Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H7N.ClH |
| Molecular Weight | 129.587 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.NC1=CC=CC=C1
InChI
InChIKey=MMCPOSDMTGQNKG-UHFFFAOYSA-N
InChI=1S/C6H7N.ClH/c7-6-4-2-1-3-5-6;/h1-5H,7H2;1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C6H7N |
| Molecular Weight | 93.1265 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Aniline is a toxic organic compound consisting of a phenyl group attached to an amino group. It is the prototypical aromatic amine. Aniline and its derivatives are very important for the synthesis of chemical products such as dyes, resins, and medicines. The main use of aniline is in the manufacture of precursors to polyurethane. Aniline is a carcinogen that is considered to induce tumors secondary to hemosiderosis as a consequence of methemoglobinemia. Aniline is classified as Group 3, not classifiable as to its carcinogenicity in humans (IARC, 480 1987b). Aniline occurs naturally in some foods (i.e., corn, grains, beans, and tea), but the larger source of exposure is in industrial settings. Lifetime permissible daily exposure (PDE) for aniline is 720 ug/day. Simple anilines such as aniline and monosubstituted anilines are known to disappear from the environment mainly via biodegradation.
Originator
Sources: Otto Unverdorben (1826). 'Ueber das Verhalten der organischen Körper in höheren Temperaturen' [On the behaviour of organic substances at high temperatures]. Annalen der Physik und Chemie. 8 (11): 397–410.
Curator's Comment: Aniline was first isolated in 1826 by Otto Unverdorben by destructive distillation of indigo
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Polyaniline-dacron composite as solid phase in enzyme linked immunosorbent assay for Yersinia pestis antibody detection. | 2001-08 |
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| Functional interrelationships in the alkaline phosphatase superfamily: phosphodiesterase activity of Escherichia coli alkaline phosphatase. | 2001-05-15 |
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| High-resolution crystal structure of deoxy hemoglobin complexed with a potent allosteric effector. | 2001-05 |
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| Diaminodiphenylmethane (DDM): frequency of sensitization, clinical relevance and concomitant positive reactions. | 2001-05 |
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| Analysis of the metabolites of the sodium salt of 6-hydroxy-5-(phenylazo)-2-naphthalenesulfonic acid in Sprague-Dawley rat urine. | 2001-04-25 |
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| Diastereoselective synthesis of substituted tetrahydroquinoline-4-carboxylic esters by a tandem reduction-reductive amination reaction. | 2001-04-20 |
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| Predictive value of sperm chromatin condensation (aniline blue staining) in the assessment of male fertility. | 2001-04-12 |
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| Protonation and deprotonation of TpOs(NHPh)Cl(2): an unusually inert amido ligand. | 2001-04-09 |
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| Water-soluble propofol analogues with intravenous anaesthetic activity. | 2001-04-09 |
|
| Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology. | 2001-04-06 |
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| Phenylene ethynylene diazonium salts as potential self-assembling molecular devices. | 2001-04-05 |
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| Assessment of chloroaniline toxicity by the submitochondrial particle assay. | 2001-04 |
|
| Exposure to 4,4'-methylenediphenyl diisocyanate (MDI) during moulding of rigid polyurethane foam: determination of airborne MDI and urinary 4,4'-methylenedianiline (MDA). | 2001-04 |
|
| Pharmacogenetic profile of xenobiotic enzyme metabolism in survivors of the Spanish toxic oil syndrome. | 2001-04 |
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| Effects of novel phenylretinamides on cell growth and apoptosis in bladder cancer. | 2001-04 |
|
| Removal and recovery of p-phenylenediamines developing compounds from photofinishing lab-washwater using clinoptilolite tuffs from Greece. | 2001-04 |
|
| Naphthol-ASBI phosphate as a preferred substrate for tartrate-resistant acid phosphatase isoform 5b. | 2001-04 |
|
| Synthesis of 2-substituted trifluoromethylquinolines for the evaluation of leishmanicidal activity. | 2001-04 |
|
| T cells ignore aniline, a prohapten, but respond to its reactive metabolites generated by phagocytes: possible implications for the pathogenesis of toxic oil syndrome. | 2001-04 |
|
| Determination of the levels of aromatic amines in indoor and outdoor air in Italy. | 2001-04 |
|
| Efficacy and safety of eltenac gel in the treatment of knee osteoarthritis. | 2001-04 |
|
| The utilization of aniline, chlorinated aniline, and aniline blue as the only source of nitrogen by fungi in water. | 2001-04 |
|
