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M2004

Sigma-Aldrich

(S)-(+)-Mandelic acid

ReagentPlus®, ≥99%

Synonym(s):

(S)-α-Hydroxyphenylacetic acid

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About This Item

Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
17199-29-0
Molecular Weight:
152.15
Beilstein/REAXYS Number:
2208678
EC Number:
241-240-8
MDL number:
MFCD00004495
UNSPSC Code:
12352200
PubChem Substance ID:
24896592

product line

ReagentPlus®

assay

≥99%

optical activity

[α]20/D +154°, c = 2.8 in H2O

optical purity

ee: 99% (GLC)

mp

131-134 °C (lit.)

SMILES string

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

InChI

1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1

InChI key

IWYDHOAUDWTVEP-ZETCQYMHSA-N

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General description

N-Methyl-D-glucamine (Meglumine) is a sorbitol derivative in which one of the hydroxyl groups has been replaced with a methylamino group. Meglumine is widely used with iodinated organic compounds as a contrast media.

Application

N-Methyl-D-glucamine can be used as a co-crystal conformer as well as a salt-forming agent due to its hydrophilic nature and ability to modify the crystalline structure of the drug molecule to improve solubility.
It is also used to functionalize polymers and resins to develop chelating agents for the removal of boron and arsenic from wastewater.
A versatile reagent used in the resolution of racemates and the preparation of amides.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

>374.0 °F

flash_point_c

> 190 °C

ppe

Eyeshields, Gloves, type N95 (US)

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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Tetrahedron, 50, 5049-5049 (1994)
The Journal of Organic Chemistry, 58, 2313-2313 (1993)
Synthetic Communications, 23, 2761-2761 (1993)
Melanie Balbach et al.
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Mammalian oocytes are enveloped by the zona pellucida (ZP), an extracellular matrix of glycoproteins. In sperm, stimulation with ZP proteins evokes a rapid Ca2+ influx via the sperm-specific, pH-sensitive Ca2+ channel CatSper. However, the physiological role and molecular mechanisms underlying
A Lamouri et al.
Journal of medicinal chemistry, 36(8), 990-1000 (1993-04-16)
To further investigate our hypothesis on the structure of the platelet-activating factor (PAF) receptor, 35 compounds derived from 1,4-bis(3',4',5'-trimethoxybenzoyl)piperazine were synthesized and their in vitro antagonistic effect was measured. Substitution of the compounds in position 2, by ester or carbamate
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