U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C11H7NS
Molecular Weight 185.245
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 1-NAPHTHYL ISOTHIOCYANATE

SMILES

S=C=NC1=C2C=CC=CC2=CC=C1

InChI

InChIKey=JBDOSUUXMYMWQH-UHFFFAOYSA-N
InChI=1S/C11H7NS/c13-8-12-11-7-3-5-9-4-1-2-6-10(9)11/h1-7H

HIDE SMILES / InChI

Molecular Formula C11H7NS
Molecular Weight 185.245
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Characterization of the enhancing effect of protamine on the proliferative activity of hepatocyte growth factor in rat hepatocytes.
2009-04
Bile acids metabonomic study on the CCl4- and alpha-naphthylisothiocyanate-induced animal models: quantitative analysis of 22 bile acids by ultraperformance liquid chromatography-mass spectrometry.
2008-12
Modulation of the inflammatory response and apoptosis using epidermal growth factor and hepatocyte growth factor in a liver injury model: a potential approach to the management and treatment of cholestatic liver disease.
2008-12
Urinary metabolic fingerprinting for alpha-naphthylisothiocyanate-induced intrahepatic cholestasis in rats using Fourier transform-ion cyclotron resonance mass spectrometry.
2008-10
Exploration of Emodin to treat alpha-naphthylisothiocyanate-induced cholestatic hepatitis via anti-inflammatory pathway.
2008-08-20
A toxicogenomics approach for early assessment of potential non-genotoxic hepatocarcinogenicity of chemicals in rats.
2008-08-19
Validation of putative genomic biomarkers of nephrotoxicity in rats.
2008-04-18
Protective response of the Ah receptor to ANIT-induced biliary epithelial cell toxicity in see-through medaka.
2008-04
Integration of clinical chemistry, expression, and metabolite data leads to better toxicological class separation.
2008-04
[Role of early growth response factor-1 signal pathway in acute intrahepatic cholestatic hepatic injury in rats].
2008-03
Hepatoprotective effect of Hypericum japonicum extract and its fractions.
2008-02-28
Piecewise multivariate modelling of sequential metabolic profiling data.
2008-02-19
Seizure susceptibility alteration following reversible cholestasis in mice: Modulation by opioids and nitric oxide.
2008-02-12
Integrative top-down system metabolic modeling in experimental disease states via data-driven Bayesian methods.
2008-02
Non invasive high resolution in vivo imaging of alpha-naphthylisothiocyanate (ANIT) induced hepatobiliary toxicity in STII medaka.
2008-01-20
A CD133-expressing murine liver oval cell population with bilineage potential.
2007-10
Determination and kinetics of producing glucosamine using fungi.
2007-09-21
Acute hepatotoxicity: a predictive model based on focused illumina microarrays.
2007-09
Uniform procedure of (1)H NMR analysis of rat urine and toxicometabonomics Part II: comparison of NMR profiles for classification of hepatotoxicity.
2007-07
Bone marrow fails to differentiate into liver epithelium during murine development and regeneration.
2007-05
Melatonin attenuates disruption of serum cholesterol status in rats with a single alpha-naphthylisothiocyanate treatment.
2007-03
Determination of phospholipidosis potential based on gene expression analysis in HepG2 cells.
2007-03
Ketoprofen glucuronidation and bile excretion in carbon tetrachloride and alpha-naphthylisothiocyanate induced hepatic injury rats.
2007-02-12
Protective effect of glycyrrhizin and matrine on acute vanishing bile duct syndrome induced by alpha-naphthylisothiocyanate in rats.
2007-02
Protective effect of glycyrrhizin, glycyrrhetic acid and matrine on acute cholestasis induced by alpha-naphthyl isothiocyanate in rats.
2007-02
Saikokeishito Extract Exerts a Therapeutic Effect on alpha-Naphthylisothiocyanate-Induced Liver Injury in Rats through Attenuation of Enhanced Neutrophil Infiltration and Oxidative Stress in the Liver Tissue.
2007-01
Investigation of the hepatotoxicity profile of chemical entities using Liverbeads and WIF-B9 in vitro models.
2006-09
The potential risks of nanomaterials: a review carried out for ECETOC.
2006-08-14
