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386588

Sigma-Aldrich

Pinacolyl methylphosphonate

97%

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

Quality Level

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

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Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

WGK

WGK 2

Flash Point(F)

165.2 °F

Flash Point(C)

74 °C

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

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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
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.
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
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
Harri Koskela et al.
Analytical chemistry, 90(14), 8495-8500 (2018-06-12)
The NMR-observable nuclei of the acidic and basic compounds experience pH dependence in chemical shift. This phenomenon can be exploited in NMR titrations to determine p Ka values of compounds, or in pH measurement of solutions using dedicated pH reference

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