38399

Sigma-Aldrich

Diisopropylfluorophosphate

≥97.0% (GC)

Synonym(s):
Diisopropyl phosphorofluoridate, Phosphoric acid diisopropyl ester fluoride, DFP, DIFP
Linear Formula:
[(CH3)2CHO]2POF
CAS Number:
Molecular Weight:
184.15
Beilstein/REAXYS Number:
1723307
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

vapor pressure

0.58 mmHg ( 20 °C)

assay

≥97.0% (GC)

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.)

storage temp.

2-8°C

SMILES string

CC(C)OP(F)(=O)OC(C)C

InChI

1S/C6H14FO3P/c1-5(2)9-11(7,8)10-6(3)4/h5-6H,1-4H3

InChI key

MUCZHBLJLSDCSD-UHFFFAOYSA-N

Gene Information

human ... ACHE(43), PTGS1(5742), PTGS2(5743)

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Biochem/physiol Actions

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).

Other Notes

Potent inhibitor of chymotrypsin and other enzymes (e.g. serine hydrolases); Inhibition of carboxypeptidase but not DAP I

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T+

Risk Statement

26/27/28

Safety Statement

36/37/39-45

RIDADR

UN 3382 6.1 / PGI

WGK Germany

3

J.K. McDonald et al.
Methods in Enzymology, XV(B), 275-275 (1972)
A molecular probe for the highly selective chromogenic detection of DFP, a mimic of Sarin and Soman nerve agents.
Raúl Gotor et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(43), 11994-11997 (2011-09-17)
Yonggang Li et al.
Toxicology and applied pharmacology, 262(2), 194-204 (2012-05-16)
Current medical countermeasures against organophosphate (OP) nerve agents are effective in reducing mortality, but do not sufficiently protect the CNS from delayed brain damage and persistent neurological symptoms. In this study, we examined the efficacy of neuregulin-1 (NRG-1) in protecting...
J.A. Cohen et al.
Methods in Enzymology, XI, 686-686 (1967)
A V Terry et al.
Neurotoxicology and teratology, 34(1), 1-8 (2011-10-26)
The acute toxicity of organophosphates (OPs) has been studied extensively; however, much less attention has been given to the subject of repeated exposures that are not associated with overt signs of toxicity (i.e., subthreshold exposures). The objective of this study...

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