Page last updated: 2024-12-05

alpha-naphthylphthalamic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Alpha-naphthylphthalamic acid (NPA) is a synthetic plant growth regulator that acts as a potent auxin transport inhibitor. It is widely used in agriculture as a herbicide and plant growth regulator, primarily for its ability to prevent the growth of dicotyledonous weeds. NPA inhibits the polar transport of auxin, a plant hormone essential for cell elongation and development. This inhibition disrupts the normal growth patterns of plants, particularly in the roots and shoots.

NPA is synthesized through a multi-step process involving the reaction of phthalic anhydride with alpha-naphthylamine. Its effects on plant growth are complex and vary depending on the concentration, plant species, and environmental conditions.

Research on NPA focuses on understanding its mechanism of action, exploring its potential applications in agriculture, and investigating its environmental impact. Researchers are studying the impact of NPA on different plant species, its effects on soil microorganisms, and its potential for bioremediation of contaminated soil.

NPA is a valuable tool for managing weed growth and promoting crop yields. However, concerns about its potential environmental risks have led to the development of alternative herbicides and plant growth regulators. Ongoing research continues to explore the benefits and drawbacks of NPA, aiming to optimize its use in agriculture while minimizing its environmental impact.'

alpha-naphthylphthalamic acid: RN given refers to parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

naptalam : A dicarboxylic acid monoamide which results from addition of one equivalent of 1-naphthylamine to phthalic anhydride. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID8594
CHEMBL ID2447888
CHEBI ID60833
SCHEMBL ID54940
MeSH IDM0043397

Synonyms (124)

Synonym
n-1-napthylphthalamic acid
CHEBI:60833 ,
2-[n-(1-naphthylcarbamoyl)]benzoic acid
n-(1-naphthalenyl)phthalamic acid
nip-a-thin
alanap 3
alanap 1
naptalam
n-.alpha.-naphthylphthalamic acid
dyanap
wln: l66j bmvr bvq
n-1-naphthyl-phthalamidsaeure
n-(.alpha.-naphthyl)phthalamic acid
phthalamic acid,n-1-naphthyl-
phthalamic acid, n-1-naphthyl-
1-n-naphthylphthalamic acid
n-1-naphthylphthalamic acid
alanape
grelutin
2-[(1-naphthalenylamino)carbonylbenzoic acid
naphthylphthalamic acid
alanap 10g at
.alpha.-naphthylphthalamic acid
naphthalam
6q8 ,
nsc204421
nsc-204421
mor-cran
n-1-naphthylphthalamate
acp 322
peach-thin
132-66-1
benzoic acid, 2-[(1-naphthalenylamino)carbonyl]-
alanap
analape
2-(1-naphthylcarbamoyl)benzoic acid
IFLAB1_001003
OPREA1_469302
AE-017/30049056
CBDIVE_002040
OPREA1_065903
naptalam [bsi:iso]
naptro
kyselina n-1-naftylftalamova [czech]
n-alpha-naphthylphthalamic acid
naptalame [iso-french]
naptalame
n-1-naphthalenephthalamic acid
naftalam [czech]
npa (van)
n-1-naphthyl-phthalamidsaeure [german]
brn 2814102
nsc 204421
[3h]-npa
ancrack
2-[(1-naphthylamino)carbonyl]benzoic acid
peach thin 322
alanap 10g
phthalamic acid, n-1-naphthyl- (7ci,8ci)
2-((1-naphthalenylamino)carbonyl)benzoic acid
benzoic acid, 2-[(1-naphthalenylamino)carbonyl]- (9ci)
alpha-naphthylphthalamic acid
1-naphthylphthalamic acid
epa pesticide chemical code 030702
alanap plus
cyanap
benzoic acid, 2-((1-naphthalenylamino)carbonyl)-
hsdb 1742
caswell no. 592
phthalamic acid, n-1-naphthyl
ai3-23463
n-(1-naphthyl)phthalamic acid
2-(naphthalen-1-ylcarbamoyl)benzoic acid
STK072761
jxthewskylzvjc-uhfffaoysa-
inchi=1/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)
AKOS000485934
L001060
HMS1414N13
N0067
npa,(-)
bdbm81777
nsc_8594
306r88v86p ,
3-12-00-02876 (beilstein handbook reference)
naftalam
unii-306r88v86p
kyselina n-1-naftylftalamova
C18869
dtxsid6032437 ,
dtxcid4012437
cas-132-66-1
tox21_302279
NCGC00255281-01
n-(1-naphthyl)phthalamidic acid
n-1-naphthylphthalamidic acid
F0290-1094
FT-0629075
CHEMBL2447888
naptalam [hsdb]
naptalam [mi]
naptalam [iso]
SCHEMBL54940
1-(n-naphthyl)phthalamic acid
2-[(1-naphthylamino)carbonyl]benzoic acid #
2-((1-naphthalenylamino)carbonylbenzoic acid
solo (salt/mix)
premerge plus (salt/mix)
2-[(naphthalen-1-yl)carbamoyl]benzoic acid
sr-01000392378
SR-01000392378-1
mfcd00037725
c18h13no3
naptalam, pestanal(r), analytical standard
AS-67711
naptalam, analytical standard
J-006203
benzoic acid, 2-((1-naphthalenylamino)carbonyl)- (9ci)
Q11751616
D91636
CS-0065451
HY-116425
e7o ,
SY052096
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
herbicideA substance used to destroy plant pests.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
dicarboxylic acid monoamide
carboxylic acidA carbon oxoacid acid carrying at least one -C(=O)OH group and having the structure RC(=O)OH, where R is any any monovalent functional group. Carboxylic acids are the most common type of organic acid.
N-(1-naphthyl)carboxamideAny carboxamide resulting from the formal condensation of a carboxylic acid with 1-naphthylamine.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency38.30560.001022.650876.6163AID1224838; AID1224839; AID1224893
pregnane X nuclear receptorHomo sapiens (human)Potency38.57080.005428.02631,258.9301AID1346982
aryl hydrocarbon receptorHomo sapiens (human)Potency12.07340.000723.06741,258.9301AID743085; AID743122
activating transcription factor 6Homo sapiens (human)Potency17.37390.143427.612159.8106AID1159516
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency51.95360.057821.109761.2679AID1159526; AID1159528
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency56.77990.000627.21521,122.0200AID743202; AID743219
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (183)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (4.37)18.7374
1990's22 (12.02)18.2507
2000's78 (42.62)29.6817
2010's59 (32.24)24.3611
2020's16 (8.74)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.82

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index9.82 (24.57)
Research Supply Index5.24 (2.92)
Research Growth Index5.05 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.82)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (1.60%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other184 (98.40%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]