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N4525

Sigma-Aldrich

1-Naphthyl isothiocyanate

95%

Synonym(s):

α-Naphthyl isothiocyanate, 1-Isothiocyanatonaphthalene, Naphthalen-1-yl isothiocyanate

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About This Item

Linear Formula:
C10H7NCS
CAS Number:
551-06-4
Molecular Weight:
185.24
EC Number:
208-990-8
MDL number:
MFCD00003882
UNSPSC Code:
12352100
PubChem Substance ID:
24897706
NACRES:
NA.22

Assay

95%

form

solid

mp

55.5-57 °C (lit.)

SMILES string

S=C=Nc1cccc2ccccc12

InChI

1S/C11H7NS/c13-8-12-11-7-3-5-9-4-1-2-6-10(9)11/h1-7H

InChI key

JBDOSUUXMYMWQH-UHFFFAOYSA-N

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Application

1-Naphthyl isothiocyanate (NITC) can be used as a source of thiourea moiety to synthesize derivatives of calix[4]arenes to be used as anion acceptors. It can also be used for the synthesis of naphthyl substituted 1,2,4-triazoles and 1,3,4-thiadiazoles.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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Synthesis and antimicrobial activity of some pyridyl and naphthyl substituted 1, 2, 4-triazole and 1, 3, 4-thiadiazole derivatives.
Zamani K, et al.
Turkish Journal of Chemistry, 28(1), 95-100 (2004)
Calix [4] arenes containing thiourea and amide moieties: neutral receptors towards ?, ?-dicarboxylate anions.
Liu SY, et al.
Organic & Biomolecular Chemistry, 2(11), 1582-1586 (2004)
Masanori Kobayashi et al.
Toxicology, 275(1-3), 50-57 (2010-07-03)
Drug-induced liver injury (DILI) is a major safety concern in drug development and clinical drug therapy. The pathogenesis of DILI usually involves the participation of the parent drug or metabolites that either directly affect the cell biochemistry or elicit an
Hossain M Golbar et al.
Toxicologic pathology, 39(5), 795-808 (2011-07-20)
To investigate pathogenesis of post-bile duct (BD) injury fibrosis, interlobular BD epithelial injury was induced in male F344 rats by a single IP injection of α-naphthylisothiocyanate (75 mg/kg body weight) and rats were observed for 12 days. On days 1
Bo Kong et al.
Toxicology and applied pharmacology, 261(2), 189-195 (2012-04-24)
Emerging evidence suggests that feeding a high-fat diet (HFD) to rodents affects the expression of genes involved in drug transport. However, gender-specific effects of HFD on drug transport are not known. The multidrug resistance-associated protein 2 (Mrp2, Abcc2) is a
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