| The effects of exogenous calcium buffers on the systolic calcium transient in rat ventricular myocytes. | 2001-04 |
|
| The use of surrogate endpoints to assess potential toxicity in humans. | 2001-03-31 |
|
| Binding of substituted phenol and aniline derivatives to the corn protein zein studied by high-performance liquid chromatography. | 2001-03-25 |
|
| Synthesis of functional aromatic multisulfonyl chlorides and their masked precursors. | 2001-03-23 |
|
| Evaluation of the gender differences in 4,4'-methylenedianiline toxicity, distribution, and effects on biliary parameters. | 2001-03-23 |
|
| Bimetallic reactivity. On the use of oxadiazoles as binucleating ligands. | 2001-03-12 |
|
| Formaldehyde-mediated modification of natural deoxyguanosine with amines: one-pot cyclization as a molecular model for genotoxicity. | 2001-03-12 |
|
| Optimization of force constants with an Urey-Bradley force field avoiding normal mode crossings. | 2001-03-01 |
|
| Structure of exciplexes: solvent and temperature dependences of charge transfer character. | 2001-03-01 |
|
| Synthesis and Src kinase inhibitory activity of a series of 4-phenylamino-3-quinolinecarbonitriles. | 2001-03-01 |
|
| [Clinical prognostic factors in superficial cancer of the urinary bladder]. | 2001-03 |
|
| Paenibacillus borealis sp. nov., a nitrogen-fixing species isolated from spruce forest humus in Finland. | 2001-03 |
|
| Dinitroaniline herbicides against protozoan parasites: the case of Trypanosoma cruzi. | 2001-03 |
|
| Cytotoxic effects of peroxynitrite, polymorphonuclear neutrophils, free-radical scavengers, inhibitors of myeloperoxidase, and inhibitors of nitric oxide synthase on bovine mammary secretory epithelial cells. | 2001-03 |
|
| Selective electrocatalytic oxidation of N-alkyl-N-methylanilines to N-alkylformanilides using nitroxyl radical. | 2001-03 |
|
| The influence of substituent groups on the resonance stabilization of benzene. An ab initio computational study. | 2001-02-23 |
|
| Multiple inhibitor analysis of the brequinar and leflunomide binding sites on human dihydroorotate dehydrogenase. | 2001-02-20 |
|
| Inhibition kinetics of green crab (Scylla serrata) alkaline phosphatase by zinc ions: a new type of complexing inhibition. | 2001-02-09 |
|
| Differential effects of IH636 grape seed proanthocyanidin extract and a DNA repair modulator 4-aminobenzamide on liver microsomal cytochrome 4502E1-dependent aniline hydroxylation. | 2001-02 |
|
| 5-HT(6) receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides. | 2001-02 |
|
| The lipid charge density at the bilayer surface modulates the effects of melittin on membranes. | 2001-02 |
|
| Synthesis, characterization, and comparative 32P-postlabeling efficiencies of 2,6-dimethylaniline-DNA adducts. | 2001-02 |
|
| Studies on the effect of diadenlyated nucleotides on calcium mobilization and prostacyclin synthesis in bovine aortic endothelial cells. | 2001-02 |
|
| Palladium-catalyzed amination of aryl bromides and aryl triflates using diphosphane ligands: a kinetic study. | 2001-01-19 |
|
| Stark effects in gas-phase electronic spectra. Dipole moment of aniline in its excited S(1) state. | 2001-01-10 |
|
| Storage time and deodorization temperature influence the formation of aniline-derived compounds in denatured rapeseed oils. | 2001-01 |
|
| [Collecting of trichloroaniline in the air by micropore filter membrane and determination by gas chromatography]. | 2001-01 |
|
| Biological activity of some 4-anilinoquinazolines: cytotoxic, genotoxic and antiprotease effects, induction of necrosis and changes of actin cytoskeleton. | 2001 |
Sample Use Guides
To understand the mechanisms of aniline biodegradation A. baylyi BD413 (formerly termed Acinetobacter sp. or Acinetobacter calcoaceticus) were inoculated into medium containing aniline as the sole carbon source and then cultivated with shaking. BD413 harboring pTB01 completely degraded 0.15 mM aniline within 1 day, as well as additional spikes of aniline administered day by day.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:05:25 GMT 2025
by
admin
on
Mon Mar 31 19:05:25 GMT 2025
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| Record UNII |
576R1193YL
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| Record Status |
Validated (UNII)
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| Record Version |
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C023650
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DBSALT002333
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205-519-8
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142-04-1
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7910
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DTXSID3020091
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ANILINIUM CHLORIDE
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576R1193YL
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8870
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m1922
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