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PZ0318

PF-06761281

≥97% (HPLC)

Synonym(s):

(2R)-2-Hydroxy-2-[2-(2-methoxy-5-methyl-3-pyridinyl)ethyl]-butanedioic acid, (R)-2-Hydroxy-2-(2-(2-methoxy-5-methylpyridin-3-yl)ethyl)-succinic acid

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About This Item

Empirical Formula (Hill Notation):
C13H17NO6
CAS Number:
1854061-19-0
Molecular Weight:
283.28
NACRES:
NA.77
PubChem Substance ID:
329823836
UNSPSC Code:
12161503
MDL number:
MFCD30187578
Assay:
≥97% (HPLC)
Form:
powder
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Quality Segment

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

H2O: 20 mg/mL, clear

shipped in

dry ice

storage temp.

−20°C

SMILES string

CC1=CC(CC[C@](CC(O)=O)(O)C(O)=O)=C(OC)N=C1

InChI

1S/C13H17NO6/c1-8-5-9(11(20-2)14-7-8)3-4-13(19,12(17)18)6-10(15)16/h5,7,19H,3-4,6H2,1-2H3,(H,15,16)(H,17,18)/t13-/m1/s1

InChI key

FGYMJXFSHBLHLW-CYBMUJFWSA-N

General description

PF-06761281 is a small, polar dicarboxylate compound. Its structure is similar to citrate, which is the endogenous substrate of Na+-citrate cotransporter (NaCT). It is a novel, potent inhibitor of SLC13a2/3/5 (solute channel) family, along with selectivity for NaCT.

Application

PF-06761281 has been used as a SLC13A family inhibitor, in rats to determine its unbound partition coefficient (Kpuu), to estimate its potency as a drug.

Biochem/physiol Actions

PF-06761281 is an inhibitor of the sodium-coupled citrate transporter (NaCT or SLC13A5), which may be a target for tretment and prevention of metabolic disorders. The SLC13 transporters SLC13A2 (NaDC1), SLC13A3 (NaDC3), and SLC13A5 (NaCT) co-transport di- and tricarboxylates with multiple sodium ions into cells. PF-06761281 inhibits citrate uptake with an IC50 of 740 nM for NaCT in human hepatocytes. PF-06761281 has >25-fold in vitro selectivity for NaCT over NaDC1 and NaDC3 and was inactive in a selectivity panel of 65 targets.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Codes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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