TBPO is an extremely toxic
bicyclic phosphate
Bicyclic phosphate is a class of organophosphate compounds that are used as flame retardants, stabilizers and antioxidants. They are also used in spectroscopic studies.
Some bicyclic phosphates, such as TBPS, TBPO and IPTBO, are highly toxic. The ...
convulsant
A convulsant is a drug which induces convulsions or epileptic seizures, the opposite of an anticonvulsant. These drugs generally act as stimulants at low doses, but are not used for this purpose due to poor therapeutic indices. Most convulsant ...
and
GABA receptor antagonist. It is the most toxic
bicyclic phosphate
Bicyclic phosphate is a class of organophosphate compounds that are used as flame retardants, stabilizers and antioxidants. They are also used in spectroscopic studies.
Some bicyclic phosphates, such as TBPS, TBPO and IPTBO, are highly toxic. The ...
known, with an of 36 μg/kg in mice.
Some sources claim that TBPO is as toxic as
VX.
Synthesis
The synthesis is equivalent to the synthesis of
IPTBO
IPTBO (isopropylbicyclophosphate, also IPPO) is a bicyclic phosphate convulsant. It is an extremely potent GABA receptor antagonist that can cause violent convulsions in mice.
IPTBO is found among a group of highly toxic bicyclic phosphates. Gen ...
while the triol is produced by the
condensation
Condensation is the change of the state of matter from the gas phase into the liquid phase, and is the reverse of vaporization. The word most often refers to the water cycle. It can also be defined as the change in the state of water vapor ...
between
3,3-dimethylbutyraldehyde and
formaldehyde
Formaldehyde ( , ) (systematic name methanal) is an organic compound with the chemical formula and structure , more precisely . The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as ...
analogous to the synthesis of
trimethylolpropane 300 C-->
Trimethylolpropane (TMP) is the organic compound with the formula CH3CH2C(CH2OH)3. This colourless to white solid with a faint odor is a triol. Containing three hydroxy functional groups, TMP is a widely used building block in the polymer ...
.
See also
*
TBPS
TBPS (''tert''-butylbicyclophosphorothionate) is a bicyclic phosphate convulsant. It is an extremely potent GABA receptor antagonist.
See also
* TBPO
*IPTBO
IPTBO (isopropylbicyclophosphate, also IPPO) is a bicyclic phosphate convulsant. It i ...
*
IPTBO
IPTBO (isopropylbicyclophosphate, also IPPO) is a bicyclic phosphate convulsant. It is an extremely potent GABA receptor antagonist that can cause violent convulsions in mice.
IPTBO is found among a group of highly toxic bicyclic phosphates. Gen ...
References
Convulsants
Neurotoxins
Bicyclic phosphates
GABAA receptor negative allosteric modulators
Tert-butyl compounds
{{Neurotoxin-stub