417467

Triethyl 2-phosphonobutyrate

98%

• Synonym(s): α-Diethylphosphonobutanoic acid ethyl ester, Ethyl 2-(diethoxyphosphoryl)butanoate, NSC 22423
• Linear Formula: (C₂H₅O)₂P(O)CH(C₂H₅)CO₂C₂H₅
• CAS Number: 17145-91-4
• Molecular Weight: 252.24
• MDL number: MFCD00041347
• UNSPSC Code: 12352108
• PubChem Substance ID: 24866152
• NACRES: NA.22

Properties

• assay: 98%
• form: liquid
• reaction suitability: reaction type: C-C Bond Formation
• refractive index: n20/D 1.432 (lit.)
• bp: 152-154 °C/14 mmHg (lit.)
• density: 1.064 g/mL at 25 °C (lit.)
• functional group: ester; phosphonate
• SMILES string: CCOC(=O)C(CC)P(=O)(OCC)OCC
• InChI: 1S/C10H21O5P/c1-5-9(10(11)13-6-2)16(12,14-7-3)15-8-4/h9H,5-8H2,1-4H3
• InChI key: GYUCVQSNZFRDRL-UHFFFAOYSA-N

Description

Application

Reactant for preparation of:

• Furospinosulin-1 and analogs as hypoxia-selective antitumor agents
• Aminoquinolines as beta-site amyloid precursor protein cleaving enzyme 1 (BACE1) inhibitors and potential anti-Alzheimer′s drugs
• Phenylpropanoic acid peroxisome proliferator-activated receptor (PPAR) α-selective agonists as nonalcoholic steatohepatitis (NASH)-preventive agents
• PPAR agonists with phenethylphenylphthalimide skeleton derived from thalidomide-related LXR antagonists
• Notch-sparing γ-secretase inhibitors derived from PPAR agonist library
• Plakotenin via Diels-Alder reaction, as a potential anticancer agent, naturally found in Okinawan sponge of the genus Plakortis
• Quinone/naphthoquinone-substituted propenoic acids as inhibitors of cell growth and redox function of apurinic/apyrimidinic endonuclease 1/redox enhancing factor 1 (Ape1/Ref-1)
• α-alkenyl cyclic ethers by asymmetric dehydrative cyclization of ω-hydroxy allyl alcohols catalyzed by Ru complexes of axially chiral naphthylpyridinecarboxylates
• Branched phosphonoethoxyethyl purines as new acyclic nucleoside phosphonates which inhibit Plasmodium falciparum (malarial parasite) hypoxanthine-guanine-xanthine phosphoribosyltransferase (HGXPRT)
• Phenylpropanoic acid-type peroxisome proliferator-activated receptor pan agonists as candidate drugs for treatment of altered metabolic homeostasis

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter