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658774

Sigma-Aldrich

Salicylaldehyde thiosemicarbazone

95%

Synonym(s):

2-Hydroxybenzaldehyde thiosemicarbazone, 2-[(2-Hydroxyphenyl)methylene]hydrazinecarbothioamide, o-Hydroxybenzaldehyde thiosemicarbazone

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About This Item

Linear Formula:
HOC6H4CH=NNHC(S)NH2
CAS Number:
5351-90-6
Molecular Weight:
195.24
MDL number:
MFCD00188550
UNSPSC Code:
12352100
PubChem Substance ID:
24884378

Assay

95%

form

solid

mp

>230 °C

SMILES string

NC(=S)N\N=C/c1ccccc1O

InChI

1S/C8H9N3OS/c9-8(13)11-10-5-6-3-1-2-4-7(6)12/h1-5,12H,(H3,9,11,13)/b10-5+

InChI key

OHNSRYBTSVDDKA-BJMVGYQFSA-N

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
13231ED

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Kevin J Duffy et al.
Journal of medicinal chemistry, 45(17), 3573-3575 (2002-08-09)
High-throughput screening has resulted in the discovery of thiosemicarbazone thrombopoietin mimics. A shared pharmacophore hypothesis between this series and a previously identified class, the pyrazol-4-ylidenehydrazines, led to the rapid optimization of both potency and efficacy of the thiosemicarbazones. The application
Pabla Noblía et al.
Journal of inorganic biochemistry, 99(2), 443-451 (2004-12-29)
As a contribution to the development of novel vanadium complexes with pharmacologically interesting moieties, new dioxovanadium(V) semicarbazone complexes with the formula cis-VO(2)L, where L=5-bromosalicylaldehyde semicarbazone and 2-hydroxynaphtalen-1-carboxaldehyde semicarbazone have been synthesized and characterized by (1)H and (13)C NMR, Raman and
Mirta Rubcić et al.
Acta crystallographica. Section C, Crystal structure communications, 64(Pt 10), o570-o573 (2008-10-08)
The molecular structures of two salicylaldehyde thiosemicarbazone derivatives, namely salicylaldehyde 4-phenylthiosemicarbazone, C(14)H(13)N(3)OS, (I), and 4-methoxysalicylaldehyde 4-phenylthiosemicarbazone, C(15)H(15)N(3)O(2)S, (II), both of potential pharmacological interest, are found in the keto (thione) tautomeric form. The first compound represents a second triclinic polymorph of
D Chattopadhyay et al.
Acta crystallographica. Section C, Crystal structure communications, 44 ( Pt 6), 1025-1028 (1988-06-15)
C8H9N3OS, monoclinic, C2/c, a = 14.206 (3), b = 14.244 (4), c = 10.457 (4) A, beta = 116.18(2) degrees, V = 1898.9 (8) A3, Z = 8, Dm = 1.387, D chi = 1.366 g cm-3, lambda(Mo K alpha)
R Prabhakaran et al.
Metallomics : integrated biometal science, 3(1), 42-48 (2010-12-07)
Bis salicylaldehyde-4(N)-ethylthiosemicarbazone ruthenium(iii) triphenylphosphine [Ru(Sal-etsc)(H-Sal-etsc)(PPh(3))] was synthesized and structurally characterized by spectral and X-ray crystallographic studies and it showed 100% inhibition on the DPPH radical. It also exhibited a significant lymphocyte activity and inhibitory effect on the lung carcinoma A549
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