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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

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

248983-1G:
248983-BULK:
248983-250MG:
248983-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5994
BCCM5658
BCBV1200
BCBQ7260V
BCBM8099V

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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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