Home Amines 1742-95-6
1742-95-6,MFCD00006921
Catalog No.:AA001ZG1

1742-95-6 | 4-Amino-1,8-naphthalimide

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10mg
≥95%
in stock  
$63.00   $44.00
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50mg
95%
in stock  
$88.00   $62.00
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250mg
96%
in stock  
$95.00   $67.00
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1g
96%
in stock  
$211.00   $148.00
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5g
96%
in stock  
$610.00   $427.00
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10g
96%
in stock  
$1,009.00   $706.00
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25g
96%
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$2,007.00   $1,405.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA001ZG1
Chemical Name:
4-Amino-1,8-naphthalimide
CAS Number:
1742-95-6
Molecular Formula:
C12H8N2O2
Molecular Weight:
212.2041
MDL Number:
MFCD00006921
SMILES:
Nc1ccc2c3c1cccc3c(=O)[nH]c2=O
Properties
Computed Properties
 
Complexity:
342  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
XLogP3:
1.3  

Downstream Synthesis Route

[1]Locationinpatent:experimentalpartDhar,Sayaree;SinghaRoy,Somnath;Rana,DipakKumar;Bhattacharya,Sudin;Bhattacharya,Sumanta;Bhattacharya,SubhashChandra[JournalofPhysicalChemistryA,2011,vol.115,#11,p.2216-2224]

[2]Hodgkiss;Jones;Long;Middleton;Parrick;Stratford;Wardman;Wilson[JournalofMedicinalChemistry,1991,vol.34,#7,p.2268-2274]

[1]Alexiou,Michael;Tyman,John;Wilson,Ian[TetrahedronLetters,1981,vol.22,#24,p.2303-2306]

[1]Costi;Tondi;Rinaldi;Barlocco;Cignarella;Santi;Musiu;Pudu;Vacca;LaColla[EuropeanJournalofMedicinalChemistry,1996,vol.31,#12,p.1011-1016]

[1]Costi;Tondi;Rinaldi;Barlocco;Cignarella;Santi;Musiu;Pudu;Vacca;LaColla[EuropeanJournalofMedicinalChemistry,1996,vol.31,#12,p.1011-1016]

1742-95-6    824-94-2   
6-Amino-2-(4-methoxy-benzyl)-benzodeisoquinoline-1,3-dione 

[1]Costi;Tondi;Rinaldi;Barlocco;Cignarella;Santi;Musiu;Pudu;Vacca;LaColla[EuropeanJournalofMedicinalChemistry,1996,vol.31,#12,p.1011-1016]

Literature

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Journal: The Journal of toxicological sciences 20150601

Title: PARP-1 inhibitor sensitizes arsenic trioxide in hepatocellular carcinoma cells via abrogation of G2/M checkpoint and suppression of DNA damage repair.

Journal: Chemico-biological interactions 20150125

Title: A new polymerizable fluorescent PET chemosensor of fluoride (F-) based on naphthalimide-thiourea dye.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120501

Title: Synthesis and photophysical evaluation of a pyridinium 4-amino-1,8-naphthalimide derivative that upon intercalation displays preference for AT-rich double-stranded DNA.

Journal: Organic & biomolecular chemistry 20120421

Title: The impact of cyclin-dependent kinase 5 depletion on poly(ADP-ribose) polymerase activity and responses to radiation.

Journal: Cellular and molecular life sciences : CMLS 20120301

Title: [Effect of PARP-1 inhibitor 4-amino-1 ,8-naphthalimide on the on the sensitivity of adriamycin].

Journal: Wei sheng yan jiu = Journal of hygiene research 20120301

Title: Small fragment homologous replacement: evaluation of factors influencing modification efficiency in an eukaryotic assay system.

Journal: PloS one 20120101

Title: OFF-ON-OFF fluorescence switch with T-latch function.

Journal: Organic letters 20111021

Title: XRCC1 coordinates disparate responses and multiprotein repair complexes depending on the nature and context of the DNA damage.

Journal: Environmental and molecular mutagenesis 20111001

Title: A naphthalimide fluorophore with efficient intramolecular PET and ICT processes: application in molecular logic.

