Home Other Building Blocks 2243-81-4
2243-81-4,MFCD00014314
Catalog No.:AA003EGK

2243-81-4 | 1-Naphthalenecarboxamide

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
98%
in stock  
$16.00   $11.00
- +
25g
95%
in stock  
$229.00   $160.00
- +
100g
98%
in stock  
$760.00   $532.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003EGK
Chemical Name:
1-Naphthalenecarboxamide
CAS Number:
2243-81-4
Molecular Formula:
C11H9NO
Molecular Weight:
171.1953
MDL Number:
MFCD00014314
SMILES:
NC(=O)c1cccc2c1cccc2
NSC Number:
38871
Properties
Properties
 
BP:
401.5°C at 760 mmHg  
Form:
Solid  
MP:
201-204°C  
Refractive Index:
1.4900 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
202  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
2.4  

Downstream Synthesis Route

[1]Bochu,Christophe;Couture,Axel;Lablache-Combier,Alain[Tetrahedron,1988,vol.44,#7,p.1959-1970]

[2]Bochu,Christophe;Couture,Axel;Grandclaudon,Pierre;Lablache-Combier,Alain[JournaloftheChemicalSociety.Chemicalcommunications,1986,#11,p.839-840]

[1]Synthesis,1981,p.977-979

[1]TetrahedronLetters,1998,vol.39,p.2835-2838

[2]TetrahedronLetters,1998,vol.39,p.2835-2838

[1]Lauwagie,Sylvia;Millet,Regis;Pommery,Jean;Depreux,Patrick;Henichart,Jean-Pierre[Heterocycles,2006,vol.68,#6,p.1149-1162]

[2]Jaita,Subin;Phakhodee,Wong;Chairungsi,Neeranuch;Pattarawarapan,Mookda[TetrahedronLetters,2018,vol.59,#39,p.3571-3573]

[3]CurrentPatentAssignee:CHINAPINGMEISHENMAENERGYANDCHEMICALSGROUPCO.,LTD.;SHANGHAIJIAOTONGUNIVERSITY-CN111362822,2020,ALocationinpatent:Paragraph0054-0055

[4]Peng,Yanqing;Song,Gonghua[OrganicPreparationsandProceduresInternational,2002,vol.34,#1,p.95-97]

[5]Hofmann,A.W.[ChemischeBerichte,1868,vol.1,p.42]

[6]Wu,Youzhi;Sun,Peng;Zhang,Kaifan;Yang,Tie;Yao,Hequan;Lin,Aijun[JournalofOrganicChemistry,2016,vol.81,#5,p.2166-2173]

[7]Li,Jianhui;He,Shaopo;Fu,Haiqing;Chen,Xin;Tang,Min;Zhang,Dela;Wang,Bo[ResearchonChemicalIntermediates,2018,vol.44,#4,p.2289-2303]

[8]CurrentPatentAssignee:CHINAPETROCHEMICALCORPORATION-CN104557357,2018,BLocationinpatent:Paragraph0135;0136;0137;0139

[1]Takács,Eszter;Varga,Csilla;Skoda-Földes,Rita;Kollár,László[TetrahedronLetters,2007,vol.48,#14,p.2453-2456]

Literature

Title: Involvement of efflux mechanisms in biocide resistance of Campylobacter jejuni and Campylobacter coli.

Journal: Journal of medical microbiology 20120601

Title: Neoadjuvant chemotherapy modifies serum angiotensinase activities in women with breast cancer.

Journal: Maturitas 20120501

Title: Chiral discrimination of aliphatic amines and amino alcohols using NMR spectroscopy.

Journal: Magnetic resonance in chemistry : MRC 20120401

Title: First synthesis and anticancer activity of novel naphthoquinone amides.

Journal: European journal of medicinal chemistry 20120301

Title: Dual-functional gadolinium-based copper(II) probe for selective magnetic resonance imaging and fluorescence sensing.

Journal: Inorganic chemistry 20120220

Title: Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA).

Journal: Bioorganic & medicinal chemistry 20120215

Title: Intracellular alkalinization induces cytosolic Ca2+ increases by inhibiting sarco/endoplasmic reticulum Ca2+-ATPase (SERCA).

Journal: PloS one 20120101

Title: Periodontal status in smokers and nonsmokers: a clinical, microbiological, and histopathological study.

Journal: International journal of dentistry 20120101

Title: Biochemical characterisation of prolyl aminopeptidase from shoots of triticale seedlings and its activity changes in response to suboptimal growth conditions.

Journal: Plant physiology and biochemistry : PPB 20111101

Title: Essential oils from Moroccan plants as potential chemosensitisers restoring antibiotic activity in resistant Gram-negative bacteria.

Journal: International journal of antimicrobial agents 20111001

Title: Asymmetric photocycloaddition of naphthamide with a diene using the provisional molecular chirality in a chiral crystal.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20110901

Title: Ethyl 2-[1,3-dioxo-6-(piperidin-1-yl)-2,3-dihydro-1H-benz[de]isoquinolin-2-yl]acetate.

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: Structural basis for the recognition and cleavage of histone H3 by cathepsin L.

