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55940

Sigma-Aldrich

3-Hydroxy-2-naphthoic hydrazide

≥98.0%

Synonym(s):

3-Hydroxy-2-naphthydrazide

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About This Item

Linear Formula:
HOC10H6CONHNH2
CAS Number:
5341-58-2
Molecular Weight:
202.21
Beilstein:
395153
EC Number:
226-282-7
MDL number:
MFCD00004097
UNSPSC Code:
12352100
PubChem Substance ID:
57651560
NACRES:
NA.22

Quality Level

100

Assay

≥98.0%

mp

205-208 °C (lit.)
205-208 °C

SMILES string

NNC(=O)c1cc2ccccc2cc1O

InChI

1S/C11H10N2O2/c12-13-11(15)9-5-7-3-1-2-4-8(7)6-10(9)14/h1-6,14H,12H2,(H,13,15)

InChI key

FDNAQCWUERCJBK-UHFFFAOYSA-N

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Application

3-Hydroxy-2-naphthoic hydrazide may be used to synthesize the following 2-(alkyl/arylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazoles:
  • 2-ethylamino-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-phenethylamino-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-phenylamino-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-(p-bromophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-(p-chlorophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-(p-fluorophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-(m-fluorophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-(p-methoxyphenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-(p-methylphenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  • 2-(m-trifluoromethylphenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
It may also be employed for the synthesis of 3-hydroxy-2-naphthaldehyde.

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

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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3-Hydroxy-2-naphthoic acid 98%

Sigma-Aldrich

H46007

3-Hydroxy-2-naphthoic acid

Histochemical demonstration of protein-bound amino groups.
L P WEISS et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 2(1), 29-49 (1954-01-01)
A Pompella et al.
The American journal of pathology, 142(5), 1353-1357 (1993-05-01)
Confocal laser scanning fluorescence microscopy plus image videoanalysis was used to visualize the tissue areas and the subcellular sites first involved by oxidative stress and lipid peroxidation, in the well-established experimental model of lipid peroxidation induced by haloalkane intoxication in
Molecular structure, vibrational spectroscopic, first-order hyperpolarizability and HOMO, LUMO studies of 3-hydroxy-2-naphthoic acid hydrazide.
Karpagam J, et al.
Journal of Raman Spectroscopy, 41(1), 53-62 (2010)
Hatice N Dogan et al.
Bioorganic & medicinal chemistry, 10(9), 2893-2898 (2002-07-12)
Two new series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized for their possible anticonvulsant, antibacterial and antifungal activities. The degree of protection afforded by these compounds at a dose of 100mg/kg i.p. against pentylenetetrazole-induced convulsions in mice ranged from 0 to 90%. Among
Thangaraj Anand et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 17(4), 414-422 (2018-03-06)
An easy to prepare novel vitamin B6 cofactor derivative 3-hydroxy-N'-((3 hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)-2-naphthohydrazide (NPY) was synthesized by a one pot condensation reaction of pyridoxal with 3-hydroxy-2-naphthoic hydrazide and applied for the optical detection of Zn2+ and cysteine in the aqueous DMSO medium.
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