Journal: Organic & biomolecular chemistry 20110807

Title: Luminescence targeting and imaging using a nanoscale generation 3 dendrimer in an in vivo colorectal metastatic rat model.

Journal: Nanomedicine : nanotechnology, biology, and medicine 20110601

Title: A highly selective colorimetric and ratiometric two-photon fluorescent probe for fluoride ion detection.

Journal: Organic letters 20110304

Title: Requirement for NBS1 in the S phase checkpoint response to DNA methylation combined with PARP inhibition.

Journal: DNA repair 20110207

Title: Targeting poly(ADP-ribose) polymerase activity for cancer therapy.

Journal: Cellular and molecular life sciences : CMLS 20101101

Title: Delayed activation of caspase-independent apoptosis during heart failure in transgenic mice overexpressing caspase inhibitor CrmA.

Journal: American journal of physiology. Heart and circulatory physiology 20101101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Colorimetric and fluorescent anion sensors: an overview of recent developments in the use of 1,8-naphthalimide-based chemosensors.

Journal: Chemical Society reviews 20101001

Title: Synthesis, photophysical, and DNA binding studies of fluorescent Tröger's base derived 4-amino-1,8-naphthalimide supramolecular clefts.

Journal: The Journal of organic chemistry 20100820

Title: Alkylation DNA damage in combination with PARP inhibition results in formation of S-phase-dependent double-strand breaks.

Journal: DNA repair 20100805

Title: Design and synthesis of a highly sensitive off-on fluorescent chemosensor for zinc ions utilizing internal charge transfer.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100111

Title: Concurrent targeting of nitrosative stress-PARP pathway corrects functional, behavioral and biochemical deficits in experimental diabetic neuropathy.

Journal: Biochemical and biophysical research communications 20100101

Title: Targeting EGFR induced oxidative stress by PARP1 inhibition in glioblastoma therapy.

Journal: PloS one 20100101

Title: Synthesis and characterization of environment-sensitive fluorescent ligands for human 5-HT1A receptors with 1-arylpiperazine structure.

Journal: Journal of medicinal chemistry 20091210

Title: PARP inhibition during alkylation-induced genotoxic stress signals a cell cycle checkpoint response mediated by ATM.

Journal: DNA repair 20091102

Title: DNA polymerase beta and PARP activities in base excision repair in living cells.

Journal: DNA repair 20091102

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: 4-Amino-1,8-naphthalimide-based Tröger's bases as high affinity DNA targeting fluorescent supramolecular scaffolds.

Journal: Organic letters 20090917

Title: Demonstration of bidirectional photoinduced electron transfer (PET) sensing in 4-amino-1,8-naphthalimide based thiourea anion sensors.

Journal: Organic & biomolecular chemistry 20090907

Title: Unexpected fluorescent behavior of a 4-amino-1,8-naphthalimide derived beta-cyclodextrin: conformation analysis and sensing properties.

Journal: Chemical communications (Cambridge, England) 20090721

Title: Neuroprotective potential of combination of resveratrol and 4-amino 1,8 naphthalimide in experimental diabetic neuropathy: focus on functional, sensorimotor and biochemical changes.

Journal: Free radical research 20090401

Title: Induction of apoptosis by the inhibitors of poly(ADP-ribose)polymerase in HeLa cells.

Journal: Molecular and cellular biochemistry 20090101

Title: PARP-1 is involved in autophagy induced by DNA damage.

Journal: Autophagy 20090101

Title: Protective effects of 4-amino1,8-napthalimide, a poly (ADP-ribose) polymerase inhibitor in experimental diabetic neuropathy.

Journal: Life sciences 20080312

Title: Highly effective DNA photocleavage by novel 'rigid' Ru(bpy)(3)-4-nitro- and -4-amino-1,8-naphthalimide conjugates.

Journal: Inorganic chemistry 20080121

Title: Synthesis, evaluation, and computational studies of naphthalimide-based long-wavelength fluorescent boronic Acid reporters.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

Title: ATR signaling mediates an S-phase checkpoint after inhibition of poly(ADP-ribose) polymerase activity.

Journal: DNA repair 20070601

Title: Highly selective 4-amino-1,8-naphthalimide based fluorescent photoinduced electron transfer (PET) chemosensors for Zn(II) under physiological pH conditions.