Journal: Nature communications 20110215

Title: Human dipeptidyl peptidase III: insights into ligand binding from a combined experimental and computational approach.

Journal: Journal of molecular recognition : JMR 20110101

Title: Anti-oxidant and Anti-hypercholesterolemic Activities of Wasabia japonica.

Journal: Evidence-based complementary and alternative medicine : eCAM 20101201

Title: A confocal study on the visualization of chromaffin cell secretory vesicles with fluorescent targeted probes and acidic dyes.

Journal: Journal of structural biology 20101201

Title: Purification and functional characterisation of rhiminopeptidase A, a novel aminopeptidase from the venom of Bitis gabonica rhinoceros.

Journal: PLoS neglected tropical diseases 20100801

Title: The calcium-mobilizing messenger nicotinic acid adenine dinucleotide phosphate participates in sperm activation by mediating the acrosome reaction.

Journal: The Journal of biological chemistry 20100611

Title: N-Methacryloyl-4-(piperidin-1-yl)-1,8-naphthalimide.

Journal: Acta crystallographica. Section E, Structure reports online 20100601

Title: Purified TPC isoforms form NAADP receptors with distinct roles for Ca(2+) signaling and endolysosomal trafficking.

Journal: Current biology : CB 20100427

Title: Calcium signaling via two-pore channels: local or global, that is the question.

Journal: American journal of physiology. Cell physiology 20100301

Title: Pyrene-naftylamide bifluorophore for spectra-converting media.

Journal: Journal of fluorescence 20100101

Title: Cholesterol crystals activate the NLRP3 inflammasome in human macrophages: a novel link between cholesterol metabolism and inflammation.

Journal: PloS one 20100101

Title: A transcriptomic analysis of gene expression in the venom gland of the snake Bothrops alternatus (urutu).

Journal: BMC genomics 20100101

Title: Absolutely conserved tryptophan in M49 family of peptidases contributes to catalysis and binding of competitive inhibitors.

Journal: Bioorganic chemistry 20090601

Title: Neutral cysteine protease bleomycin hydrolase is essential for the breakdown of deiminated filaggrin into amino acids.

Journal: The Journal of biological chemistry 20090508

Title: Small molecules with potent osteogenic-inducing activity in osteoblast cells.

Journal: Bioorganic & medicinal chemistry letters 20090301

Title: A new type of neuron-specific aminopeptidase NAP-2 in rat brain synaptosomes.

Journal: Neurochemistry international 20081201

Title: Lysosomal targeting and trafficking of acid sphingomyelinase to lipid raft platforms in coronary endothelial cells.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20081101

Title: 4-[(E)-2-Ferrocenylethen-yl]-1,8-naphthalic anhydride.

Journal: Acta crystallographica. Section E, Structure reports online 20080401

Title: Evaluation of a series of naphthamides as potent, orally active vascular endothelial growth factor receptor-2 tyrosine kinase inhibitors.

Journal: Journal of medicinal chemistry 20080327

Title: Naphthamides as novel and potent vascular endothelial growth factor receptor tyrosine kinase inhibitors: design, synthesis, and evaluation.

Journal: Journal of medicinal chemistry 20080327

Title: Utility of malignancy markers in fine-needle aspiration cytology of thyroid nodules: comparison of Hector Battifora mesothelial antigen-1, thyroid peroxidase and dipeptidyl aminopeptidase IV.

Journal: British journal of cancer 20080226

Title: N-(4-Amino-phen-yl)-1,8-naphthalimide hemihydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: NAADP mobilizes calcium from the endoplasmic reticular Ca(2+) store in T-lymphocytes.

Journal: The Journal of biological chemistry 20070629

Title: Isolation, purification and characterization of a DPP-III homologue from goat brain.

Journal: Protein expression and purification 20070401

Title: Synthesis and in vitro binding studies of substituted piperidine naphthamides. Part II: Influence of the substitution on the benzyl moiety on the affinity for D2L, D4.2, and 5-HT2A receptors.

Journal: Bioorganic & medicinal chemistry letters 20070315

Title: Synthesis and in vitro binding studies of substituted piperidine naphthamides. Part I: Influence of the substitution on the basic nitrogen and the position of the amide on the affinity for D2L, D4.2, and 5-HT2A receptors.

Journal: Bioorganic & medicinal chemistry letters 20070315

Title: The lysosome or lysosome-related organelle may serve as a Ca2+ store in the boutons of hippocampal pyramidal cells.

Journal: Neuropharmacology 20070101

Title: Atrial angiotensinase activity in hypothyroid, euthyroid, and hyperthyroid rats.

Journal: Journal of cardiovascular pharmacology 20060901

Title: Characterization of proteolytic activities of Fusobacterium nucleatum.

Journal: Journal of endodontics 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Bioassay for the determination of the intra- and extracellular activity of aminopeptidases in immobilized tomato cells.

Journal: Chemistry & biodiversity 20060401

Title: Efficient remote axial-to-central chirality transfer in enantioselective SmI2-mediated reductive coupling of aldehydes with crotonates of atropisomeric 1-naphthamides.

