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Key Documents

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:
Molecular Weight:
166.17
Beilstein:
2361718
EC Number:
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

optical activity

[α]17/D +150°, c = 1 in ethanol

mp

64-66 °C (lit.)

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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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