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Merck

386588

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
NACRES:
NA.22
PubChem Substance ID:
24864102
UNSPSC Code:
12352100
MDL number:
MFCD00192402

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Product Name

Pinacolyl methylphosphonate, 97%

InChI

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

SMILES string

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

InChI key

BLALDUPQYCGKAG-UHFFFAOYSA-N

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.)

Quality Level

100

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H315

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

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
0000480152
0000480152
0000457099
0000457099
0000340975

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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
T S Shippenberg et al.
Synapse (New York, N.Y.), 38(2), 161-166 (2000-10-06)
Sensitization to cocaine has been attributed to alterations in excitatory amino acid and dopamine neurotransmission in the mesolimbic system. The present study sought to determine whether inhibition of NAALADase, an enzyme that cleaves glutamate from the endogenous neuropeptide, N-acetyl-aspartyl-glutamate (NAAG)
T Igarashi et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(2), 658-663 (2001-01-03)
The highly pathogenic simian immunodeficiency virus/HIV type 1 (SHIV) chimeric virus SHIV(DH12R) induces a systemic depletion of CD4(+) T lymphocytes in rhesus monkeys during the initial 3-4 weeks of infection. Nonetheless, high levels of viral RNA production continue unabated for
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.
Sung-Up Choi et al.
Journal of pharmaceutical sciences, 97(2), 931-943 (2007-06-05)
We have investigated the ability of lipid-indinavir particles composed of 3-to-1 lipid-drug molar ratio to encapsulate an aqueous marker calcein and anti-HIV drug (3)H-phosphonylmethoxypropyl-adenine (PMPA). Even at a high density of indinavir associated to lipid-indinavir nanoparticles, they form an enclosed
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