Compounds > 4-nitrobenzoyl chloride
Page last updated: 2024-12-05

4-nitrobenzoyl chloride

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

4-Nitrobenzoyl chloride is a yellow crystalline solid that is used as a reagent in organic synthesis. It is a versatile building block for the preparation of various functionalized compounds. Its importance stems from its reactivity towards nucleophiles, making it suitable for acylation reactions. It is studied extensively due to its applications in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. For example, it is used in the synthesis of the anti-inflammatory drug ibuprofen. 4-Nitrobenzoyl chloride can be synthesized through the reaction of 4-nitrobenzoic acid with thionyl chloride. It is a strong electrophile and can react with various nucleophiles, such as alcohols, amines, and thiols. 4-Nitrobenzoyl chloride is a useful reagent for the preparation of amides, esters, and other carbonyl compounds. The presence of the nitro group makes it more reactive than benzoyl chloride. This increased reactivity is due to the electron-withdrawing nature of the nitro group. In addition, 4-nitrobenzoyl chloride can be used as a starting material for the synthesis of other useful compounds, such as 4-nitrobenzoic acid and 4-nitroaniline. 4-Nitrobenzoyl chloride is a versatile and important reagent in organic synthesis, and its applications continue to be explored.'

Cross-References

ID SourceID
PubMed CID8502
CHEMBL ID1599838
SCHEMBL ID43141
SCHEMBL ID16692347
MeSH IDM0127354

Synonyms (65)

Synonym
122-04-3
benzoyl chloride, 4-nitro-
nsc5381
p-nitrobenzoic acid chloride
benzoyl chloride, p-nitro-
p-nitrobenzoyl chloride
nsc-5381
4-nitrobenzoyl chloride
nitrobenzoyl chloride, 4-
inchi=1/c7h4clno3/c8-7(10)5-1-3-6(4-2-5)9(11)12/h1-4
NCGC00091803-01
4-nitro-benzoyl chloride
ai3-08914
brn 0473192
ccris 3136
nsc 5381
einecs 204-517-4
4-nitrobenzoic acid chloride
4-nitrobenzoyl chloride, 98%
N0176
A804833
NCGC00091803-02
x3h8pw2gc4 ,
4-09-00-01191 (beilstein handbook reference)
unii-x3h8pw2gc4
ec 204-517-4
dtxcid905742
cas-122-04-3
NCGC00257691-01
tox21_200137
dtxsid9025742 ,
STL163544
BBL012202
AKOS005716884
FT-0619215
CHEMBL1599838
SCHEMBL43141
4-nitrobenzoyl chloride [mi]
nitrobenzoyl chloride, p-
p-nitro- benzoyl chloride
p-nitro-benzoyl chloride
4-nitrobenzoylchloride
4 -nitrobenzoyl chloride
4-nitro-benzoylchloride
para-nitrobenzoic acid chloride
4-nitro benzoic acid chloride
para-nitrobenzoyl chloride
p-nitro-benzoylchloride
4-nitro-benzoyl-chloride
rho-nitrobenzoyl chloride
4--nitrobenzoyl chloride
4-nitro benzoyl chloride
paranitrobenzoyl chloride
4-nitrobenzoyi chloride
p-nitrobenzoylchloride
4-nitroberizoyl chloride
STR01076
W-108439
F2190-0076
4-nitrobenzoyl chloride, for hplc derivatization, >=99.0% (gc)
SCHEMBL16692347
mfcd00007345
EN300-18044
Q27293518
4-nitrobenzoyl-d4chloride
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency1.00000.003245.467312,589.2998AID2517
GLI family zinc finger 3Homo sapiens (human)Potency0.84770.000714.592883.7951AID1259369
AR proteinHomo sapiens (human)Potency40.14690.000221.22318,912.5098AID1259247; AID743040
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency39.81070.011212.4002100.0000AID1030
pregnane X nuclear receptorHomo sapiens (human)Potency5.34870.005428.02631,258.9301AID1346982
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency0.006119.739145.978464.9432AID1159509
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency60.01330.000323.4451159.6830AID743065; AID743067
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (50.00)18.7374
1990's0 (0.00)18.2507
2000's3 (37.50)29.6817
2010's0 (0.00)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 42.47

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index42.47 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index57.05 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (42.47)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (12.50%)4.05%
Observational0 (0.00%)0.25%
Other7 (87.50%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dinitrochlorobenzene
Dinitrochlorobenzene: A skin irritant that may cause dermatitis of both primary and allergic types. Contact sensitization with DNCB has been used as a measure of cellular immunity. DNCB is also used as a reagent for the detection and determination of pyridine compounds.. 1-chloro-2,4-dinitrobenzene : A C-nitro compound that is chlorobenzene carrying a nitro substituent at each of the 2- and 4-positions.		2.3920C-nitro compound;
monochlorobenzenes		allergen;
epitope;
sensitiser
glycine
[no description available]		1.9310alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
pyridine
azine : An organonitrogen compound of general structure RCH=N-N=CHR or RR'C=N-N=CRR'.		1.9310azaarene;
mancude organic heteromonocyclic parent;
monocyclic heteroarene;
pyridines		environmental contaminant;
NMR chemical shift reference compound
procaine
Procaine: A local anesthetic of the ester type that has a slow onset and a short duration of action. It is mainly used for infiltration anesthesia, peripheral nerve block, and spinal block. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1016).. procaine : A benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol.		1.9710benzoate ester;
substituted aniline;
tertiary amino compound		central nervous system depressant;
drug allergen;
local anaesthetic;
peripheral nervous system drug
1-chloro-2-nitrobenzene
[no description available]		2.2510C-nitro compound;
monochlorobenzenes
hydrazine
diamine : Any polyamine that contains two amino groups.		2.0310azane;
hydrazines		EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
androstane-3,17-diol
Androstane-3,17-diol: The unspecified form of the steroid, normally a major metabolite of TESTOSTERONE with androgenic activity. It has been implicated as a regulator of gonadotropin secretion.		2.031017-hydroxy steroid;
3-hydroxy steroid;
androstanoid
s-(2,4-dinitrophenyl)glutathione
S-(2,4-dinitrophenyl)glutathione : A glutathione conjugate in which the thiol hydrogen of glutathione has been replaced by a 2,4-dinitrophenyl group.		1.9710glutathione conjugate
nadp
[no description available]		2.2510
2-hydrazino-1-methylpyridine
2-hydrazino-1-methylpyridine: structure in first source		2.0310
ConditionIndicatedRelationship StrengthStudiesTrials
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		01.9610
Contact Dermatitis
[description not available]		01.9710
Dermatitis, Contact
A type of acute or chronic skin reaction in which sensitivity is manifested by reactivity to materials or substances coming in contact with the skin. It may involve allergic or non-allergic mechanisms.		01.9710