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386588

Sigma-Aldrich

Pinacolyl methylphosphonate

97%

Synonym(s):

1,2,2-Trimethylpropyl methylphosphonate, 3,3-Dimethylbutan-2-yloxy(methyl)phosphinic acid, Mono(1,2,2-trimethylpropyl) methylphosphonate, O-Pinacolyl hydrogen methylphosphonate, O-Pinacolyl methylphosphonate, PMPA, Pinacolyl hydrogen methylphosphonate, [(3,3-Dimethylbutan-2-yl)oxy](methyl)phosphinic acid

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About This Item

Linear Formula:
CH3P(O)(OH)OCH(CH3)C(CH3)3
CAS Number:
616-52-4
Molecular Weight:
180.18
MDL number:
MFCD00192402
UNSPSC Code:
12352100
PubChem Substance ID:
24864102
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.434 (lit.)

bp

96-106 °C/8 mmHg (lit.)

density

1.032 g/mL at 25 °C (lit.)

SMILES string

CC(OP(C)(O)=O)C(C)(C)C

InChI

1S/C7H17O3P/c1-6(7(2,3)4)10-11(5,8)9/h6H,1-5H3,(H,8,9)

InChI key

BLALDUPQYCGKAG-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
0000340975
0000340975
0000215740
0000252065
MKCP9349

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Dimethyl methylphosphonate ≥98%

Sigma-Aldrich

D169102

Dimethyl methylphosphonate

I Shoshani et al.
The Journal of biological chemistry, 274(49), 34742-34744 (1999-11-27)
Acyclic derivatives of adenine, known as highly effective nucleotide analogs with broad spectrum antiviral activity, were evaluated for potential cross-reactivity with adenylyl cyclases, a family of membrane-bound enzymes that share putative topologies at their catalytic sites with oligonucleotide polymerases and
S Hodge et al.
Journal of virology, 73(10), 8630-8639 (1999-09-11)
The fatal disease induced by SIVsmmPBj4 clinically resembles endotoxic shock, with the development of severe gastrointestinal disease. While the exact mechanism of disease induction has not been fully elucidated, aspects of virus biology suggest that immune activation contributes to pathogenesis.
Manisha Sathe et al.
The Analyst, 137(2), 406-413 (2011-11-19)
Immunoassay detection of O-pinacolyl methylphosphonic acid (PMPA) employing direct coating of N-2-aminoethyl-O-pinacolyl methylphosphonate (hapten B) on microtiter plates is reported. Coating was achieved by covalently linking hapten B to a glutaraldehyde (GA) polymer network directly bound to the polystyrene (PS)
Looking down the drug pipeline.
J Cadman
GMHC treatment issues : the Gay Men's Health Crisis newsletter of experimental AIDS therapies, 12(3), 5-9 (2001-05-22)
B Rosenwirth et al.
Journal of medical primatology, 28(4-5), 195-205 (1999-12-11)
Combination chemotherapy using potent anti-retroviral agents has led to significant advances in the clinical management of human immunodeficiency virus (HIV) disease. However, the emergence of multiple drug-resistant mutants, the high need for compliance to adhere to demanding drug-dosing schemes, and
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