Journal: The Journal of organic chemistry 20060317

Title: Calcium mobilization by nicotinic acid adenine dinucleotide phosphate (NAADP) in rat astrocytes.

Journal: Cell calcium 20060201

Title: Influence of thyroid disorders on kidney angiotensinase activity.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20060101

Title: Effect of calcium ions on enteropeptidase catalysis.

Journal: Biochemistry. Biokhimiia 20051001

Title: Asymmetric photocycloaddition in solution of a chiral crystallized naphthamide.

Journal: Angewandte Chemie (International ed. in English) 20050826

Title: Cation-independent mannose 6-phosphate and 78 kDa receptors for lysosomal enzyme targeting are located in different cell compartments.

Journal: Biochimica et biophysica acta 20050815

Title: Subcellular distribution of membrane-bound aminopeptidases in the human and rat brain.

Journal: Neuroscience letters 20050701

Title: Representative aminopeptidases and prolyl endopeptidase from murine macrophages: comparative activity levels in resident and elicited cells.

Journal: Biochemical pharmacology 20050515

Title: New synthesis of vaulted biaryl ligands via the Snieckus phenol synthesis.

Journal: Organic letters 20050203

Title: Aminopeptidase activity in the postmortem brain of human heroin addicts.

Journal: Neurochemistry international 20050201

Title: Directed evolution of Pseudomonas aeruginosa lipase for improved amide-hydrolyzing activity.

Journal: Protein engineering, design & selection : PEDS 20050201

Title: Intramolecular rearrangement for regioselective complexation by intramolecular CH/pi interaction in a hydrophobic cavity of a ruthenium coordination sphere.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20041203

Title: Nucleophilic aromatic substitution on aryl-amido ligands promoted by oxidizing osmium(IV) centers.

Journal: Inorganic chemistry 20040920

Title: In vitro and in vivo characterization of a novel naphthylamide ATP-sensitive K+ channel opener, A-151892.

Journal: British journal of pharmacology 20040901

Title: Identification of [(naphthalene-1-carbonyl)-amino]-acetic acid derivatives as nonnucleoside inhibitors of HCV NS5B RNA dependent RNA polymerase.

Journal: Bioorganic & medicinal chemistry letters 20040816

Title: Dynamic kinetic resolution of atropisomeric amides.

Journal: Organic letters 20040610

Title: Highly reactive cysteine residues are part of the substrate binding site of mammalian dipeptidyl peptidases III.

Journal: The international journal of biochemistry & cell biology 20040301

Title: 4-Amino cyclohexylglycine analogues as potent dipeptidyl peptidase IV inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20040105

Title: Peptidase activity in various species of dairy thermophilic lactobacilli.

Journal: Journal of applied microbiology 20040101

Title: Two dialkoxynaphthalene aldehydes as backbone amide linkers for solid-phase synthesis.

Journal: Journal of combinatorial chemistry 20040101

Title: Neuron-specific aminopeptidase and puromycin-sensitive aminopeptidase in rat brain development.

Journal: Neurochemical research 20030601

Title: An EORTC-ECSG phase I study of LU 79553 administered every 21 or 42 days in patients with solid tumours.

Journal: European journal of cancer (Oxford, England : 1990) 20030401

Title: Fluorometric assay using naphthylamide substrates for assessing novel venom peptidase activities.

Journal: Toxicon : official journal of the International Society on Toxinology 20021101

Title: Uptake and intracellular fate of gelonin, a ribosome-inactivating protein, in rat liver.

Journal: Biochemical and biophysical research communications 20020906

Title: Lysosomal Ca(2+) stores in bovine corneal endothelium.

Journal: Investigative ophthalmology & visual science 20020701

Title: Stereodynamics of bond rotation in tertiary aromatic amides.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20020315

Title: Identification, purification, and molecular cloning of N-1-naphthylphthalmic acid-binding plasma membrane-associated aminopeptidases from Arabidopsis.

Journal: Plant physiology 20020301

Title: Internalization and stepwise degradation of heparan sulfate proteoglycans in rat hepatocytes.

Journal: Biochimica et biophysica acta 20011219

Title: Discovery of novel, orally active dual NK1/NK2 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20011022

Title: Metabolic stabilization of benzylidene ketal M(2) muscarinic receptor antagonists via halonaphthoic acid substitution.

Journal: Bioorganic & medicinal chemistry letters 20010903

Title: [Influence of alcohol on brain aminopeptidases. An in vitro study].

Journal: Revista de neurologia 20010601

Title: Synthesis and structure-activity relationships of naphthamides as dopamine D3 receptor ligands.

Journal: Journal of medicinal chemistry 20010524

Title: Effects of methylcyclodextrin on lysosomes.

Journal: European journal of biochemistry 20010301

Title: L-Tyrosine beta-naphthylamide is a potent competitive inhibitor of tyramine N-(hydroxycinnamoyl)transferase in vitro.

Journal: Phytochemistry 20010301

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:2243-81-4 Molecular Formula|2243-81-4 MDL|2243-81-4 SMILES|2243-81-4 1-Naphthalenecarboxamide