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Naptalam

CAS No.:
132-66-1
Catalog Number:
AG00101F
Molecular Formula:
C18H13NO3
Molecular Weight:
291.3007
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10g
>99.0%(T)(HPLC)
1 week
United States
$424
- +
Product Description
Catalog Number:
AG00101F
Chemical Name:
Naptalam
CAS Number:
132-66-1
Molecular Formula:
C18H13NO3
Molecular Weight:
291.3007
MDL Number:
MFCD00037725
IUPAC Name:
2-(naphthalen-1-ylcarbamoyl)benzoic acid
InChI:
InChI=1S/C18H13NO3/c20-17(14-9-3-4-10-15(14)18(21)22)19-16-11-5-7-12-6-1-2-8-13(12)16/h1-11H,(H,19,20)(H,21,22)
InChI Key:
JXTHEWSKYLZVJC-UHFFFAOYSA-N
SMILES:
OC(=O)c1ccccc1C(=O)Nc1cccc2c1cccc2
UNII:
306R88V86P
NSC Number:
204421
Properties
Complexity:
423  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
291.09g/mol
Formal Charge:
0
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
291.306g/mol
Monoisotopic Mass:
291.09g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
66.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.5  
Literature
Title Journal
Cytoplasm localization of aminopeptidase M1 and its functional activity in root hair cells and BY-2 cells. Molecular biology reports 20121201
Involvement of heme oxygenase-1 in β-cyclodextrin-hemin complex-induced cucumber adventitious rooting process. Plant cell reports 20120901
Overexpression of 3β-hydroxysteroid dehydrogenases/C-4 decarboxylases causes growth defects possibly due to abnormal auxin transport in Arabidopsis. Molecules and cells 20120731
Phloem-associated auxin response maxima determine radial positioning of lateral roots in maize. Philosophical transactions of the Royal Society of London. Series B, Biological sciences 20120605
Evaluating auxin distribution in tomato (Solanum lycopersicum) through an analysis of the PIN and AUX/LAX gene families. The Plant journal : for cell and molecular biology 20120501
Sporophytic ovule tissues modulate the initiation and progression of apomixis in Hieracium. Journal of experimental botany 20120501
Transport of indole-3-butyric acid and indole-3-acetic acid in Arabidopsis hypocotyls using stable isotope labeling. Plant physiology 20120401
Over-expression of OsPIN2 leads to increased tiller numbers, angle and shorter plant height through suppression of OsLAZY1. Plant biotechnology journal 20120201
Diversification and Expression of the PIN, AUX/LAX, and ABCB Families of Putative Auxin Transporters in Populus. Frontiers in plant science 20120101
YUCCA genes are expressed in response to leaf adaxial-abaxial juxtaposition and are required for leaf margin development. Plant physiology 20111201
Pseudonodule formation by wild-type and symbiotic mutant Medicago truncatula in response to auxin transport inhibitors. Molecular plant-microbe interactions : MPMI 20111101
Type-A response regulators are required for proper root apical meristem function through post-transcriptional regulation of PIN auxin efflux carriers. The Plant journal : for cell and molecular biology 20111001
Rice develop wavy seminal roots in response to light stimulus. Plant cell reports 20110901
Auxin modulates the enhanced development of root hairs in Arabidopsis thaliana (L.) Heynh. under elevated CO(2). Plant, cell & environment 20110801
BnHO1, a haem oxygenase-1 gene from Brassica napus, is required for salinity and osmotic stress-induced lateral root formation. Journal of experimental botany 20110801
Auxin-cytokinin interaction regulates meristem development. Molecular plant 20110701
Involvement of auxin distribution in root nodule development of Lotus japonicus. Planta 20110701
Ntann12 annexin expression is induced by auxin in tobacco roots. Journal of experimental botany 20110701
Creating drought- and salt-tolerant cotton by overexpressing a vacuolar pyrophosphatase gene. Plant signaling & behavior 20110601
Probing the roles of LRR RLK genes in Arabidopsis thaliana roots using a custom T-DNA insertion set. Plant molecular biology 20110501
SIZ1 regulation of phosphate starvation-induced root architecture remodeling involves the control of auxin accumulation. Plant physiology 20110201
Transcription of DWARF4 plays a crucial role in auxin-regulated root elongation in addition to brassinosteroid homeostasis in Arabidopsis thaliana. PloS one 20110101
Comparative expression pattern analysis of WUSCHEL-related homeobox 2 (WOX2) and WOX8/9 in developing seeds and somatic embryos of the gymnosperm Picea abies. The New phytologist 20101001
A maize thiamine auxotroph is defective in shoot meristem maintenance. The Plant cell 20101001
Alignment between PIN1 polarity and microtubule orientation in the shoot apical meristem reveals a tight coupling between morphogenesis and auxin transport. PLoS biology 20101001
Oscillating gene expression determines competence for periodic Arabidopsis root branching. Science (New York, N.Y.) 20100910
