 3498-3504 (2007-08-01)
Human immunodeficiency virus protease inhibitors (PIs) modestly affect the plasma pharmacokinetics of tenofovir (TFV; -15% to +37% change in exposure) following coadministration with the oral prodrug TFV disoproxil fumarate (TDF) by a previously undefined mechanism. TDF permeation was found to
Related Content
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