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84172

Sigma-Aldrich

Salicylaldoxime

≥98.0% (NT)

Synonym(s):

2-Hydroxybenzaldehyde oxime

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About This Item

Linear Formula:
2-(HO)C6H4CH=NOH
CAS Number:
94-67-7
Molecular Weight:
137.14
Beilstein/REAXYS Number:
1859881
EC Number:
202-353-8
MDL number:
MFCD00002120
UNSPSC Code:
12352100
PubChem Substance ID:
57652990
NACRES:
NA.22

Quality Level

200

assay

≥98.0% (NT)

form

crystals

mp

57-59 °C
59-61 °C (lit.)

functional group

amine
oxime

SMILES string

O\N=C\c1ccccc1O

InChI

1S/C7H7NO2/c9-7-4-2-1-3-6(7)5-8-10/h1-5,9-10H/b8-5+

InChI key

ORIHZIZPTZTNCU-VMPITWQZSA-N

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Application


  • Novel uncharged triazole salicylaldoxime derivatives as potential acetylcholinesterase reactivators: This research focuses on the synthesis and evaluation of novel salicylaldoxime derivatives, aimed at reactivating acetylcholinesterase inhibited by nerve agents (MH Baghersad, A Habibi, 2023).

  • Selectivity of Salicylaldoxime and its Derivatives: This study utilizes Density Functional Theory (DFT) to examine the selectivity and effectiveness of salicylaldoxime derivatives in various chemical applications (B Tuzun, 2014).

  • Synthesis and Spectroscopic study of Pd(II)-Salicylaldoxime complexes with amine ligands: This paper presents the synthesis and characterization of new Pd(II) complexes with salicylaldoxime, exploring their potential uses in catalysis and material science (EN Al_Sabawi et al., 2021).

Other Notes

Reagent for the spectrophotometric determination of Cu(II), Fe (III), Mo(VI) and Ni(II); a review

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2937
BCCK3369
BCCJ4766
BCCJ5206
BCCG1083

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F Minutolo et al.
Journal of medicinal chemistry, 44(24), 4288-4291 (2001-11-16)
The phenolic "A-ring" of natural and synthetic estrogen receptor (ER) ligands was effectively replaced by a planar six-member ring formed through an intramolecular hydrogen bond within a salicylaldoxime. Thus, oxime 1, a structural analogue of a triarylethylene estrogen, showed a
D D Ourth et al.
Developmental and comparative immunology, 6(1), 75-85 (1982-01-01)
Fresh channel catfish (Ictalurus punctatus) serum from unimmunized catfish exhibited 100% bactericidal activity against Salmonella paratyphi. Components responsible for bactericidal activity could be absorbed from the fresh catfish serum with S. paratyphi. The bactericidal system of the fresh catfish serum
Ross S Forgan et al.
Chemical communications (Cambridge, England), (34)(34), 4049-4051 (2008-09-02)
Attaching dialkylaminomethyl arms to commercial phenolic oxime copper extractants yields reagents which transport base metal salts very efficiently by forming neutral 1:1 or 1:2 complexes with zwitterionic forms of the ligands.
Ian A Gass et al.
Dalton transactions (Cambridge, England : 2003), (15)(15), 2043-2053 (2008-04-03)
The synthesis and magnetic properties of the compounds [HNEt(3)][Fe(2)(OMe)(Ph-sao)(2) (Ph-saoH)(2)].5MeOH (1.5MeOH), [Fe(3)O(Et-sao)(O(2)CPh)(5)(MeOH)(2)].3MeOH (2.3MeOH), [Fe(4)(Me-sao)(4)(Me-saoH)(4)] (3), [HNEt(3)](2)[Fe(6)O(2)(Me-sao)(4)(SO(4))(2)(OMe)(4)(MeOH)(2)] (4), [Fe(8)O(3)(Me-sao)(3)(tea)(teaH)(3)(O(2)CMe)(3)] (5), [Fe(8)O(3)(Et-sao)(3)(tea)(teaH)(3)(O(2)CMe)(3)] (6), and [Fe(8)O(3)(Ph-sao)(3)(tea)(teaH)(3)(O(2)CMe)(3)] (7) are reported (Me-saoH(2) is 2'-hydroxyacetophenone oxime, Et-saoH(2) is 2'-hydroxypropiophenone oxime and Ph-saoH(2) is 2-hydroxybenzophenone oxime). 1-7
Tiziano Tuccinardi et al.
Bioorganic & medicinal chemistry, 21(6), 1511-1515 (2012-09-29)
New compounds containing a novel zinc binding group (salicylaldoxime system) were identified as effective inhibitors of carbonic anhydrases (CAs). This structural motif seems to bind the catalytic zinc ion of CAs, revealing itself as a new valid alternative to the
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