Non-invasive quantification of endogenous root auxin transport using an integrated flux microsensor technique. The Plant journal : for cell and molecular biology 20100901
Chemical stimulation of the Arabidopsis thaliana root using multi-laminar flow on a microfluidic chip. Lab on a chip 20100821
Hormonal interplay during adventitious root formation in flooded tomato plants. The Plant journal : for cell and molecular biology 20100801
Expression profile of PIN, AUX/LAX and PGP auxin transporter gene families in Sorghum bicolor under phytohormone and abiotic stress. The FEBS journal 20100701
Inhibition of auxin transport from the ovary or from the apical shoot induces parthenocarpic fruit-set in tomato mediated by gibberellins. Plant physiology 20100601
Arabidopsis cryptochrome-1 restrains lateral roots growth by inhibiting auxin transport. Journal of plant physiology 20100515
Expression of a gymnosperm PIN homologous gene correlates with auxin immunolocalization pattern at cotyledon formation and in demarcation of the procambium during Picea abies somatic embryo development and in seedling tissues. Tree physiology 20100401
Inhibition of primary roots and stimulation of lateral root development in Arabidopsis thaliana by the rhizobacterium Serratia marcescens 90-166 is through both auxin-dependent and -independent signaling pathways. Molecules and cells 20100301
Gene family structure, expression and functional analysis of HD-Zip III genes in angiosperm and gymnosperm forest trees. BMC plant biology 20100101
The ectomycorrhizal fungus Laccaria bicolor stimulates lateral root formation in poplar and Arabidopsis through auxin transport and signaling. Plant physiology 20091201
Hydrogen sulfide promotes root organogenesis in Ipomoea batatas, Salix matsudana and Glycine max. Journal of integrative plant biology 20091201
Differential downward stream of auxin synthesized at the tip has a key role in gravitropic curvature via TIR1/AFBs-mediated auxin signaling pathways. Plant & cell physiology 20091101
Auxin redistribution modulates plastic development of root system architecture under salt stress in Arabidopsis thaliana. Journal of plant physiology 20091015
The role of Arabidopsis 5PTase13 in root gravitropism through modulation of vesicle trafficking. Cell research 20091001
Adventitious root formation in rice requires OsGNOM1 and is mediated by the OsPINs family. Cell research 20090901
The TRANSPORT INHIBITOR RESPONSE2 gene is required for auxin synthesis and diverse aspects of plant development. Plant physiology 20090901
Auxin-induced WUS expression is essential for embryonic stem cell renewal during somatic embryogenesis in Arabidopsis. The Plant journal : for cell and molecular biology 20090801
Mutation of the membrane-associated M1 protease APM1 results in distinct embryonic and seedling developmental defects in Arabidopsis. The Plant cell 20090601
Studies of aberrant phyllotaxy1 mutants of maize indicate complex interactions between auxin and cytokinin signaling in the shoot apical meristem. Plant physiology 20090501
Strigolactone acts downstream of auxin to regulate bud outgrowth in pea and Arabidopsis. Plant physiology 20090501
Microdissection of shoot meristem functional domains. PLoS genetics 20090501
The polar auxin transport inhibitor NPA impairs embryo morphology and increases the expression of an auxin efflux facilitator protein PIN during Picea abies somatic embryo development. Tree physiology 20090401
Sl-IAA3, a tomato Aux/IAA at the crossroads of auxin and ethylene signalling involved in differential growth. Journal of experimental botany 20090301
Expression pattern of four storage xyloglucan mobilization-related genes during seedling development of the rain forest tree Hymenaea courbaril L. Journal of experimental botany 20090301
Abscisic acid is a negative regulator of root gravitropism in Arabidopsis thaliana. Biochemical and biophysical research communications 20090123
Flavonoids redirect PIN-mediated polar auxin fluxes during root gravitropic responses. The Journal of biological chemistry 20081107
Multiple MONOPTEROS-dependent pathways are involved in leaf initiation. Plant physiology 20081001
The heme oxygenase/carbon monoxide system is involved in the auxin-induced cucumber adventitious rooting process. Plant physiology 20081001
Regulation of tomato lateral root development by carbon monoxide and involvement in auxin and nitric oxide. Journal of experimental botany 20080901
The Relationship between auxin transport and maize branching. Plant physiology 20080801
The ABC subfamily B auxin transporter AtABCB19 is involved in the inhibitory effects of N-1-naphthyphthalamic acid on the phototropic and gravitropic responses of Arabidopsis hypocotyls. Plant & cell physiology 20080801
Expression of gibberellin 20-oxidase1 (AtGA20ox1) in Arabidopsis seedlings with altered auxin status is regulated at multiple levels. Journal of experimental botany 20080501