ANIT toxicity toward mouse hepatocytes in vivo is mediated primarily by neutrophils via CD18.
2006-08
Heterogeneity of the intrahepatic biliary epithelium.
2006-06-14
alpha-Tocopherol protects against alpha-naphthylisothiocyanate-induced hepatotoxicity in rats less effectively than melatonin.
2006-06-10
Lack of evidence that bone marrow cells contribute to cholangiocyte repopulation during experimental cholestatic ductal hyperplasia.
2006-05
Analysis of kanamycin A in human plasma and in oral dosage form by derivatization with 1-naphthyl isothiocyanate and high-performance liquid chromatography.
2006-03
Characterization of ANIT-induced toxicity using precision-cut rat and dog liver slices cultured in a dynamic organ roller system.
2006
Liquid chromatography-mass spectrometric analysis of urinary metabolites and their pattern recognition for the prediction of drug-induced hepatotoxicity.
2005-12
Pharmacokinetics of alpha-naphthyl isothiocyanate in rats.
2005-11
NMR spectroscopic-based metabonomic investigation on the acute biochemical effects induced by Ce(NO3)3 in rats.
2005-11
Use of proteomic methods to identify serum biomarkers associated with rat liver toxicity or hypertrophy.
2005-10
Development of a large-scale chemogenomics database to improve drug candidate selection and to understand mechanisms of chemical toxicity and action.
2005-09-29
Chemometric analysis of biofluids following toxicant induced hepatotoxicity: a metabonomic approach to distinguish the effects of 1-naphthylisothiocyanate from its products.
2005-08
Comparison of murine cirrhosis models induced by hepatotoxin administration and common bile duct ligation.
2005-07-21
Limited protective role of V-PYRRO/NO against cholestasis produced by alpha-naphthylisothiocyanate in mice.
2005-07-01
Biliary excretion of taurocholate, organic anions and vinblastine in rats with alpha-naphthylisothiocyanate-induced cholestasis.
2005-07
Effect of alpha-naphthyl isothiocyanate on 2-amino-3-methylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in rats.
2005-06-20
Comparison of metabolic profiles from serum from hepatotoxin-treated rats by nuclear-magnetic-resonance-spectroscopy-based metabonomic analysis.
2005-05-01
Effect of betaine supplementation on changes in hepatic metabolism of sulfur-containing amino acids and experimental cholestasis induced by alpha-naphthylisothiocyanate.
2005-05
Identification of 4-methylspinaceamine--a Pictet-Spengler condensation reaction product of histamine with acetaldehyde--in human urine.
2005-01-28
In vivo antihepatotoxic effects of Ligularia fischeri var. spiciformis and the identification of the active component, 3,4-dicaffeoylquinic acid.
2005
Lack of benefit of ursodeoxycholic acid in drug-induced cholestasis in the rat.
1992-05
Relationship between alpha-naphthylisothiocyanate-induced liver injury and elevations in hepatic non-protein sulfhydryl content.
1991-08-22
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:53:27 GMT 2025
Edited
by admin
on Mon Mar 31 18:53:27 GMT 2025
Record UNII
HG44814A3V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1-NAPHTHYL ISOTHIOCYANATE
Systematic Name English
1-NAPHTHYLISOTHIOCYANATE
MI  
Preferred Name English
NSC-89741
Code English
1-NAPHTHYLISOTHIOCYANATE [MI]
Common Name English
NAPHTHYL ISOTHIOCYANATE, 1-
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
208-990-8
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY
CAS
551-06-4
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY
FDA UNII
HG44814A3V
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY
NSC
89741
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY
PUBCHEM
11080
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY
EPA CompTox
DTXSID8025703
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY
MERCK INDEX
m7763
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY Merck Index
CHEBI
35455
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY
WIKIPEDIA
1-Naphthylisothiocyanate
Created by admin on Mon Mar 31 18:53:27 GMT 2025 , Edited by admin on Mon Mar 31 18:53:27 GMT 2025
PRIMARY