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 |
|---|---|---|
| Biological activity of some 4-anilinoquinazolines: cytotoxic, genotoxic and antiprotease effects, induction of necrosis and changes of actin cytoskeleton. | 2001 |
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| Assessment of chloroaniline toxicity by the submitochondrial particle assay. | 2001 Apr |
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| Exposure to 4,4'-methylenediphenyl diisocyanate (MDI) during moulding of rigid polyurethane foam: determination of airborne MDI and urinary 4,4'-methylenedianiline (MDA). | 2001 Apr |
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| Pharmacogenetic profile of xenobiotic enzyme metabolism in survivors of the Spanish toxic oil syndrome. | 2001 Apr |
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| Effects of novel phenylretinamides on cell growth and apoptosis in bladder cancer. | 2001 Apr |
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| Synthesis of 2-substituted trifluoromethylquinolines for the evaluation of leishmanicidal activity. | 2001 Apr |
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| 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 Apr |
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| Determination of the levels of aromatic amines in indoor and outdoor air in Italy. | 2001 Apr |
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| Efficacy and safety of eltenac gel in the treatment of knee osteoarthritis. | 2001 Apr |
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| The utilization of aniline, chlorinated aniline, and aniline blue as the only source of nitrogen by fungi in water. | 2001 Apr |
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| The effects of exogenous calcium buffers on the systolic calcium transient in rat ventricular myocytes. | 2001 Apr |
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| Diastereoselective synthesis of substituted tetrahydroquinoline-4-carboxylic esters by a tandem reduction-reductive amination reaction. | 2001 Apr 20 |
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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 Apr 25 |
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| Phenylene ethynylene diazonium salts as potential self-assembling molecular devices. | 2001 Apr 5 |
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| Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology. | 2001 Apr 6 |
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| Protonation and deprotonation of TpOs(NHPh)Cl(2): an unusually inert amido ligand. | 2001 Apr 9 |
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| Water-soluble propofol analogues with intravenous anaesthetic activity. | 2001 Apr 9 |
|
| Polyaniline-dacron composite as solid phase in enzyme linked immunosorbent assay for Yersinia pestis antibody detection. | 2001 Aug |
|
| Differential effects of IH636 grape seed proanthocyanidin extract and a DNA repair modulator 4-aminobenzamide on liver microsomal cytochrome 4502E1-dependent aniline hydroxylation. | 2001 Feb |
|
| 5-HT(6) receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides. | 2001 Feb |
|
| The lipid charge density at the bilayer surface modulates the effects of melittin on membranes. | 2001 Feb |
|
| Synthesis, characterization, and comparative 32P-postlabeling efficiencies of 2,6-dimethylaniline-DNA adducts. | 2001 Feb |
|
| Studies on the effect of diadenlyated nucleotides on calcium mobilization and prostacyclin synthesis in bovine aortic endothelial cells. | 2001 Feb |
|
| Determination of bromethalin in commercial rodenticides found in consumer product samples by HPLC-UV-vis spectrophotometry and HPLC-negative-ion APCI-MS. | 2001 Feb |
|
| Multiple inhibitor analysis of the brequinar and leflunomide binding sites on human dihydroorotate dehydrogenase. | 2001 Feb 20 |
|
| The influence of substituent groups on the resonance stabilization of benzene. An ab initio computational study. | 2001 Feb 23 |
|
| Dansylation of hydroxyl and carboxylic acid functional groups. | 2001 Feb 26 |
|
| Inhibition kinetics of green crab (Scylla serrata) alkaline phosphatase by zinc ions: a new type of complexing inhibition. | 2001 Feb 9 |
|
| Storage time and deodorization temperature influence the formation of aniline-derived compounds in denatured rapeseed oils. | 2001 Jan |
|
| [Collecting of trichloroaniline in the air by micropore filter membrane and determination by gas chromatography]. | 2001 Jan |
|
| Stark effects in gas-phase electronic spectra. Dipole moment of aniline in its excited S(1) state. | 2001 Jan 10 |
|
| Palladium-catalyzed amination of aryl bromides and aryl triflates using diphosphane ligands: a kinetic study. | 2001 Jan 19 |
|
| [Clinical prognostic factors in superficial cancer of the urinary bladder]. | 2001 Mar |
|
| Paenibacillus borealis sp. nov., a nitrogen-fixing species isolated from spruce forest humus in Finland. | 2001 Mar |
|
| Dinitroaniline herbicides against protozoan parasites: the case of Trypanosoma cruzi. | 2001 Mar |
|
| 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 Mar |
|
| Selective electrocatalytic oxidation of N-alkyl-N-methylanilines to N-alkylformanilides using nitroxyl radical. | 2001 Mar |
|
| Optimization of force constants with an Urey-Bradley force field avoiding normal mode crossings. | 2001 Mar 1 |
|
| Structure of exciplexes: solvent and temperature dependences of charge transfer character. | 2001 Mar 1 |
|
| Synthesis and Src kinase inhibitory activity of a series of 4-phenylamino-3-quinolinecarbonitriles. | 2001 Mar 1 |
|
| Bimetallic reactivity. On the use of oxadiazoles as binucleating ligands. | 2001 Mar 12 |
|
| Formaldehyde-mediated modification of natural deoxyguanosine with amines: one-pot cyclization as a molecular model for genotoxicity. | 2001 Mar 12 |
|
| A phase I study of RSR13, a radiation-enhancing hemoglobin modifier: tolerance of repeated intravenous doses and correlation of pharmacokinetics with pharmacodynamics. | 2001 Mar 15 |
|
| Synthesis of functional aromatic multisulfonyl chlorides and their masked precursors. | 2001 Mar 23 |
|
| Evaluation of the gender differences in 4,4'-methylenedianiline toxicity, distribution, and effects on biliary parameters. | 2001 Mar 23 |
|
| Binding of substituted phenol and aniline derivatives to the corn protein zein studied by high-performance liquid chromatography. | 2001 Mar 25 |
|
| The use of surrogate endpoints to assess potential toxicity in humans. | 2001 Mar 31 |
|
| Predictive value of sperm chromatin condensation (aniline blue staining) in the assessment of male fertility. | 2001 Mar-Apr |
|
| Diaminodiphenylmethane (DDM): frequency of sensitization, clinical relevance and concomitant positive reactions. | 2001 May |
|
| Functional interrelationships in the alkaline phosphatase superfamily: phosphodiesterase activity of Escherichia coli alkaline phosphatase. | 2001 May 15 |
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
Fri Dec 15 18:09:24 UTC 2023
by
admin
on
Fri Dec 15 18:09:24 UTC 2023
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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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PRIMARY | Merck Index |
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PARENT -> SALT/SOLVATE |
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