Identification of genes expressed in vascular tissues using NPA-induced vascular overgrowth in Arabidopsis. Plant & cell physiology 20080301
A role for IAA in the infection of Arabidopsis thaliana by Orobanche aegyptiaca. Annals of botany 20080101
Inhibited polar auxin transport results in aberrant embryo development in Norway spruce. The New phytologist 20080101
Arabidopsis P-glycoprotein19 participates in the inhibition of gravitropism by gravacin. Chemistry & biology 20071201
Auxin synthesized by the YUCCA flavin monooxygenases is essential for embryogenesis and leaf formation in Arabidopsis. The Plant cell 20070801
Variation in indole-3-acetic acid transport and its relationship with growth in etiolated lupin hypocotyls. Journal of plant physiology 20070701
Mutations in Arabidopsis multidrug resistance-like ABC transporters separate the roles of acropetal and basipetal auxin transport in lateral root development. The Plant cell 20070601
Laser microdissection of narrow sheath mutant maize uncovers novel gene expression in the shoot apical meristem. PLoS genetics 20070601
Arabidopsis nucleolin affects plant development and patterning. Plant physiology 20070501
Saturated humidity accelerates lateral root development in rice (Oryza sativa L.) seedlings by increasing phloem-based auxin transport. Journal of experimental botany 20070101
Differential regulation of Ku gene expression in etiolated mung bean hypocotyls by auxins. Biochimica et biophysica acta 20070101
Cloning of Pinus sylvestris SCARECROW gene and its expression pattern in the pine root system, mycorrhiza and NPA-treated short roots. The New phytologist 20070101
Red light causes a reduction in IAA levels at the apical tip by inhibiting de novo biosynthesis from tryptophan in maize coleoptiles. Planta 20061101
Changes in starch and inositol 1,4,5-trisphosphate levels and auxin transport are interrelated in graviresponding oat (Avena sativa) shoots. Plant, cell & environment 20061101
The Ethylene-insensitive sickle mutant of Medicago truncatula shows altered auxin transport regulation during nodulation. Plant physiology 20060901
Molecular changes occurring during acquisition of abscission competence following auxin depletion in Mirabilis jalapa. Plant physiology 20060801
STY1 regulates auxin homeostasis and affects apical-basal patterning of the Arabidopsis gynoecium. The Plant journal : for cell and molecular biology 20060701
Silencing the flavonoid pathway in Medicago truncatula inhibits root nodule formation and prevents auxin transport regulation by rhizobia. The Plant cell 20060701
PIN proteins perform a rate-limiting function in cellular auxin efflux. Science (New York, N.Y.) 20060512
Plant science. Auxin transport, but in which direction? Science (New York, N.Y.) 20060512
Signals controlling root suckering and adventitious shoot formation in aspen (Populus tremuloides). Tree physiology 20060501
The WAG1 and WAG2 protein kinases negatively regulate root waving in Arabidopsis. The Plant journal : for cell and molecular biology 20060301
Immunohistochemical localization of IAA and ABP1 in strawberry shoot apexes during floral induction. Planta 20051101
Cholodny-Went revisited: a role for jasmonate in gravitropism of rice coleoptiles. Planta 20051101
The rib1 mutant of Arabidopsis has alterations in indole-3-butyric acid transport, hypocotyl elongation, and root architecture. Plant physiology 20051101
Auxin and ethylene interactions control mitotic activity of the quiescent centre, root cap size, and pattern of cap cell differentiation in maize. Plant, cell & environment 20050601
Automorphosis of etiolated pea seedlings in space is simulated by a three-dimensional clinostat and the application of inhibitors of auxin polar transport. Physiologia plantarum 20050401
Mechano-sensitive orientation of cortical microtubules during gravitropism in azuki bean epicotyls. Journal of plant research 20050201
Root cap specific expression of an endo-beta-1,4-D-glucanase (cellulase): a new marker to study root development in Arabidopsis. Plant molecular biology 20040901
Interactions between auxin transport and the actin cytoskeleton in developmental polarity of Fucus distichus embryos in response to light and gravity. Plant physiology 20040501
The control of storage xyloglucan mobilization in cotyledons of Hymenaea courbaril. Plant physiology 20040501
Nitric oxide plays a central role in determining lateral root development in tomato. Planta 20040401
Brassinosteroids interact with auxin to promote lateral root development in Arabidopsis. Plant physiology 20040401
Developmental anatomy and auxin response of lateral root formation in Ceratopteris richardii. Journal of experimental botany 20040301
Roles for auxin during morphogenesis of the compound leaves of pea ( Pisum sativum). Planta 20040101