Journal: Organic & biomolecular chemistry 20070121

Title: Interaction between ATM and PARP-1 in response to DNA damage and sensitization of ATM deficient cells through PARP inhibition.

Journal: BMC molecular biology 20070101

Title: A stronger DNA damage-induced G2 checkpoint due to over-activated CHK1 in the absence of PARP-1.

Journal: Cell cycle (Georgetown, Tex.) 20061001

Title: Radiosensitization by the poly(ADP-ribose) polymerase inhibitor 4-amino-1,8-naphthalimide is specific of the S phase of the cell cycle and involves arrest of DNA synthesis.

Journal: Molecular cancer therapeutics 20060301

Title: Inhibition of poly (ADP-ribose) polymerase activates ATM which is required for subsequent homologous recombination repair.

Journal: Nucleic acids research 20060101

Title: Involvement of poly(ADP-ribose) polymerase activity in regulating Chk1-dependent apoptotic cell death.

Journal: DNA repair 20050928

Title: Benzamide and 4-amino 1,8 naphthalimide treatment inhibit telomerase activity by down-regulating the expression of telomerase associated protein and inhibiting the poly(ADP-ribosyl)ation of telomerase reverse transcriptase in cultured cells.

Journal: The FEBS journal 20050801

Title: Cerebral endothelial cell apoptosis after ischemia-reperfusion: role of PARP activation and AIF translocation.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20050701

Title: Poly(ADP-ribose) polymerase activity prevents signaling pathways for cell cycle arrest after DNA methylating agent exposure.

Journal: The Journal of biological chemistry 20050422

Title: PARP inhibition sensitizes p53-deficient breast cancer cells to doxorubicin-induced apoptosis.

Journal: The Biochemical journal 20050215

Title: Fluorescence sensor design for transition metal ions: the role of the PIET interaction efficiency.

Journal: Journal of fluorescence 20050101

Title: Design, synthesis, and evaluation of 3,4-dihydro-2H-[1,4]diazepino[6,7,1-hi]indol-1-ones as inhibitors of poly(ADP-ribose) polymerase.

Journal: Journal of medicinal chemistry 20041021

Title: An enzymatic assay for poly(ADP-ribose) polymerase-1 (PARP-1) via the chemical quantitation of NAD(+): application to the high-throughput screening of small molecules as potential inhibitors.

Journal: Analytical biochemistry 20040301

Title: Neuroprotective effect of 4-amino-1,8-napthalimide, a poly(ADP ribose) polymerase inhibitor in middle cerebral artery occlusion-induced focal cerebral ischemia in rat.

Journal: Brain research bulletin 20040201

Title: Toward the elucidation of the catalytic mechanism of the mono-ADP-ribosyltransferase activity of Pseudomonas aeruginosa exotoxin A.

Journal: Biochemistry 20040113

Title: Poly ADP-ribose polymerase (PARP) inhibitors transiently protect leukemia cells from alkylating agent induced cell death by three different effects.

Journal: European journal of medical research 20031022

Title: Using spin dynamics of covalently linked radical ion pairs to probe the impact of structural and energetic changes on charge recombination.

Journal: Journal of the American Chemical Society 20030528

Title: The effect of poly (adenosine diphosphate-ribose) polymerase inhibitors on biochemical changes in testicular ischemia-reperfusion injury.

Journal: The Journal of urology 20030501

Title: A fluorescent sensor with high selectivity and sensitivity for potassium in water.

Journal: Journal of the American Chemical Society 20030212

Title: Poly(ADP-ribose) polymerase (PARP-1) is not involved in DNA double-strand break recovery.

Journal: BMC cell biology 20030101

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Covalently immobilized aminonaphthalimide as fluorescent carrier for the preparation of optical sensors.

Journal: Analytical and bioanalytical chemistry 20020201

Title: Role of zinc in pulmonary endothelial cell response to oxidative stress.

Journal: American journal of physiology. Lung cellular and molecular physiology 20010701

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Tags:1742-95-6 Molecular Formula|1742-95-6 MDL|1742-95-6 SMILES|1742-95-6 4-Amino-1,8-naphthalimide