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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0864
STBL0594
STBK5341
STBK0295
0000097911

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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)
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)
Li-Li Ding et al.
Journal of ethnopharmacology, 140(2), 222-229 (2012-01-26)
Danning tablet, as a composite prescription of traditional Chinese medicine, has been used clinically to relieve liver and gallbladder diseases in China. However, the mechanisms involved are still unclear. The present investigation was designed to assess the effects and possible
Cen Guo et al.
Toxicology letters, 224(1), 93-100 (2013-10-15)
Alpha-naphthylisothiocyanate (ANIT) induces intra-hepatic cholestasis mixed with hepatocellular injury mainly by bile ductular damage. However, its direct effect on hepatic parenchymal cells (hepatocytes) is unclear. Sandwich-cultured rat hepatocytes (SCRH) were applied to clarify this question. Though cytotoxicity was not observed
James P Luyendyk et al.
Toxicological sciences : an official journal of the Society of Toxicology, 119(1), 233-243 (2010-10-27)
Alpha-naphthylisothiocyanate (ANIT)-induced cholestatic liver injury causes tissue factor (TF)-dependent coagulation in mice, and TF deficiency reduces ANIT-induced liver injury. However, the mechanism whereby TF contributes to hepatotoxicity in this model is not known. Utilizing pharmacological and genetic strategies, we evaluated
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