Effect of auxin transport inhibitors and ethylene on the wood anatomy of poplar. Plant biology (Stuttgart, Germany) 20040101
Flavonoid-related regulation of auxin accumulation in Agrobacterium tumefaciens-induced plant tumors. Planta 20031201
Developmental stages during the rooting of in-vitro-cultured Quercus robur shoots from material of juvenile and mature origin. Tree physiology 20031201
Auxin transport synchronizes the pattern of cell division in a tobacco cell line. Plant physiology 20031101
Arabidopsis AtGSTF2 is regulated by ethylene and auxin, and encodes a glutathione S-transferase that interacts with flavonoids. The Plant journal : for cell and molecular biology 20031101
The polar auxin transport inhibitor N-1-naphthylphthalamic acid disrupts leaf initiation, KNOX protein regulation, and formation of leaf margins in maize. Plant physiology 20031001
Graviresponse and its regulation from the aspect of molecular levels in higher plants: growth and development, and auxin polar transport in etiolated pea seedlings under microgravity. Uchu Seibutsu Kagaku 20031001
Auxin regulation of axial growth in bryophyte sporophytes: its potential significance for the evolution of early land plants. American journal of botany 20031001
Comparative effects of auxin transport inhibitors on rhizogenesis and mycorrhizal establishment of spruce seedlings inoculated with Laccaria bicolor. Tree physiology 20030801
[Graviresponse in higher plants and its regulation in molecular bases: relevance to growth and development, and auxin polar transport in etiolated pea seedlings]. Uchu Seibutsu Kagaku 20030801
Auxin distribution in Lotus japonicus during root nodule development. Plant molecular biology 20030801
Mutations in the huge Arabidopsis gene BIG affect a range of hormone and light responses. The Plant journal : for cell and molecular biology 20030701
Metabonomics classifies pathways affected by bioactive compounds. Artificial neural network classification of NMR spectra of plant extracts. Phytochemistry 20030301
A no hydrotropic response root mutant that responds positively to gravitropism in Arabidopsis. Plant physiology 20030201
Polyamine oxidase, a hydrogen peroxide-producing enzyme, is up-regulated by light and down-regulated by auxin in the outer tissues of the maize mesocotyl. Plant physiology 20030201
Light interacts with auxin during leaf elongation and leaf angle development in young corn seedlings. Planta 20030101
Do phytotropins inhibit auxin efflux by impairing vesicle traffic? Plant physiology 20030101
Auxin efflux carrier activity and auxin accumulation regulate cell division and polarity in tobacco cells. Planta 20021201
The procambium specification gene Oshox1 promotes polar auxin transport capacity and reduces its sensitivity toward inhibition. Plant physiology 20021101
The auxin influx carrier is essential for correct leaf positioning. The Plant journal : for cell and molecular biology 20021101
Indole acetic acid distribution coincides with vascular differentiation pattern during Arabidopsis leaf ontogeny. Plant physiology 20020901
Early embryo development in Fucus distichus is auxin sensitive. Plant physiology 20020901
Reorientation of seedlings in the earth's gravitational field induces cytosolic calcium transients. Plant physiology 20020601
Identification, purification, and molecular cloning of N-1-naphthylphthalmic acid-binding plasma membrane-associated aminopeptidases from Arabidopsis. Plant physiology 20020301
Gravity-stimulated changes in auxin and invertase gene expression in maize pulvinal cells. Plant physiology 20020201
Sites and homeostatic control of auxin biosynthesis in Arabidopsis during vegetative growth. The Plant journal : for cell and molecular biology 20011101
The growth of tomato (Lycopersicon esculentum Mill.) hypocotyls in the light and in darkness differentially involves auxin. Plant science : an international journal of experimental plant biology 20011101
Auxin transport: why plants like to think BIG. Current biology : CB 20011016
Genetic and chemical reductions in protein phosphatase activity alter auxin transport, gravity response, and lateral root growth. The Plant cell 20010701
Role of auxin-induced reactive oxygen species in root gravitropism. Plant physiology 20010701
Alteration of auxin polar transport in the Arabidopsis ifl1 mutants. Plant physiology 20010601
Auxin transport promotes Arabidopsis lateral root initiation. The Plant cell 20010401
Auxin distribution and transport during embryonic pattern formation in wheat. The Plant journal : for cell and molecular biology 20010401
Determination of the pesticide naptalam and its degradation products by positive and negative ion mass spectrometry. Fresenius' journal of analytical chemistry 20010102
Acclimative changes in root epidermal cell fate in response to Fe and P deficiency: a specific role for auxin? Protoplasma 20010101
Properties