salicylaldehyde, oxime

Names

[ CAS No. ]:
94-67-7

[ Name ]:
salicylaldehyde, oxime

[Synonym ]:
2-hydroxybenzaldehyde oxime
salicylaldehyde, oxime
Saldox
Benzaldehyde, 2-hydroxy-, oxime
SALICYLALDEHYDE OXIME
Salicylaldehydoxime
2-hydroxybenzaldoxime
SalicyladoximeGr
o-Hydroxybenzaldoxime
MFCD00002120
o-hydroxybenzaldehyde oxime
EINECS 202-353-8
2-[(Hydroxyimino)methyl]phenol
Salicaldehyde oxime
2-[(E)-(Hydroxyimino)methyl]phenol

Biological Activity

[Description]:

Salicylaldoxime is an organic compound, that has been used as a reagent for the gravimetric determination and separation of Cooper, Nickel, Palladium, Lead, Bismuth and Zine. The copper complex of Salicylaldoxime has anticancer activity[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[In Vitro]

Salicylaldoxime (300 μM) completely inhibits the relaxation activity of topoisomerase II when it forms a complex with copper; also inhibits L1210 leukaemia cell proliferation[1].

[References]

[1]. W Ligett and L Biefeld. Separation and Determination of Lead with Salicylaldoxime. Ind. Eng. Chem. Anal. Ed. 1941, 13, 11, 813-815.

[2]. D. Jayaraju and Anand K. Kondapi. Anti-cancer copper salicylaldoxime complex inhibits topoisomerase II catalytic activity. Current Science. Vol. 81, No. 7 (10 October 2001), pp. 787-792

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
256.5±23.0 °C at 760 mmHg

[ Melting Point ]:
59-61 °C(lit.)

[ Molecular Formula ]:
C₇H₇NO₂

[ Molecular Weight ]:
137.136

[ Flash Point ]:
146.9±11.9 °C

[ Exact Mass ]:
137.047684

[ PSA ]:
52.82000

[ LogP ]:
1.88

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.552

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VN5775000

CHEMICAL NAME :: Salicylaldehyde, oxime

CAS REGISTRY NUMBER :: 94-67-7

BEILSTEIN REFERENCE NO. :: 1859881

LAST UPDATED :: 199712

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C7-H7-N-O2

MOLECULAR WEIGHT :: 137.15

WISWESSER LINE NOTATION :: QNU1R BQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,36,1953

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
VN5775000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Selective and potent agonists for estrogen receptor beta derived from molecular refinements of salicylaldoximes.

Eur. J. Med. Chem. 46 , 2453-62, (2011)

In a continuing effort to improve the subtype selectivity and agonist potency of estrogen receptor β (ERβ) ligands, we have designed and developed a thus far unexplored structural series obtained by m...

Structural evolutions of salicylaldoximes as selective agonists for estrogen receptor beta.

J. Med. Chem. 52 , 858-67, (2009)

The bioisosteric replacement of the phenol ring, a signature functional group of most estrogen receptor (ER) ligands, with a hydrogen-bonded pseudocyclic ring, led to the development of a novel class ...

Linking [M(III)3] triangles with "double-headed" phenolic oximes.

Dalton Trans. 41(29) , 8777-85, (2012)

Strapping two salicylaldoxime units together with aliphatic α,Ω-aminomethyl links in the 3-position gives ligands which allow the assembly of the polynuclear complexes [Fe(7)O(2)(OH)(6)(H(2)L1)(3)(py)...