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Merck
CN

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

Key Documents

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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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0864
STBL0594
STBK5341
STBK0295
0000097911

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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)
Matthew Quinn et al.
American journal of physiology. Gastrointestinal and liver physiology, 302(1), G182-G193 (2011-10-08)
Cholestatic patients often present with clinical features suggestive of adrenal insufficiency. In the bile duct-ligated (BDL) model of cholestasis, the hypothalamic-pituitary-adrenal (HPA) axis is suppressed. The consequences of this suppression on cholangiocyte proliferation are unknown. We evaluated 1) HPA axis
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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