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248983

Sigma-Aldrich

(S)-(+)-α-Methoxyphenylacetic acid

99%

Synonym(s):

O-Methyl-L-mandelic acid

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About This Item

Linear Formula:
C6H5CH(OCH3)CO2H
CAS Number:
26164-26-1
Molecular Weight:
166.17
Beilstein:
2361718
EC Number:
247-492-5
MDL number:
MFCD00064216
UNSPSC Code:
12352112
PubChem Substance ID:
24854969
NACRES:
NA.22

Assay

99%

form

solid

optical activity

[α]17/D +150°, c = 1 in ethanol

mp

64-66 °C (lit.)

functional group

carboxylic acid
ether
phenyl

SMILES string

CO[C@H](C(O)=O)c1ccccc1

InChI

1S/C9H10O3/c1-12-8(9(10)11)7-5-3-2-4-6-7/h2-6,8H,1H3,(H,10,11)/t8-/m0/s1

InChI key

DIWVBIXQCNRCFE-QMMMGPOBSA-N

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Application

Reactant involved in the synthesis of biologically active molecules including:
  • Acyclonucleoside phosphonates structural analogs of adefovir
  • Labeled discodermolide for studying binding to tubulin
  • 10-Isocyano-4-cadinene used for antifouling activity

Reactant involved in studies of immunostimulating chromanones gonytolides A-C

Reactant involved in:
  • Hydroxylations and epoxidations
  • Hydrogenations

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV1200
BCBQ7260V
BCBM8099V
BCBB9438V
BCBB9438

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Radoslaw Laufer et al.
Bioorganic & medicinal chemistry, 22(17), 4968-4997 (2014-07-22)
TTK kinase was identified by in-house siRNA screen and pursued as a tractable, novel target for cancer treatment. A screening campaign and systematic optimization, supported by computer modeling led to an indazole core with key sulfamoylphenyl and acetamido moieties at

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