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Merck
CN

A3882

Alizarin-3-methyliminodiacetic acid

≥98% (TLC), powder

Synonym(s):

N-(carboxymethyl)-N-[(9,10-dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenyl)methyl]-glycine, 3,4-Dihydroxyanthraquinon-2-yl-methylimino-diacetic acid, Alizarin Complexone, Alizarin Fluorine Blue

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About This Item

Empirical Formula (Hill Notation):
C19H15NO8
CAS Number:
3952-78-1
Molecular Weight:
385.32
NACRES:
NA.32
PubChem Substance ID:
24890823
UNSPSC Code:
12352204
EC Number:
223-544-2
MDL number:
MFCD00001202
Beilstein/REAXYS Number:
2190028

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Product Name

Alizarin-3-methyliminodiacetic acid,

SMILES string

OC(=O)CN(CC(O)=O)Cc1cc2C(=O)c3ccccc3C(=O)c2c(O)c1O

InChI key

PWIGYBONXWGOQE-UHFFFAOYSA-N

InChI

1S/C19H15NO8/c21-13(22)7-20(8-14(23)24)6-9-5-12-15(19(28)16(9)25)18(27)11-4-2-1-3-10(11)17(12)26/h1-5,25,28H,6-8H2,(H,21,22)(H,23,24)

assay

≥98% (TLC)

form

powder

solubility

1 M NaOH: 10 mg/mL, blue to purple

Quality Level

100

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Application

Alizarin-3-methyliminodiacetic acid has been used:
  • for live staining of mineralized bone matrix
  • to double-label the bone for dynamic bone histomorphometry at the femoral mid-diaphysis in the rat
  • as a label in histomorphometry of the tibial diaphysis to indicate new bone formation in the rat

General description

Alizarin-3-methyliminodiacetic acid is used in the colorimetric detection of fluorine. It is a dye employed to stain mineralized bones of the preserved specimen from vertebrates.

Legal Information

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6306V
WXBF4570V
WXBF1926V
MKCS7233
WXBD9654V

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Ling Zhu et al.
Dalton transactions (Cambridge, England : 2003), 48(15), 5035-5047 (2019-03-28)
A complexone analog chemosensor, H2L, bearing chelating bis(2-pyridylmethyl) amine and alizarin groups was synthesized via the Mannich reaction. H2L chromically responds to OH-, F-, CH3COO-, and H2PO4- in DMF, CH3CN, and acetone, but not in CH3OH or H2O. The addition
Bi Foua Claude Alain Gohi et al.
Cell & bioscience, 10, 2-2 (2020-01-11)
A two-stage method of obtaining viable human amniotic stem cells (hAMSCs) in large-scale is described. First, human amniotic stem cells are isolated via dual enzyme (collagenase II and DNAase I) digestion. Next, relying on a culture of the cells from
R H Anken et al.
Advances in space research : the official journal of the Committee on Space Research (COSPAR), 30(4), 721-725 (2003-01-17)
Inner ear stones (otoliths) of larval cichlid fish Oreochromis mossambicus were marked with the calcium-tracer alizarin-complexone (AC) at 1 g earth gravity before and after a 3, 7, 14 or 21 days stay of the animals at hypergravity conditions (hg;
S Iyama et al.
Journal of periodontology, 68(12), 1169-1175 (1998-01-28)
The present study was designed to compare the amount and regional distribution of bone formation around hydroxyapatite (HA) implants in normal (control) rats with that of animals with diabetes mellitus (DM), induced by streptozotocin 2 weeks prior to implant placement.
Fábio de S Dias et al.
Talanta, 89, 276-279 (2012-01-31)
In the present study, a minicolumn of sisal fiber loaded with alizarin fluorine blue is proposed as a preconcentration system for copper determination in tobacco leaf samples by flame atomic absorption spectrometry. During the optimization procedure, a two level full
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